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Westover Holiday Rentals

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Our top choices for Westover holiday rentals

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (588 reviews)
"Great place to stay on the island"
United States
Wilmer
The price is AU$507
includes taxes & fees
9 July - 10 July
Key West Cottages

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (275 reviews)
"Loved everything about our stay"
United States
Elizabeth
The price is AU$542
includes taxes & fees
28 June - 29 June
Blufin Bungalows & Marina

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (56 reviews)
"Cottage was exactly as listed. Great value"
United States
Tom B.
The price is AU$273
includes taxes & fees
2 July - 3 July
Cottage near the Bay

Bayfront Modern Retreat • Dock, Kayaks, Views

Bayfront Modern Retreat • Dock, Kayaks, Views
Captain's Cove
9.8 out of 10, Exceptional, (66 reviews)
"What a stunning view and super welcoming host!! We loved our stay and especially enjoyed the kayaks and bikes, great welcome kit of toiletries and kitchen supplies, very comfortable beds and soft sheets, outdoor space to watch the stars, and quiet, peaceful neighborhood. "
United States
l h.
The price is AU$955
includes taxes & fees
6 July - 7 July
Bayfront Modern Retreat • Dock, Kayaks, Views

2 Mi to Downtown: Tranquil Abode in Chincoteague!

2 Mi to Downtown: Tranquil Abode in Chincoteague!
3.0 star property
Up the Neck
The price is AU$492
includes taxes & fees
28 June - 29 June
2 Mi to Downtown: Tranquil Abode in Chincoteague!

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 AU$885
includes taxes & fees
12 July - 13 July
Pet-friendly creekside cottage w/ backyard

Assateageue Inn 104 by Seaside Vacations & Sales

Assateageue Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.4 out of 10, Exceptional, (29 reviews)
"Convenient location with everything we needed"
United States
John S.
The price is AU$377
includes taxes & fees
15 July - 16 July
Assateageue Inn 104 by Seaside Vacations & Sales

Salisbury Riverfront Lofts

Salisbury Riverfront Lofts
3.0 star property
Salisbury
9.2 out of 10, Wonderful, (25 reviews)
"It was a great stay nice comfortable place "
United States
Adam
The price is AU$393
includes taxes & fees
30 June - 1 July
Salisbury Riverfront Lofts

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, (44 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is AU$759
includes taxes & fees
10 July - 11 July
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

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)
"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
The price is AU$515
includes taxes & fees
28 June - 29 June
Summer is here on Smith Island! Come out and enjoy a great season on the Bay

Salisbury Cottage

Salisbury Cottage
Salisbury
10.0 out of 10, Exceptional, (39 reviews)
"My family and I had a great stay was a comfy and safe space to relax and enjoy our Halloween weekend would definitely recommend!"
United States
Mackenzie N.
The price is AU$526
includes taxes & fees
29 June - 30 June
Salisbury Cottage

Deal Island Bay Cottage

Deal Island Bay Cottage
Deal Island
9.6 out of 10, Exceptional, (59 reviews)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is AU$404
includes taxes & fees
13 July - 14 July
Deal Island Bay Cottage

Bella's Beach Retreat by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales
Chincoteague Island
8.0 out of 10, Very good, (8 reviews)
"Off season rates are really reasonable- place is as described- good location- good views- would stay again."
United States
Cindy H.
The price is AU$483
includes taxes & fees
17 July - 18 July
Bella's Beach Retreat by Seaside Vacations & Sales

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (57 reviews)
"Great place on the water. We caught enough crabs off the dock to have dinner. Relaxing place to take the family and enjoy the seaside. I wish we had more time to enjoy."
United States
Randy R.
The price is AU$638
includes taxes & fees
28 June - 29 June
The purple door at the bay.

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
29 June - 30 June
6 Mi to Salisbury: Forest-view Sanctuary!

Salisbury Hideaway

Salisbury Hideaway
Salisbury
10.0 out of 10, Exceptional, (21 reviews)
"Perfect for our weekend away watching college softball!!!"
United States
Michelle S.
The price is AU$522
includes taxes & fees
1 July - 2 July
Salisbury Hideaway

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$463
includes taxes & fees
6 July - 7 July
Palm Villa

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (20 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 AU$383
includes taxes & fees
1 July - 2 July
Cozy Barn Loft: Country Views & Central to Beaches

Cozy 2-bedroom house in Chincoteague

Cozy 2-bedroom house in Chincoteague
Deep Hole
10.0 out of 10, Exceptional, (2 reviews)
"We really enjoyed our stay. It was perfect for our 2 night getaway. Great location for everything on the island. Quiet and comfortable beds. Only suggestion would be a picnic table outside and a fan/vent for the bathroom. Maybe some hooks or place to hang clothes."
United States
Julie M.
The price is AU$504
includes taxes & fees
7 July - 8 July
Cozy 2-bedroom house in Chincoteague

The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (4 reviews)
"Loved staying at this house…plenty of room for everyone."
United States
ashley b.
The price is AU$959
includes taxes & fees
8 July - 9 July
The Neigh-Neigh - Location! Location! Location!
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

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$377 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?

Chincoteague Bay RV Resort & Cottages: This holiday home rental outside of Westover has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a coffee maker and free parking are also available for your convenience.

How many holiday rentals are there in Westover?

Expedia has 6 holiday 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 Coventry Parish Ruins and Great Hope Golf Course.

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.