Pet-friendly vacation rentals in Austerlitz, NY

Welcome to Sunny Pond by AvantStay! Escape to the enchanting retreat of Sunny Pond, a charming estate nestled on a private pond among the serene forest of the Berkshires. The inside of this estate boasts multiple living areas, allowing plenty of room to spread out. The main living area welcomes you with a fireplace and cozy ambiance, while the second living area features a casual atmosphere, making you feel right at home. These spaces invite you to kick back and spend quality time with your group. A third living area offers a more intimate setting, with a brick fireplace, rich brown interior decor, and plush leather seating. The spacious, gourmet kitchen is fit for a chef. A wrap-around island counter provides plenty of prep space, while a second island within features barstool seating for a quick snack. Fully equipped with top-of-the-line stainless steel appliances, including two dishwashers, two ovens, and two sinks, it’s ready for you to cook up a feast for your entire group. Head to the formal dining area, where a fireplace and chandelier set the scene for memorable gatherings. A second dining area, complimented by corner windows boasting views of the pond, offers a more casual setting for meals. The rest of the estate has a haven for every member of your group. A grand office allows you to work remotely while living lavishly. Head downstairs where a world of fun and entertainment awaits. A movie room boasts a spacious sectional and a large flat-screen TV for the ultimate movie marathon. Adjacent is the playroom, fully stocked with toys, books, and games. From a dollhouse to a dart board, a keyboard to a rocking horse, the playroom promises endless fun for kids of all ages. Fitness enthusiasts will find enjoyment in the gym, fully equipped with a wide variety of machines and exercise equipment, including a Peloton. After a long day, retreat to the comfort of your cozy bedrooms, where you can relax and recharge. The primary bedroom is designed with your comfort in mind, featuring a plush king bed, a TV for entertainment, a crib for little ones, and a sofa for added versatility. The second bedroom offers a comfortable queen bed, creating a peaceful space to unwind and rest. The full bathroom provides everything you need to refresh and rejuvenate, completing this welcoming retreat. For those seeking relaxation, the outdoors of Sunny Pond is the perfect escape. Retreat to one of the outdoor living spaces for your morning coffee or lounging with an afternoon book. Sprawling lawns and a playground offer plenty of room for activities. Go for a swim in the pond, head out on one of the provided pedal boats, or soak up the sun on the dock. You can even take a stroll out to the island in the middle of the pond, accessible by a bridge. It’s the perfect place for catch-and-release fishing! As the sun begins to set, gather around the fire pit to toast marshmallows and tell stories. Unwind from the day in one of seven comfortable bedrooms, each ensuring a restful night’s sleep. With ample amenities and plenty of space, Sunny Pond has been carefully curated for the perfect group getaway. This dream estate brings the perfect blend of fun and relaxation, promising a truly unforgettable stay in the Berkshires. AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Visiting the Berkshires is a must for anyone looking to pair a gorgeous natural landscape with an exciting cultural and culinary experience. The abundance of mountains, lakes, and woods here makes it easy to enjoy a wide range of outdoor activities, from rafting and fishing to ziplining and hiking. Stunning in any season, this region is famous for its food scene, which values local ingredients, and you’ll find many farm-to-table establishments in the southern areas. Explore classic New England architecture, a growing array of performing arts, and dozens of towns and trails. The Berkshires are waiting with variety and beauty you won’t find anywhere else. Local Attractions: Berkshire Botanical Gardens, Bidwell House Museum, Mahaiwe Performing Arts Center, Norman Rockwell Museum, Hancock Shaker Village, Historic Deerfield, Jiminy Peak Mountain Resort. Home Truths: - This home allows one non-shedding dog with prior approval. Pets must be approved in advance and are subject to a $150 fee per pet. Bringing an unapproved pet into the home without AvantStay’s consent will result in a $500 fine per pet. - The pond is swimmable. Life vests, pond towels, pedal boats, rafts, and noodles are provided. - Catch and release fishing is allowed in the pond. Parking Details: - There is a 2-door garage and ample parking available in the long driveway. --- The room configuration is as follows: Primary Bedroom / King bed, crib Bedroom 2 / Queen bed Bedroom 3 / Queen bed, twin bed, twin trundle Bedroom 4 / Twin bed Bedroom 5 / Queen bed Bedroom 6 / Queen bed Bedroom 7 / Queen bed --- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 28 days require a security deposit. We report and prosecute all Credit Card Fraud.

Elevate your Stockbridge experience by staying at this 3-bedroom, 1.5-bath vacation rental house! Boasting a private deck, fireplace, in-unit laundry, and 114 acres of property to explore, this home-away-from-home can’t be beat! When you aren’t enjoying the stunning exterior space on the expansive deck or spotting wildlife like owls, foxes, and deer, venture off-site for skiing at Butternut Basin or swimming at Stockbridge Bowl. Whether snowy or sunny, endless adventures await! -- THE PROPERTY -- 1,600 Sq Ft | Pets Welcome | Free WiFi Nestled within the serene forests of the Berkshires, ‘The Redway House’ is the quintessential setting for your next Massachusetts retreat, complete with tranquil privacy and modern comforts. Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Twin Beds OUTDOOR LIVING: Gas grill, 114 acres of hiking trails KITCHEN: Fully equipped, drip coffee maker, Keurig coffee maker, toaster, electric pancake skillet, ice cube maker, cafe table INDOOR LIVING: 2 TVs, HD TV, fireplace, dining table, Apple Mac-Mini computer, cell phone charging station GENERAL: Washer & dryer, towels, linens, complimentary toiletries, central air conditioning/heat, keyless entry, pet fee (paid pre-trip) SUITABILITY: Stairs required PARKING: Driveway (2 vehicles), detached garage (1 vehicle), outdoor area (1 vehicle) -- THE LOCATION -- STOCKBRIDGE BOWL (4.0 miles): Stockbridge Town Beach, BSO Beach, Stockbridge Bowl Boat Ramp, boating, swimming, fishing, kayaking, paddle boarding, canoeing HIKING: 114 acres on-site, Stevens Glen Trail Head (4.8 miles), Monument Mountain Reservation (4.8 miles), Olivia's Overlook (5.5 miles), Brothers Trail (6.0 miles), Burbank Trail (6.2 miles), Parsons Marsh Reserve (6.5 miles), Appalachian Trail (12.1 miles) LOCAL ATTRACTIONS: Norman Rockwell Museum (1.4 miles), Orleton Farm (3.7 miles), Tanglewood (5.6 miles), Koussevitzky Music Shed (5.8 miles), Seiji Ozawa Hall (6.7 miles), Frelinghuysen Morris House & Studio (6.7 miles), The Playhouse (6.9 miles), Ventfort Hall Mansion and Gilded Age (7.4 miles), The Mount, Edith Wharton's Home (7.5 miles) SKIING: Ski Butternut (9.9 miles), Catamount Mountain Resort (14.6 miles), Jiminy Peak Mountain Resort (25.8 miles) AIRPORT: Albany International Airport (48.0 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - Massachusetts Tax ID: C0214960870 - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, maximum 3 pets allowed) - No events, parties, or gatherings of more than 6 people - No fireworks allowed on the property - Garage is unavailable during winter months (11/15-4/15) - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Access to the home requires stairs Licence number: C0214960870

Welcome to River Cottage, a beautifully renovated 3-bedroom, 2-bathroom riverfront gem in the heart of Great Barrington. Located along the scenic Housatonic River, this enchanting home offers the serenity of country living with the added benefit of being within walking distance to all the amenities of a vibrant, walkable community. River Cottage is just a short stroll away from local favorites like Prairie Whale, charming shops, and the bustling Farmer’s Market. River Cottage boasts a pristine, completely renovated interior with gorgeous finishes throughout. The open-concept living and dining rooms flow effortlessly into a chef’s kitchen, complete with a walk-in country pantry. Upstairs, the primary bedroom features a king bed, complemented by two guest bedrooms—one with a queen bed and the other with another king bed. Two beautifully appointed bathrooms ensure privacy and convenience for all guests. Enjoy your morning coffee on the charming, wrapping front porch or host a delightful al fresco dinner in the backyard’s outdoor dining area. The fenced backyard extends to the water’s edge, offering stunning river views. Entertain guests on the back deck, relax in one of the many seating areas, or enjoy a cozy fire in the riverfront fire pit. River Cottage is the epitome of a country escape, providing a perfect blend of tranquility and convenience. Whether you’re seeking a weekend getaway or a longer retreat, this idyllic home offers everything you need to relax, entertain, and enjoy the best of Great Barrington. Come experience the magic of River Cottage—where country living meets urban walkability in the most delightful way. Guests at River Cottage have access to the entire home, the front porch and yard, and backyard with patio, herb garden, fire pit, and river view. River Cottage is approx 2.5 hours from Boston and just under 3 hours from New York City. You’ll need a car to get here and get around the Berkshires, but downtown Great Barrington is just a short walk away! The house has moderate cell service, but the surrounding areas are full of cellular dead zones. We recommend downloading the region’s online maps to your device prior to your arrival or any day tripping you do while you’re here. Cooling: The home features window A/C units in both queen bedrooms, and mini-split units in the king bedroom and dining room. License number: 1-286-847-264

Nordic Cabin is a mid-century, Scandinavian-inspired home on 6 acres of woods—just 2 hrs from NYC! Bright, light-filled spaces welcome you to unwind. The downstairs open plan design offers a spacious living room with a woodburning stove, a modern kitchen, dining table and a full bath. Upstairs, 3 bedrooms, a full bath, and a rec room with foosball. Outside, enjoy year-round beauty, dine under the stars, stay warm by the firepit, walk meandering trails or explore the nearby historic train line. As you enter the home, a welcoming foyer guides you in. Throughout the the home, large windows flood the spaces with natural light, and beautiful decor creates an atmosphere of relaxation and comfort. A spacious living room with large glass doors opens directly to the outdoors, seamlessly blending the indoor and outdoor spaces. Stay warm by the fireplace while enjoying a movie or simply relaxing. The modern kitchen is fully equipped with the latest appliances, including a pizza oven, and offers plenty of space for whipping up delicious meals to be enjoyed by the light-filled dining area. A private deck offers a breakfast table, perfect for enjoying a morning coffee in the fresh air. The three bedrooms are designed for comfort and convenience. The master bedroom features a queen bed, while the two guest bedrooms offer a queen or double bed, and are both equipped with functional workstations, ideal for uninterrupted remote work. A bright lounge and game space, complete with a foosball table, offers additional room for relaxation and entertainment. Outside, a charming picnic table invites you to dine under the stars, bathed in the soft glow of string lights that illuminate the evening. A Weber grill is ready to sizzle up delicious meals. And as the night descends, gather around the cozy fire pit, where laughter and stories mingle with the aroma of toasted marshmallows, creating unforgettable moments under the evening To enhance your stay, the Nordic Cabin comes with modern amenities such as a Smart TV preloaded with Netflix and Amazon Prime Video, Sonos speakers for streaming your favorite music, and high-speed internet provided by Spectrum. Fresh linens, fluffy towels, and toiletries are provided to ensure your stay is as comfortable as possible. The fully stocked kitchen includes flatware, silverware, cookware, and modern appliances, ensuring you have everything you need for home-cooked meals. Experience the beauty of the Hudson Valley year-round with activities suited for every season. In the summer, enjoy swimming, fishing, farm stands, and hiking. Autumn offers leaf-peeping, fire pit s’mores, and visits to Art Omi. Winter brings opportunities for skiing and snowshoeing, while spring is perfect for long walks, shopping in nearby Hudson, and board games by the fire. With warm wood tones reflecting the surrounding forest, Nordic Cabin is an idyllic retreat for family gatherings, couples, or a small group of friends. Whether you seek a quiet place to work, a haven for relaxation, an outdoor adventure hub, or a cultural experience in the Hudson Valley and Berkshires, the Nordic Cabin promises a truly memorable stay. You’ll need a car to get here and get around. The house has moderate cell service, but the Berkshires are full of cellular dead zones, so you may want to download the region’s online maps to your device prior to your arrival or any day tripping you do while you’re here.

Experience the beauty of the Berkshires from Cordelia, your charming Massachusetts home with a chic cottage style and romantic outdoor spaces. Head to the backyard to find a brick patio and picturesque dining table that makes setting up an Insta-worthy spread a breeze. Gather around the firepit, doze off in the hammock, or play a round of cornhole in the yard. Inside, Cordelia welcomes you with a fireplace and TV in the front living room, a formal dining room, and a country-style kitchen with unique antique pieces. Spread out between five bedrooms before grabbing a glass of wine for a soak in the clawfoot tub upstairs. When you’re ready, the Berkshires are packed with more outdoor activities, views, hikes, museums, and art exhibits than you could ever hope to see in one visit. We hope that means we’ll be welcoming you more than once! AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Local Attractions: Berkshire Botanical Gardens, Bidwell House Museum, Mahaiwe Performing Arts Center, Norman Rockwell Museum, Hancock Shaker Village, Historic Deerfield, Jiminy Peak Mountain Resort Visiting the Berkshires is a must for anyone looking to pair a gorgeous natural landscape with an exciting cultural and culinary experience. The abundance of mountains, lakes, and woods here makes it easy to enjoy a wide range of outdoor activities, from rafting and fishing to ziplining and hiking. Stunning in any season, this region is famous for its food scene, which values local ingredients, and you’ll find many farm-to-table establishments in the southern areas. Explore classic New England architecture, a growing array of performing arts, and dozens of towns and trails. The Berkshires are waiting with variety and beauty you won’t find anywhere else. Home Truths: - This home allows pets for a fee. If undisclosed pets are brought into the home without AvantStay’s approval there is a fine of $500 per pet. - This home does not have AC. - Please note our occupancy includes an additional two beyond bed count. Trifold floor mattresses and additional linens can be provided upon request. - This home is located in the Berkshires, so you may encounter wildlife such as bugs and insects. ​​​​​​​This home comes with a pack n’ play travel crib and a high chair available. ​​​​​​​--- The room configuration is as follows: Primary Bedroom: King bed w/ ensuite Bedroom 2: Queen bed Bedroom 3: Queen bed Bedroom 4: King bed Bedroom 5: Queen bed --- This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 30 days require a security deposit. We report and prosecute all Credit Card Fraud. Licence number: C0399231500

A soulful sanctuary on the water’s edge, where calm mornings, creative afternoons, and cozy nights all have their place. Tucked along a quiet pond on 11 private acres just minutes from downtown Hudson, The Stillwater House blends the spirit of an upstate escape with the warmth of a lived-in home. Here, your day starts with coffee on the lawn as the mist drifts across the water and winds down with the soft glow of dusk reflecting off the pond. It’s the kind of place that makes you breathe a little deeper—and maybe stay a little longer. Inside, the home’s classic design and comforting layout make settling in effortless. Four bedrooms and two full bathrooms offer space for families or groups, with thoughtful touches throughout: sun-drenched windows, natural textures, and just enough quirk to make it feel personal. The living room invites connection with plush seating, a piano for impromptu melodies, and a TV for low-key nights in. The open dining area is anchored by a large table where meals, conversation, and board games can stretch long into the evening. The kitchen is fully equipped and stocked with all the essentials, ready for anything from a quick breakfast to a holiday feast. Two of the bedrooms feature small but functional workspaces, perfect for remote workers or students seeking a quiet place to focus with a view. Step outside, and you’ll find the home’s most grounding feature: the tranquil pond just beyond the yard. Wander the walking trails that wind through meadows and woodlands on the property, or lounge by the water while soaking in the peaceful views. Lounge in the sun, fire up the BBQ, or simply sit back and watch the light change over the water. The setting is simple but transformative—ideal for nature lovers, creative souls, or anyone craving stillness. When you’re ready for a bit more buzz, Hudson’s vibrant shops, acclaimed restaurants, and lively arts scene are less than 10 minutes away. Explore charming bookstores, art galleries, and antique shops. Then, return to Tipple Road, where the pace is slower, the air is fresher, and the pond is always waiting. This is more than just a place to stay—it’s a place to pause, reconnect, and truly unwind. AvantStay provides a personalized hospitality experience to elevate your stay. With our Concierge Service, guests have access to our tech-enabled services like fridge stocking, private chefs, massages, transportation, special occasion celebrations, baby gear rentals, ski gear, beach gear, and more. For anything you need, we’re at your fingertips! Comprised of quaint towns, each with their own charming main street, upstate New York’s Hudson Valley is famed for its natural beauty and seasonal produce. After all, it was here that inspired an entire artistic movement of Romantic painters who captured the area’s rolling hills, colorful foliage, and pastoral setting. View the landscapes in person by hiking the Catskill Mountains. Then, visit local farms where there’s a lot to pick: apples in the fall, strawberries in the summer, and vegetables in between. Local Attractions: Overlook Mountain Wild Forest, Kaaterskill Wild Forest Falling Waters Preserve, Esopus Creek Conservancy Trail, Saugerties Lighthouse, Cantine Field, Opus 40, Village Diner, The Dutch, Miss Lucy’s Kitchen. Home Truths: - This home allows up to 2 pets for a fee; undisclosed pets brought without AvantStay’s approval may result in a $500 fine per pet. Parking Details: - Driveway parking is available for 7 cars. - A Tesla EV Charger is available for guest use. This is a smoke-free property. Violation of the no-smoking policy will result in forfeiture of the security deposit, a $300 smoking fee, and liability for any fire or property damage costs. As part of our commitment to being good neighbors, occupancy limits and quiet hours (9pm-8am) are strictly enforced. No speakers or sound systems will be provided for use in our properties. Violation of any noise ordinances will be subject to fines that can reach up to $10,000 per violation. Events or parties are not allowed without prior written approval and an additional fee. Any unauthorized parties or events will be shut down and a fine will be assessed. Please inquire for more information about our event policies and fees. There is nothing more important to us at AvantStay than the health, safety, and experience of our guests & staff. We’ve enhanced our cleaning and sanitation protocols and are taking extra care to disinfect all surfaces between reservations with hospital-grade disinfecting solutions. As a reminder, we do work with 3rd party vendors to maintain the property, and although we adhere to the strictest CDC guidelines and advise all contractors to wear PPE equipment, we can not always enforce. We strongly advise guests to please deny access if any vendors fail to meet and adhere to these standards. IDs will be requested for verification after booking. All bookings over 28 days require a security deposit. We report and prosecute all Credit Card Fraud.

Built in 1815 | Spacious & Serene Back Gardens Immerse yourself in a piece of South Lee history with a stay at this charming vacation rental. The unit's neighborhood is on the National Register of Historic Places, boasting a storied past, including being the birthplace of a Supreme Court justice in 1822. When you aren't exploring local galleries or hiking forest trails, relish quiet evenings by the fire or drinks in the backyard. Get ready to start your own Berkshires story — it starts here! -- THE PROPERTY -- C0195461500 INDOOR LIVING - Dining table, electric fireplace - Washer & dryer - Baseboard heating, window A/C unit OUTDOOR LIVING - Outdoor seating areas - Spacious lawn KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Drip coffee maker, Keurig, Italian press - Toaster, blender - Cooking basics, dishware & flatware ACCESSIBILITY - Single-level apartment, 2 steps to enter PARKING - Driveway (2 vehicles) -- THE LOCATION -- - 7 miles to Tanglewood - 12 miles to Jacob's Pillow - 5 miles to Norman Rockwell Museum - 7 miles to October Mountain State Forest - 15 miles to Hancock Shaker Village -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $75 fee (+ fees & taxes, 1 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in SECURITY CAMERA INFORMATION - 2 exterior devices - Location: front door, side of house - Coverage: driveway, side driveway, side entrance

Welcome to Valley View, a unique 5 bed/4.5 bath home with stunning interiors and exceptional outdoor amenities, just 2.5 hrs from Boston and NYC. At its heart is a masterfully restored 1850s post and beam post office, preserved in full and paired with a significant modern build that brings the whole property into the present. Set on nearly 40 private acres with panoramic views, the home features a saltwater pool and deck, gym, outdoor dining, firepit, and a serene pond. Nearby towns: Hudson (30 mins), Great Barrington (30 mins) Valley View is a 5-bedroom, 4.5-bathroom property that tells two stories at once. The original structure, a fully outfitted suite dating to the 1850s, was built as a post office and general store, its post-and-beam bones intact and beautifully preserved. The new wing is a substantial modern home in its own right, designed to complement the historic suite while bringing light, space, and contemporary living to the forefront. Together, they create something genuinely uncommon. Set on nearly 40 acres of idyllic countryside, Valley View offers expansive panoramic pastoral views, a large serene pond, and mature trees that create a private and tranquil retreat. The new wing opens with a bright mudroom that leads into an expansive open-plan living, dining, and kitchen space. A glass window wall and fully retractable doors flood the interior with natural light and open directly onto the covered outdoor dining area, lounge, and saltwater pool deck beyond. Inside, a large sectional and wood-burning fireplace anchor the living area, while the dining table and fully equipped kitchen handle the rest. The historic cottage houses a study stocked with books and a desk for remote work, along with a guest bedroom featuring a king bed, original wood beams, natural wood floors, a sitting area, and private garden access. Upstairs, a lofted bedroom with a queen bed and full bathroom showcases the original structure at its finest. The primary suite, on the main level of the new wing, offers a king bed and large picture windows framing the rolling countryside. On the lower level, two additional guest bedrooms each have king beds and en suite bathrooms, alongside a TV room/den and a fully equipped gym. The home is climate-controlled throughout by a newly installed geothermal system, energy-efficient and designed for year-round comfort. Outside, nearly 40 acres of private land surround the property, with a saltwater pool as the centerpiece of the deck. A covered terrace and shaded lounge area are ideal for al fresco dining, while the firepit under the pergola is the spot to be after sundown. A serene pond and panoramic pastoral views complete the picture. At Valley View, the historic and the contemporary sit side by side, complemented by exceptional outdoor amenities and natural surroundings, for a stay that is genuinely hard to find elsewhere. Valley View is approximately 2.5 hours from Boston & New York City. You’ll definitely want a car to get enjoy the region. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. There is plenty of parking on the premises. * Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates. * The pool is heated up to 75 degrees, complimentary. If you desire additional heating, there is a fee, please inquire for more information. There is a minimum of 2 nights charge for pool heating and the cost ranges from $200-$300 total for pool heating.

Hudson Hill House, nestled in the heart of the Hudson Valley, minutes from the city of Hudson, is 2.5 hours from NYC. Set on 4 private acres with treetop and mountain views, the house has 3 BRs and 2 full baths. Amenities include a swimming pool (unheated), wood-burning stove, BBQ, and access to the best hiking and dining in the region. Enjoy a stylish escape at this centrally-located house! Hudson Hill House is the ideal selection for our design-conscious travelers…and did we mention the in-ground pool? A tree-lined driveway leading up to the house, which offers seclusion and mountain views while still being accessible to fashionable Hudson, with its local shops, bars and restaurants. The newly renovated 2-floor home with wraparound deck looks out toward the Catskill Mountains and is situated on four quiet acres with an unheated in-ground pool*, perfect for leisurely summer days and crisp fire pit evenings. The main floor flows through an open plan dining room and living room, with a pellet stove and record collection, to the well-stocked kitchen and on to a cozy sunroom with a wood stove. Guests will enjoy browsing through tastefully placed stacks of fashion and design periodicals, accented with knick knacks showcasing the homeowners’ superb design aesthetic. There are two full bathrooms, one on the main floor and one on the top floor. The stairwell to the top floor opens up directly into a sleeping loft with panoramic views of the mountains and low set bed. Then follow the hallway to the two enclosed bedrooms. Hudson Hill House is a much needed getaway from the city. At just a little over 2 hours north of New York, guests may wish to just hole up with friends, family and some local groceries for the weekend, or use the house as a home base for exploring the Catskills and Hudson Valley. The property is perfectly located for adventures, with short drives to world-class hiking, antiquing, brunch and pubs. Hudson Hill House is less than 2.5 hours from New York City, and while you’ll definitely want a car to get to and around the area, there is also the Amtrak stop in Hudson about 10 minutes away, with taxi services available ahead of time. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. Cooling: There are A/C Window Units in living room and both upstairs bedrooms. There is a box fan provided for the loft. * The staircase in this property is a bit steep and may be difficult for kids or guests with mobility issues. * Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates.

Walk to Balderdash Cellars | Newly Updated | Tanglewood Minutes Away | Mountain Views Breathtaking mornings begin at this house set against the peaceful backdrop of Richmond Pond and the surrounding mountains. You’ll find an ever-changing natural beauty as you enjoy fall foliage or a true winter wonderland. Whether you’re staying close to home to kayak on the pond, sipping through vineyards, or visiting Tanglewood, this Richmond vacation rental is a hidden gem in the heart of the Berkshires. -- THE PROPERTY -- C0583642490 OUTDOOR LIVING - Private 3 acres w/ fenced-in area - Furnished deck w/ seating & dining set - Private hot tub - Gas grill, fire pit - Mountain & lake views - 2 kayaks & bicycles INDOOR LIVING - Smart TVs - Wood-burning fireplace - Dining table - Washer/dryer KITCHEN  - Renovated w/ new appliances - Stove/oven, refrigerator, dishwasher - Microwave, toaster, blender - Drip coffee maker (starter coffee provided) - Dishware/flatware ACCESSIBILITY - Split-level home, stairs to access PARKING - Driveway (5 vehicles) - EV charger (WolfBox Level 2) -- THE LOCATION -- - Easy access to the best of the Berkshires, local wineries, restaurants, skiing & outdoor recreation - 0.2 miles to Balderdash Cellars & Richmond Pond Boat Ramp - 2 miles to Hancock Shaker Village - 5 miles to Bousquet Mountain Ski Area - 8 miles to Tanglewood Theater - 11 miles to Norman Rockwell Museum - 16 miles to Jiminy Peak Mountain Resort - 22 miles to Jacob's Pillow -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $100 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in SECURITY CAMERA INFORMATION - 1 exterior device - Location: front door - Coverage: entry Licence number: C0583642490

Just minutes from downtown Pittsfield and surrounded by the beauty of the Berkshires is this lovely 5-bedroom, 2-bathroom vacation rental! Immerse yourself in the arts, wander around history, take a hike, or enjoy the local bites — all possible from this convenient location. After your day around town, come back to this home and sit and enjoy a show in front of the fireplace, take a soak in the soaker tub, or whip up a delicious meal in the large kitchen. -- THE PROPERTY -- MassTaxConnect ID #C0404362360 | 7 Mi to Tanglewood | Grill | Covered Porch Bedroom 1: Queen Bed | Bedroom 2: Full Bed | Bedroom 3: Full Bed | Bedroom 4: Queen Bed | Bedroom 5: Twin Bed INDOOR LIVING: Fireplace, Smart TV, dining table, ceiling fans, board games, books, laptop friendly, soaker tub KITCHEN: Refrigerator, stove/oven, microwave, dishwasher, drip coffee maker, toaster, dishware & flatware, spices, cooking basics GENERAL: Free WiFi, washer & dryer, towels, linens, complimentary toiletries, central heat, window A/C units, keyless entry, hair dryer, hangers, trash bags/paper towels FAQ: 3 exterior security cameras (facing out), stairs are required, pet fee (paid pre-trip, dogs only, 2 max) PARKING: Driveway (2 vehicles), street parking (first-come, first-served) -- THE LOCATION -- THE ARTS: Colonial Theatre (0.6 miles), Barrington Stage Company (1 mile), Boston Symphony Orchestra (7 miles), Shakespeare & Company (7 miles), Tanglewood Performing Arts (8 miles), Kripalu Center For Yoga & Health (9 miles), Jacob's Pillow (19 miles), Aston Magna Music Festival (20 miles), Albany Berkshire Ballet (38 miles) MUSEUMS: Berkshire Art Museum (0.4 miles), Herman Melville's Arrowhead (2 miles), The Mount - Edith Wharton’s Home (9 miles), Animagic Museum of Animation (10 miles), Norman Rockwell Museum (13 miles), MASS MoCA (21 miles), Clark Art Institute & Museum (21 miles) OPT OUTSIDE: Burbank Park (1 mile), Pontoosuc Lake (3 miles), Wahconah Falls State Park (8 miles), Mount Greylock State Reservation Visitor Center (9 miles), Ashmere Lake (10 miles), Monument Mountain (16 miles) SUMMER ACTIVITIES: Pittsfield Suns at Wahconah Park (1 mile), Hancock Shaker Village (4 miles), Mass Audubon's Pleasant Valley Wildlife Sanctuary (5 miles) AIRPORT: Albany International Airport (47 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Dog friendly w/ $100 fee (+ fees & taxes, 2 max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires stairs for access - NOTE: Your safety matters. This property features a Ring Doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed. This property also features 2 exterior security cameras: 1 camera is located on the front porch facing the porch and front yard/driveway, and 1 camera is on the back patio facing the patio and backyard. The cameras are outward facing and do not look into interior spaces

Pets Welcome w/ Fee | Recently Remodeled | 2,800 Sq Ft Surround yourself with tranquil views of the Hudson River when you escape to this inviting vacation rental in Athens, NY. Boasting a wraparound deck, patio, and expansive backyard, this 4-bedroom, 2.5-bath home gives your crew ample space to unwind outdoors. After sunbathing on the beach or exploring the Klocke Estate, gather loved ones around the fire pit for stories and stargazing. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom Suite 1: 1 king bed  - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 1 king bed - Game Room: 1 full bed OUTDOOR LIVING  - Furnished wraparound deck & patio - 3 outdoor dining areas w/ umbrellas - 2 wood-burning fire pits - Outdoor games, hammock - River views - Beach access (pontoon vessel use only, swimming prohibited) INDOOR LIVING  - 2 Smart TVs - Game room w/ pool table & panoramic views - Board games - Dining table, breakfast bar - En-suite bathroom w/ soaking tub KITCHEN  - Kitchen island w/ Invisacook stovetop, oven, microwave, refrigerator, dishwasher - Drip & Keurig coffee makers - Dishware/flatware, cooking basics - Trash bags/paper towels GENERAL   - Free WiFi  - Central air conditioning/heat - Linens/towels, hair dryer - Washer/dryer, iron/board FAQ - 2 exterior security cameras (facing out) - Pet fee (paid pre-trip) ACCESSIBILITY - 3-story home, 4 steps to enter  - All full bathrooms on upper level PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Hudson River on-site - 13 miles to Olana State Historic Site - 22 miles to Hudson River Islands State Park - 14 miles to Hudson Athens Lighthouse - 38 miles to Albany International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $250 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 33 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 3-story home requires 4 steps to enter. All full bathrooms are located on the upper level - The pictured jet ski is not available for guest use - Beach access is designated for pontoon vessel use only. Swimming from this access point is prohibited - Your safety matters. This property features 2 exterior security cameras: 1 camera is on the front of the home facing the driveway, and 1 camera is on the back of the home facing the deck and river. The cameras are outward facing and do not look into interior spaces. The cameras are activated by motion and will record video and sound while guests are in residence

Nestled at the end of a serene private road, our cozy four-bedroom home offers the perfect retreat to relax, recharge, and reconnect with nature. Whether you're dreaming of peaceful seclusion or thrilling outdoor adventures, this hidden haven has it all! You'll love warming up in the sauna after a day of outdoor adventure. -- THE PROPERTY -- Inside, you'll find a warm and inviting space, thoughtfully designed for comfort. Cozy up by the crackling wood-burning fireplace on chilly evenings or stay cool with central air during the warmer months. The chef's kitchen, complete with modern appliances, is ready to inspire unforgettable meals and memories. For the little ones, a dedicated kids‚ area with toys and games ensures hours of fun and entertainment, making this home perfect for family stays. Don't forget your furry family members‚ our home is dog-friendly, so your four-legged companions are welcome to join the adventure! Outside, gather around the cozy fire pit, complete with comfy Adirondack chairs and a peaceful view that's perfect for stargazing. For a little extra excitement, challenge your group to a lively game of Ping-Pong in the basement, fire up the gas grill for an alfresco feast, or simply unwind amidst the serene surroundings. With a streaming-ready TV, your own washer/dryer, and a guest-accessible garage, everything is designed to make your stay seamless and stress-free. Whether you're seeking romance, adventure, or cherished moments with loved ones, this forest hideaway promises an enchanting escape and memories to last a lifetime! -- THE LOCATION -- Step outside and explore hiking trails, pristine lakes, and the majestic Berkshire Mountains, all just minutes away. Winter sports lovers will delight in being only a 12-minute drive from Catamount Ski Resort, while Bash Bish Falls is also just 12 minutes away. For more outdoor fun, Lake Taghkanic State Park is a scenic 25-minute drive. Families will adore the private playground, just a 5-minute walk through a dreamy pine forest. -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $200 fee (+ fees & taxes) max 2 pets of no more than 50 lbs each - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in

Escape to our charming 2-BDr, 2-bath home in the heart of Hudson, just a scenic 2.5-hour drive from New York City. Gather around the outdoor firepit & BBQ grill in the fenced backyard. Conveniently located in town & centrally located to the Berkshires and Catskills, guests enjoy outdoor activities year-round. In summer, hike scenic trails & fish in nearby lakes. In winter, hit the slopes for skiing & snowboarding. Explore neighboring towns—Chatham (20 mins) and Woodstock (40 mins). Welcome to our charming 2-bedroom, 2-bathroom home in the heart of Hudson, Hudson Valley! This delightful property seamlessly blends quaint and charming elements with modern details, creating a cozy and comfortable retreat that is perfect for small families, couples, or groups of friends. As you step inside, you’ll be greeted by an inviting living room adorned with large panel windows, allowing natural light to flood the space and create a warm and airy ambiance. Sink into the plush seating, unwind, and enjoy your favorite shows on the TV, or simply relax and soak up the vibrant energy of the area. Adjacent to the living room, you’ll discover a fully equipped modern kitchen and dining area. This well-appointed space boasts an abundance of natural light filtering through the windows, creating the perfect atmosphere for preparing delicious meals and enjoying memorable dining experiences with your loved ones. Upstairs, you’ll find two comfortable bedrooms that ensure a restful night’s sleep. The master bedroom features a queen bed, large windows that bathe the room in sunlight, a convenient workspace for those who need to catch up on emails or work remotely, and plenty of closet space to store your belongings. The attached ensuite bathroom boasts a double vanity sink and a luxurious walk-in shower, offering a touch of indulgence. The second bedroom also offers a queen bed, providing additional sleeping arrangements for guests. A guest bathroom with a walk-in shower and tub is conveniently located nearby, ensuring everyone’s comfort and privacy. Beyond the interior spaces, this delightful home offers a relaxing outdoor retreat. Step onto the cozy porch area at the front of the house and savor the morning as you sip your coffee and take in the charming neighborhood. To the rear of the property, you’ll find a lovely backyard perfect for unwinding and enjoying the outdoors. Fire up the BBQ grill and indulge in a delicious cookout, or gather around the outdoor firepit with your loved ones for a casual evening under the stars. Whether you’re swapping stories, toasting marshmallows, or simply enjoying each other’s company, this outdoor space provides the ideal setting for creating cherished memories. Conveniently located in Hudson, immerse yourself in the vibrant atmosphere of the area, explore scenic hiking trails, discover local art galleries and antique shops, indulge in farm-to-table dining experiences, and embrace the rich history and cultural heritage of the region. Additionally, the home’s central location provides convenient access to the Berkshires and the Catskills, two iconic destinations known for their breathtaking natural beauty and recreational opportunities. Come and experience the best of Hudson Valley living in this enchanting home. With its blend of character, modern comforts, and its proximity to Hudson and the surrounding natural wonders, it promises to be the perfect haven for your memorable getaway. Hudson Victorian is about two and a half hours from New York City, and you’ll definitely want a car to get there and around the area. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. Please note that the property sits adjacent to the Cedar Park Cemetery. A/C: Split-unit A/Cs are installed in the living room and both bedrooms for your comfort.