
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
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
Private Waterfront Cottage with Pool and Poolhouse
Totally Private, quiet, deep water-front cottage with wood-burning fireplace and exclusively private 60' Lap Pool (open mid-April to mid-October), large open Pool House and Pier. The nearest residences in the area are far removed from this cottage for a great feeling of seclusion and privacy at cottage, pool, lawns, and gardens; all for the exclusive use of cottage guests. Located between the beautiful villages of Easton and Cambridge -- close to Trappe, Oxford, and St. Michaels. STRN-26-13
4.85 out of 5 average rating, 47 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
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, 227 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
The Loft at Sailor's Retreat. Waterfront Apartment
Romantic waterfront loft for couples in a charming barn. Relax in a cozy king bed, enjoy a full bath, and cook in a well-equipped country kitchen. Sip wine or coffee on your private balcony overlooking the water, or explore the creek with kayaks and paddleboards. Share the pool (Apr–Oct), lawn games, and game room with one other unit. Perfect for a peaceful getaway to unwind and reconnect. Designed as an adults-only retreat—no children please.
4.99 out of 5 average rating, 123 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 reviews
Cozy Modern Escape w/ Private Patio
Looking for a peaceful getaway? This stylish guest home offers the perfect mix of modern comfort and quiet relaxation. Enjoy a fully equipped kitchen, cozy living spaces, high-speed internet, and a private atmosphere perfect for couples, families, work trips, or weekend escapes. Conveniently located near local attractions while still giving you that peaceful retreat feeling.
4.93 out of 5 average rating, 246 reviewsPopular amenities for Rhodesdale holiday rentals
Other great holiday rentals in Rhodesdale

Magical Waterfront Home Dock, Firepit, Family Fun!
5.0 out of 5 average rating, 54 reviews
Pool + Hot Tub Retreat • Game Room • Sleeps 12
4.86 out of 5 average rating, 7 reviews
Beautiful Waterfront Getaway on the Choptank River
4.95 out of 5 average rating, 38 reviews
Modern Chesapeake Waterfront - Heated Pool - Dock
5.0 out of 5 average rating, 14 reviews
Waterfront & Hot Tub! 4 BR/4 BA - Central Location
4.94 out of 5 average rating, 48 reviews
Apartment in Seaford, DE
4.98 out of 5 average rating, 44 reviews
Welcome to the Cornfield!
5.0 out of 5 average rating, 45 reviews
Relaxing Retreat on the Hudson
4.96 out of 5 average rating, 81 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
- Roland E Powell Convention Center
- Breezy Point Beach & Campground
- United States Naval Academy
- Ocean Pines Golf Club
- Annapolis City Dock
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- Downtown Annapolis Partnership
- Funland
- Bear Trap Dunes
- Gerry Boyle Park
- Navy–Marine Corps Memorial Stadium
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