Westover Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Westover holiday rentals

A room with a wooden bench, a lamp, a wicker basket, and a window with sheer curtains.

1. Cottage near the Bay

Cottage near the Bay
Crisfield
8.6 out of 10, Excellent, (65 reviews)
"Nice cottage at the end of a quiet lane, priced reasonably. Host is very accommodating. We had a lovely stay and enjoyed our time in Crisfield."
United States
Karen J.
The price is AU$261
includes taxes & fees
23 Nov - 24 Nov
Cottage near the Bay
A hallway with a framed artwork of a bird, a wooden entertainment unit with a TV, and a dining area with a bar stool.

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 AU$358
includes taxes & fees
11 Nov - 12 Nov
Tangier Escape, great place get away from it all on Deal Island, MD.
A room with a large bed, multiple windows, and a ceiling fan.

3. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (29 reviews)
"Amazing experience"
United States
Chad
The price is AU$368
includes taxes & fees
19 Nov - 20 Nov
Salisbury Riverfront Lofts
A waterfront house with a balcony, dock, and a view of the water.

4. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (674 reviews)
"First time here and we absolutely loved it."
United States
Melissa
The price is AU$197
includes taxes & fees
30 Nov - 1 Dec
Key West Cottages
A marina with boats docked, a bridge in the background, and a clear sky.

5. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (62 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is AU$342
includes taxes & fees
11 Nov - 12 Nov
Deal Island Bay Cottage
An open door leading to a bedroom with a bed, a nightstand, and a lamp.

6. 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 AU$250
includes taxes & fees
15 Nov - 16 Nov
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
A living room with a dining area, a TV mounted on the wall, and a ceiling light fixture.

7. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"The property has cute and cozy curb appeal. The interior was attractive and very clean. The location was excellent for our planned events. Host, Ryan, easily accommodated our needs and we plan to check for availability in the future. Thanks Ryan!"
United States
Star R.
The price is AU$475
includes taxes & fees
11 Nov - 12 Nov
Salisbury Cottage
A single-story house with a front porch, a door, and a mailbox.

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 AU$456
includes taxes & fees
29 Nov - 30 Nov
Salisbury Hideaway
An outdoor seating area with a view of a waterfront during sunset.

9. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (73 reviews)
"We absolutely love staying here! "
United States
Maggie G.
The price is AU$596
includes taxes & fees
15 Nov - 16 Nov
Bayfront Modern Retreat • Dock, Kayaks, Views
A calm river with a white fire hydrant and buildings in the background.

10. Retro Hipster: Close to downtown, dining and fun

Retro Hipster: Close to downtown, dining and fun
Salisbury
9.2 out of 10, Wonderful, (20 reviews)
"Great alternative to a hotel!"
United States
Courtney L.
The price is AU$266
includes taxes & fees
16 Nov - 17 Nov
Retro Hipster: Close to downtown, dining and fun
A sunroom with wicker furniture, large windows, and a view of the water.

11. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (69 reviews)
"Great location"
United States
Rick K.
The price is AU$606
includes taxes & fees
11 Nov - 12 Nov
The purple door at the bay.
An open doorway leading to a living room with a fireplace, a dining area, and a kitchen visible through an open door.

12. 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 AU$321
includes taxes & fees
22 Nov - 23 Nov
Deluxe corner apartment with riverfront views close to dining and downtown
A kitchen with a refrigerator, microwave, and wooden cabinets. A black TV stand with a flat-screen TV is in the foreground.

13. 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 AU$272
includes taxes & fees
29 Nov - 30 Nov
Palm Villa
Parsonsburg Vacation Rental | 3BR | 2BA | 1,482 Sq Ft | 4 Steps Required

14. 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 AU$380
includes taxes & fees
9 Dec - 10 Dec
6 Mi to Salisbury: Forest-View Sanctuary!
Front of property

15. 6 Mi to Salisbury: Forest-view Sanctuary!

6 Mi to Salisbury: Forest-view Sanctuary!
3.0 star property
Parsonsburg
The price is AU$392
includes taxes & fees
19 Nov - 20 Nov
6 Mi to Salisbury: Forest-view Sanctuary!
A wooden deck with white railings, a door with a wreath, and two wicker chairs.

16. 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, (17 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is AU$442
includes taxes & fees
13 Nov - 14 Nov
Come out and enjoy Autumn at the HH Ranch on Smith Island.
A modern kitchen with stainless steel appliances, wooden cabinets, a central island with bar stools, and a window with blinds.

17. Coastal Retreat - EV Charger - Near Marina & Beaches

Coastal Retreat - EV Charger - Near Marina & Beaches
Captain's Cove
The price is AU$555
includes taxes & fees
28 Nov - 29 Nov
Coastal Retreat - EV Charger - Near Marina & Beaches
A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

18. Central Location~Walk 2 Dining! Beach Pass & Gear!

Central Location~Walk 2 Dining! Beach Pass & Gear!
Deep Hole
10.0 out of 10, Exceptional, (11 reviews)
"Excellent space with everything needed!"
United States
Tianna B.
The price is AU$356
includes taxes & fees
16 Nov - 17 Nov
Central Location~Walk 2 Dining! Beach Pass & Gear!
A room with a glass-top coffee table, a white dresser with gold handles, a white door, and a patterned rug.

19. 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 AU$505
includes taxes & fees
1 Dec - 2 Dec
Entire Private Home • Sleeps 6 • Prime Salisbury Location
A two-story building with a central entrance and a wooden walkway leading to it.

20. Assateague Inn 206 by Seaside Vacations & Sales

Assateague Inn 206 by Seaside Vacations & Sales
Chincoteague
2.0 out of 10, (1 review)
"The entire parking lot was completely flooded. There was no cover on the stairs leading to the second floor so the wood was extremely slick. We never checked into this property because we could not unload at this property. This is by far the worst experience I've ever had. In contacting the property manager we were told there was absolutely nothing that could be done. And we were just out the money."
United States
sam z.
The price is AU$280
includes taxes & fees
12 Nov - 13 Nov
Assateague Inn 206 by Seaside Vacations & Sales
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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Find holiday rentals that suit your style

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Top Westover Hotel Reviews

A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.
Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront
Downtown Chincoteague

10/10 Excellent

Nice spot on the water. Breakfast was good. Beds were super comfy. Rooms were decent size.
Australia
Anonymous traveller
Reviewed January 29, 2020
Hampton Inn & Suites Chincoteague Waterfront

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, 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 favourite 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 depend 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 AU$197 per night. Entering your travel dates in the search wizard might find you 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 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.