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Westover Vacation Rentals

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Our top choices for Westover vacation rentals

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (56 reviews)
"Cottage was exactly as listed. Great value"
United States
Tom B.
The price is CA $115
CA $265 total
includes taxes & fees
Jul 6 - Jul 7
Cottage near the Bay

Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (26 reviews)
"It was a great stay nice comfortable place "
United States
Adam
The price is CA $145
CA $410 total
includes taxes & fees
Jul 7 - Jul 8
Salisbury Riverfront Lofts

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is CA $188
CA $386 total
includes taxes & fees
Jul 6 - Jul 7
6 Mi to Salisbury: Forest-view Sanctuary!

Spacious Riverfront Loft Close to Downtown and Dining

Spacious Riverfront Loft Close to Downtown and Dining
Salisbury
9.0 out of 10, Wonderful, (12 reviews)
"Great location, great restaurants below the loft."
United States
Pamela F.
The price is CA $172
CA $412 total
includes taxes & fees
Jul 8 - Jul 9
Spacious Riverfront Loft Close to Downtown and Dining

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, (46 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is CA $270
CA $717 total
includes taxes & fees
Jul 10 - Jul 11
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

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, (1 review)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is CA $156
CA $353 total
includes taxes & fees
Jul 9 - Jul 10
Tangier Escape, great place get away from it all on Deal Island, MD.

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is CA $190
CA $379 total
includes taxes & fees
Jul 5 - Jul 6
Cozy Barn Loft: Country Views & Central to Beaches

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (58 reviews)
"Great place on the water. We caught enough crabs off the dock to have dinner. Relaxing place to take the family and enjoy the seaside. I wish we had more time to enjoy."
United States
Randy R.
The price is CA $249
CA $673 total
includes taxes & fees
Jul 26 - Jul 27
The purple door at the bay.

6 Mi to Salisbury: Forest-View Sanctuary!

6 Mi to Salisbury: Forest-View Sanctuary!
Parsonsburg
9.8 out of 10, Exceptional, (6 reviews)
"Awesome place "
United States
Rebecca M.
The price is CA $132
CA $385 total
includes taxes & fees
Jul 6 - Jul 7
6 Mi to Salisbury: Forest-View Sanctuary!

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (59 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is CA $223
CA $397 total
includes taxes & fees
Jul 7 - Jul 8
Deal Island Bay Cottage

Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (66 reviews)
"Great spot, unique house, pet-friendly, and a fantastic host. Will be back!"
United States
Dustin E.
The price is CA $469
CA $987 total
includes taxes & fees
Jul 22 - Jul 23
Bayfront Modern Retreat • Dock, Kayaks, Views

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (591 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is CA $432
CA $485 total
includes taxes & fees
Aug 2 - Aug 3
Key West Cottages

Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our stay. It was perfect for our 2 night getaway. Great location for everything on the island. Quiet and comfortable beds. Only suggestion would be a picnic table outside and a fan/vent for the bathroom. Maybe some hooks or place to hang clothes."
United States
Julie M.
The price is CA $275
CA $491 total
includes taxes & fees
Jul 7 - Jul 8
Cozy 2-bedroom house in Chincoteague

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (22 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is CA $232
CA $532 total
includes taxes & fees
Jul 9 - Jul 10
Salisbury Hideaway

Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (29 reviews)
"Convenient location with everything we needed"
United States
John S.
The price is CA $216
CA $366 total
includes taxes & fees
Jul 15 - Jul 16
Assateageue Inn 104 by Seaside Vacations & Sales

Palm Villa

Palm Villa
Piney Island
9.2 out of 10, Wonderful, (5 reviews)
"The property was exactly as advertised and met our expectations. The manager was very nice. We would have preferred check-in instructions ahead of time without needing to call, but did not have any problems with check-in or our stay. We enjoyed the location and close proximity to shops, restaurants, and the Chincoteague Wildlife Refuge. We would stay here again."
United States
Scott D.
The price is CA $255
CA $424 total
includes taxes & fees
Aug 2 - Aug 3
Palm Villa

Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Smith Island
9.8 out of 10, Exceptional, (15 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is CA $320
CA $510 total
includes taxes & fees
Jul 6 - Jul 7
Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (138 reviews)
"Awesome two night stay! Highly recommend! "
United States
Dorothy D.
The price is CA $572
CA $914 total
includes taxes & fees
Jul 22 - Jul 23
Pet-friendly creekside cottage w/ backyard

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (39 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 CA $324
CA $644 total
includes taxes & fees
Jul 6 - Jul 7
Salisbury Cottage

2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
Up the Neck
10.0 out of 10, Exceptional, (6 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 CA $391
CA $874 total
includes taxes & fees
Jul 17 - Jul 18
2 Mi to Downtown: Tranquil Abode 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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Westover. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Westover?

Yes, we offer vacation rentals close to top sights in Westover, or you can go with a more secluded option if you're looking for relaxation. Westover is known for its golf courses.

What's the top vacation rental that Westover has to offer?

Chincoteague Bay RV Resort & Cottages: This vacation home rental outside of Westover has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a coffee maker and free parking are also available for your convenience.

How many vacation rentals are there in Westover?

Expedia has 6 vacation rentals for your stay in Westover.

What can I see and do in Westover?

Maddox Island and Fairmount State Wildlife Management Area are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Coventry Parish Ruins and Great Hope Golf Course.

What’s a vacation rental in Westover like?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Westover. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.