Crisfield Vacation Rentals

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Check prices for these dates

Tonight
Jun 25 - Jun 26
Tomorrow
Jun 26 - Jun 27
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Vacation Rentals in Crisfield

Cottage near the Bay
Dining

Cottage near the Bay

8.8 out of 10, Excellent, (35)
"We enjoyed our stay. The host was very responsive to our needs and I appreciate her flexible schedule"
The price is ￥11,740
￥27,194 total
includes taxes & fees
Jun 27 - Jun 28
Cottage near the Bay
Walk to Main Street: Family-Friendly Crisfield Gem
Fridge, microwave, stovetop, dishwasher

Walk to Main Street: Family-Friendly Crisfield Gem

Walk to Main Street: Family-Friendly Crisfield Gem
Come, sit back and relax at the "Catch of the Bay"
Terrace/patio

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"
Walk to Main St: Condo w/ Pool Access in Crisfield
Fridge, microwave, stovetop, dishwasher

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

8.0 out of 10, Very Good, (3)
"Great location. Needed to be cleaned a bit better. Lots of dust. Fridge and the utensils needed to be cleaned….. One small tv in the living room was not enough. Needed a tv in the bedroom. Good overall. "
Walk to Main St: Condo w/ Pool Access in Crisfield
Waterfront Chesapeake Bay Condo w/ Boat Slip!
Outdoor dining

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
Interior

Cabin at Holdens Creek on Eastern Shore of VA

9.6 out of 10, Exceptional, (166)
"I like the fact that we were away from the hustle and bustle. The beaches are near by. And it was an overall great experience. Especially if you like secluded areas "
Cabin at Holdens Creek on Eastern Shore of VA
Historic home on Smith Island w/ dock!
Beach

Historic home on Smith Island w/ dock!

9.6 out of 10, Exceptional, (37)
"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!
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Miscellaneous

Pet-Friendly Smith Island Cottage w/ Golf Cart!

10.0 out of 10, Exceptional, (15)
"great but high tide problems to limit activity"
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Awesome private off grid cabin with creek view.
Outdoor dining

Awesome private off grid cabin with creek view.

9.6 out of 10, Exceptional, (14)
"Exactly what we were looking for! Indoor stove ready to go upon our arrival. Very cold weekend but the stove works really well to keep it warm inside. Gas grill outside. Everything you need to do basic cooking inside. Would absolutely stay again!"
Awesome private off grid cabin with creek view.
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Aerial view

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Property grounds

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

9.8 out of 10, Exceptional, (8)
"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 ￥30,817
￥45,821 total
includes taxes & fees
Jul 6 - Jul 7
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Charming Cottage - Ultimate Relaxation Destination
Exterior

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (117)
"I had stayed at this property in the past and was really glad to get to stay again. It is clean, quiet, and close to the town center of Onancock. Really looking forward to returning!"
Charming Cottage - Ultimate Relaxation Destination
Beautiful Bayfront with Sanctuary Private Beach
Property grounds

Beautiful Bayfront with Sanctuary Private Beach

9.0 out of 10, Wonderful, (17)
"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
Par-Lon - Private Raised Waterfront Home on the Pocomoke River
Exterior

Par-Lon - Private Raised Waterfront Home on the Pocomoke River

2.0 star property
Par-Lon - Private Raised Waterfront Home on the Pocomoke River
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

10.0 out of 10, Exceptional, (7)
"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."
The price is ￥28,843
￥45,323 total
includes taxes & fees
Jul 16 - Jul 17
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included
Waterfront Historic Gem w/ Kayaks & Fire Pit
Fridge, microwave, oven, stovetop

Waterfront Historic Gem w/ Kayaks & Fire Pit

10.0 out of 10, Exceptional, (1)
"Great house. Clean. Had everything we needed."
Waterfront Historic Gem w/ Kayaks & Fire Pit
Blue Heron Cottage On Smith's Island
Beach

Blue Heron Cottage On Smith's Island

9.8 out of 10, Exceptional, (38)
"The stay was just perfect. We came with our own boat and it was easy to navigate to the house. The dock was 30 yards from the front door so easy to get out supplies to the house. (We did make use of the golf cart 😊). Neighbors are so friendly and they let us use their phone to call our family to let them know we arrived. Our cell phones did not work as it is a bit remote. We later found out that there is some coverage on the second floor of the house😁 Nevertheless we did not miss internet and...
Blue Heron Cottage On Smith's Island
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Exterior

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

10.0 out of 10, Exceptional, (16)
"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
Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!
Miscellaneous

Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!

Waterfront Retreat- Relaxing Family Fun! King Bed, Private Dock great 4 Fishing!
Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD
Interior

Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD

10.0 out of 10, Exceptional, (2)
"Two families with kids stayed here for a long weekend - wonderful house with everything we needed, plus a beautiful pond and fire pit outside. Easy drive to Crisfield to catch the ferry to Smith Island, plus kayaking in Janes Island State Park. Great getaway spot in a quiet part of the eastern shore. Host was super-responsive!"
Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD
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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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: Visitors like this Crisfield vacation home rental. It 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.

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?

Jersey Island and Crisfield Municipal Park 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 Public Library 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.