Westover Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Westover

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (431)
"Great place to stay!"
Key West Cottages

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (165)
"excellent place to stay on the water"
Blufin Bungalows & Marina

Strawberry Crossroads

2.0 star property
8.8 out of 10, Excellent, (6)
"My family really enjoyed the stay, its close enough drive to ocean city while being out of the way. Even after having a double booking issue the property owner made it work for us all. The kids were begging us to stay longer it was so peaceful!"
Strawberry Crossroads

2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

9.6 out of 10, Exceptional, (47)
"Lovely , peaceful mini vacation"
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!

Cabin at Holdens Creek on Eastern Shore of VA

9.6 out of 10, Exceptional, (172)
"Beautiful cabin situated at the back of a farm, very peaceful. Very spacious and inviting. Only a half hour to Chincoteague and an hour to Ocean City. Nice porch with a swing and 2 chairs to sit out in the morning with a cup of coffee (coffee maker provided). We loved having a pool table for our evening entertainment. Only thing we didn't like was the very tiny kitchen, absolutely no counter space at all :( "
Cabin at Holdens Creek on Eastern Shore of VA

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

9.6 out of 10, Exceptional, (42)
"We enjoyed our stay at Waterside. Location was perfect and host was very responsive to questions. A great rental for a few friends and/or family."
The price is NZ$745
includes taxes & fees
4 Sept - 5 Sept
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Waterfront on Marsh Island!

8.8 out of 10, Excellent, (32)
"We stayed in the "Lovers Lane" unit which is on the lower level of this small condo unit. It had access to a secure laundry room, private deck with picnic table, BBQ grill and awesome lighting for night crabbing or fishing right from your private dock! Couldn't ask for more. The unit was very clean. This location has great access to Chincoteague with easy egress and ingress from the Island. If your looking for a quiet stay away from the commercial hustle, this is the place, though the room...
Waterfront on Marsh Island!

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

10.0 out of 10, Exceptional, (55)
"Thank you so much for letting us stay at your house. The location was perfect for walking to restaurants and shops. Did a day at the wildlife refuge and spent some time on the beach. Plan to come back and enjoy another stay. "
The price is NZ$529
includes taxes & fees
4 Sept - 5 Sept
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

The purple door at the bay.

9.2 out of 10, Wonderful, (51)
"Property was slightly run down and had no driveway (just grass). It was in a great neighborhood with a beautiful view. We had to take the trash 15 minutes south when leaving (in the opposite direction of home for us). It was good enough for us to relax and cook but a slight bit expensive for its outdated condition though."
The price is NZ$761
includes taxes & fees
24 Aug - 25 Aug
The purple door at the bay.

Quaint Cottages Near Everything on Beach Road

9.4 out of 10, Exceptional, (39)
"Location, location, location"
Quaint Cottages Near Everything on Beach Road

The Brass Crab - Check in/out any day!

10.0 out of 10, Exceptional, (151)
"Nice property with lots of space."
The Brass Crab - Check in/out any day!

Historic home on Smith Island w/ dock!

9.6 out of 10, Exceptional, (43)
"This property was perfect for a family of 4. It was very clean, the kitchen was well stocked and the neighbors were amazing and helpful. Visit the arcade by the marina right before sunset!"
Historic home on Smith Island w/ dock!

NEW PET FRIENDLY LISTING ALERT!!

9.4 out of 10, Exceptional, (13)
"Lovely home right on the river- fishing to your hearts content Clean, lots to do very peaceful!!! Would definitely come back! Mia is great to work with"
NEW PET FRIENDLY LISTING ALERT!!

5 minutes to Assateague National Seashore!

8.8 out of 10, Excellent, (16)
"There was enough space for 3 adults and to children. The bathroom in the hall has not been updated. The shower was crudy and no towel rack. The spicket for shower/bath in the 2nd bathroom was almost impossible to use. The rental was okay."
The price is NZ$335
includes taxes & fees
17 Sept - 18 Sept
5 minutes to Assateague National Seashore!

Cottage near the Bay

9.0 out of 10, Wonderful, (43)
"great, peaceful "
The price is NZ$319
includes taxes & fees
24 Aug - 25 Aug
Cottage near the Bay

Only 5 min to Assateague National Seashore!

9.6 out of 10, Exceptional, (18)
"Nice place. "
The price is NZ$380
includes taxes & fees
4 Sept - 5 Sept
Only 5 min to Assateague National Seashore!

The Happy Crab - Waterfront on Chincoteague Island!

9.0 out of 10, Wonderful, (14)
"Really enjoyed the place, beautiful sunrises, great little island and food "
The Happy Crab - Waterfront on Chincoteague Island!

Stunning waterfront panoramic view getaway house

10.0 out of 10, Exceptional, (53)
"The roundhouse was amazing on many levels, figuratively and literally. There are many creature, comforts throughout this sprawling home and the views were serene and relaxing, and the couches and beds were comfy! And the host was very helpful and accommodating. Highly recommend would definitely stay here again."
The price is NZ$812
includes taxes & fees
3 Sept - 4 Sept
Stunning waterfront panoramic view getaway house

Daisey Cottage - Pet friendly w/ Fenced yard!

9.6 out of 10, Exceptional, (52)
"Will stay again if available on our next trip"
Daisey Cottage - Pet friendly w/ Fenced yard!

Only 5 min. from the Beach!

9.2 out of 10, Wonderful, (25)
"We were only here for one night, but enjoyed our stay and the cute and cozy accommodations. Great location, and lots of shops and eateries nearby."
The price is NZ$326
includes taxes & fees
8 Sept - 9 Sept
Only 5 min. from the Beach!
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

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. Our travellers also rate Paradise Awaits........ as a favourite home for rent in Westover.

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 Mine Island are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Hazard Island 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.