Vacation rentals in East New Market, MD with free parking

Experience a peaceful waterfront retreat on Maryland’s eastern shore at this stunning Cambridge vacation rental! Complete with incredible indoor and outdoor spaces, this renovated 4-bedroom, 2.5-bath home has everything needed for your next family getaway — including a private dock and kayaks! When you’re not out on the water, explore downtown Cambridge and learn about the town’s rich maritime history. After, fire up the grill for dinner and enjoy a family game night around the dining table! -- THE PROPERTY -- 2,400 Sq Ft | Recently Renovated | Furnished Deck w/ Water Views | Private Dock Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bed, Twin Bunk Bed | Additional Sleeping: Pack ‘n Play HOME HIGHLIGHTS: Smart TV, multiple living spaces, gas & charcoal grills, luggage racks, 10-person dining table FAMILY FUN: 2 Tandem Kayaks, 2 Single Kayaks, air hockey table, board games, outdoor games KITCHEN: Fridge, stove, dishwasher, coffee maker, microwave, cooking basics, toaster, dishware/flatware, trash bags/paper towels, high chair GENERAL: Free WiFi, washer/dryer, keyless entry, central heating & A/C, complimentary toiletries, hair dryer, linens/towels, ceiling fans FAQ: 2 exterior security cameras (facing out), quiet hours (10:00 PM-sunrise) SUITABILITY: 3 steps required to enter, single story PARKING: Driveway (4 vehicles), free street parking -- THE LOCATION -- WATER RECREATION: Hurst Creek (on-site), Sailwinds Park (4 miles), Long Wharf Park (5 miles), Choptank River Lighthouse (5 miles), Cambridge Yacht Basin (5 miles), Gerry Boyle Park (6 miles), Bill Burton Fishing Pier State Park (6 miles), Ferry Point Marina (6 miles), Blackwater National Wildlife Refuge (13 miles) HISTORIC SITES + MUSEUMS: Heritage Museum & Gardens of Dorchester (4 miles), Harriet Tubman Museum & Educational Center (4 mile), Dorchester Center for the Arts (4 miles), Richardson Maritime Museum (4 miles), Spocott Windmill and Village (10 miles, Site of Harriet Tubman Childhood Home (10 miles), Harriet Tubman Underground Railroad National Historical Park (13 miles) WINERIES + BREWERIES: RAR Brewing (4 miles), Layton’s Chance Vineyard & Winery (10 miles), Far Eastern Shore Winery (19 miles) AIRPORTS: Baltimore/Washington International Thurgood Marshall Airport (80 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 or vaping of any kind allowed - No pets allowed - No events, parties, or large gatherings - Please observe quiet hours from 10:00 PM to sunrise - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: Your safety matters. This property features 2 exterior security cameras: 1 camera located at the front of the house facing toward the front yard and 1 located at the back of the house facing toward the backyard. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion - NOTE: The property requires 3 steps to access the entrance

Escape the hustle and bustle of your busy lives and retreat to this 3-bedroom, 2.5-bathroom vacation rental home! Along with a convenient location near the wharf and downtown, this historic American gothic-style home boasts a fully equipped kitchen, a formal dining room, a cozy living room and den with puzzles, and a spacious backyard with corn hole and bocce ball. Explore the downtown attractions, go for a stroll in Long Wharf Park, and visit the Choptank River Lighthouse. -- THE PROPERTY -- 2,088 Sq Ft | Washer & Dryer | Charcoal Grill | Corn Hole & Bocce Ball | Fenced-In Yard Fit for a family vacation on Maryland’s Eastern Shore, this Cambridge getaway is the ideal home-away-from-home! Bedroom 1: King Bed, Twin Bed | Bedroom 2: Queen Bed, Twin Bed | Bedroom 3: Full Bed, 2 Twin Beds KITCHEN: Fully equipped, cooking basics & spices, toaster, drip coffee maker, water cooler, convection oven, dishware & flatware, island w/ seating INDOOR LIVING: 3 Smart TVs, puzzles, dining table, large sectional sofa, ceiling fans, updated interior OUTDOOR LIVING: Backyard, fire pit, Adirondack chairs GENERAL: Free WiFi, central A/C, complimentary toiletries, linens & towels, trash bags & paper towels, hangers, hair dryer, keyless entry FAQ: Stairs required for access, 2 exterior security cameras (facing out) PARKING: Street parking (first-come, first-served) -- THE LOCATION -- ON THE WATER: Sailwinds Park (1.2 miles), Choptank River Lighthouse (1.2 miles), Long Wharf Park (1.2 miles), Cambridge Yacht Basin (1.3 miles), Gerry Boyle Park (2.0 miles), Bill Burton Fishing Pier (3.5 miles), Ferry Point Marina (3.6 miles) THINGS TO SEE + DO: Harriet Tubman Museum & Educational Center (0.5 miles), Dorchester Center For The Arts (0.7 miles), Heritage Museum & Gardens of Dorchester (1.6 miles), River Marsh Golf Club (2.4 miles), Dorchester County Visitor Center (5.6 miles), Site of Harriet Tubman Childhood Home (10.0 miles), Blackwater National Wildlife Refuge (10.9 miles) WINERIES + VINEYARDS: Layton’s Chance Vineyard & Winery (12.8 miles), Far Eastern Shore Winery (16.8 miles), Triple Creek Winery (23.0 miles), St. Michaels Winery (25.8 miles) LOCAL EATS: Lil' Bitta Bull BBQ (0.4 miles), Jimmie and Sook's (0.6 miles), RAR Brewing (0.6 miles), Ava's Pizzeria & Wine Bar - Cambridge (0.7 miles), Ocean Odyssey Crab House & Restaurant (1.0 miles), Snappers Waterfront Cafe & Tiki Bar (1.0 miles), Porter Soul Food Restaurant (1.1 miles) SAND + SUN: Ocean City (62.0 miles), Assateague Island National Seashore (63.2 miles) AIRPORTS: Baltimore/Washington International Thurgood Marshall Airport (79.5 miles), Ronald Reagan Washington National Airport (91.1 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 - 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: Your safety matters. This property features 2 exterior security cameras: 1 camera is located on the front porch facing the porch and front yard, and 1 camera is on the back of the house facing the backyard. The cameras are outward facing and do not look into interior spaces. The cameras are motion activated and record video and sound while guests are in residence

Easy US-50 Access | 2 Mi to Choptank River Your Eastern Shore adventure begins at this inviting Victorian farmhouse on Trappe’s historic Main Street. Set on a peaceful wooded lot, this 3-bed, 2.5-bath vacation rental pairs 19th-century charm with 21st-century comforts. After exploring the Shore, unwind on the screened porch or enjoy dinner on the patio while savoring the serenity of the expansive yard. With historic character and modern comfort in one, this gem promises a memorable getaway. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed OUTDOOR LIVING - Screened porch w/ seating - Patio w/ dining area - Large private yard - Charcoal grill (charcoal provided) INDOOR LIVING - Flat-screen TVs - Board games, books - Laptop-friendly workspace - En-suite bathroom, walk-in closet - Dining tables - Fireplace KITCHEN - Refrigerator, stove/oven, dishwasher - Keurig coffee maker (coffee & creamer provided) - Cooking basics, dishware & flatware - Ice maker, trash bags/paper towels GENERAL - Central heating & A/C - Washer/dryer, laundry detergent, iron/board - Linens/towels, complimentary toiletries, hair dryer - Free WiFi ACCESSIBILITY - 2-story home, 1 exterior step to enter - 1 interior step to access living room, dining room & kitchen - All bedrooms & full bathrooms on 2nd floor PARKING - Driveway (2 vehicles) -- THE LOCATION -- - Quaint small-town location near Old Trappe Park - Stroll to restaurants, coffee shop & convenience stores - Within 8 miles of the quaint towns of Oxford, Easton & Cambridge: local shops, fresh seafood - 2 miles to Trappe Landing: boat access to La Trappe Creek & Choptank River - 19 miles to Chesapeake Bay Maritime Museum & St. Michaels Harbor - 65 miles to Salisbury Regional Airport & 70 miles to Baltimore/Washington 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 - No pets allowed - 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 1 exterior step to enter and 2 interior steps to access the living room, kitchen, and dining room. All bedrooms and full bathrooms are located on the 2nd floor and require interior stairs to access

Escape to this newly updated 4-bedroom, 2-bath colonial home for a fun-filled retreat on the Cambridge coast! Offering kayaks, paddleboards, bikes, and tons of lawn games, this vacation rental encourages its travelers to get outside and enjoy the area. A quick ride away, you'll find waterfront parks, marinas, and classic Maryland seafood restaurants. Try casting your lines off the nearby fishing pier, or explore the historical downtown, then come home to a waterfront barbeque with the kiddos! -- THE PROPERTY -- Newly Renovated | Walk to Town | Private Dock w/ Kayaks & Paddle Boards Nestled directly on the Choptank River, this gorgeous waterfront home caters to travelers looking to take advantage of all that the Chesapeake Bay has to offer - whether you’re looking to spend your days on the beach with family, kayak the day away, or try your hand at crabbing! Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Full Futon OUTDOOR HANGOUTS: Bay access w/ rocky beach, covered front porch w/ lounge chairs, fenced yard w/ outdoor shower, patio w/ gas grills & heating lamp, waterfront fire pit w/ Adirondack chairs INDOOR DETAILS: 4 Smart TVs, XBox, 2 decorative fireplaces, laptop-friendly workspaces, dining table, ceiling fans BONUS ITEMS: 2 adult bikes, 2 single-person kayaks, 2 stand-up paddleboards, cornhole, bocce ball, croquet, badminton KITCHEN: Fully equipped, stainless steel appliances, kitchen island w/ seating, spices, dishware & flatware, Crock-Pot, toaster oven, Nespresso coffee maker w/ coffee pods & tea provided KID-FRIENDLY: Pack ‘n Play, high chair, board games GENERAL: Free WiFi (high speed), washer/dryer, towels/linens, complimentary toiletries, hair dryer, trash bags/paper towels, beach gear, central heating & air conditioning FAQ: Ring doorbell (facing out), 3 steps required for access PARKING: Driveway (3 vehicles), street parking -- THE LOCATION -- ON THE WATER: Sailwinds Park (0.7 miles), Choptank River Lighthouse (1.4 miles), Long Wharf Park (1.4 miles), Cambridge Yacht Basin (1.5 miles), Gerry Boyle Park (2.3 miles), Bill Burton Fishing Pier (2.5 miles), Ferry Point Marina (2.6 miles) LOCAL SIGHTS: Heritage Museum & Gardens of Dorchester (0.3 miles), Harriet Tubman Museum & Educational Center (1.0 mile), Dorchester Center for the Arts (1.1 miles), River Marsh Golf Club (2.3 miles), Dorchester County Visitor Center (4.6 miles), Site of Harriet Tubman Childhood Home (10.8 miles) WINERIES: Layton’s Chance Vineyard & Winery (12.8 miles), Far Eastern Shore Winery (15.7 miles), Triple Creek Winery (22.0 miles), St. Michaels Winery (24.7 miles) LOCAL EATERIES: Porter Soul Food Restaurant (0.4 miles), Ocean Odyssey Crab House & Restaurant (0.6 miles), Portside Seafood Restaurant (0.7 miles), Carmela’s Cucina (0.9 miles), Snappers Waterfront Cafe & Tiki Bar (1.3 miles) BEACHES: Ocean City (62.0 miles), Assateague Island National Seashore (63.1 miles) AIRPORTS: Baltimore/Washington International Thurgood Marshall Airport (78.2 miles), Ronald Reagan Washington National Airport (89.0 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 -- - 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 and may be difficult for guests with limited mobility - NOTE: Your safety matters. There is a Ring doorbell security camera, located next to the front door facing out. It does not look into any interior spaces

Deck Overlooking the Marina | Home Office | Community Pool in Summer Embrace Eastern Shore living with a stay at this modern vacation rental in Cambridge. The townhome is located just across the bridge from charming downtown, where you can explore local eats, bars, shops, and more. Stroll downtown historic streets for fresh blue crab, or wander past Choptank River Lighthouse. Back home, relax by the water — pure maritime magic! Start looking forward to kicking off your Chesapeake Bay getaway. -- THE PROPERTY -- OUTDOOR LIVING  - Covered deck w/ dining area - Marina views - Balcony - Seasonal community pool (available Memorial Day-Labor Day) INDOOR LIVING  - TV & electric fireplace - Dining table, kitchen island seating - Work desk, dumbbells - 2 full bathrooms, 2 half bathrooms - Washer & dryer KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster oven, blender - Drip coffee maker (bring your own coffee) - Dishware/flatware, cooking basics ACCESSIBILITY - 3-story unit, 3 steps to enter  - All bedrooms & full bathrooms on 3rd floor PARKING - Driveway (1 vehicle) - Surface lot (1 vehicle, first-come, first-served) -- THE LOCATION -- - 0.7 miles to downtown/Race Street: breweries, bars, restaurants, shops - 3 blocks to Portside Seafood Restaurant - 1 mile to Long Wharf Park & Choptank River Lighthouse - 2 miles to Gerry Boyle Park: Ironman Maryland start/end point - 12 miles to Blackwater National Wildlife Refuge Visitor Center - 77 miles to Baltimore/Washington 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 3-story unit requires 3 steps to enter. All bedrooms and full bathrooms are located on the 3rd floor - The outdoor community pool is available between Memorial Day and Labor Day - Your safety matters. This property features 1 exterior security camera at the front door, facing outward toward the front porch. It does not look into any interior spaces. The camera records video when activated by motion

Community Pool Access | EV Charger | On-Site Harbor Walk & Marina Experience the ultimate Eastern Shore escape at this Cambridge vacation rental, located in the beautiful Deep Harbour community. Stroll to a nearby cafe for breakfast before enjoying a day on the water, then head home for a refreshing dip in the pool. After dining at a local waterfront restaurant, unwind on the deck as you watch the boats sail away. Your seamless coastal getaway is just a click away — book your stay today! -- THE PROPERTY -- COMMUNITY AMENITIES - Outdoor pool - Waterfront walking paths - Marina OUTDOOR LIVING - Furnished deck, water views - Outdoor seating INDOOR LIVING - Open floor plan, nautical decor - Board games, books - Central A/C & heating - Smart TVs - Washer & dryer KITCHEN - Stove, oven, dishwasher, microwave - Keurig coffee maker (starter coffee provided) - Cooking basics, dishes & flatware - Dining table ACCESSIBILITY - 3-story townhome, stairs required to access - Bedrooms on 3rd floor PARKING - Garage (1 vehicle), driveway (1 vehicle) - EV charger -- THE LOCATION -- - Ideal location in the waterfront Deep Harbour community - Walking distance to restaurants, parks, attractions, marina & the Choptank River - 1 mile to Long Wharf Park & Choptank River Lighthouse - 2 miles to River Marsh Golf Course - 10 miles to Blackwater National Wildlife Refuge - 11 miles to Harriet Tubman Underground Railroad National Historical Park - 61 miles to Ocean City -- 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 8:00 PM to 7:00 AM

O Say, Can You See Your Next Vacation? Don’t miss this truly exceptional 1950’s ranch style 3BR, 2.5BA waterfront on the Tred Avon River. The open floor plan features a character-filled interior and provides a sunroom, flow-through living/dining area, first-floor bedrooms and large entertainment spaces. Natural lighting creates the perfect ambiance in the comfortably sized main bedroom that enhances picturesque water views. Plenty of room for everyone in the sprawling backyard, which features a newly remodeled in-ground pool (opening May 17, 2023) and lush lawn. A wonderful space for fun and relaxation. Ideally located in a sought-after Talbot County neighborhood. Take advantage of the best rural vacationing around! Early booking is recommended. This vacation home will not be available for long. Talbot County STR License STN-22-24 PROPERTY FEATURES: Waterfront: Tred Avon River Dock: Private dock. Pool: Private pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Pet Friendly: This is a pet friendly rental. WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds. BED SIZES: Single Bed - Twin Sized - 1 / Single Bed - Twin Sized - 1 / Queen - 1 / Queen - 1 /

Community Pool | Walk to Happy Hour at Portside | River-View Balcony Dive into waterfront serenity at this Cambridge vacation rental in Deep Harbour! The 2-bed, 2-bath condo offers stunning Choptank River views from nearly every room and a balcony for watching the drawbridge. Plus, the vibrant downtown scene is just steps away, offering everything from concerts and cultural tours to fresh seafood dining. Book now to secure a seamless blend of relaxation and adventure on the Eastern Shore! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin beds - Living Room: 1 queen sleeper sofa CONDO HIGHLIGHTS - Outdoor community pool - Balcony w/ marina & drawbridge views - 2 Smart TVs - Board games KITCHEN - Refrigerator, stove/oven, dishwasher - Keurig (coffee provided - Blender, toaster, microwave, panini press - Cooking basics, dishware & flatware - Spices - Dining table, bar/island seating GENERAL - Free WiFi - Central A/C & heating, ceiling fans - Washer/dryer, detergent, iron & board - Linens & towels - Complimentary toiletries, hair dryer, hangers - Gated community, keyless entry FAQ - Quiet hours (10:00 PM-8:00 AM) ACCESSIBILITY - Step-free entry via elevator - Single-story condo on 4th floor PARKING - Community parking lot (2 vehicles, unassigned) -- THE LOCATION -- - Across from the Trenton Street Boat Ramp - Easy stroll to Choptank River Crab and Oyster Co. & Portside Restaurant - 0.2 miles to Historic Downtown Cambridge: events, concerts, tours - 0.3 miles to the Cambridge Visitors Center & Harriet Tubman Museum - 0.8 miles to Long Wharf Park & Lighthouse - 77 miles to Baltimore/Washington Int’l 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 - No pets allowed - No events, parties, or large gatherings - Please observe quiet hours from 10:00 PM to 8:00 AM - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story condo is on the 4th floor and features step-free entry via elevator

Toto, There’s No Place Like This Vacation Home! The impressive 5BR, 3.5BA vacation estate with a free-flowing floor plan features a beautifully maintained interior and large entertainment spaces. Enjoy the spacious kitchen that has been beautifully maintained and boasts stone-like countertops and a large center island. The opulent main suite is the perfect place to unwind and dream. There’s plenty of room to roam in the beautifully maintained backyard, which features dining space, salt water in-ground pool and rolling green lawn. Perfect for curling up with a good book. This is a pet friendly home, but pets must stay in the house and backyard only. Enjoy a true sense of community in a sought-after section of Talbot County. Vacation in the rural lifestyle you’ve been waiting for! This unique rental won’t last long. Book your stay today. Talbot County STR License STN-26-19 PROPERTY FEATURES: Pool: 20 x 40 private pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Grill: Propane grill. Propane is provided. Pet Friendly: This is a pet friendly rental. WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

Surrounded By Protected Wetlands | Long Private Pier | Dock for Fishing & Boating | Screened Porch Unplug from the daily grind at this vacation rental cottage in Hebron — your spot for a getaway focused on wellness and water fun. Stroll along the pier while spotting birds and wildlife, or cruise along the creek by kayak. When the sun dips low, the patio invites therapeutic soaks in the hot tub and quiet moments by the crackling fire. Get ready to find total peace at this waterfront hideaway! -- THE PROPERTY -- OUTDOOR LIVING - Private pier, dock, kayaks - Custom patio, hot tub, gas grill - Screened-in porch INDOOR LIVING - Dining table - Washer & dryer KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Drip coffee maker, French press, Nespresso - Toaster, blender - Cooking basics, dishware & flatware ACCESSIBILITY - Single-story home, 3 steps to enter PARKING - Driveway (3 vehicles) -- THE LOCATION -- - Creekfront property w/ access to the Nanticoke River - 14 miles to Salisbury - 12 miles to Pemberton Historical Park - 18 miles to Cove Beach Park - 45 miles to Assateague Island National Seashore -- 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - Maximum occupancy is strictly limited to 4, as the home is on a septic system SECURITY CAMERA INFORMATION - 3 exterior devices - Location: front door, driveway, side of house - Coverage: entry, driveway, walkway

Looking for that “shore” lifestyle? This 3,800 square foot, 8-bedroom, 5-bathroom waterfront estate on Brooks Creek offers an unforgettable vacation experience. Imagine yourself watching beautiful sunsets with an abundance of wildlife while relaxing on the enormous front porch. Family gatherings have never been easier, with an oversized living room, huge dining room, spacious screened-in sunroom, a chef-inspired kitchen and detached guest house all situated on an expansive 16.5 acre yard. If you’re looking for that shore lifestyle, this is the place for you! Enjoy an oversized private dock perfect for fishing, crabbing, launching kayaks and paddleboards, sitting around the firepit and making memories that will last a lifetime. You will enjoy a prime location in a high-end section of Dorchester County. Just a 20-minute car ride to historic downtown Cambridge where you can experience local boutiques, restaurants, cafes, and bars. A rare vacation rental opportunity. Book your stay today! PROPERTY FEATURES: Waterfront: Brooks Creek Dock: Private dock. Water is available. Guests are permitted to tie a boat to the dock. Pool: Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Water Toys: 2 kayaks and 1 paddle board are available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency. Games and Gear: Crabbing gear, video game table console with 400 “old School” video games and corn hole are available for guest use. Fireplace: Wood burning. Wood not provided. Firepit: Wood burning. Wood not provided. Grill: Propane grill. Propane is provided. Pet Friendly: This is a pet friendly rental. WiFi: This property is equipped with Starlink internet. BED SIZES: King - 1 / Queen - 1 / Queen - 1 / Double Bed - 1 / Double Bed - 1 / Queen - 1 / Queen - 1 / Queen - 1 /

Enjoy “the good old days” in style! This exceptional 4-bedroom, 3.5-bathroom home offers a character-filled interior and comes equipped with a formal dining room, large entertainment spaces and an expansive great room. Enjoy the well-equipped kitchen that has been beautifully maintained and features a sprawling granite countertops island. The well-proportioned master suite is a secluded retreat that boasts an ensuite bathroom and waterfront views. The inviting interior features original hardwood flooring throughout. The tranquil backyard boasts a screened porch and private dock. A wonderful space for fishing, cycling, crabbing, entertaining or romantic cocktails for 2. Just the rural atmosphere you’ve been looking for! Perfectly situated in a desirable Talbot County neighborhood. A rare opportunity. Early booking is recommended! Talbot County STR License STN-22-4 PROPERTY FEATURES: Waterfront: Tred Avon River Dock: Private dock. Owner keeps a boat at the dock. Guests are permitted to tie a boat to the dock. Water Toys: 1 kayak is available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency. Grill: Propane grill. Propane is provided. Fireplace: Wood burning. Wood is not provided. Pet Friendly: This is a pet friendly rental. WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds. BED SIZES: King - 1 / Queen - 1 / Single Bed - Twin Sized - 2 / Crib - 1 / Single Bed - Twin Sized - 2 /

Find your slice of paradise at ‘Hudson Creek Retreat,’ a 4-bed, 4-bath Cambridge vacation rental. This family home offers a boat dock with kayaks and canoes, making it the ideal space for those craving time on the water. Spend your days by the pool or dip your toes in the creek while soaking up the idyllic views. Fire up the gas grill and indulge in a backyard BBQ, then roast s'mores around the fire pit for dessert! For more to do, visit the Harriet Tubman Museum and St. Michaels Winery. -- THE PROPERTY -- Fire Pit (Wood Provided) | Wildlife Viewing On-Site | Sunset Views | Separate Suite w/ Kitchenette Bedroom 1: Queen Bed | Bedroom 2: 2 Full Beds | Bedroom 3: 2 Twin Beds | Bedroom 4: Queen Bed | Loft: Queen Bed OUTDOOR LIVING: Heated pool, boat dock, 2 canoes & 3 kayaks, gas grill, deck & patio, garden area, pool toys & beach towelsINDOOR LIVING: Wood-burning fireplace (wood provided), Smart TVs, board games & books, piano, dining table, jetted tubKITCHEN: Dishwasher, oven, refrigerator, drip coffee maker & stovetop espresso maker (coffee, tea & sugar provided), microwave, Crockpot, toaster oven, blender, ice maker, cooking basics, complimentary spices, dishware & flatwareGENERAL: Free WiFi (laptop friendly), mini-split A/C & heating, washer & dryer, laundry detergent, iron/board, linens/towels, hair dryer, trash bags & paper towelsFAQ: Homeowner on-site (separate unit) w/ shared drivewayACCESSIBILITY: 2-story home, steps to enter, 1st-floor bedrooms & full bathroom, interior steps between roomsPARKING: Shared driveway (6 vehicles), no garage access -- THE LOCATION -- AREA ATTRACTIONS: Long Wharf Park (10 miles), RAR Brewing (10 miles), Choptank River Lighthouse (10 miles), Marsh Edge Trail (19 miles)GOLFING: River Marsh Golf Club (12 miles), Hog Neck Golf Course (30 miles), Links at Perry Cabin (38 miles)MUSEUMS: Harriet Tubman Museum and Educational Center (10 miles), Oxford Museum (27 miles), The Water's Edge Museum (27 miles), St Michaels Museum (36 miles), Tilghman Watermen's Museum (48 miles)AIRPORT: Baltimore/Washington International Thurgood Marshall Airport (89 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 - 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 garage is not available for guest use- NOTE: The homeowner lives on-site, in a completely separate unit, and may be present during your stay. The driveway is shared- NOTE: This 2-story home requires steps to enter. There is a bedroom/full bathroom on the 1st floor, however, there are some interior steps between rooms and additional stairs are required to access the remaining bedrooms/full bathrooms

Beautiful Private Retreat with Pool located on Covey Creek The Bird’s Nest on Covey Creek is a comfortable and well-appointed 5-bedroom, 3.5 bath high-end waterfront rental with lots of amenities. The expansive lawn offers broad water views of the Chesapeake Bay. Conveniently located within 15-minutes of all the conveniences of downtown Cambridge. If you care to venture out to shop or enjoy an occasional round of golf or a day at the spa, the Hyatt Regency is a short drive. The Bird’s Nest is a true family retreat. There are lots of water toys to enjoy poolside and several kayaks to venture out into the Creek. There are multiple living areas for family and friends to gather, a cozy billiards room with pool table, as well as quiet spaces to escape. You and your guests will enjoy hanging out on the waterfront or gathering around the pool. There is a large stone patio for outdoor dining and watching the sunset. The gourmet kitchen is well stocked and is the perfect place to prepare your daily creations. PROPERTY FEATURES: Waterfront: Covey Creek Dock: A private pier with 1-2ft MLW. Water Toys: 2 kayaks are available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency. Pool: Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Fireplaces: 2 gas. Pet Friendly: This is a pet friendly rental. WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds. BED SIZES: King - 1 / Single Bed - Twin Sized - 2 / King - 1 / Queen - 1 / Queen - 1 / Queen - 1 / Double Bed - 1 / Single Bed - Twin Sized - 2 /

Cozy Yet Spacious Waterfront Getaway! This 8BR, 5 BA, 2 HBA property is what you are looking for! Your dream vacation awaits down the lane of Bayberry Cove with its panoramic view of Fishing Creek. Gather with family and friends in the oversize family rooms, generous porches, and multiple dining spaces, then find your privacy in the ideally configured bedrooms, sitting areas, and private alcoves. Expansive but warmly inviting, your guests will enjoy so many splendid features, including a separate five-room apartment above the garage. There is something for everyone at Bayberry Cove! Fish, crab, and swim from the floating dock, explore shimmering Fishing Creek on paddleboard, kayak, canoe, or maybe hike and birdwatch at nearby Blackwater Preserve. Barbecue in the full outdoor kitchen and splash in the waterside pool and separate hot tub. Children of all ages will enjoy the spacious two-garage bay game room equipped with two-shot basketball and fooze ball table. Play bocce, badminton, croquet, and horseshoes on the front lawn. Take a quick drive to great shopping, restaurants, and nationally renowned historical sites. End the day’s adventures sipping wine at the breezy dock and roasting smores round the firepit. Immerse yourself in the natural beauty that surrounds you, then return indoors to all the comforts and conveniences of a wonderfully updated and welcoming home. PROPERTY FEATURES: Waterfront: Fishing Creek Dock: 60ft private dock with 6’ MLW. Floating dock and sandbar for kayaks. Water Toys: 2 kayak, 1 canoe and 2 paddleboards are available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency. Pool: Private pool with an outdoor shower. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Grill: Propane grill. Propane is provided. Hot Tub: 5 person hot tub available for guest use. Pet Friendly: This is a pet friendly rental. WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds. BED SIZES: Queen - 1 / Queen - 1 / Queen - 1 / Queen - 1 / Single Bed - Twin Sized - 3 / King - 1 / Queen - 1 / Single Bed - Twin Sized - 2 /

Nestled on the serene waterfront of Leeds Landing, this expansive single-story retreat is the perfect haven for families and friends. Boasting a prime location, this home sits on a tranquil 2+ acre lot on Leeds Creek, offering stunning views and direct access to the Miles River. The deep water dock (MLW 4’) makes it easy to enjoy fishing, crabbing, or boating adventures. Inside, the spacious living area is designed with comfort in mind, featuring five cozy bedrooms and three full bathrooms, comfortably accommodating up to ten guests. The master suite offers a luxurious king bed, while additional bedrooms include a queen bed, a crib, two bunk beds, and a twin bed, ensuring everyone has a restful place to sleep. The sunroom and screened porch provide breathtaking views of the backyard pool and waterside fire pit, perfect for relaxing or enjoying evening meals. The fully equipped kitchen has everything you need to prepare a meal, and the dining area seats all guests comfortably. The outdoor dining area, complete with a gas grill and outdoor seating, is ideal for barbecues and al fresco dining. For those who enjoy water activities, a canoe is provided, and a private pool is available for a refreshing dip. Just a short distance away, explore the charming town of Easton, MD, where you can visit the Easton Historic District, enjoy dining at local favorites like The Easton Crabhouse, or take a stroll along the scenic Miles River. Whether you’re seeking adventure or relaxation, this waterfront retreat promises an unforgettable getaway. Book your stay today and experience the perfect blend of comfort, convenience, and natural beauty. Talbot County License ST-969-LEE PROPERTY FEATURES: Waterfront: Leeds Creek Dock: 100ft with 4ft MLW, water and electricity. Water Toys: 1 canoe is available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency. Pool: Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Firepit: Firewood is not provided. Grill: Propane grill. Propane is provided. Pet Friendly: Owner will consider pets, call reservations at 443.664.4039 to inquire. WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds. BED SIZES: King - 1 / Crib - 1 / Queen - 1 / Queen - 1 / Queen - 1 / Bunk Bed - Single over Single - 2 / Single Bed - Twin Sized - 1 /

A Tranquil Contemporary St. Michaels Waterfront Cottage featuring a separate 1st floor newly renovated garage apartment with its own kitchen. This 6BR, 4.5 BA vacation paradise is conveniently located between the charming towns of St Michaels and Easton, Bayside The Point is just a stone’s throw away from numerous shops, boutiques, and dining experiences to please the entire family. The house is nestled among trees at the far end of a private road and provides a truly safe, peaceful and tranquil haven. With only birdsong and the gentle rustling of trees in the cool southerly breeze, you can be assured of a completely restful and private vacation. Set on a point, the aptly named Solitude Creek wraps around this lovely house, affording you water views from every room. The master suite benefits from a private deck where you can begin your day with freshly brewed coffee and a soul-warming sunrise. A large south-facing deck with ample outside dining area will enable you to make the most of outside living on your well-earned break. Take a dip in the pool, catch crabs and fish off the dock, relax by the firepit or just enjoy a delicious BBQ. This house is well-appointed, with a clean and modern feel. Glass doors line the whole back of the house, providing beautiful, uninterrupted views down Solitude Creek. The resident Ospreys are normally just a few feet offshore; these magnificent birds coupled with the shimmering waters will provide you with hours of viewing pleasure. Talbot County STR License STN-23-37 PROPERTY FEATURES: Waterfront: Solitude Creek Dock: 750 feet of shoreline with 80 ft of private dock with 4.5 ft MLW Guest House: 1st floor newly renovated garage apartment with its own kitchen. Water Toys: 2 kayaks, 1 canoe, 2 paddle boards and crabbing gear is available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency. Pool: 600 sq ft private swimming pool. Swimming pools are open from May 15 - October 15. Be sure to bring your own pool towels. Grill: Propane grill. Propane is provided. Hot Tub: 6 person hot tub is available for guest use. Firepit: Wood provided. Pet Policy: This is a pet friendly property. WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds. BED SIZES: King - 1 / Queen - 1 / Queen - 1 / Double Bed - 1 / Single Bed - Twin Sized - 2 / Single Bed - Twin Sized - 1

Talbot County STR License STRN-23-7 This 7,700 sq ft magnificently renovated nantucket style coastal home offers 5 BR, 5 and a half baths and is situated on 9 acres of landscaped grounds along the Tred Avon River with views to Oxford. The ideal open-design floor plan concept features a sprawling interior with a formal dining room, expansive great room, pool table with bar, first-floor and second floor master bedrooms, flow-through living area and a home gym. No expense was spared in the chef-inspired kitchen that has been beautifully updated and boasts Viking appliances, granite countertops, an oversized kitchen island and a kitchen table that seats 10. All bedrooms offer picture perfect water views and were designed for relaxation. 4 out of the 5 bedrooms also offer a private master bathroom. Enjoy the indoor/outdoor lifestyle while vacationing at this wonderfully secluded property which includes a private pond for morning strolls while sipping on your morning coffee, an expansive outdoor entertaining area, climate-controlled screened in porch, private pier, 350 ft of shoreline and a 50 x 25 x 9 ft heated waterside pool. Ideally positioned in a desirable Talbot County neighborhood. Take advantage of the best waterfront living around! This premier property will book fast, so be sure to secure your paradise vacation today.