Crisfield Holiday Rentals

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Holiday Rentals in Crisfield

Cottage near the Bay
Dining

Cottage near the Bay

8.6 out of 10, Excellent, (27)
"Attended a family wedding in the area. Perfect distance "
The price is AU$310
includes taxes & fees
25 Nov - 26 Nov
Cottage near the Bay
Waterfront 3 bedroom condo. Fall and oysters are here!
Outdoor pool

Waterfront 3 bedroom condo. Fall and oysters are here!

10.0 out of 10, Exceptional, (36)
"We soent three nights. Sunsets were amazing. Slept well and the kitchen was easy to cook in."
Waterfront 3 bedroom condo. Fall and oysters are here!
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, (5)
"This was a great place to stay and I highly recommend it to anyone. We were really impressed with all the "extras" that were included. We didn't need to go out any buy anything unexpected."
Come, sit back and relax at the "Catch of the Bay"
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
Miscellaneous

BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!

10.0 out of 10, Exceptional, (5)
"The cottage is absolutely perfect! The decor is perfect, the amenities were thoughtful, and the house was immaculate! It was convenient to everything in town. The hosts were wonderful, friendly, knowledgeable and responded quickly to messages. We loved our stay and would definitely visit again!"
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!
Miscellaneous

NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS in CRISFIELD!!

NEWLY REMODELED COZY APARTMENT with WATER VIEWS & AMAZING SUNSETS 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)
"We give a 10/10 for our week-long stay at this exquisite condo from its beautiful coastal colors and tasteful furnishings to the million dollar views of Tangier Sound and Jane's Island. Excellent communication from the hosts. Seamless check-in. Well-provisioned kitchen if you wanted to cook. We always dine out on vacation, and found a couple of good spots in town: From Scratch and Fisherman's Grille. Very comfy seating on the balcony and separate screened-in section gave us more places to unwind...
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, (158)
"An amazing experience with amazing people. We made this annual visit and every year it gets better and better. We will definitely be coming back. Thank you so much to the hosts for having us and best wishes."
Cabin at Holdens Creek on Eastern Shore of VA
Deal Island Bay Cottage
Fridge, microwave, oven, stovetop

Deal Island Bay Cottage

9.6 out of 10, Exceptional, (55)
"We got every year and stay here, it’s great! "
The price is AU$338
includes taxes & fees
26 Nov - 27 Nov
Deal Island Bay Cottage
Creek House - Waterfront Oasis on Holden's Creek
Fridge, microwave, oven, stovetop

Creek House - Waterfront Oasis on Holden's Creek

9.8 out of 10, Exceptional, (6)
"The location, accommodations and the quality of the amenities were stellar. The best vacation we have spent as a family! The whole experience was best in class!"
Creek House - Waterfront Oasis on Holden's Creek
As close as you can get to the ocean south of Chincoteague
Miscellaneous

As close as you can get to the ocean south of Chincoteague

10.0 out of 10, Exceptional, (134)
"We had a wonderful time at this beautifully appointed home. Everything was just as advertised. Six kayaks, gas grill, beautiful view and great kitchen/dining areas. Our hostess was wonderful to us. "
As close as you can get to the ocean south of Chincoteague
Waterfront Marion Station Retreat w/ Private Dock!
Fridge, microwave, stovetop, dishwasher

Waterfront Marion Station Retreat w/ Private Dock!

8.0 out of 10, Very good, (3)
"The house was beautiful and was stocked with everything you could need for a perfect stay. Sunsets were phenomenal and it was very peaceful and relaxing. We hope to come back next year!! Highly recommend "
Waterfront Marion Station Retreat w/ Private Dock!
ESVA Down by the Sea & Pet Friendly
Exterior

ESVA Down by the Sea & Pet Friendly

10.0 out of 10, Exceptional, (2)
"Very nice place. Located in a great spot for our needs. First thing we noticed was how clean it was. I will definitely book this again on our next trip to ESVA!"
ESVA Down by the Sea & Pet Friendly
Calling all hunters, almost 33 more acres across the street used for hunting.
Game room

Calling all hunters, almost 33 more acres across the street used for hunting.

9.2 out of 10, Wonderful, (27)
"This house and property are beautiful. It is very secluded and right on the water. The house was spotless when I arrived and has everything you need or want. The pool is huge. I had an awesome stay and I cannot wait until I go back in August!"
Calling all hunters, almost 33 more acres across the street used for hunting.
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
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

10.0 out of 10, Exceptional, (5)
"Very nice property, we made good use of the dock and were able to launch my 18.5 ft boat from the concrete ramp. Fishing, crabbing, boating were good (though crabs a bit on small side) the cottage was clean, well organized and neat. Everything was really nice and Genevieve was extremely responsive and pleasant to deal with."
The price is AU$457
includes taxes & fees
25 Nov - 26 Nov
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock
Rock Hall on the water
Lake

Rock Hall on the water

9.4 out of 10, Exceptional, (47)
"Rock Hall is a beautiful property that is nicely situated between several quaint towns. We loved the space and the large yard for the kids and dog to run. I do feel that it was a bit overpriced for what the house offers. In contrast to other rentals I found this to be quite stark and lacking in the comforts that I look for during a stay. The house is very minimally furnished and there were no comfort items to be found. It would have been nice to have a flashlight for walking through the...
Rock Hall on the water
Spectacular Waterfront on the Pocomoke River!
Aerial view

Spectacular Waterfront on the Pocomoke River!

9.6 out of 10, Exceptional, (5)
"The house was clean and spacious. We like ti fish and the dock was great for this. We caught lots of catfish. Nice location for also visiting Chincoteague, Assateague, and Ocean City. Some suggestions: No towel racks in any of the bathrooms It would have been nice to have an outdoor grill The picnic table needs repaired - the braces are loose The house has four bedrooms. More dishes would have been needed if more people than 3 would have been staying there, e.g., no water glasses, only one...
Spectacular Waterfront on the Pocomoke River!
Awesome private off grid cabin with creek view.
Outdoor dining

Awesome private off grid cabin with creek view.

9.6 out of 10, Exceptional, (13)
"Super relaxing. Chill. Best of times. "
Awesome private off grid cabin with creek view.
Cozy Barn Loft: Country Views & Central to Beaches
1 bedroom, desk, travel cot, WiFi

Cozy Barn Loft: Country Views & Central to Beaches

10.0 out of 10, Exceptional, (14)
"Loft was spotless, and had everything we needed. "
The price is AU$442
includes taxes & fees
25 Nov - 26 Nov
Cozy Barn Loft: Country Views & Central to Beaches
Charming Cottage - Ultimate Relaxation Destination
Exterior

Charming Cottage - Ultimate Relaxation Destination

10.0 out of 10, Exceptional, (113)
"This cottage was perfectly appointed and was located less than a 10 minute walk into downtown Onancock. The cottage was spacious inside and the property had a nice fire pit area by a little creek. Doris was easily accessible and we would rent here again. "
Charming Cottage - Ultimate Relaxation Destination
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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Other types of properties in Crisfield you may be interested in

Home of the Terrapin King
Property grounds

Home of the Terrapin King

9.4 out of 10, Exceptional, (111)
"We had a lovely time! Communication from the owner was timely and helpful. We loved being right on the water while still being totally private with plenty of space for the dogs to romp around. The screened in porches were our favorite places to spend time and the house was incredibly spacious. We would love to enjoy it again in the future with more of our family and friends!"
Home of the Terrapin King
Cottage near the Bay
Dining

Cottage near the Bay

8.6 out of 10, Excellent, (27)
"Attended a family wedding in the area. Perfect distance "
The price is AU$310
includes taxes & fees
25 Nov - 26 Nov
Cottage near the Bay
Waterfront 3 bedroom condo. Fall and oysters are here!
Outdoor pool

Waterfront 3 bedroom condo. Fall and oysters are here!

10.0 out of 10, Exceptional, (36)
"We soent three nights. Sunsets were amazing. Slept well and the kitchen was easy to cook in."
Waterfront 3 bedroom condo. Fall and oysters are here!
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Are there holiday rentals in Crisfield?

Yes, there are holiday rentals close to the most popular sights in Crisfield, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals that Crisfield has to offer?

Cottage near the Bay: This highly rated holiday home rental in Crisfield is equipped with a BBQ, 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 that you can cook with friends or family. Our travellers also rate Come, sit back and relax at the "Catch of the Bay" as a favourite home for rent in Crisfield.

How many holiday rentals will I find in Crisfield?

Choose from 3 Expedia holiday rentals in Crisfield for a memorable holiday.

What’s there to see and do in Crisfield?

Enjoy the area's cultural attractions such as J. Millard Tawes Museum, or get outdoors into nature at a spot like Smith Island. In the wider area, you’ll find Somers Cove Marina and Tangier Island.

What’s a holiday rental in Crisfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Crisfield. Holiday rentals offer amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family gatherings.