Westover Vacation Rentals

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Check prices for these dates

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

Our top choices for Westover vacation 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 CA $114
CA $254 total
includes taxes & fees
Nov 22 - Nov 23
Cottage near the Bay
A sandy beach with footprints, a pier in the distance, and a clear sky.

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 CA $184
CA $349 total
includes taxes & fees
Nov 12 - Nov 13
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 CA $101
CA $359 total
includes taxes & fees
Nov 15 - Nov 16
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 CA $170
CA $191 total
includes taxes & fees
Nov 30 - Dec 1
Key West Cottages
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

5. Deal Island Bay Cabin

Deal Island Bay Cabin
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 CA $197
CA $333 total
includes taxes & fees
Nov 12 - Nov 13
Deal Island Bay Cabin
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 CA $106
CA $250 total
includes taxes & fees
Nov 16 - Nov 17
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
A beach with waves gently lapping onto the shore under a clear sky.

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 CA $206
CA $480 total
includes taxes & fees
Nov 12 - Nov 13
Salisbury Cottage
A beach with waves gently lapping onto the shore under a clear sky.

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 CA $185
CA $455 total
includes taxes & fees
Nov 29 - Nov 30
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 CA $140
CA $595 total
includes taxes & fees
Nov 15 - Nov 16
Bayfront Modern Retreat • Dock, Kayaks, Views
A compact kitchen with a checkered floor, a dining table with chairs, and a large wall art piece.

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 CA $106
CA $257 total
includes taxes & fees
Nov 16 - Nov 17
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 CA $223
CA $608 total
includes taxes & fees
Nov 18 - Nov 19
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 CA $116
CA $326 total
includes taxes & fees
Nov 16 - Nov 17
Deluxe corner apartment with riverfront views close to dining and downtown
A water park with a play structure, slides, and a pool.

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 CA $140
CA $265 total
includes taxes & fees
Nov 29 - Nov 30
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 CA $131
CA $372 total
includes taxes & fees
Nov 24 - Nov 25
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 CA $186
CA $383 total
includes taxes & fees
Nov 18 - Nov 19
6 Mi to Salisbury: Forest-view Sanctuary!
A marina at sunset with boats docked and buildings in the background.

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 CA $282
CA $450 total
includes taxes & fees
Nov 12 - Nov 13
Come out and enjoy Autumn at the HH Ranch on Smith Island.
A bathroom with a white toilet, dark brown cabinets, a large mirror, 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 CA $459
CA $550 total
includes taxes & fees
Nov 28 - Nov 29
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 CA $120
CA $349 total
includes taxes & fees
Nov 16 - Nov 17
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 CA $388
CA $504 total
includes taxes & fees
Nov 24 - Nov 25
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 CA $146
CA $271 total
includes taxes & fees
Nov 12 - Nov 13
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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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

best hotel we have stayed at!
Canada
Sriram
Reviewed September 2, 2023
Hampton Inn & Suites Chincoteague Waterfront

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westover vacation rentals we have selected for you start as low as CA $100 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 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.

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 5 vacation 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 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.