
Holiday rentals in Crisfield
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Quick stats about holiday rentals in Crisfield

Total holiday rentals
Explore 10 holiday rentals in Crisfield

Nightly prices starting at
Crisfield holiday rentals start at $77 SGD per night before taxes and fees

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Over 870 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Crisfield holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Crisfield rentals

4.8 Average rating
Crisfield stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated holiday rentals in Crisfield
Guests agree: these stays are highly rated for location, cleanliness and more.

Bell Farm Cottage Quiet, Tranquil and Peaceful
Cozy cottage located on a quiet backroad overlooking a wide open field with a deck that provides warm & sunny space for relaxing or reading a book. BFC has a warm farm house feel w/ a touch of the beach. Our kitchen is fully equipped w/ all you need to cook. BFC is located only a few miles from both seaside and bayside boat ramps. A 5 minute drive to Onancock, Walmart, YMCA, shopping & many local shops for just the right souvenir. Wachapreague, Wallops & Chincoteague are just a short drive away.
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Come enjoy Summer on Smith Island at the HH Ranch
Relax in this 1910 era Smith Island home. Has one large upstairs bedroom with second twin bed separate from main bedroom. Comfortable family room with seating for 5. Updated enclosed patio is ideal in the summer. Large kitchen fully stocked to cook your meals. New front deck. Large bathroom with dual rainhead shower. Easy access to the water. Bikes and SUP available in the shed. Kayaks are covered outside by shed. Island is only accessible by boat. Enjoy the tranquility of this unique place.
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Serene Waterfront Metompkin Retreat - Entire Home
Discover serenity at the ultimate retreat on Virginia's Eastern Shore at our waterfront oasis. Indulge in sweeping panoramic views of the tranquil waters that stretch as far as the eye can see. Nature enthusiasts will delight in the abundance of birdlife, making it a true birdwatcher's paradise. Whether sipping coffee on the private deck at sunrise or enjoying a glass of wine while watching the sunset paint the sky, every moment here is a picture-perfect postcard. A truly unforgettable getaway.
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IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental
Unwind and relax after the busy life in the city. Get comfortable and enjoy plenty of extra space in this inviting retreat. Wake up refreshed and ready for a day of kayaking, bicycling and or exploring the island. Just four houses down, you'll find our deep-water dock--perfect for crabbing, launching kayaks, mooring your boat, or simply soaking in the peaceful surroundings. After a day of adventure, rinse off in our spacious hot and cold shower for a refreshing, nature inspired experience.
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Marshall’s Retreat Chesapeake small town getaway
Modern 3 bedroom home centrally located in the heart of Crisfield, Md. Off & on street parking. Minutes from our towns new bike trail, boat & Kayak launch, park play ground,Wellington Beach, shopping, Ferry’s to The Islands, fishing piers, restaurants, Crab & Cruise (within walking distance), beautiful views. about an hour drive to Ocean City, Assateague or Chincoteague. Or stay in & relax watch Cable tv, Wifi. Please be sure to research the area online to make sure it’s right for your needs.
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Eastern Shore Private Sandy Beach & Crabbing dock!
Marvel at the breathtaking 360 views from every window throughout the house! The wraparound decks and private balconies are the perfect locations to take in the amazing expansive waterfront views in every direction! Stroll the 150’ boardwalk and enjoy the water views leading to a 200’ pier and 20’ x 20’ dock with boat slip for the avid boater. You will see nature all around you. Fish, crab or just relax off the dock while enjoying the spectacular views and most amazing sunsets!a s n m
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Home of The Terrapin King
The LaVallette House is where the Maryland terrapin originated! Albert Tallmadge LaVallette Jr. launched the terrapin soup industry from this very site in 1887 (you can still see the old terrapin pins beside the driveway). In addition to the property’s historic charm, the location just can’t be beat. The five-bedroom house is completely private. Guests have to drive through wetlands to get to it, and the only neighbors in close proximity are the gulls and the fish in the Chesapeake Bay.
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Mary’s Cottage•at Old Beauchamp Homestead•
This quiet, charming, historic property is one of a kind! You won’t want to miss the opportunity to stay here! Mary’s Cottage is the perfect place to enjoy nature and its peaceful atmosphere. There is beauty all around on this property. You simply won’t want to leave! Just 20 minutes from Chrisfield There is plenty of parking space to bring your boat! If you’re traveling with a group we can accommodate more guests in the adjoining “Martha's Cottage” (check my profile for listing).
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Marsh View Saxis
With 3 bedrooms and 2 bathrooms, this home offers a perfect blend of comfort and style — and a view you won't get tired of. Watch graceful blue herons wade the wetlands right from your window. Inside, natural light floods the spacious, open living area and kitchen. Outside, the large yard is made for relaxing, with plenty of room to spread out and a fantastic firepit for evenings under the stars.
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Rumbley Cottage on the Tangier Sound-Private Beach
Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. Many amenities: WE PROVIDE THE FIREWOOD AND STARTERS, kayaks, paddle boards, MB toiletries.
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Levering Creek Cottage with private dock
Levering Creek Cottage is a waterfront property with a deep water dock that you can see from the back door. We are located on Levering Creek where you can sit on the dock watching watermen arrive with their daily catch, see nesting bald eagles, watch beautiful sunrise, fish and crab. We are also just steps away from most everything including the ferry.
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ISLAND BREEZE Near Chincoteague Island
Waterman’s fishing village Surrounded by water on three sides & Virginia Wildlife Refuge on fourth side. Walking distance to beach (located on Dennis Lane) Kayaking & Canoeing Wildlife Fishing Pier Boat Ramp Marina Public Pavilion 1-Restaurant (Capt E’s Hurricane Grill & Tiki Bar) Museum Multiple Seafood Shanty’s (Steamed Crabs Available during season)
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Popular amenities for Crisfield holiday rentals
Stay near Crisfield's top sights
Other great holiday rentals in Crisfield

Awesome private off grid Creek front Cabin.
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The Cottage at Heartsong
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Island Time (whole house rental)
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Private Beachfront Cottage with 2 Bedrooms + Loft
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Hope Haven Cottage
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Waterfront Family Retreat• Private Dock • 5 BR
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Private beach with comfort
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Camp Deep Creek Retreat - Captain's Cabin
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Destinations to explore
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- Chincoteague Island
- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Boardwalk
- Assateague State Park
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Gerry Boyle Park
- Calvert Marine Museum
- Salisbury Zoo
- Trimper Rides of Ocean City
- Leonardtown Wharf
- NASA’s Wallops Flight Facility Visitor Center
- Jolly Roger at the Pier
- Splash Mountain Water Park
- Suicide Bridge Restaurant
- Layton's Chance Vineyard and Winery
- General's Ridge Vineyard





