
Vacation rentals in Crisfield
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Top-rated vacation rentals in Crisfield
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Other great vacation rentals in Crisfield

Riverfront Retreat-Kayaking/Fishing/Nearby Beaches
Comfortable home with beautiful scenery. Good place to hang out with folks and relax. Regina is a very communicative host which I appreciated!

Shipwatch Cottage
A wonderful stay at John's place. John was very hospitable and the rental is at a fantastic location. Very comfortable too with lots of amenities. Our kids had a blast. We will stay here again in the future.

Spacious waterfront family retreat. Dogs welcome!
Absolutely an amazing location for our short and sweet spring break getaway. Perfect spot for 4 adults, 4 kids and a dog. WE NEVER LEFT THE HOUSE that’s how incredible the property is. We fished, crabbed, kayaked, grilled, roasted marshmallows, rode bikes, played poker, pool and pinball for hours and hours…. Everything we needed was available: down to the bike helmets and s’mores ingredients!! It was impeccably clean- something I was nervous about renting a pet-friendly house. Would highly recommend Dawn and Jay’s Paws & Retreat!!! Thank you for being such wonderful hosts!!

Year Round Playground - Rare Rustic-Modern Getaway
The house was very clean and very fresh smelling. Being in the woods surrounded by trees you can sometimes expect a musty smell, but that was not the case at all. The house was immaculate, and the rooms were very comfortable. The house was very quiet and private and the room was a nice touch. We all enjoyed the pool table. My husband did a lot of fishing at the dock and we also enjoyed the pool and the hot tub. We will definitely come back and stay at this house. Nadia was a great host. She mentioned that they are just starting out being a airbnb host, but you wouldn’t know it. The house had everything we needed.

The Homestead at Sugar Water Manor Farm Stay
Cozy, quiet, cute and super clean, I loved Homestead Cottage. I became incredibly spoiled by a fresh baked treat being left at my door each morning. I loved walking in the cool shade of the giant, ancient magnolias imagining what it would have been like approaching Clifton, through the brick gates, 200 years ago. I spent quite a bit of time at Racoon's Point, a little bit of local bay beach 1/4 mile away. I think the pool setting is so lovely and many days after a swim, in the golden light of the late afternoon I would walk to a spot just on the water where a group of Adirondacks have thoughtfully been placed and bask (with a glass of wine & little snack) in the magic hours of fading light. Very nice reset. I loved talking with the burros, and saying good mornings with the hens and geese. I loved the comfort of my bed and many thoughtful things. I so appreciate all that must happen, all the work that goes into creating such a soothing to the soul, place and I thank you.

Smith Island Spectacular Sunsets!
The journey to Tylerton is part of the experience. The house has a special nook and cranny kind of fun, lots of sleeping space, and a good location. Kept really clean and easy to operate.

Cozy Barn Loft: Country Views & Central to Beaches
Our stay at the loft was fantastic, the space was extremely clean and Sarah was extremely responsive and accommodating. We had a great time and would definitely come back. The animals were extremely friendly and were an added bonus to an already great stay!

Waterfront Sunrise Cottage on Hoopers Island, Md
We had 3 great night stay. Toby and Kim are super kind, they provided a lot of info. before we arrived, and responded very fast. The cattage is very nice, not very modern, but lovely, and the environment is quite and cozy.
Quick stats about vacation rentals in Crisfield
Total rentals
20 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Crisfield?
Yes! Work meets play with ease at over 10 vacation rentals in Crisfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Crisfield?
Experience the best of Crisfield with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Crisfield have wifi?
Absolutely! We offer over 10 house rentals with wifi in Crisfield. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Crisfield?
Crisfield has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Gerry Boyle Park
- Jolly Roger at the Pier
- Wallops Beach
- Langford Sand
- Ragged Point Beach
- Trimper Rides of Ocean City
- Assateague State Park
- Parramore Beach
- Sound Beach
- Snead Beach
- Guard Shore
- Vir-Mar Beach
- Saint Jerome Beach
- Lane Beach
- Tankards Beach
- Wilkins Beach
- Haven Beach
- Cedar Island Beach
- Gargathy Beach
- Assateague Beach
- Bow Beach
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