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Crisfield Holiday Rentals

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Our top choices for Crisfield holiday rentals

1. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (61 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is AU$265
includes taxes & fees
2 Sept - 3 Sept
Cottage near the Bay

2. Tangier Escape, great place get away from it all on Deal Island, MD.

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is AU$342
includes taxes & fees
16 Sept - 17 Sept
Tangier Escape, great place get away from it all on Deal Island, MD.

3. Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!
Smith Island
9.6 out of 10, Exceptional, (52 reviews)
"Great place on Smith Island. Amazing community feeling for 48 hours. The ferry is super expensive (it was 25 per person each way ,so 50 total per person!!!), adding 250 to the entire visit for 5, so something to really consider. The island is beautiful, house was perfect, very quiet and well kept. No downsides, but not tons of activities for very active teenagers. Everything super easy in terms of house/info/check in and out."
United States
Nina Z.
The price is AU$417
includes taxes & fees
7 Sept - 8 Sept
Historic home on Smith Island w/ dock!

4. The end of summer is here on Smith Island! Come out for some peace and quiet!

The end of summer is here on Smith Island! Come out for some peace and quiet!
Smith Island
9.8 out of 10, Exceptional, (16 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is AU$468
includes taxes & fees
7 Sept - 8 Sept
The end of summer is here on Smith Island! Come out for some peace and quiet!

5. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
3.0 star property
Tangier
The price is AU$551
includes taxes & fees
7 Sept - 8 Sept
Unique Tangier Cottage w/ Chesapeake Bay Views!

6. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (60 reviews)
"We were there for our granddaughter's wrestling tournament in Salisbury. House was excellent, quiet and clean. Beautiful home. Thank you."
United States
Christopher M.
The price is AU$365
includes taxes & fees
3 Sept - 4 Sept
Deal Island Bay Cottage

7. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (28 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is AU$435
includes taxes & fees
3 Sept - 4 Sept
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

8. The Social - Short Stays on Market

The Social - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (3 reviews)
"Loved the place, recommend it and would stay there again."
United States
Roscoe B.
The price is AU$346
includes taxes & fees
15 Sept - 16 Sept
The Social - Short Stays on Market

9. Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Accomac
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful property, very accommodating hosts, ideal location for our visit. We look forward to future visits "
United States
Deborah G.
The price is AU$486
includes taxes & fees
3 Sept - 4 Sept
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

10. Unique Tangier Cottage w/ Chesapeake Bay Views!

Unique Tangier Cottage w/ Chesapeake Bay Views!
Tangier
10.0 out of 10, Exceptional, (19 reviews)
"Property is wonderful. It's a family home and they take excellent care of it. Be aware there are steep stairs to second floor, but deck and bay view sunsets are worth it. Bikes and kayaks are bonus."
United States
Diane S.
The price is AU$551
includes taxes & fees
7 Sept - 8 Sept
Unique Tangier Cottage w/ Chesapeake Bay Views!

11. The Harbour - Short Stays on Market

The Harbour - Short Stays on Market
Onancock
9.6 out of 10, Exceptional, (4 reviews)
"The Harbour on Market in Onancock, VA was a gorgeous condo and we will absolutely love to vacation here again in the future. Everything was top notch and the amenities surpassed our expectations. We had an unfortunate incident beyond anyone’s control and needed to vacate sooner than expected; however, the owners were so amazing and accommodated our needs. We highly recommend this place! 5 FULL STARS!"
United States
Jennifer M.
The price is AU$342
includes taxes & fees
15 Sept - 16 Sept
The Harbour - Short Stays on Market

12. The Glick - Short Stays on Market

The Glick - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (3 reviews)
"The Glick was a find! This spacious, nicely decorated one bedroom apartment is in the center of town and has all you need for two people. The king bed and sheets were comfortable, the place was spotless, there were plenty of towels and the water pressure was great in the shower. The kitchen is large with a Keurig coffee maker, and stocked with plates and cooking utensils. And there is a washer/dryer (one unit) in that space, which we used one time and worked great.We were very comfortable, and...
United States
Sue E.
The price is AU$287
includes taxes & fees
15 Sept - 16 Sept
The Glick - Short Stays on Market

13. The Lilliston - Short Stays on Market

The Lilliston - Short Stays on Market
Onancock
10.0 out of 10, Exceptional, (4 reviews)
"This is a gorgeous property! From the entrance/foyer to the closets it's top notch. You can't match the convenience in the heart of downtown Onancock and the walkability to just about anything. This is like staying in a friend's luxe apartment - sure, you're on vacation, but staying inside isn't such a bad thing, either! After an active day, you can wind down in a beautiful space and people watch through the windows. As much as I love to treat myself to dining out when I'm in Onancock, I...
United States
Anonymous traveller
The price is AU$355
includes taxes & fees
15 Sept - 16 Sept
The Lilliston - Short Stays on Market

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

As close as you can get to the ocean south of Chincoteague
Parksley
10.0 out of 10, Exceptional, (139 reviews)
"Awesome place for a couple or small group that likes to be away from crowds. Quiet. Dark. Our 4th time. Hopefully more"
United States
brooks h.
The price is AU$733
includes taxes & fees
19 Sept - 20 Sept
As close as you can get to the ocean south of Chincoteague
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

Find out more about Crisfield

Everything you need to know about Crisfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Crisfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Crisfield holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Crisfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Crisfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Crisfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Crisfield holiday rentals we have selected for you start as low as AU$265 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Crisfield rentals

At Expedia, we put the best Crisfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Crisfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Crisfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Crisfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 6 Expedia holiday rentals in Crisfield for a memorable holiday.

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 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.