Westover Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Westover holiday rentals

Cottage in Downtown Chincoteague

Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, (495)
"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."
United States
julie
Key West Cottages
3.0 star property
The price is NZ$447
includes taxes & fees
12 Jan - 13 Jan
6 Mi to Salisbury: Forest-view Sanctuary!

Apartment in Salisbury

Salisbury Riverfront Lofts
3.0 star property
9.4 out of 10, Exceptional, (23)
"It was a great stay nice comfortable place "
United States
Adam
The price is NZ$451
includes taxes & fees
2 Feb - 3 Feb
Salisbury Riverfront Lofts

Holiday Home in Crisfield

Cottage near the Bay
8.8 out of 10, Excellent, (52)
"Great little place "
United States
Eric R.
The price is NZ$326
includes taxes & fees
9 Jan - 10 Jan
Cottage near the Bay
10.0 out of 10, Exceptional, (7)
"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "
United States
James E.
The price is NZ$432
includes taxes & fees
6 Jan - 7 Jan
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
10.0 out of 10, Exceptional, (1)
"Helpful host, clean house, peaceful location! "
United States
Jennifer P.
The price is NZ$357
includes taxes & fees
13 Jan - 14 Jan
Tangier Escape, great place get away from it all on Deal Island, MD.

Cottage in Deal Island

Deal Island Bay Cottage
9.6 out of 10, Exceptional, (58)
"We got every year and stay here, it’s great! "
United States
Margaret H.
The price is NZ$455
includes taxes & fees
4 Jan - 5 Jan
Deal Island Bay Cottage
9.4 out of 10, Exceptional, (137)
"Nice and quiet spot on island, kind of away from the busy parts of island. "
United States
Derek W.
The price is NZ$638
includes taxes & fees
5 Jan - 6 Jan
Cozy cottage w/creekside fire pit & grill
9.6 out of 10, Exceptional, (22)
"This was a great home-base as we trekked around Assateague and Chincoteague on our honeymoon. Very convenient to the Virginia side entrance to Assateague and the kitchen is perfect for breakfast and simple dinners. I was pleased to see the kitchen had everything you could need for basic cooking & there were a variety of drink glasses for both beer & wine!"
United States
Rosalynde V.
The price is NZ$333
includes taxes & fees
11 Jan - 12 Jan
Assateague Inn 104 by Seaside Vacations & Sales

Holiday Home in Salisbury

Salisbury Cottage
10.0 out of 10, Exceptional, (34)
"House is fabulous very clean host are very responsive Great location Attended the annual Seagull Century and super convenient to the university Would definitely stay again Group from Pittsburgh "
United States
Donald T.
The price is NZ$576
includes taxes & fees
15 Jan - 16 Jan
Salisbury Cottage
9.6 out of 10, Exceptional, (42)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is NZ$698
includes taxes & fees
13 Jan - 14 Jan
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Condo in Chincoteague Island

Only 5 min. from the Beach!
9.2 out of 10, Wonderful, (31)
"Great location that was very clean, kid friendly, and good amenities! Liked how close it was to everything, very walkable."
United States
Jeananne K.
The price is NZ$330
includes taxes & fees
13 Jan - 14 Jan
Only 5 min. from the Beach!

Holiday Home in Downtown Chincoteague

The Neigh-Neigh - Location! Location! Location!
10.0 out of 10, Exceptional, (4)
"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"
United States
Bob S.
The price is NZ$655
includes taxes & fees
12 Jan - 13 Jan
The Neigh-Neigh - Location! Location! Location!
8.4 out of 10, Very good, (5)
"It was seamless. Would stay here again."
United States
Joe C.
The price is NZ$398
includes taxes & fees
2 Feb - 3 Feb
Deluxe corner apartment with riverfront views close to dining and downtown

Condo in Chincoteague Island

A Bargain on Chincoteague Island!
8.8 out of 10, Excellent, (3)
"Overall the place was nice enough for the cost. "
United States
Stacey S.
The price is NZ$328
includes taxes & fees
2 Feb - 3 Feb
A Bargain on Chincoteague Island!

Holiday Home in Salisbury

Salisbury Hideaway
10.0 out of 10, Exceptional, (20)
"This property was wonderful for our trip to Salisbury for my daughter's travel softball tournament. It was only 30-45 minutes from Ocean City (give or take traffic), and very close to many shopping areas and restaurants. The property itself was very clean and provided many necessities. "
United States
Lisa H.
The price is NZ$548
includes taxes & fees
4 Jan - 5 Jan
Salisbury Hideaway
10.0 out of 10, Exceptional, (2)
"The hosts were wonderful, the house is beautiful, access & location was perfect. Next time I'm in the area & this place is avaliable, this is where I want to stay again. I recommend this house if you're in the area!!!Thanks to The Smiths"
United States
Sadat J.
The price is NZ$367
includes taxes & fees
3 Jan - 4 Jan
Quaint house in small town of Snow Hill, MD.Centrally located to 3 local beaches

Holiday Home in Captain's Cove

The purple door at the bay.
9.2 out of 10, Wonderful, (54)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is NZ$783
includes taxes & fees
13 Jan - 14 Jan
The purple door at the bay.
9.8 out of 10, Exceptional, (15)
"Such a lovely, cozy little house. Right in town. We could walk to restaurants and the bakery. We really enjoyed talking with the islanders and the walk out to Rhodes Point was beautiful. "
United States
Debra M.
The price is NZ$499
includes taxes & fees
14 Jan - 15 Jan
Come escape to Smith Island for the winter and enjoy nature, peace and quiet
7.4 out of 10, Good, (3)
"Low-quality furniture. needs to be updated"
United States
Susan E.
The price is NZ$330
includes taxes & fees
13 Jan - 14 Jan
Only 5 min from Assateague National Seashore!
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.
Save an average of 15% on thousands of hotels when you're signed in

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 favorite 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 depends 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 NZ$330 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 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 Smart 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 4 holiday rentals for your stay in Westover.

What can I see and do in Westover?

Maddox Island and Hazard Island 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.