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

  • Verified guest reviews

    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.

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Top guest favourite
A charming cottage stands surrounded by lush grass, with a large tree providing shade in the foreground. The white exterior features a welcoming entrance with step access, flanked by neatly trimmed bushes and colorful potted plants. A serene open field extends beyond the cottage.
Cottage in Greenbush
4.98 out of 5 average rating, 158 reviews

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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Top guest favourite
Home in Smith Island
4.96 out of 5 average rating, 23 reviews

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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Top guest favourite
A large wooden deck features several adirondack chairs positioned to face expansive views of the marshland and water. A clear blue sky complements the serene landscape, with gentle clouds casting soft shadows over the scene.
Home in Parksley
5.0 out of 5 average rating, 22 reviews

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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Top guest favourite
Cottage in Smith Island
5.0 out of 5 average rating, 65 reviews

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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Top guest favourite
The exterior of a modern, single-story house features a light blue façade with contrasting dark shingles. A wooden staircase leads to the front door, while a small deck is visible to the left. A paved walkway runs along the well-maintained lawn.
Home in Crisfield
4.99 out of 5 average rating, 103 reviews

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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Guest favourite
Cottage in Westover
5.0 out of 5 average rating, 9 reviews

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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Superhost
Farm stay in Crisfield
4.84 out of 5 average rating, 38 reviews

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.

LocationFamilyIndoor spaces

Guest favourite
A welcoming living area features a cozy seating arrangement with a dark green sofa and two light-colored armchairs. A wooden coffee table sits in the center, adorned with a plant and books. Natural light enters through two windows, accentuating the decorative fireplace and neutral decor.
Cottage in Westover
4.93 out of 5 average rating, 71 reviews

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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Guest favourite
Home in Saxis
4.93 out of 5 average rating, 72 reviews

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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Top guest favourite
An aerial view highlights Rumbley Cottage's proximity to the shoreline and wetlands. The landscape features a mix of sandy beach, shallow waters, and expansive marshlands under a clear blue sky, offering a serene setting with natural beauty and tranquility.
Cottage in Westover
4.99 out of 5 average rating, 263 reviews

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.

ValueFamilyIndoor spaces

Top guest favourite
The exterior of the cottage is shown, featuring a welcoming entryway with stairs and a blue door. Two blue adirondack chairs are positioned on the well-maintained lawn, with a glimpse of the waterfront visible through large windows. Surrounding greenery enhances the outdoor setting.
Cottage in Smith Island
4.97 out of 5 average rating, 267 reviews

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.

ValueLocationBiking

Guest favourite
A charming two-story house is situated in a grassy area, featuring red shutters and a sign reading 'Island Breeze Vacation Rental' in front. Flower beds with vibrant blooms surround the sign. A porch with steps leads to the entrance of the home.
Cottage in Saxis
4.85 out of 5 average rating, 149 reviews

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