Westover Vacation 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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 9 - Aug 10
Tomorrow
Aug 10 - Aug 11
Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24

Vacation Rentals in Westover

Blufin Bungalows & Marina
Exterior

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (163)
"excellent place to stay on the water"
Blufin Bungalows & Marina
Key West Cottages
Exterior

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (420)
"Beautiful pool areas, lots to do, and plenty of room with a family of 5! "
Key West Cottages
Strawberry Crossroads
Exterior

Strawberry Crossroads

2.0 star property
8.4 out of 10, Very Good, (5)
"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!
Beach

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

9.6 out of 10, Exceptional, (46)
"Lovely , peaceful mini vacation"
2BR Waterfront Cottage with the Most Spectacular View of lighthouse!
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Exterior

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 ￥22,456
￥68,189 total
includes taxes & fees
Sep 2 - Sep 3
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Waterfront on Marsh Island!
Interior

Waterfront on Marsh Island!

8.8 out of 10, Excellent, (32)
"Small Cozy condo for couples. Very quiet and relaxing with great sunrises and sunsets! Great location with being on the water!"
Waterfront on Marsh Island!
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (54)
"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 ￥19,206
￥45,294 total
includes taxes & fees
Sep 4 - Sep 5
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Cabin at Holdens Creek on Eastern Shore of VA
Interior

Cabin at Holdens Creek on Eastern Shore of VA

9.6 out of 10, Exceptional, (171)
"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
Historic home on Smith Island w/ dock!
Beach

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!
5 minutes to Assateague National Seashore!
Flat-screen TV

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 ￥19,521
￥34,192 total
includes taxes & fees
Sep 9 - Sep 10
5 minutes to Assateague National Seashore!
Only 5 min to Assateague National Seashore!
Terrace/patio

Only 5 min to Assateague National Seashore!

9.6 out of 10, Exceptional, (17)
"Nice place. "
The price is ￥19,521
￥34,192 total
includes taxes & fees
Sep 9 - Sep 10
Only 5 min to Assateague National Seashore!
NEW PET FRIENDLY LISTING ALERT!!
Smart TV, fireplace

NEW PET FRIENDLY LISTING ALERT!!

9.4 out of 10, Exceptional, (12)
"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!!
The purple door at the bay.
Terrace/patio

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 ￥25,855
￥69,585 total
includes taxes & fees
Aug 24 - Aug 25
The purple door at the bay.
Cottage near the Bay
Dining

Cottage near the Bay

9.0 out of 10, Wonderful, (41)
"great, peaceful "
The price is ￥11,967
￥27,719 total
includes taxes & fees
Aug 11 - Aug 12
Cottage near the Bay
Salisbury Riverfront Lofts
Apartment D: Riverfront Grand | In-room dining

Salisbury Riverfront Lofts

3.0 star property
9.2 out of 10, Wonderful, (21)
"Very nice place clean & roomy."
The price is ￥10,291
￥37,320 total
includes taxes & fees
Aug 13 - Aug 14
Salisbury Riverfront Lofts
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.
Smart TV, fireplace

Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.

10.0 out of 10, Exceptional, (142)
"Perfect cozy place to stay at the end of a quiet pine tree lined street with easy access to the national park and all it offers."
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.
Small cottage for those little getaways
Exterior

Small cottage for those little getaways

10.0 out of 10, Exceptional, (112)
"Great place, cozy and easy to park and get around. "
Small cottage for those little getaways
Quaint Cottages Near Everything on Beach Road
Exterior

Quaint Cottages Near Everything on Beach Road

9.4 out of 10, Exceptional, (36)
"Location, location, location"
Quaint Cottages Near Everything on Beach Road
The Happy Crab - Waterfront on Chincoteague Island!
Terrace/patio

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!
Daisey Cottage - Pet friendly w/ Fenced yard!
Outdoor dining

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!
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
Sign in
Sign up, it's free

Top Westover Hotel Reviews

Chincoteague Inn

Chincoteague Inn

10/10 Excellent
"Room was updated and comfortable. Staff was the best. Line up early for Captain Zack across the street! 2 hr wait for dinner "
Elizabeth 1-night trip
Posted 13 hours ago
Chincoteague Inn

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. Our travelers also rate Paradise Awaits........ as a favorite home for rent in Westover.

How many vacation rentals are there in Westover?

Expedia has 4 vacation 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 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.