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Westover Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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, (63 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 HK$636
HK$1,464 total
includes taxes & fees
15 Oct - 16 Oct
Cottage near the Bay
A room with a large bed, multiple windows, and a ceiling fan.

2. Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.4 out of 10, Exceptional, (27 reviews)
"Excellent choice for the price, recommended for larger groups."
United States
Marcos
The price is HK$539
HK$1,974 total
includes taxes & fees
19 Oct - 20 Oct
Salisbury Riverfront Lofts
A sandy beach with footprints, a pier in the distance, and a clear sky.

3. 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 HK$863
HK$1,930 total
includes taxes & fees
19 Oct - 20 Oct
Tangier Escape, great place get away from it all on Deal Island, MD.
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a large island with stools.

4. Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (62 reviews)
"We loved this place! We were in town for baseball. It is very nice and has all the comforts of home. Kitchen big and well equipped, house was clean and very well furnished. Nice bathrooms and a lovely screened in back porch. It is very near a beautiful beach on the bay that has some of the most beautiful sunsets you will ever see. We really enjoyed this perk!! Prompt communication and everything was as described. I highly recommend this rental!!"
United States
Harold B.
The price is HK$1,095
HK$2,017 total
includes taxes & fees
13 Oct - 14 Oct
Deal Island Bay Cottage
A compact kitchen with a checkered floor, a dining table with chairs, and a large wall art piece.

5. 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 HK$565
HK$1,466 total
includes taxes & fees
28 Oct - 29 Oct
Retro Hipster: Close to downtown, dining and fun
Exterior

6. Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (335 reviews)
"Superior views of the bay, very dog friendly"
United States
Angela
The price is HK$1,358
HK$1,966 total
includes taxes & fees
13 Oct - 14 Oct
Blufin Bungalows & Marina
A waterfront house with a balcony, dock, and a view of the water.

7. Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (656 reviews)
"Clean, quiet, and convenient."
United States
KYLE
The price is HK$1,519
HK$1,706 total
includes taxes & fees
13 Oct - 14 Oct
Key West Cottages
A modern living room with a curved sofa, a small round table, and large windows offering a view of a river and buildings.

8. Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (70 reviews)
"Overall nice stay!"
United States
Becky S.
The price is HK$827
HK$3,656 total
includes taxes & fees
15 Oct - 16 Oct
Bayfront Modern Retreat • Dock, Kayaks, Views
A single-story house with a front porch, a door, and a mailbox.

9. 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 HK$1,303
HK$2,995 total
includes taxes & fees
18 Oct - 19 Oct
Salisbury Hideaway
A living room with a dining area, a TV mounted on the wall, and a ceiling light fixture.

10. Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (40 reviews)
"Super convenient to campus and everything was clean and worked perfectly. Overall, a great stay and met all of our expectations."
United States
Matthew B.
The price is HK$1,209
HK$2,887 total
includes taxes & fees
3 Nov - 4 Nov
Salisbury Cottage
A modern living room with a sliding glass door to a deck, a dining area with a table and chairs, and a cozy seating area with a sofa and cushions.

11. Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (35 reviews)
"Our room was clean and ready for our stay. We could walk to some shops, miniature golfing,restaurants."
United States
Paula
The price is HK$814
HK$1,597 total
includes taxes & fees
13 Oct - 14 Oct
Assateageue Inn 104 by Seaside Vacations & Sales
An open door leading to a bedroom with a bed, a nightstand, and a lamp.

12. 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 HK$589
HK$1,462 total
includes taxes & fees
18 Oct - 19 Oct
Stylish 2 bedroom 1 bath with riverfront views close to dining and downtown
A two-story building with a central entrance and a wooden walkway leading to it.

13. Assateague Inn 103 by Seaside Vacations & Sales

Assateague Inn 103 by Seaside Vacations & Sales
Chincoteague Island
8.0 out of 10, Very good, (6 reviews)
"The property and room were clean and neat. The facility and rooms are older, but all was functional and clean. Very communicative and easy and clear check in and out process! "
United States
Ellen K.
The price is HK$814
HK$1,597 total
includes taxes & fees
13 Oct - 14 Oct
Assateague Inn 103 by Seaside Vacations & Sales
A sandy beach with footprints and a person walking.

14. 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, (48 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is HK$934
HK$3,243 total
includes taxes & fees
13 Oct - 14 Oct
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
A sunroom with wicker furniture, large windows, and a view of the water.

15. The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.4 out of 10, Exceptional, (68 reviews)
"Great location"
United States
Rick K.
The price is HK$1,307
HK$3,631 total
includes taxes & fees
20 Oct - 21 Oct
The purple door at the bay.
A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

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

Central Location~Walk 2 Dining! Beach Pass & Gear!
Deep Hole
10.0 out of 10, Exceptional, (10 reviews)
"Excellent space with everything needed!"
United States
Tianna B.
The price is HK$723
HK$2,209 total
includes taxes & fees
20 Oct - 21 Oct
Central Location~Walk 2 Dining! Beach Pass & Gear!
An open doorway leading to a living room with a fireplace, a dining area, and a kitchen visible through an open door.

17. 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 HK$643
HK$1,894 total
includes taxes & fees
14 Oct - 15 Oct
Deluxe corner apartment with riverfront views close to dining and downtown
A marina at sunset with boats docked and buildings in the background.

18. 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, (16 reviews)
"Visiting with locals, fresh steamed crabs, simply enjoying the quiet island life"
United States
Samantha J.
The price is HK$1,570
HK$2,624 total
includes taxes & fees
16 Oct - 17 Oct
Come out and enjoy Autumn at the HH Ranch on Smith Island.
A row of white houses by a lake with American flags.

19. Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly

Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly
Smith Island
9.4 out of 10, Exceptional, (3 reviews)
"This is a great place to stay on Smith Island. Easy access to most areas. The Golf cart is also nice to have. The house has everything you need and many extras too! Highly recommend a visit here."
United States
Margaret A.
The price is HK$1,507
HK$2,712 total
includes taxes & fees
13 Oct - 14 Oct
Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly
A living room with a patterned rug, a bookshelf, a red sofa, and a fish-shaped wall decoration.

20. Spacious Riverfront Loft Close to Downtown and Dining

Spacious Riverfront Loft Close to Downtown and Dining
Salisbury
9.0 out of 10, Wonderful, (13 reviews)
"Great location, great restaurants below the loft."
United States
Pamela F.
The price is HK$565
HK$1,783 total
includes taxes & fees
19 Oct - 20 Oct
Spacious Riverfront Loft Close to Downtown and Dining
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

The Reserve Inn

The Reserve Inn

10/10 Excellent
"Basic and checks all the necessary boxes. Beds are comfortable, check-in process was easy, ya get what ya pay for in a college town."
Seth 1-night trip
Posted 5 hours ago
The Reserve Inn

Find out more about Westover

Search for holiday rentals in Westover on Expedia! You can easily find your home rentals, villas, holiday apartments in Westover using one of the methods below:

  • View our selection of featured holiday rentals in Westover
  • Use the map to find apartments and other holiday homes in the Westover neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westover while they last

Look no further and take a look at our great range of rental properties in Westover!

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.