Crisfield Vacation Rentals

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Check prices for these dates

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Aug 10 - Aug 11
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Aug 11 - Aug 12
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Vacation Rentals in Crisfield

Cottage near the Bay
Enjoy cooking and dining in this well-equipped kitchen with a central island and dining table.

Cottage near the Bay

9.0 out of 10, Wonderful, (41)
"great, peaceful "
The price is CA $111
CA $258 total
includes taxes & fees
Aug 11 - Aug 12
Cottage near the Bay
Walk to Main Street: Family-Friendly Crisfield Gem
Enjoy cooking in this well-equipped kitchen with a central island, oven, and stainless steel range hood.

Walk to Main Street: Family-Friendly Crisfield Gem

10.0 out of 10, Exceptional, (2)
"Beautiful property"
Walk to Main Street: Family-Friendly Crisfield Gem
Walk to Main St: Condo w/ Pool Access in Crisfield
Moored boats line the tranquil marina, surrounded by a flat landscape.

Walk to Main St: Condo w/ Pool Access in Crisfield

8.6 out of 10, Excellent, (4)
"My stay at this Condo was great. Loved the view and had everything we needed. Very nice place to stay if you visit the Eastern Shore. Beds were very comfortable and really enjoyed the sunsets here. They also had a pool but I didn't use it we were busy each day. Thanks for the great week at your Condo highly recommend to stay here. I give it 5 stars"
Walk to Main St: Condo w/ Pool Access in Crisfield
Come, sit back and relax at the "Catch of the Bay"
Relax in a serene outdoor space with a comfortable seating area featuring two chairs and a small table.

Come, sit back and relax at the "Catch of the Bay"

10.0 out of 10, Exceptional, (6)
"It was very good, very clean and cozy. I would recommend the place for sure."
Come, sit back and relax at the "Catch of the Bay"
Waterfront Chesapeake Bay Condo w/ Boat Slip!
Dine al fresco with a view of the water and shoreline from this serene outdoor dining area.

Waterfront Chesapeake Bay Condo w/ Boat Slip!

10.0 out of 10, Exceptional, (11)
"Gorgeous views, clean and well appointed condo, peaceful and relaxing. Great stay!"
Waterfront Chesapeake Bay Condo w/ Boat Slip!
Cabin at Holdens Creek on Eastern Shore of VA
Cozy cabin with a stone fireplace, exposed beams, and a rustic seating area.

Cabin at Holdens Creek on Eastern Shore of VA

9.6 out of 10, Exceptional, (171)
"Beautiful cabin situated at the back of a farm, very peaceful. Very spacious and inviting. Only a half hour to Chincoteague and an hour to Ocean City. Nice porch with a swing and 2 chairs to sit out in the morning with a cup of coffee (coffee maker provided). We loved having a pool table for our evening entertainment. Only thing we didn't like was the very tiny kitchen, absolutely no counter space at all :( "
Cabin at Holdens Creek on Eastern Shore of VA
Historic home on Smith Island w/ dock!
Enjoy serene views of the calm water from the dock, surrounded by a peaceful shoreline.

Historic home on Smith Island w/ dock!

9.6 out of 10, Exceptional, (43)
"This property was perfect for a family of 4. It was very clean, the kitchen was well stocked and the neighbors were amazing and helpful. Visit the arcade by the marina right before sunset!"
Historic home on Smith Island w/ dock!
Awesome private off grid cabin with creek view.
Escape to a peaceful forest retreat with a cabin featuring a deck, porch, and grill.

Awesome private off grid cabin with creek view.

9.6 out of 10, Exceptional, (15)
"Beautiful slice of heaven on the creek. Lots of wildlife and close enough to downtown that you can have a nice night out or just light a fire and enjoy nature."
Awesome private off grid cabin with creek view.
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included
Interior

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

9.8 out of 10, Exceptional, (11)
"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."
The price is CA $274
CA $430 total
includes taxes & fees
Aug 11 - Aug 12
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Enjoy lakeside dining at this scenic spot, where picnic tables and umbrellas offer a peaceful atmosphere.

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

9.0 out of 10, Wonderful, (2)
"very clean and neat, quiet. just what i needed"
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Relax on the deck with a barbecue grill and comfortable seating under a shaded area.

Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly

9.6 out of 10, Exceptional, (21)
"Perfect base to go out and explore and fish the Chesapeake. "
Charming Waterfront Cottage with Boat Ramp and boat docking - Pet Friendly
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Enjoy meals in this open-plan living space with a dining table for two, offering a view of the serene yard and tree.

Pet-Friendly Smith Island Cottage w/ Golf Cart!

10.0 out of 10, Exceptional, (17)
"The island is a beautiful and peaceful. Everyone there is so friendly and helpful. The cottage was a very clean and comfortable place to stay. We had 3 adults and 2 huskies and the home was very spacious. It is close to the docks, restaurant, and grocery store. We enjoyed our stay. If you’re looking for a peaceful and relaxing getaway this is the place to go! "
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Beautiful, Waterfront, Luxury
Relax in a serene outdoor seating area surrounded by tall pine trees and a central fire pit.

Beautiful, Waterfront, Luxury

10.0 out of 10, Exceptional, (4)
"Great place for a weekend away - house was beautiful and hosts were always quick to answer"
Beautiful, Waterfront, Luxury
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Relax by the serene lake with a sheltered pavilion and Adirondack chairs.

Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

10.0 out of 10, Exceptional, (14)
"The place is amazing. The pictures on the site do not do the property justice as it is absolutely amazing. Can’t wait to stay there again."
The price is CA $267
CA $395 total
includes taxes & fees
Sep 1 - Sep 2
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
Kitchen features a central gas stove, microwave, toaster, and refrigerator.

Serenity Cottage: Central to state parks, historic towns, MD & VA beaches

10.0 out of 10, Exceptional, (13)
"This property was perfectly located in between Chincoteague Island and Janes Island State Park which were both destinations that I wanted to visit on my Spring Break. The property is rural and quiet. "
Serenity Cottage: Central to state parks, historic towns, MD & VA beaches
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Staircase leads to a cozy porch with a brown door and a wooden deck.

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

10.0 out of 10, Exceptional, (17)
"Took my grandson for a weekend trip to Smith Island to celebrate his HS graduation. My daughter, also, accompanied us, since I am a 90 year old "Grammy", and need some assistance. Our cottage was clean, comfortable and had all of our needs. The host, Kim, was extremely attentive, and made our dinner the night we arrived so we could just relax. I would highly recommend Idle Hour as the place to stay on Smith Island. Pat Reynolds, Ellicott City, MD"
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Beautiful Bayfront with Sanctuary Private Beach
Relax on the deck with a clear view of the surrounding grassy field and trees.

Beautiful Bayfront with Sanctuary Private Beach

9.2 out of 10, Wonderful, (20)
"The property is beautiful and it was so nice to be so close to the water. Sunset view and fire pit out back were fun bonuses. Everything went smoothly and as expected. We enjoyed our stay, thank you!"
Beautiful Bayfront with Sanctuary Private Beach
Secluded waterfront getaway with hot tub,fire pit, and private dock.
Relax in the hot tub on the deck overlooking the serene lake and surrounding trees.

Secluded waterfront getaway with hot tub,fire pit, and private dock.

10.0 out of 10, Exceptional, (8)
"This is such a lovely place for families to unwind and enjoy time together!"
Secluded waterfront getaway with hot tub,fire pit, and private dock.
Cozy Barn Loft: Country Views & Central to Beaches
Cozy retreat with a central cabinet, comfortable bed, and woven rugs.

Cozy Barn Loft: Country Views & Central to Beaches

10.0 out of 10, Exceptional, (18)
"Loft was spotless, and had everything we needed. "
The price is CA $180
CA $360 total
includes taxes & fees
Aug 13 - Aug 14
Cozy Barn Loft: Country Views & Central to Beaches
Waterfront Maryland Retreat w/ Dock & Bay View!
Guests can enjoy waterfront views from the piers, with a boat docked on one and a covered structure on the other.

Waterfront Maryland Retreat w/ Dock & Bay View!

9.8 out of 10, Exceptional, (9)
"The house is absolutely beautiful and the view is spectacular ! If by chance you forget to bring something with you dont worry they have it all right down to the lotion. The neighbors are great too ! Loved our stay."
Waterfront Maryland Retreat w/ Dock & Bay View!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Crisfield Hotel Reviews

Onley Inn

Onley Inn

10/10 Excellent
"It was very good "
shirley 1-night trip
Posted 14 hours ago
Onley Inn

Frequently asked questions

Are there vacation rentals in Crisfield?

Yes, we have vacation rentals close to the most popular attractions in Crisfield, or you can select a more remote option if you want a relaxing place to stay. Our travelers say Crisfield has a good selection of seafood restaurants. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best vacation rentals in Crisfield?

Cottage near the Bay: This highly rated vacation home rental in Crisfield is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Our travelers also rate Walk to Main Street: Family-Friendly Crisfield Gem as a favorite home for rent in Crisfield.

How many vacation rentals will I find in Crisfield?

Choose from 4 Expedia vacation rentals in Crisfield for a memorable vacation.

What’s there to see and do in Crisfield?

Wellington Beach and Park and Jersey Island are a couple of scenic spots to enjoy the outdoors, whereas J. Millard Tawes Museum is one of the cultural attractions. Somers Cove Marina and Crisfield City Dock are other places to visit while you're in town.

What’s a vacation rental in Crisfield like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Crisfield. Vacation rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.