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Westover Vacation Rentals

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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.
The price is ￥23,239
￥42,365 total
includes taxes & fees
Jul 23 - Jul 24
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
The price is ￥14,612
￥31,838 total
includes taxes & fees
Aug 11 - Aug 12
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
The price is ￥14,129
￥33,416 total
includes taxes & fees
Jul 19 - Jul 20
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, (21 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.
The price is ￥21,772
￥43,480 total
includes taxes & fees
Jul 21 - Jul 22
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.
The price is ￥17,860
￥39,928 total
includes taxes & fees
Jul 25 - Jul 26
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
The price is ￥19,813
￥44,045 total
includes taxes & fees
Aug 1 - Aug 2
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.
The price is ￥24,360
￥58,873 total
includes taxes & fees
Jul 20 - Jul 21
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
The price is ￥13,447
￥43,417 total
includes taxes & fees
Jul 19 - Jul 20
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
The price is ￥49,723
￥64,954 total
includes taxes & fees
Jul 21 - Jul 22
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.
The price is ￥28,413
￥76,827 total
includes taxes & fees
Aug 8 - Aug 9
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.
The price is ￥36,531
￥58,419 total
includes taxes & fees
Jul 25 - Jul 26
Summer is here on Smith Island! Come out and enjoy a great season on the Bay
Palm Cottage | 1 bedroom, premium bedding, laptop workspace, soundproofing

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (599 reviews)
"Beautiful family friendly place. Great pool. Great location."
United States
KRYSTLE
The price is ￥49,843
￥55,974 total
includes taxes & fees
Aug 13 - Aug 14
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.
The price is ￥15,103
￥43,773 total
includes taxes & fees
Aug 9 - Aug 10
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.
The price is ￥20,457
￥40,892 total
includes taxes & fees
Jul 25 - Jul 26
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
The price is ￥21,432
￥44,026 total
includes taxes & fees
Aug 9 - Aug 10
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.
The price is ￥34,778
￥98,667 total
includes taxes & fees
Jul 22 - Jul 23
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.
The price is ￥38,804
￥92,078 total
includes taxes & fees
Aug 13 - Aug 14
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.
The price is ￥46,835
￥80,863 total
includes taxes & fees
Jul 23 - Jul 24
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

Key West Cottages

Key West Cottages

10/10 Excellent
"The aesthetic of the cottages is quintessential beach chic, which I appreciate. We stayed in one of the Key Lime cottages which had plenty of space for two people. Sunsets here are hard to beat and if you're a birder, there is a crazy amount of waterfowl that come right up to the docks. The bathroom is very nice and the beds are comfortable. The pool is great but can get crowded with kids. The location is very close to many stores and restaurants on Main and Maddox. I would definitely stay here again."
Riley 4-night trip
Posted 15 hours ago
Key West Cottages

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:

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

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.