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Westover Vacation Rentals

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Westover vacation rentals

Coffee/tea maker, fridge, microwave, oven

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (60 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
$246 nightly
The price is $261
Jul 23 - Jul 24
Total with taxes and fees
Deal Island Bay Cottage
Interior

Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (58 reviews)
"Quiet area, the place needs to be cleaned, bedding changed, redo the bathroom"
United States
Pamela
$178 nightly
The price is $189
Jul 26 - Jul 27
Total with taxes and fees
Cottage near the Bay
Coffee/tea maker, fridge, microwave, oven

Retro Hipster: Close to downtown, dining and fun

Retro Hipster: Close to downtown, dining and fun
Salisbury
9.2 out of 10, Wonderful, (17 reviews)
"Nice large, bright kitchen, each room has a bathroom! Nice river view, many shops within walking distance and good coffee and breakfast right diwnstairs! Loved the funky, whimsical decor too."
United States
Joan
$194 nightly
The price is $206
Jul 19 - Jul 20
Total with taxes and fees
Retro Hipster: Close to downtown, dining and fun
Coffee/tea maker, fridge, microwave, oven

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.
$239 nightly
The price is $268
Jul 21 - Jul 22
Total with taxes and fees
Cozy Barn Loft: Country Views & Central to Beaches
Beach

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.
$232 nightly
The price is $246
Jul 25 - Jul 26
Total with taxes and fees
Tangier Escape, great place get away from it all on Deal Island, MD.
Cottage (2 Bedrooms) | Interior

Pet-friendly Smith Island Cottage w/ Golf Cart!

Pet-friendly Smith Island Cottage w/ Golf Cart!
3.0 star property
Smith Island
10.0 out of 10, Exceptional, (1 review)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
United States
Karl
$252 nightly
The price is $280
Aug 1 - Aug 2
Total with taxes and fees
Pet-friendly Smith Island Cottage w/ Golf Cart!
Exterior

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.
$349 nightly
The price is $370
Aug 12 - Aug 13
Total with taxes and fees
Salisbury Hideaway
Apartment D: Riverfront Grand | 2 bedrooms, iron/ironing board (on request), WiFi (free)

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
$255 nightly
The price is $275
Jul 19 - Jul 20
Total with taxes and fees
Salisbury Riverfront Lofts
Exterior

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (288 reviews)
"Excellent place to stay would definitely come again. Checking in was seem less and the staff very helpful"
United States
Jared
$391 nightly
The price is $439
Jul 26 - Jul 27
Total with taxes and fees
Blufin Bungalows & Marina
TV, DVD player

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (62 reviews)
"This is a great property with a great view of the bay. It's tucked away in a quiet little neighborhood in a nice and friendly community. Chincoteague is close by and it's not too far from Assateague. The property management team is excellent. They were extremely responsive to our questions and requests. They were patient with all our questions. Kelly was fantastic. The best hosts I've had."
United States
A Shabeen J.
$409 nightly
The price is $451
Aug 8 - Aug 9
Total with taxes and fees
The purple door at the bay.
Marina

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.
$326 nightly
The price is $360
Jul 18 - Jul 19
Total with taxes and fees
Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Palm Cottage | 1 bedroom, premium bedding, individually decorated

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (598 reviews)
"Beautiful family friendly place. Great pool. Great location."
United States
KRYSTLE
$341 nightly
The price is $383
Jul 26 - Jul 27
Total with taxes and fees
Key West Cottages
Outdoor dining

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.
$242 nightly
The price is $270
Aug 9 - Aug 10
Total with taxes and fees
6 Mi to Salisbury: Forest-View Sanctuary!
2 bedrooms, desk, iron/ironing board, travel crib

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, (21 reviews)
"The loft apartment was unique, comfortable with everything we needed. It’s an easy walk to downtown and quick easy access to driving. Everything about check in and check out was transparent and easy. Heat was a little noisy, but didn’t hinder us. We’ll likely make this a regular stay."
United States
Eric & Marcy C.
$235 nightly
The price is $252
Jul 25 - Jul 26
Total with taxes and fees
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
TV, DVD player

Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (30 reviews)
"Had a great stay! Place was very clean and host was great a communication."
United States
Jen G.
Assateageue Inn 104 by Seaside Vacations & Sales
House (3 Bedrooms) | Front of property

6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
$242 nightly
The price is $271
Aug 9 - Aug 10
Total with taxes and fees
6 Mi to Salisbury: Forest-view Sanctuary!
Smart TV, books, offices

Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (66 reviews)
"We absolutely love staying here! "
United States
Maggie G.
$551 nightly
The price is $608
Jul 22 - Jul 23
Total with taxes and fees
Bayfront Modern Retreat • Dock, Kayaks, Views
Exterior

Assateague Inn 213 by Seaside Vacations & Sales

Assateague Inn 213 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (34 reviews)
"Everything was as it was stated. Clean, neat and stocked with essentials. Cozy and comfortable. Quiet and peaceful. Loved the island and will be coming back. "
United States
Kera S.
Assateague Inn 213 by Seaside Vacations & Sales
Beach nearby

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.
$505 nightly
The price is $567
Aug 13 - Aug 14
Total with taxes and fees
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Interior

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.
$454 nightly
The price is $498
Jul 23 - Jul 24
Total with taxes and fees
Pet-friendly creekside cottage w/ backyard
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

Chincoteague Inn

Chincoteague Inn

10/10 Excellent
"Awesome third year at this motel"
Michelle 2-night trip
Posted 2 hours ago
Chincoteague Inn

Find out more about Westover

Everything you need to know about Westover vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westover vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westover vacation 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 low season months. For more hustle and bustle, you may prefer to visit Westover in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $383 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Westover rentals

At Expedia, we put the best Westover vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Blufin Bungalows & Marina: This vacation 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 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 Great Hope Golf Course and Coventry Parish Ruins.

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.