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Vacation rentals in Crisfield

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Top-rated vacation rentals in Crisfield

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

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Top guest favorite

The kitchen and dining area feature a spacious table set for six, surrounded by white chairs. A modern chandelier hangs above, while stainless steel appliances complement the white cabinets. A colorful backsplash adds visual interest, and natural light brightens the inviting open layout.

Home in Chincoteague

4.98 out of 5 average rating, 54 reviews

Central Location- Walk to Dining & Entertainment!

BindhuRating, 5 stars1 week ago

We stayed at this house for a short break to visit Chincoteague Island, and it was a wonderful experience. The house was very clean and nicely decorated with a relaxing beach vibe. It had everything we needed for a comfortable stay. The host was incredibly responsive and welcoming, which made us feel right at home. The location is great—close to beautiful beaches, the wildlife refuge, and many good food spots nearby. We would definitely stay here again and highly recommend it to anyone visiting the area.

A cozy outdoor seating area features a unique stone table surrounded by soft seating. The space is decorated with a patterned rug and offers a view of the surrounding neighborhood, including glimpses of nearby buildings and the sky.

Home in Chincoteague

4.88 out of 5 average rating, 112 reviews

Sunny Claire-Beautiful Downtown Cottage w/Hot Tub

ElizabethRating, 5 stars2 weeks ago

Had a nice mini stay over Easter weekend. Lovely home, so cute and comfortable. Loved the main bedroom with the covered porch. The house was so clean and everything worked really well, no issues at all during our stay.

Home in Chincoteague

4.9 out of 5 average rating, 113 reviews

Chincoteague Island Creekside Cottage

SherryRating, 5 stars1 week ago

Great spot for a mother/daughters retreat. We enjoyed the cozy and cute decor and each having our own space in the Seaside Cottage. Also, the kitchen was will equipped and we made several meals together as a family. Just a short drive to everything on the island and super close to water and the Misty Pasture. Kathleen was a wonderful host— responsive and proactive throughout our stay. We had a wonderful visit!

A screened-in outdoor lounge area is furnished with a large sectional sofa and a wooden coffee table, creating a comfortable space for relaxation. A round dining table with metal chairs is positioned nearby, and natural light filters through bamboo shades, enhancing the cozy atmosphere.

Home in Chincoteague

4.98 out of 5 average rating, 46 reviews

cozy sunset cottage

MarkRating, 5 stars1 week ago

Christy 's cottage in Chincoteague was everything and more! Just as beautiful as the pictures posted. The perfect beach oasis on the block! it is a true transfer from cottage to beach! Walking distance to some great eats and treats! Even a reprieve for your furry friend; she thought of everything from inside to outside! Something special in every room. You will not be disappointed!

A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. A spacious countertop offers room for food preparation. Natural light enters through the window, illuminating the neutral-toned flooring and decorative elements on the wall.

Condo in Tangier

5 out of 5 average rating, 18 reviews

The Tarryn Elizabeth Unit A

ChrisRating, 5 stars1 month ago

Very good spot for a small family trip to Tangier (I came alone, so it was more than enough.) The house is spotless, and Travis has some extras there for his guests (coffee, water, fishing rods, board games for young kids on a rainy day.) Travis also sent me the phone number for an evening ferry off the island, which was extremely helpful. I had a great stay at Travis' place, and would stay here again. I hope to soon.

A serene view shows a wooden pathway leading towards the beach at sunrise, with gentle waves visible in the distance. A white chair is positioned on the deck, providing a perfect location to enjoy the peaceful morning scene.

4.89 out of 5 average rating, 63 reviews

Beachfront Oasis with Amazing Views

BrittanyRating, 5 stars2 weeks ago

Michael's place was perfect for our spring break getaway. I really liked the laid back beach vibe and how kid friendly the house was. The kids were able to walk to beach themselves and had a great time on the trampoline! We loved seeing who could find the most shark teeth.

A charming blue cottage features a screened-in porch, inviting outdoor seating, and a welcoming front entrance. A well-maintained yard is accented by greenery, and bicycles are casually positioned nearby. An American flag is displayed proudly, adding a touch of patriotism to the outdoor scene.

Home in Chincoteague

4.92 out of 5 average rating, 205 reviews

We’ve Thought of Everything So You Can Relax!

JaninaRating, 5 stars1 month ago

If you want to get away from it all and feel right at home, this is the place to be. The house is beautiful, the rooms were all spotless and beautifully furnished. The kitchen is very well equipped. I also loved the little porch and porch swing with a view of the pond. The beach and some good hikes (to see the ponies) are just a short drive away. Check-in was super easy with a personalized code. Michelle always responded immediately to any question we had. We really enjoyed our stay on Chincoteaque Island. It's unique place.

A vibrant green facade is highlighted by large windows that reflect the street and sky. Planters filled with colorful flowers and greenery adorn the entrance, while charming light fixtures accompany the door, creating an inviting atmosphere for passersby.

Cottage in Onancock

5 out of 5 average rating, 44 reviews

Sea Glass Cottage - The best relaxation vacation.

CherylRating, 5 stars2 months ago

Sea Glass Cottage was a delight! The house was very clean, bright and totally charming! Doris has everything you could need for a couple nights or extended stay. I would suggest everyone who stays read her "Welcome" book. She has great suggestions for dining, sightseeing, art galleries, etc. Beds are comfortable and the bathroom is VERY large. Onancock is a fun, charming town to visit. We will definitely return and, if Doris will have us, we'll be staying at Sea Glass Cottage. Thanks Doris for a great visit! Cheryl and Jerry

Vacation rentals for every style

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Popular amenities for Crisfield vacation rentals

Laptop-friendly workspace

Stay near Crisfield's top sights

Janes Island State Park6 locals recommend

Food Lion13 locals recommend

Linton's Crab House & Seafood Carry-Out5 locals recommend

The Crab Place9 locals recommend

Smith Island Baking Company7 locals recommend

J Millard Tawes Museum3 locals recommend

Other great vacation rentals in Crisfield

Top guest favorite

Home in Kilmarnock

5 out of 5 average rating, 58 reviews

Secluded beach front cottage on the Chesapeake Bay

AngieRating, 5 stars2 weeks ago

My absolute favorite airbnb ever ! This was the 3rd time I've stayed here, and if I could afford it, I'd go monthly. The location is perfect, right on the water, small private beach, lots of privacy and soooo incredibly relaxing. The house is very well laid out, super clean and comfortable. Keri provides more than most hosts, from the kitchen and bathrooms, to beach gear, movies, books, games, and the kayaks ! I love love love this house and location so very much. It feels like "my" home away from home and I'll continue to go back as much as possible. THANK YOU again Keri, for another amazing getaway !

Top guest favorite

A serene backyard scene is captured at sunset, featuring a concrete patio with four chairs arranged around a small table. A shed is visible in the distance, alongside lush green grass and mature trees. The sky displays a gradient of colors as daylight fades.

Home in Fruitland

4.97 out of 5 average rating, 130 reviews

Amazingly convenient yet secluded.

MaryRating, 5 stars1 week ago

Keith was always prompt in responding to questions and was very friendly. The house was easy to get to and had plenty of things to do around the area. We were very happy with our stay and will definitely stay again.

Top guest favorite

The front exterior of a charming house features a peaked roof and a welcoming entrance. Large windows provide ample natural light, framed by a neutral color scheme. A stone pathway leads to the front door, surrounded by a landscaped area with decorative rocks and seasonal plants.

Home in Chincoteague

5 out of 5 average rating, 33 reviews

The Shell Hunter

KarenRating, 5 stars1 week ago

The Shell Hunter was a beautiful place to return after each day of exploring. The home had every amenity needed for a cozy peaceful stay. I even think the home is more lovely than the pictures can capture. There are spaces to come together but also more than enough room if individual time is needed.

A serene cabin is nestled among tall pine trees, surrounded by a natural landscape. A gravel driveway leads to the entrance of the cabin, and a landscaped area with small stones and shrubs is visible in the foreground.

Tiny home in Nanticoke

4.86 out of 5 average rating, 57 reviews

La Cabaña

DelaneyRating, 5 stars2 months ago

This was an amazing stay! It was so cozy and comfortable which was great as it rained most of our stay. The kitchen was great to cook in, with all the utensils and spices you may need. Definitely a great spot for rest and relaxation!

An outdoor shower area is enclosed with a white wooden structure. The door swings outward and features a black handle. Hooks are mounted on the side for towel storage, and the area is set on a composite deck adjacent to the house.

Home in Chincoteague

4.9 out of 5 average rating, 93 reviews

On a Whim, a family retreat!

JeanneRating, 5 stars1 month ago

This was a quiet place to stay in the off season. The house was very clean and well equipped with everything we needed.

Top guest favorite

Cabin in Westover

5 out of 5 average rating, 44 reviews

Chalet Style Home, private country setting

AprilRating, 5 stars2 months ago

I recently stayed at Crooked Elm and was thoroughly impressed. The place was impeccably clean, and the attention to detail was evident in every corner. The host's responsiveness was top-notch! One feature that stood out was the guest binder. It was incredibly detailed, providing clear instructions on everything from using the fireplaces to local attractions and dining recommendations. This made it easy to settle in and feel at home. It had everything we needed for a cozy stay! Overall, my stay at Crooked Elm was delightful, and I highly recommend it to anyone looking for a cozy, well-managed retreat.

A serene waterfront view is captured at dusk, with the moon reflecting on the calm water surface. Silhouetted trees frame the scene, enhancing the tranquility of the natural setting. The horizon showcases a subtle play of colors as night approaches.

4.89 out of 5 average rating, 37 reviews

Waterfront home with three bedrooms,3 full baths

JoyceRating, 5 stars3 weeks ago

Perfect weekend away! The home backed up to the Chesapeake Bay. The home was very relaxing. Would definitely stay again!

A torch stands on a wooden railing overlooking calm waters, with a subtle flame flickering at the top. In the background, clouds drift across a bright blue sky, enhancing the serene environment near the waterfront.

Home in Scotland

5 out of 5 average rating, 29 reviews

Bay Front Beach House

NicholasRating, 5 stars1 week ago

Wow what a view. Family had a wonderful stay. House is big and well equipped. Internet is strong and plenty of hot water for all. House has access to a private beach that the small grandkids enjoyed. Definitely would stay again.

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.

Destinations to explore