Vacation rentals in Crisfield

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Quick stats about vacation rentals in Crisfield

  • Total vacation rentals

    Explore 10 vacation rentals in Crisfield

  • Nightly prices starting at

    Crisfield vacation rentals start at $60 per night before taxes and fees

  • Verified guest reviews

    Over 870 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Crisfield vacation rentals include wi-fi 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 vacation rentals in Crisfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.

LocationCleanlinessAir conditioning

Top guest favorite
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.

LocationValueCheck-in

Top guest favorite
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.

ValueLocationLaundry

Top guest favorite
A wooden deck is shown overlooking a serene pond, framed by lush trees. A dining table with chairs is set for outdoor enjoyment, while soft natural light reflects off the water's surface, creating a peaceful ambiance.
Farm stay in Onancock
4.99 out of 5 average rating, 344 reviews

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

FamilyValueHospitality

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.

LocationFamilyBackyard

Guest favorite
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).

ValueFamilyQuiet

Guest favorite
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.

ValueFamilyLaundry

Top guest favorite
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.

LocationFamilyLaundry

Top guest favorite
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.

FamilyLocationAccuracy

Guest favorite
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)

ValueLocationWalkability

Top guest favorite
A one-story white house is surrounded by a green lawn and is enclosed by a fence. The home features a peaked roof and small front porch, with large windows allowing natural light. A decorative sign is positioned in front, marking the property.
Home in Tangier
5 out of 5 average rating, 163 reviews

Island Oasis, Tangier Island, Virginia

Island Oasis is a one story, waterfront, newly renovated home situated in the heart of town. The tour boat docks are directly behind property with a gift shop on site. Restaurant, ice cream/sandwich deck, grocery store, church, museum , etc are all within walking distance. Guests will have full access to home and a nice deck overlooking harbor.

LocationValueCheckout

Top guest favorite
A charming two-story cottage features a traditional white exterior with black shutters framing multiple windows. A welcoming front porch is accessed by a brick pathway, while a mailbox stands at the edge of the neatly maintained lawn. Stately trees provide a backdrop.
Home in Crisfield
4.92 out of 5 average rating, 64 reviews

Cozy Crisfield Cottage

Your family will be close to everything when you stay at this centrally-located cottage located in the heart of Crisfield MD. Minutes away from Wellington Beach, the new bike trail, boat and kayak launch, Crab & Cruise and other attractions. Approximately an hour drive to Ocean City, Assateague and Chincoteague Island.

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Popular amenities for Crisfield vacation rentals