Westover Vacation Rentals

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Vacation Rentals in Westover

Exterior
Key West Cottages

Cottage in Downtown Chincoteague

3.0 star property
9.8 out of 10, Exceptional, (485)
"We love Key West Cottages!"
United States
Jonathan
$134 nightly
The price is $151
Dec 7 - Dec 8
Total with taxes and fees
Key West Cottages
Apartment D: Riverfront Grand | In-room dining
Salisbury Riverfront Lofts

Apartment in Salisbury

3.0 star property
9.4 out of 10, Exceptional, (23)
"It was a great stay nice comfortable place "
United States
Adam
$245 nightly
The price is $264
Dec 6 - Dec 7
Total with taxes and fees
Salisbury Riverfront Lofts
House (3 Bedrooms) | Outdoor dining
6 Mi to Salisbury: Forest-view Sanctuary!

Cottage in Parsonsburg

3.0 star property
$230 nightly
The price is $257
Dec 8 - Dec 9
Total with taxes and fees
6 Mi to Salisbury: Forest-view Sanctuary!
Fridge, microwave, oven, stovetop
Deal Island Bay Cottage

Cottage in Deal Island

9.6 out of 10, Exceptional, (57)
"We got every year and stay here, it’s great! "
United States
Margaret H.
$248 nightly
The price is $263
Dec 7 - Dec 8
Total with taxes and fees
Deal Island Bay Cottage
Property grounds
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Vacation Home in Captain's Cove

9.8 out of 10, Exceptional, (59)
"Nick is an excellent host. The home was so fun for our family to stay in. The view is so beautiful and peaceful. It is even more beautiful in person. Short drive to reach Chincoteague and Assateague. Stocked with everything you need. I walked down the street and got a massage using the info provided in the house. Thanks for a wonderful and beautiful stay. "
United States
Natalie K.
$399 nightly
The price is $440
Dec 6 - Dec 7
Total with taxes and fees
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Fridge, microwave, oven, stovetop
Salisbury Cottage

Vacation Home in Salisbury

10.0 out of 10, Exceptional, (33)
"Very clean, great communication and fabulous location close to SU!"
United States
Anne M.
$296 nightly
The price is $330
Dec 7 - Dec 8
Total with taxes and fees
Salisbury Cottage
Interior
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Cottage in Up the Neck

9.4 out of 10, Exceptional, (137)
"Nice and quiet spot on island, kind of away from the busy parts of island. "
United States
Derek W.
$308 nightly
The price is $336
Dec 7 - Dec 8
Total with taxes and fees
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
2 bedrooms, desk, iron/ironing board, travel crib
Spacious Riverfront Loft Close to Downtown and Dining

Apartment in Salisbury

9.0 out of 10, Wonderful, (12)
"Spacious apartment and close to family living in Salisbury. Brant was very responsive "
United States
Don H.
$222 nightly
The price is $233
Dec 6 - Dec 7
Total with taxes and fees
Spacious Riverfront Loft Close to Downtown and Dining
Dining
Cottage near the Bay

Vacation Home in Crisfield

8.8 out of 10, Excellent, (52)
"We had a great time! Everything went smoothly from beginning to end! We would definitely stay here again. "
United States
Jennifer J.
$178 nightly
The price is $189
Dec 8 - Dec 9
Total with taxes and fees
Cottage near the Bay
Exterior detail
Salisbury Hideaway

Vacation Home in Salisbury

10.0 out of 10, Exceptional, (19)
"This property was wonderful for our trip to Salisbury for my daughter's travel softball tournament. It was only 30-45 minutes from Ocean City (give or take traffic), and very close to many shopping areas and restaurants. The property itself was very clean and provided many necessities. "
United States
Lisa H.
$284 nightly
The price is $316
Dec 8 - Dec 9
Total with taxes and fees
Salisbury Hideaway
Fridge, microwave, oven, stovetop
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Vacation Home in Downtown Chincoteague

10.0 out of 10, Exceptional, (65)
"Great location. The house was perfect for our family. I especially enjoyed the swing on the porch "
United States
pat B.
$222 nightly
The price is $249
Dec 10 - Dec 11
Total with taxes and fees
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Fridge, microwave, oven, stovetop
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Vacation Home in Deep Hole

2.0 star property
10.0 out of 10, Exceptional, (7)
"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "
United States
James E.
$289 nightly
The price is $325
Dec 19 - Dec 20
Total with taxes and fees
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Exterior detail
The Neigh-Neigh - Location! Location! Location!

Vacation Home in Downtown Chincoteague

10.0 out of 10, Exceptional, (4)
"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"
United States
Bob S.
$372 nightly
The price is $418
Dec 26 - Dec 27
Total with taxes and fees
The Neigh-Neigh - Location! Location! Location!
Smart TV, fireplace, table tennis, books
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart

Vacation Home in Smith Island

9.8 out of 10, Exceptional, (15)
"The perfect place to wind down, reconnect with people, culture and a way of life we’ve strayed away from. The house was amazing! The town, the good people and the atmosphere just as much. "
United States
David
$296 nightly
The price is $314
Dec 6 - Dec 7
Total with taxes and fees
Kayak friendly home on the Chesapeake Bay with bikes, paddle board & golf cart
Interior
Only 5 min. from the Beach!

Condo in Chincoteague Island

9.2 out of 10, Wonderful, (30)
"Enjoyed our stay. Clean, comfortable, and tastefully decorated. Perfect set up with privacy between the two rooms. Would definitely recommend and stay again!"
United States
Kristina E.
$183 nightly
The price is $191
Dec 8 - Dec 9
Total with taxes and fees
Only 5 min. from the Beach!
TV
Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches

Vacation Home in Snow Hill

2.0 star property
10.0 out of 10, Exceptional, (2)
"The hosts were wonderful, the house is beautiful, access & location was perfect. Next time I'm in the area & this place is avaliable, this is where I want to stay again. I recommend this house if you're in the area!!!Thanks to The Smiths"
United States
Sadat J.
$172 nightly
The price is $191
Dec 8 - Dec 9
Total with taxes and fees
Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches
Outdoor dining
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street

Cottage in Downtown Chincoteague

9.4 out of 10, Exceptional, (3)
"Check in was easy! A/C units were a bit tricky. Location was great! "
United States
Camille S.
$260 nightly
The price is $292
Dec 8 - Dec 9
Total with taxes and fees
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street
2 bedrooms, internet, bed sheets
Only 5 minutes to Assateague National Seashore!

Condo in Chincoteague

8.8 out of 10, Excellent, (10)
"Quiet area and close to all attractions. Very fast response with any questions before and during stay. Would recommend!"
United States
Sue S.
$183 nightly
The price is $191
Dec 7 - Dec 8
Total with taxes and fees
Only 5 minutes to Assateague National Seashore!
Fridge, microwave, oven, stovetop
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Vacation Home in Deep Hole

9.4 out of 10, Exceptional, (13)
"Went for a guys trip and enjoyed it "
United States
John W.
$333 nightly
The price is $374
Dec 6 - Dec 7
Total with taxes and fees
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
Exterior
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Vacation Home in Birch Town

9.6 out of 10, Exceptional, (42)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
$358 nightly
The price is $402
Dec 6 - Dec 7
Total with taxes and fees
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
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

Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

10/10 Excellent
"Clean room, great amenities, amazing staff! I highly recommend the Hampton Inn in Fruitland, MD!!"
Kelly 1-night trip
Posted 3 days ago
Hampton Inn & Suites Salisbury/Fruitland

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 $107 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 4 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.