Large group vacation rentals in Fairfield, CT

Welcome to Pine Creek Beach House Private Ocean Front Home, Hot Tub, Sleeps 6 A picture-perfect coastal getaway where relaxation, beach days, and luxury living meet the best of Fairfield’s dining, shopping, and shoreline charm. This beautifully maintained three-story waterfront home sits directly on Pine Creek, offering sweeping views, easy access to the Long Island Sound, and a peaceful setting perfect for families, couples, and anyone looking to unwind by the water. Whether you’re here to swim, explore, golf, dine, or simply recharge, this high-end home has everything you need for an unforgettable stay. THE SPACE Main Level – Open, Airy, and Made for Gathering - Fully stocked kitchen, ample pantry space - Powder room - Large entrance closet - Dining area (seating for 6) - Living room and family room with a large Smart TV. Glass doors lead to a patio and a short “dune” walkway that brings you straight to the grassy knoll overlooking the water. From here, you’re just steps away from the stone seawall and direct water access. Depending on the tide, enjoy sandy stretches for wading and exploring. AMENITIES Electronic entry lock (personal code) Central AC/Heat + supplemental wall AC units for peak summer days Second Floor – Indoor/Outdoor Coastal Living This level offers an elevated mix of luxury and relaxation with a bright sun-filled porch featuring: - Cozy seating area - Wet bar with ice machine + wine fridge - Guest Bedroom 1: Two twin beds + closet space + dedicated workspace - Guest Bedroom 2: Queen bed (pull-out couch permanently set with a brand-new queen mattress) - Full bathroom with tub/shower & vanity - Half bath - Spacious laundry room - Our door patio with Dining Area & Seating area with a fire feature Third Floor – Private Master Retreat - Queen bed - Front and back porches with stunning beach + water views - Tons of closet and shelving space - En-suite spa bathroom with Walk-in shower, Double vanity, Large Soaking Tub, Toilet - Two optional blow-up race car toddler air mattresses available upon request PROVIDED - Linens & towels - Starter TP, paper towels, coffee - Basic toiletries (shampoo, conditioner, body wash, hand soap) - Kitchen essentials (dish soap, sponge, etc.) - And so much more, see full amenity list - Driveway parking, no garage parking - Kayak, paddleboards, lifejacket provided for guest use. OUTDOOR HIGHLIGHTS - Direct water access - Grassy shoreline leading to stone wall + steps to the water - Sandy beach at low tide - Gas grill off of kitchen - Hot Tub!!! - Beautiful walking neighborhood - Sunrises & sunsets you won’t forget LOCATION – FAIRFIELD AT ITS BEST You’ll be in the coveted Pine Creek area of Fairfield — quiet, upscale, and perfectly positioned for exploring. - Fairfield Beaches and nearby towns - Pine Creek recreation area (Golf & tennis) - Quick drive to downtown Fairfield’s amazing restaurants, cafes, & shops - Close to neighboring towns like Westport with high-end dining and boutiques Fairfield, CT is one of coastal Connecticut’s most charming and vibrant shoreline towns — known for its beautiful beaches, walkable downtown, top-rated restaurants, boutique shopping, and laid-back New England feel. Located just 60 miles from New York City, Fairfield offers the perfect blend of relaxation and convenience, with easy access to Metro-North, nearby towns like Westport and Southport, and plenty of outdoor activities, including golf, tennis, scenic walking trails, and waterfront parks. Whether you’re here to unwind by the beach or explore the area’s thriving food and arts scene, Fairfield is the ideal place to settle in and enjoy the best of the Connecticut coast. A fantastic home base for exploring coastal Connecticut, commuting into NYC, or simply relaxing by the water.

Patio for Entertaining | Easy Access to Universities | Pet Friendly w/ Fee Coastal elegance meets modern comfort at this Fairfield vacation rental, perfectly designed for a family gathering in New England. The home offers a contemporary interior, plus a backyard for evenings by the fire and al fresco meals fresh off the grill. In the meantime, stroll along the Sound at Seaside Park or see a show in downtown Bridgeport. Claim your dates now and get ready for a relaxing Connecticut retreat! -- THE PROPERTY -- INDOOR LIVING - Smart TV, flat-screen TV, fireplace - Dining table OUTDOOR LIVING - Patio, outdoor dining set w/ umbrella - Charocal grill - Backyard, fire pit KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Nespresso coffee maker (coffee provided), hot water kettle - Cooking basics, dishware & flatware ACCESSIBILITY - 2-story home, 4 steps to enter - All bedrooms on 2nd floor PARKING - Driveway (3 vehicles) - Free street parking -- THE LOCATION -- - Convenient neighborhood near shopping, restaurants, grocery stores & essentials - 2 miles to Fairfield University - 4 miles to Seaside Park & 4 miles to Penfield Beach - 4 miles to downtown Bridgeport - 3 miles to Lake Mohegan Recreational Area - 24 miles to Yale University - 53 miles to New York City -- REST EASY WITH US -- Property Manager 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/ $80 fee (+ fees & taxes, 2 pets max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires 4 steps to enter; all bedrooms are on the 2nd floor SECURITY CAMERA INFORMATION - 3 exterior devices - Location: front door, side of house, back of house - Coverage: entry, driveway, backyard

Welcome to The August at Steelpointe Harbor in Bridgeport, CT! Designed to elevate your lifestyle, our premium apartment homes feature open-concept kitchens with quartz countertops, modern island layouts, sleek pendant lighting, and expansive floor-to-ceiling windows showcasing beautiful harbor views. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Looking for a great deal? Discounts are automatically applied based on your length of stay! No need for promo codes or requests. The total price you see includes your savings, so you can book with confidence. Discounts may display differently across booking platforms, but rest assured, they’re built into your final price. Serene retreat near Westport beaches, town charm, shopping, and endless recreation - a stroll away from your perfect getaway. Welcome to Luke’s Landing, a charming 2-bedroom, 2-bath retro mid-century property, nestled in the picturesque coastal town known for its New England charm and affluent character. Pets are considered and must have prior approval; an additional pet fee will be collected after booking is made and pet has been approved. With a stylish mid-century vibe and new furnishings, this home comfortably accommodates 4, and a blow-up mattress can easily be used in the office for a 5th guest. The full kitchen is equipped for short or extended stays, making meal preparation a breeze. THE SPACE Primary Bedroom - Queen-sized bed with ensuite equipped with walk-in shower, dresser, TV and walk-out to backyard. Guest Bedroom - Queen-sized bed with full bathroom (bathtub) in the hallway. Dresser and closet. Private office - Couch, desk, office chair and a door for extra privacy. Laundry - Stackable full-sized washer and dryer in main hallway. Living Room - Spacious living room with sectional couch, fireplace (not operational at this time), Smart TV, and open to eat-in kitchen. Kitchen - Kitchen table with seating for 5, coffee bar (Keurig & Drip Coffee makers), fully equipped for making culinary creations. Backyard - Porch with iron dining table and seating for 6. Gas Grill and large grassy area for games, reading, and relaxing. Please note: there is a full time tenant in the downstairs unit. He is extremely quiet, respectful, and keeps to himself. Guests have consistently had positive experiences and we’ve never received complaints regarding noise or privacy. Westport is a sought-after destination that combines the beauty of coastal living with cultural richness and a relaxing suburban lifestyle. Explore Westport’s boutique shopping, and delightful restaurants within walking distance of the property. There is a vibrant cultural scene, including theaters, art galleries and community events. Although a pass isn’t included, daily entry can be purchased, or discover nearby free or affordable beaches. There are plenty of opportunities to walk the scenic shores of this beautiful coastal town. Situated approximately 50 miles from New York City, easily accessible by train or car, making it a popular choice for those who want to enjoy both suburban tranquility and city life. Pet Pets allowed with prior approval. Pet visitation fee of $20/pet/night will be charged after booking. A min. charge of $300 will be applied for unapproved pets. Pets are not permitted on the furniture. For your pet’s safety and the comfort of future guests, pets should not be left unattended in the home unless they are securely crated. Please be sure to clean up after your pet while enjoying the yard and dispose of all waste bags in the outdoor receptacle provided. Again, A quiet long-term resident occupies the downstairs unit. He is respectful, low-key, and mindful of guest privacy. He has separate access to his space and can not access guests space while being occupied. IMPORTANT BEFORE BOOKING - Primary guest must be 25+ years of age - Family-friendly rental only. No parties, events, or gatherings permitted - Maximum occupancy must be respected. Only registered guests allowed on the property Verification & Booking Policy - Guests may be required to complete ID verification prior to check-in - Access will not be provided until verification is complete - Reservations made under false or misleading information may be canceled without refund Respect for Property & Neighbors - This home is located in a quiet residential area. Guests are expected to respect the property, follow house rules, and be considerate of neighbors at all times Failure to follow these guidelines may result in additional charges or removal from the property without refund

Welcome to The August at Steelpointe Harbor in Bridgeport, CT! Designed to elevate your lifestyle, our premium apartment homes feature open-concept kitchens with quartz countertops, modern island layouts, sleek pendant lighting, and expansive floor-to-ceiling windows showcasing beautiful harbor views. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Welcome to The August at Steelpointe Harbor in Bridgeport, CT! Designed to elevate your lifestyle, our premium apartment homes feature open-concept kitchens with quartz countertops, modern island layouts, sleek pendant lighting, and expansive floor-to-ceiling windows showcasing beautiful harbor views. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Welcome to The August at Steelpointe Harbor in Bridgeport, CT! Designed to elevate your lifestyle, our premium apartment homes feature open-concept kitchens with quartz countertops, modern island layouts, sleek pendant lighting, and expansive floor-to-ceiling windows showcasing beautiful harbor views. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Welcome to The August at Steelpointe Harbor in Bridgeport, CT! Designed to elevate your lifestyle, our premium apartment homes feature open-concept kitchens with quartz countertops, modern island layouts, sleek pendant lighting, and expansive floor-to-ceiling windows showcasing beautiful harbor views. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Welcome to The August at Steelpointe Harbor in Bridgeport, CT! Designed to elevate your lifestyle, our premium apartment homes feature open-concept kitchens with quartz countertops, modern island layouts, sleek pendant lighting, and expansive floor-to-ceiling windows showcasing beautiful harbor views. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Welcome to Oasis in Bridgeport, Connecticut! Perfect for monthly or extended stays, our fully furnished apartments feature full kitchens, in-unit laundry, fast WiFi, stylish furnishings, and a dedicated workspace. All apartments are air-conditioned. Residences run open plan with expansive windows, granite countertops, stainless steel appliances, walk-in closets, and islands in select homes. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Welcome to The August at Steelpointe Harbor in Bridgeport, CT! Designed to elevate your lifestyle, our premium apartment homes feature open-concept kitchens with quartz countertops, modern island layouts, sleek pendant lighting, and expansive floor-to-ceiling windows showcasing beautiful harbor views. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Welcome to The August at Steelpointe Harbor in Bridgeport, CT! Designed to elevate your lifestyle, our premium apartment homes feature open-concept kitchens with quartz countertops, modern island layouts, sleek pendant lighting, and expansive floor-to-ceiling windows showcasing beautiful harbor views. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Welcome to The August at Steelpointe Harbor in Bridgeport, CT! Designed to elevate your lifestyle, our premium apartment homes feature open-concept kitchens with quartz countertops, modern island layouts, sleek pendant lighting, and expansive floor-to-ceiling windows showcasing beautiful harbor views. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Welcome to The August at Steelpointe Harbor in Bridgeport, CT! Designed to elevate your lifestyle, our premium apartment homes feature open-concept kitchens with quartz countertops, modern island layouts, sleek pendant lighting, and expansive floor-to-ceiling windows showcasing beautiful harbor views. After booking: To comply with community requirements and help provide a safe experience for all guests, you’ll receive a secure email to complete identity verification, online check-in, and any required documentation. The process typically takes just a few minutes. 🔎 Guest Screening All guests must complete a secure CLEAR ID verification and screening. International guests are required to provide a valid passport for identity verification. 📅 Stays 30+ Nights The primary guest must provide a valid SSN and complete a soft credit check (minimum score of 550). ℹ️ Other Info 🚗 Parking: Availability and fees may vary. 🐾 Pets: $50 per pet, per stay (under 30 nights) or $150 per pet, per month (30+ nights).

Feel your troubles float away on an ocean breeze when you arrive in the charming coastal town of Milford, CT! This New England gem offers a wealth of things to do, from hiking to boating, and you can discover them all at this 2-bed, 2.5-bath vacation rental. Begin and end each fun-filled day on the back patio, where you can sip coffee in the mornings and grill up your catch of the day in the evenings. In between, soak up the sun steps away on the private beach or visit Lighthouse Point Park. -- THE PROPERTY -- Private Beach Access (Across the Street) | Beach Gear | Fishing Allowed On-Site | 2 Decks | 5 Mi to Silver Sands Beach Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds | TV Room: Full Sleeper Sofa | Great Room: Queen Sleeper Sofa | Additional Sleeping: Twin Cot INDOOR LIVING: 3 Smart TVs, fireplace, ceiling fans, Whirlpool tub, board games, coloring books & crayons, shell necklace-making supplies, room-darkening shades OUTDOOR LIVING: Beach chairs, towels & umbrella, outdoor shower, 2 wood-burning fire pits, gas grills, 3 kayaks, 2 paddleboards, 1 bicycle, 1 scooter, 6 life vests, fenced patio, gazebo, dining set, fish/crab traps & clamming gear provided, Jenga Giant GOURMET KITCHEN: Brand-new appliances, dishwasher, blender, drip coffee maker, toaster oven, slow cooker, air fryer, teapot, fridge, stove & oven, microwave, dishware/flatware, trash bags/paper towels, cooking basics GENERAL: Free WiFi, central A/C & heat, washer & dryer, towels/linens, complimentary toiletries, hair dryer, water filtration system, hot-water heater ACCESSIBILITY: 2-story home, exterior & interior staircase to enter, bedrooms on 2nd floor PARKING: Driveway (2 vehicles, 40'x40'), free street parking (first-come, first-served) -- THE LOCATION -- BEACHES: Pond Point Beach (across the street), Bayview Beach (0.3 miles), Gulf Beach - Fishing Pier (1 mile), Fort Trumbull Beach (4 miles), Silver Sands Beach - Fishing Pier (4 Miles), Walnut Beach -Fishing Pier (4 miles), Pardee Seawall (14 miles), East Haven Town Beach (16 miles) OFF SHORE: Lisman Landing Marina (3 miles), Milford Harbor Marina (3 miles), Boardwalk Marina (6 miles), New Haven Yacht Club (15 miles) OUTDOOR REC: Charles Island (4 miles), Silver Sands State Park (5 miles), Roosevelt Forest (8 miles), East Rock Park (15 miles), Lighthouse Point Park (15 miles) AIRPORTS: Tweed New Haven Airport (14 miles), Bradley International Airport (63 miles) -- REST EASY WITH US -- Property Manager 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This 2-story home requires an exterior and an interior staircase to enter. All bedrooms are located on the 2nd floor and require additional interior stairs to access

7 Private Acres | BBQ Ready | Fireside Stargazing | 16 Mi to Westport Beaches | Day Trip to New Haven Perfect for spring blooms and summer getaways, you’ll find scenic trails, waterfalls, and 2 state parks within 3 miles of this Redding vacation rental. Gather farm-fresh eggs from the chickens before heading out to hike Saugatuck Falls, paddle on nearby lakes, or explore farmers' markets and outdoor concerts. Just 60 miles from NYC, this peaceful cottage is ideal for warm-weather escapes. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom (Loft): 1 queen bed - Living Room: 1 queen sleeper sofa KITCHEN - Stove/oven, refrigerator, microwave - Drip coffee maker - Blender, toaster, spices - Cooking basics, trash bags/paper towels, dishware & flatware INDOOR LIVING - Smart TV, electric fireplace - Board games, books - Dining table OUTDOOR LIVING - Covered patio - Gas & charcoal grills (propane provided) - Dining area - Cornhole, yard - Wood-burning fire pit (wood provided) - Rooster, chickens & ducks on-site - Private Playground GENERAL - Central heating & A/C - Washer/dryer, laundry detergent, iron/board - Linens/towels - Complimentary toiletries, hair dryer - Free WiFi FAQ - 2 exterior security cameras (facing out) - Pet fee (paid pre-trip) - Homeowner on-site (separate unit) - Rooster crows in morning ACCESSIBILITY - 2-story cottage, 1 step to enter - Bedroom on 2nd floor PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Easy access to I-84 - 2 miles to Saugatuck Falls Natural Area - 3 miles to Collis P. Huntington State Park & Putnam Memorial State Park - 8 miles to Downtown Danbury - 19 miles to Jennings Beach & Seaside Park - 29 miles to New Haven - 30 miles to Westchester County Airport & 67 miles to Bradley Int'l Airport -- REST EASY WITH US -- Property Manager 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/ $125 fee (+ fees & taxes) - No events, parties, or large gatherings - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - The homeowner lives on-site, in a completely separate unit, and may be present during your stay - This 2-story cottage requires 1 step to enter and interior stairs to access the bedroom on the 2nd floor - There is a rooster on-site that likes to greet the day with a morning crow. We recommend light sleepers come prepared with earplugs to ensure a peaceful rest - Your safety matters. This property features 2 exterior security cameras: 1 camera is located on the cottage's front door facing the front outdoor entryway, and 1 camera is a floodlight camera on the barn/garage facing the driveway. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Easy Access to Scenic Merritt Parkway | 8 Mi to Stratford Sea Wall Your next summer escape to New England starts here! Hike through lush trails nearby, head to the beach for a day by the Sound, tour a university of your choice, or explore the local history at the Boothe Memorial Park. The possibilities are endless! As the sun sets, return to the inviting Stratford vacation rental and gather the family in the backyard for a cookout. Book this seamless home base today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS- Bedroom 1: 1 full bed - Bedroom 2: 1 full bed- Bedroom 3: 2 twin beds- Bedroom 4: 2 twin beds- Additional Sleeping: 2 twin rollaway beds (stored in closet) HOME HIGHLIGHTS- 6 flat-screen TVs- 2 living areas- 2 dining tables- Picnic table KITCHEN - Stove/oven, refrigerator, dishwasher- Microwave, toaster- Keurig coffee maker- Cooking basics, dishware/flatware GENERAL  - Free WiFi - 2 air conditioning & heating systems (covers full home)- Linens/towels, hair dryer- Washer/dryer, iron/board OUTDOOR LIVING- Gas grill (propane not provided) FAQ- Pet fee (paid pre-trip)- Decorative fireplace ACCESSIBILITY- 2-story home, step-free entry via back door- 2 bedrooms & 2 bathrooms on 1st floor PARKING- Parking pad (3 vehicles) -- THE LOCATION -- - Quiet residential setting with easy access to forest trails, coastal parks & local transit- Less than 1 mile to Roosevelt Forest- 1 mile to Boothe Memorial Park & Stratford Veterans Museum- 2 miles to Sikorsky Aircraft & Sikorsky Memorial Airport- 2 miles to BIC Corporation- 4 miles to Downtown Stratford- 4 miles to Stratford Station: Metro-North train access to New York City- 6-9 miles to PEZ Visitor Center & Factory- 7 miles to Silver Sands State Park & Connecticut's Beardsley Zoo- 9 miles to Total Mortgage Arena, Hartford HealthCare Amphitheater & Bridgeport-Port Jefferson Ferry- 10 miles to Klein Memorial Auditorium- 10-16 miles to Yale University, Fairfield University, University of New Haven, Southern Connecticut State University, University of Bridgeport & Sacred Heart University- 17 miles to Tweed-New Haven Airport- 21 miles to Short Beach- 39 miles to Westchester County Airport & 63 miles to Bradley International Airport -- REST EASY WITH US -- Property Manager 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, dogs only)- No events, parties, or large gatherings- Additional fees and taxes may apply- Photo ID may be required upon check-in ADDITIONAL INFORMATION- This 2-story home offers step-free entry via the back door. Two bedrooms and 2 bathrooms are located on the 1st floor. Additional bedrooms are on the 2nd floor - The fireplace is decorative and not available for guest use. Please do not light any fires inside the home- This property runs on a septic system- Please note that propane is not provided for the gas grill. Guests are welcome to use any fuel left by previous travelers or may choose to purchase their own during their stay- There are 2 twin rollaway beds stored in the closet if needed

Welcome to The Turret House! Newly Listed! This adorable, beautifully renovated, preserved Victorian gem is perfectly nestled near the picturesque duck pond at the heart of Milford. An enchanting home combines timeless character, including a decorative turret and original woodwork, w/ all the modern comforts you could wish for. Beach (only 1.4 miles away), Hike, Explore, Shop, Dine, Relax, and Sightsee! Step inside this fully renovated home and discover high ceilings, sun-drenched rooms, and thoughtful details throughout. The open-concept living and dining area is perfect for family gatherings, game nights, or cozy evenings after a day exploring Milford’s beaches and downtown charm. Fully stocked kitchen, high-end finishes, modern appliances, everything needed to prepare meals- essentials on hand. Every detail of this home has been curated for comfort and relaxation, from stylish furnishings to high cleaning standards. Step outside to your private oasis: patio table w/ seating for 8, fully fenced, quaint backyard —perfect for kids and furry friends to play safely. Sip your morning coffee on the charming front porch (a neighborhood favorite!), or unwind in the evening w/ a glass of wine as you take in the quiet surroundings. Walk to Milford’s vibrant town center for shops, cafés, and restaurants, or stroll to the train station for an easy trip into New York City. This home offers the best of small-town living w/ a touch of Victorian romance and unbeatable convenience. SLEEPING ARRANGEMENTS (Occupancy: 8 - Beds for 10 guests, additional guests please inquire before booking) Every bedroom features ample hooks, ceiling fans, blackout shades, full-length mirrors, sound machines, laundry baskets, hangers, charging ports, and nightstands w/ lamps. A smart TV is provided in the Living Room and the 3rd Level Playroom. There are no TV’s in the bedrooms. UPPER LEVEL: - Primary Bedroom: Queen bed - Bonus room off the Primary includes a trundle bed (2 twin beds), perfect for extra guests or little ones. This room also offers office space, including a desk (w/ electric stand desk option) and an ergonomic office chair. - Turret Room: Bunk beds (low profile—hold up to 400 lbs, suitable for adults). Dresser, No closet, but includes a hanging bar, and plenty of hooks. - Guest Room: Queen bed Shared Hall Bathroom: Tub/shower combo w/ dual shower heads. Plenty of hooks and a huge vanity cabinet mirror. Basic amenities and a hair dryer are also provided. TOP FLOOR: RECOMMENDED FOR 7 years old or older Play Zone- fun space designed for kids ages 7 and older—complete w/ TV, art supplies (including scissors), and age-appropriate toys. We strongly recommend that children be supervised and not left alone in this space. MAIN LEVEL: - Guest Room: Queen bed - Full bathroom - Walk-in shower, spacious, a variety of hanging options, large mirrored cabinet, hair dryer, basic amenities, off the kitchen/hall. - Laundry Area: Full-size washer & dryer, iron, ironing board, and cleaning supplies - acts as a mud room coming in from the back of the house. AMENITIES Keyless entry and security system 24 smoke and carbon monoxide detectorsKitchen - Fully renovated from appliances to cabinets, fully stocked w/ cooking necessities (high-end coffee maker, new stainless steel pots, silverware, plates, etc.) Hamilton Beach All-in-One Coffee Maker (drip or K-cups) Living Room - Large "L" shaped couch w/ ample lighting and a Smart TV mounted over the fireplace (not operational). Books, board games, and puzzles. Dining Room - Oval dining table w/ seating for 6. Added table leaf and additional folding chairs are available upon request. Paraben Free Shampoo, Conditioner, and Body Wash; Hair Dryer; Linens High-speed WiFi For families w/ young travelers in need of special amenities (high chair, pack n play, stairs gate, etc.), we recommend rentals from Baby Quip (inquire for contact information). Basic children’s plates, cups, and utensils are provided. OUTSIDE: Fully fenced private backyard (small gaps, smaller dogs should not be left unattended) Dining table 8 Front Porch seating area Beach wagon, beach toys, umbrella, and chairs provided (seasonal) EV Level 2 charging station (option amenity, per stay fee) Driveway parking for three cars (tandem) + street parking on the opposite side No grill Exterior motion lights for the front porch and driveway. CLIMATE CONTROL: Split-unit systems throughout house Radiator system heat available if needed Small Pets Considered. Prior approval must be obtained before booking. Pet accommodation fee $20 per night per pet. No pets are allowed on furniture at any time; pets must not be left alone in the house unless crated, and guests are expected to clean up after their pets. Failure to follow these rules will result in a minimum $300 mediation and cleaning fee and may affect your ability to book future stays. LOCATION HIGHLIGHTS Located just a short walk or drive (0.4 miles) from Milford’s quaint, vibrant town center, guests can enjoy beaches, breweries, local boutiques, and restaurants.

Meeker Hill House is a spacious and chic escape nestled in the heart of Fairfield County, located 90 minutes from NYC and minutes from the hamlet of Redding. Set on a quiet road, this 3 bedrooms and 3.5 baths house is riddled with old world charm. Amenities include a pool, fireplaces, fire pit, outdoor dining, screened in porch and a luxury chef’s kitchen. Kick back and relax in this calm, stylish space as if in the English Countryside, all under two hours from NYC & under 3 hours from Boston. Seemingly plucked from the English countryside, Meeker Hill House is a charming escape just 90 minutes from NYC. With stunning gardens, open meadows with views, and stylish interiors, this comfortable home is the ideal gathering space year-round, but especially so in the warmer months with the pool open! Pulling into the driveway which wraps around a charming Japanese maple tree, enter through the unique and stunning cast-iron doors into the primary living floor. The entire floor has lovely detailing like exposed beams and original fireplaces, and has great flow from room to room and is flooded with natural light. Cozy up in the inviting living room beside the grand stone fireplace. The open flow lets into the dining room set beside bay windows overlooking the meadow. Between both rooms is a stunning paneled french door with even better views of the stone patio and backyard (more on that in a moment). The chef’s kitchen has a massive 10-foot island, perfect for joining the cook for an unforgettable time in this adorable kitchen with skylights and country charm with top-of-the-line appliances. Finishing off the main living level is a powder room just off the kitchen and a mudroom with an alcove desk for some work-from-home needs if you must. The second level has three bedrooms, each with an en-suite bathroom. The primary suite is an expansive room with a king-sized bed and charming details like a stone fireplace and picture windows with lovely sunrise views over the yard. In the primary bedroom is a stunning full bathroom with duel sinks, a rain-shower, and a clawfoot tub. Adjacent to the bathroom is a full walk in closet. A twin bed has been added to the walk-in closet, creating the perfect sleeping space for parents with little ones, allowing them to stay close. The other two bedrooms are both queen-sized beds with warm and soothing palettes, each has their own full en-suite bathroom with a walk-in shower. Rounding out the upper floor is full laundry room. Outdoors is where the true fun begins in warmer weather. The expansive flagstone patio overlooks the gunite pool and can easily entertain your entire group with lounge chairs and outdoor dining beside a bbq. A cozy screened-in porch off the living room is also a lovely place to relax under some shade to read a book or even get some work done to the sounds of chirping birds. Stepping down from the patio is the aforementioned pool, a true stunner with acres of meadow views and absolute privacy. Swim amongst the gardens as if you are transported to the fields of England. Enjoy the walking trails in the yard with a firepit at the far end, star gaze while roasting marshmallows, a true country experience! The pool is not heated unless requested by guest and this will incur an additional daily charge for heating. Being 90 minutes from NYC, Meeker Hill is the perfect summer getaway or home base with the ability to commute back to the city seamlessly. The surrounding town of Redding is equally as charming, and surprisingly has the best bagel place in the tri-state area! *Please note that during summer months, there is an ADDITIONAL DAY RATE to heat the pool. Please see the ’Other Things to Note’ section of the listing.***** Meeker Hill House is less than 90 minutes from New York City and under 3 hours from Boston, and while you’ll definitely want a car to get there and around the area, there is also a Metro-North station in Redding just 15 minutes away. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. * Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates. The pool heating is additional cost - please inquire before booking for details on the cost. The cost ranges from $100-$300 PER DAY depending on the temperature requested. License number: 101167283-001

Walk along pristine beaches and a sandbar to explore Charles Island; this quaint cottage is a unique getaway vacation rental! Providing 3 bedrooms and 1.5 baths, this beach home rests in a quiet setting just 2 miles from the beautiful town green area - lined with a variety of restaurants - and offers easy access to boating, fishing, and more waterfront fun. Countless hours await on the beach just outside your door, while New York City is a quick train ride away. Adventure awaits! -- THE PROPERTY -- Screened-In Balcony | Private Beach Access (On-Site) Bedroom 1: King Bed | Bedroom 2: 2 Twin Beds | Bedroom 3: 2 Twin Beds | Living Room: Twin Daybed | Additional Sleeping: 2 Traveling Cribs OUTDOOR LIVING: Screened-in porch, outdoor seating & dining, outdoor shower, racquetball, beach chairs, beach umbrella INDOOR LIVING: TV, dining table, ceiling fans, high chair KITCHEN: Stove/oven, refrigerator, cooking basics, dishware/flatware, coffee maker, Crockpot, microwave, toaster, spices GENERAL: Free WiFi, central heating & air conditioning, window A/C units, complimentary toiletries (starter kit), hair dryer, washer, laundry detergent, iron/board, linens/towels, beach towels, trash bags/paper towels (starter kit) FAQ: Stairs required for access, no fence before beach PARKING: Driveway (6 vehicles), street parking (first-come, first-served basis) -- THE LOCATION -- SUN AND SAND: Fort Trumbull Beach (walking distance), Port Milford (walking distance), Walnut Beach (3 miles), Gulf Beach (3 miles), Bayview Beach (4 miles), Pardee Seawall (16 miles), East Haven Town Beach (18 miles) ICONIC SIGHTS: Turkey Hill (6 miles), New Haven Union Station (13 miles) ADVENTURE AWAITS: Beaver Brook Trails (3 miles), Woodmont Beach (5 miles), Connecticut Wine Trail (48 miles) SAILING PARADISE: Lisman Landing Marina (1 mile), Milford Harbor Marina (1 mile), Boardwalk Marina (4 miles), New Haven Yacht Club (17 miles) NATURE'S PLAYGROUND: Silver Sands State Park (2 miles), Roosevelt Forest (8 miles), East Rock Park (15 miles), Lighthouse Point Park (17 miles) AIRPORTS: Tweed New Haven Airport (16 miles), Bradley International Airport (64 miles) -- REST EASY WITH US -- Property Manager 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 - No pets allowed - 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 to access - NOTE: This property may not be suitable for young children due to the unfenced beach area - NOTE: Please observe quiet hours from 10:00 PM to 7:00 AM