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Westover Holiday Rentals

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Our top choices for Westover holiday rentals

1. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (63 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
The price is HK$636
HK$1,464 total
includes taxes & fees
4 Oct - 5 Oct
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 HK$863
HK$1,938 total
includes taxes & fees
9 Oct - 10 Oct
Tangier Escape, great place get away from it all on Deal Island, MD.

3. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (27 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
The price is HK$526
HK$1,959 total
includes taxes & fees
4 Oct - 5 Oct
Salisbury Riverfront Lofts

4. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (61 reviews)
"We loved this place! We were in town for baseball. It is very nice and has all the comforts of home. Kitchen big and well equipped, house was clean and very well furnished. Nice bathrooms and a lovely screened in back porch. It is very near a beautiful beach on the bay that has some of the most beautiful sunsets you will ever see. We really enjoyed this perk!! Prompt communication and everything was as described. I highly recommend this rental!!"
United States
Harold B.
The price is HK$1,216
HK$2,162 total
includes taxes & fees
12 Oct - 13 Oct
Deal Island Bay Cottage

5. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (650 reviews)
"Excellent place to stay. Clean, convenient, comfortable."
United States
Debra
The price is HK$1,519
HK$1,706 total
includes taxes & fees
4 Oct - 5 Oct
Key West Cottages

6. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (333 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is HK$1,194
HK$1,781 total
includes taxes & fees
13 Oct - 14 Oct
Blufin Bungalows & Marina

7. Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown

Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
Salisbury
9.8 out of 10, Exceptional, (25 reviews)
"Great location with plenty of space to relax."
United States
Doug R.
The price is HK$549
HK$1,409 total
includes taxes & fees
4 Oct - 5 Oct
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown

8. Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (24 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is HK$934
HK$2,553 total
includes taxes & fees
4 Oct - 5 Oct
Salisbury Hideaway

9. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"Super convenient to campus and everything was clean and worked perfectly. Overall, a great stay and met all of our expectations."
United States
Matthew B.
The price is HK$1,153
HK$2,819 total
includes taxes & fees
19 Oct - 20 Oct
Salisbury Cottage

10. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (68 reviews)
"Overall nice stay!"
United States
Becky S.
The price is HK$967
HK$3,827 total
includes taxes & fees
4 Oct - 5 Oct
Bayfront Modern Retreat • Dock, Kayaks, Views

11. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is HK$973
HK$2,871 total
includes taxes & fees
8 Oct - 9 Oct
2 Mi to Downtown: Tranquil Abode in Chincoteague!

12. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (67 reviews)
"Everything was just perfect. I will be back. This time for a long stay. My entire family loves the place. Thanks Kelly."
United States
Francis
The price is HK$1,236
HK$3,535 total
includes taxes & fees
4 Oct - 5 Oct
The purple door at the bay.

13. Come out and enjoy Autumn at the HH Ranch on Smith Island.

Come out and enjoy Autumn at the HH Ranch on Smith Island.
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 HK$1,569
HK$2,564 total
includes taxes & fees
16 Oct - 17 Oct
Come out and enjoy Autumn at the HH Ranch on Smith Island.

14. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

Misty Mare Townhouse - Gorgeous home on Chincoteague Island
Snotty Ridge
9.8 out of 10, Exceptional, (19 reviews)
"Great location, easy check in, very clean, well decorated"
United States
sue g.
The price is HK$1,020
HK$2,573 total
includes taxes & fees
3 Oct - 4 Oct
Misty Mare Townhouse - Gorgeous home on Chincoteague Island

15. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
Up the Neck
9.8 out of 10, Exceptional, (9 reviews)
"My experience was beyond perfect! The house and yard was perfect. The house was so cozy and had everything we needed. I loved the little game room."
United States
Katlyn
The price is HK$675
HK$2,943 total
includes taxes & fees
8 Oct - 9 Oct
2 Mi to Downtown: Tranquil Abode in Chincoteague!

16. Entire Private Home • Sleeps 6 • Prime Salisbury Location

Entire Private Home • Sleeps 6 • Prime Salisbury Location
Salisbury
10.0 out of 10, Exceptional, (1 review)
"The stay was great. "
United States
Nathaniel N.
The price is HK$1,836
HK$2,562 total
includes taxes & fees
4 Oct - 5 Oct
Entire Private Home • Sleeps 6 • Prime Salisbury Location

17. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (48 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is HK$934
HK$3,243 total
includes taxes & fees
4 Oct - 5 Oct
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

18. Deluxe corner apartment with riverfront views close to dining and downtown

Deluxe corner apartment with riverfront views close to dining and downtown
Salisbury
8.8 out of 10, Excellent, (6 reviews)
"Lovely apartment in the heart of Salisbury. Ckean, well appointed, and comfortable. "
United States
Gretel S.
The price is HK$577
HK$1,795 total
includes taxes & fees
15 Oct - 16 Oct
Deluxe corner apartment with riverfront views close to dining and downtown

19. Assateague Inn 203 by Seaside Vacations & Sales

Assateague Inn 203 by Seaside Vacations & Sales
Chincoteague Island
9.2 out of 10, Wonderful, (9 reviews)
"Beautiful place. I’ve stayed at Assateague Inn on several occasions over the years but this was my first time in 203 and by far the nicest one I’ve stayed in. Newly renovated and tastefully d"
United States
Annette H.
The price is HK$898
HK$1,623 total
includes taxes & fees
4 Oct - 5 Oct
Assateague Inn 203 by Seaside Vacations & Sales

20. Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (6 reviews)
"The host was very responsive and brought toys over for our children to help occupy them while we were there. The host is also connected to the Daisey's Island Cruises and gave us a discounted price to take in the cruise while we were on the island. That was very enjoyable and helped us learn more about the island and the annual pony round-up. It suited our family of 5 well."
United States
Cleason H.
The price is HK$1,271
HK$2,370 total
includes taxes & fees
4 Oct - 5 Oct
Cozy 2-bedroom house in 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 Westover Hotel Reviews

Find out more about Westover

Search for holiday rentals in Westover on Expedia! You can easily find your home rentals, villas, holiday apartments in Westover using one of the methods below:

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Look no further and take a look at our great range of rental properties in Westover!

Frequently asked questions

Are there holiday rentals in Westover?

Yes, there are holiday rentals close to the most popular sights in Westover, or you can select a more secluded option if you're looking for a relaxing stay. Westover is known for its golf courses.

What are some of the best holiday rentals that Westover has to offer?

Blufin Bungalows & Marina: This holiday home rental outside of Westover is on the beach, and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

How many holiday rentals are there in Westover?

Expedia has 5 holiday rentals for your stay in Westover.

What can I see and do in Westover?

Maddox Island and Upper Hill Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Great Hope Golf Course and Coventry Parish Ruins.

What’s a holiday rental in Westover like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westover. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip.