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Our top choices for Westover holiday rentals

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (567 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is £166
includes taxes & fees
31 May - 1 Jun
Key West Cottages

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (258 reviews)
"Loved everything about our stay"
United States
Elizabeth
The price is £222
includes taxes & fees
29 May - 30 May
Blufin Bungalows & Marina

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is £202
includes taxes & fees
1 Jun - 2 Jun
6 Mi to Salisbury: Forest-view Sanctuary!

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (54 reviews)
"Property was exactly as pictured, Crystal is very prompt if contacted & very accomdating to questions. If you are looking in ng for some quiet peacefulness yet close to the water, or nearby towns & attractions & travel with your dog this is the perfect spot! My dogs were very content & I had no worries as to if they would be bothered by distractions because there are no distractions, it was a vacation for them as well as cottage is on a quiet street & it was very nice to sit outside wuth them &...
United States
Shelley
The price is £142
includes taxes & fees
2 Jun - 3 Jun
Cottage near the Bay

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, (43 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is £322
includes taxes & fees
31 May - 1 Jun
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Pet-friendly creekside cottage w/ backyard

Pet-friendly creekside cottage w/ backyard
Up the Neck
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
The price is £272
includes taxes & fees
31 May - 1 Jun
Pet-friendly creekside cottage w/ backyard

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (56 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is £331
includes taxes & fees
5 Jun - 6 Jun
The purple door at the bay.

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (38 reviews)
"My family and I had a great stay was a comfy and safe space to relax and enjoy our Halloween weekend would definitely recommend!"
United States
Mackenzie N.
The price is £280
includes taxes & fees
1 Jun - 2 Jun
Salisbury Cottage

Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (26 reviews)
"Convenient location with everything we needed"
United States
John S.
The price is £162
includes taxes & fees
31 May - 1 Jun
Assateageue Inn 104 by Seaside Vacations & Sales

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (21 reviews)
"Had a wonderful time house had everything you would need for a stay located right in the heart of Salisbury. Will definitely be going back to stay in this particular house. Thank you"
United States
Bryan M.
The price is £254
includes taxes & fees
1 Jun - 2 Jun
Salisbury Hideaway

Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities

Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities
Captain's Cove
9.8 out of 10, Exceptional, (65 reviews)
"What a stunning view and super welcoming host!! We loved our stay and especially enjoyed the kayaks and bikes, great welcome kit of toiletries and kitchen supplies, very comfortable beds and soft sheets, outdoor space to watch the stars, and quiet, peaceful neighborhood. "
United States
l h.
The price is £290
includes taxes & fees
1 Jun - 2 Jun
Bayfront Modern Retreat • Panoramic Views, Dock, Kayak, Pools & Resort Amenities

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)
"It was seamless. Would stay here again."
United States
Joe C.
The price is £190
includes taxes & fees
1 Jun - 2 Jun
Deluxe corner apartment with riverfront views close to dining and downtown

Greenbackville Retreat w/ Deck: 1 Mi to Marina!

Greenbackville Retreat w/ Deck: 1 Mi to Marina!
3.0 star property
Captain's Cove
The price is £424
includes taxes & fees
1 Jun - 2 Jun
Greenbackville Retreat w/ Deck: 1 Mi to Marina!

Sunset Villa

Sunset Villa
Piney Island
9.8 out of 10, Exceptional, (7 reviews)
"Fun family time!"
United States
Nancy C.
The price is £230
includes taxes & fees
29 May - 30 May
Sunset Villa

Sand Dollar Villa

Sand Dollar Villa
Piney Island
10.0 out of 10, Exceptional, (5 reviews)
"Clean close to everything good communication with owners very enjoyable "
United States
tracy s.
The price is £233
includes taxes & fees
29 May - 30 May
Sand Dollar Villa

Assateague Inn 213 by Seaside Vacations & Sales

Assateague Inn 213 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (34 reviews)
"I liked the location of the Inn on the island. The room(s) were very clean, well furnished and bed was super comfortable. "
United States
Marie E.
The price is £151
includes taxes & fees
31 May - 1 Jun
Assateague Inn 213 by Seaside Vacations & Sales

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (72 reviews)
"Great communication with the host and the house was very clean, well kept, and as advertised. "
United States
Heather H.
The price is £237
includes taxes & fees
1 Jun - 2 Jun
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

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 £209
includes taxes & fees
5 Jun - 6 Jun
Deal Island Bay Cottage

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Deep Hole
10.0 out of 10, Exceptional, (9 reviews)
"My husband and I stayed here with our two pups for one night, and we truly wish we could have stayed longer. The home is exceptionally clean, cozy, and well-appointed with everything you could need. The beds were very comfortable, and the location is perfect—close to everything in Chincoteague. We’d happily stay here again and highly recommend it!"
United States
Alice J.
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
The price is £235
includes taxes & fees
29 May - 30 May
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

Everything you need to know about Westover 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 Westover holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Westover holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westover holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westover. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westover 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 Westover holiday rentals we have selected for you start as low as £162 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westover rentals

At Expedia, we put the best Westover 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 Westover 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 Westover 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 Westover. 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 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 6 holiday rentals for your stay in Westover.

What can I see and do in Westover?

Maddox Island and Hazard Island 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 Academy Grove Historic District.

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.