
Holiday rentals in Rhodesdale
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Top-rated holiday rentals in Rhodesdale
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4 bdrm, 3 bath, 2,700 sqft whole house on 1 acre
Bring the whole family to my spacious house. 3 bathrooms for everyone to get ready. 2 king beds and 2 queen beds across 4 bedrooms. Huge living room, kitchen, and dinning room. Enjoy a sun room and fenced in back yard. Fresh eggs from backyard chickens. Merry Maids regularly cleans the bathrooms and kitchen. The basement, garage, and shed are for storage, and are not part of the rental. While quiet just outside of the city, there maybe some highway noise or farm animal noise. Large driveway
4.97 out of 5 average rating, 103 reviews
Turnbridge Manor - Waterfront Historic House
A waterfront property located in the heart of downtown Denton, on Maryland's Eastern Shore, the stately historic home built in the 1860’s offers modern amenities and luxurious accommodations. Guests can take in the charm of Denton from our sunny front porch or sit in the many outdoor oases to relax and enjoy the beautiful terraced grounds overlooking the tranquil Choptank River. Located less than 60 minutes to the beach, 35 minutes to historic St. Michaels and minutes to the Harriet Tubman Byway
4.95 out of 5 average rating, 103 reviews
River House on the Choptank
Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.
4.92 out of 5 average rating, 129 reviews
Beach Highway Hobby Farm
We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)
4.97 out of 5 average rating, 701 reviews
Private Waterfront Estate | Pool, Dock, Kayaks
Wake up to water views, spend your day by swimming in the saltwater pool, kayaking in the river, or fishing on the dock, and end the evening with sunsets. This private 5-bedroom waterfront retreat is designed for families and groups looking to unwind, reconnect, and enjoy the best of Maryland’s Eastern Shore- equipped with high-speed internet- located 15 min from downtown Cambridge and 10 min from the Hyatt Regency Chesapeake Bay, the home is well positioned for wedding stays, and retreats.
4.92 out of 5 average rating, 39 reviews
1900's Modern Farmhouse on 7.5 private acres
Welcome to our 1900's farmhouse. This home has been lovingly updated and maintained over the past century, and sits on 7.5 acres. While it is private and peaceful, its location is minutes away from everything making it easy to get around. Enjoy spacious living and endless outdoor fun in our dedicated game barn (ping pong, cornhole!) and large pastures (frisbee golf, soccer!). This family-friendly home blends historic charm with modern comforts, perfect for creating unforgettable memories.
4.93 out of 5 average rating, 141 reviews
Warwick Farms waterfront Retreat
Bright, rustic, waterfront farmhouse retreat resting on over 9 acres. The water views can be enjoyed almost anywhere from this 5-bedroom, 3-bathroom home. Drift off to sleep in the Master suite overlooking the water. Enjoy rocking on the porch, relaxing by the large private pool, or mastering your skills at the endless opportunities on the water. A private pier for your crabbing, fishing, and boating pleasures awaits you. Catch dinner! There is a public boat ramp less than a mile away!
4.93 out of 5 average rating, 14 reviews
Cozy Tiny House at Snug Harbor Marina
Escape to this cottage located at Snug Harbor Boat Ramp. Perfect for boaters, couples, and anyone looking for a peaceful waterfront getaway, this cozy retreat offers easy access to the water. The space features an open-concept living area, a kitchenette, and bedroom. Outside, relax on the porch with your morning coffee while enjoying the surroundings. The boat ramp is just steps away, making it easy to launch your boat, spend the day fishing, or explore the beautiful waterways nearby.
4.82 out of 5 average rating, 11 reviews
Sunset Breezes - quiet waterfront retreat
Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.
4.99 out of 5 average rating, 228 reviews
Tiny House on Maypop Homestead
Welcome to Maypop Homestead, our peaceful 14-acre retreat in historic San Domingo. Stay in a cozy tiny house surrounded by a lush forest and a wildlife-filled pond. Enjoy a queen bed, kitchenette, full bath with a composting toilet, meditation loft, Wi-Fi, and a large deck with a fire pit. We grow organic food, medicinal herbs, and flowers—tours and seasonal harvests available! Meet our friendly cats and relax in nature. Come enjoy a quiet, earthy escape.
4.98 out of 5 average rating, 50 reviews
4bed/4.5bath Lux Farmhouse/Pool/Gym/5 min from SU
BEFORE BOOKING: Pool will be open 4/05/26 NO PARTIES/NO EVENTS/NO GATHERINGS, only the amount of guests in your reservation are allowed on the property. Fully restored top to bottom 1920s farm house. Every bedroom has its own full bathroom Full laundry room with extra refrigerator RH furniture All bedding/towels/paper towels/toilet paper/body wash/shampoo/conditioner/spices/laundry detergent included;Total turn key
4.97 out of 5 average rating, 141 reviews
Cozy home in Seaford
Relax with your family in this quiet & peaceful home located in the heart of Seaford Located near state parks to hike, hunt, fish A short 50-minute drive to the Delaware beaches Conveniently located 5 minutes from Heritage Shores golf course and wedding venue Less than 5 miles from Vanderwende Acres and Willowbrook Weddings 5-10 minutes from Walmart, Dunkin Donuts, Starbucks, and many fast food option
4.89 out of 5 average rating, 120 reviewsPopular amenities for Rhodesdale holiday rentals
Other great holiday rentals in Rhodesdale

Private Waterfront Cottage with Pool and Poolhouse
4.85 out of 5 average rating, 47 reviews
Pool + Hot Tub Retreat • Game Room • Sleeps 12
4.86 out of 5 average rating, 7 reviews
Stunning Chesapeake waterfront home
4.99 out of 5 average rating, 98 reviews
Magical Waterfront Home Dock, Firepit, Family Fun!
5.0 out of 5 average rating, 55 reviews
Waterfront & Hot Tub! 4 BR/4 BA - Central Location
4.94 out of 5 average rating, 49 reviews
Welcome to the Cornfield!
5.0 out of 5 average rating, 46 reviews
Beautiful Waterfront Getaway on the Choptank River
4.95 out of 5 average rating, 38 reviews
The Oyster House
4.9 out of 5 average rating, 80 reviewsDestinations to explore
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- Assateague Island National Seashore
- Ocean City Beach
- Broadkill Beach
- Rehoboth Beach
- Bethany Beach Boardwalk
- Assateague State Park
- Cape Henlopen State Park
- Dover Motor Speedway
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Breezy Point Beach & Campground
- Roland E Powell Convention Center
- United States Naval Academy
- Ocean City Boardwalk
- Annapolis City Dock
- Funland
- Downtown Annapolis Partnership
- Bear Trap Dunes
- Gerry Boyle Park
- Navy–Marine Corps Memorial Stadium
- Quiet Waters Park
- Dewey Beach Access





