Westover Holiday Rentals

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Holiday Rentals in Westover

Key West Cottages
3.0 star property
9.8 out of 10, Exceptional, 240 reviews
"Very clean and quite at night.. pool could stay open later but honestly only complaint."
The price is NZ$346
includes taxes & fees
4 Jun - 5 Jun
Key West Cottages
Blufin Bungalows & Marina
3.0 star property
Blufin Bungalows & Marina
Shackeau East - Magnificent Views!
10.0 out of 10, Exceptional, 2 reviews
"Cozy place with a wonderful view"
Shackeau East - Magnificent Views!
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Cozy Little Cottage on chincoteague island va.
9.2 out of 10, Wonderful, 19 reviews
"This was our second time staying here, with our first being during the summer. The cottage is very clean and overall quite pleasant with a location perfect for bicycling into town and to the beach. However, this cottage really needs heat if it is to be rented during the cooler months. The owner did provide a portable heater at our request, which did warm the place, but was very noisy. Would stay again but only in the warmer weather. "
Cozy Little Cottage on chincoteague island va.
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
9.8 out of 10, Exceptional, 259 reviews
"Tiny, but perfect for 2 people. The screened in porch was a huge bonus, we spent alot of time out there in the comfy hammock chairs without having to worry about bugs. The listing is misleading with the "water view" though. Its close to the water but theres a row of houses between that blocks the view. Overall great stay, easy check-in, quiet neighborhood. We would definitely come back"
Island Breeze Cottage w/ screened porch. Water view! Quiet location!
Waterfront on Marsh Island!
9.2 out of 10, Wonderful, 7 reviews
"Such a great island to visit. The Bay view was perfect. Got to see the sunset on our first night. Easy trip onto the Island for dinner at Rope Walk and Bills Steak & Seafood. Both were excellent. The bed was not very comfortable and the AC was not the greatest. Overall a great place to stay for a long weekend."
Waterfront on Marsh Island!
2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse
9.6 out of 10, Exceptional, 38 reviews
"Snug Harbor is simply amazing, and is truly a home away from home. The location is on the water with amazing views of the lighthouse and the poines. There are tiki huts, lawn chairs, etc. for you to enjoy. Basia and Captain John can take you on kayak and boat tours. I highly recommend taking a guided tour as you learn so much history. Our hosts were so committed to us having a great time and went the extra mile so we could see the poines every chance possible. The cottages are comfortable...
2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse
Quaint Cottages Near Everything on Beach Road
9.6 out of 10, Exceptional, 25 reviews
"Quiet neighborhood. Conveniently close to the refuge and restaurants."
Quaint Cottages Near Everything on Beach Road
SeaLaVie!!!
10.0 out of 10, Exceptional, 23 reviews
"This was a convenient nice cottage not far from Maddox and piney island / community boat ramp/kayak launch. Added bonus pet friendly. We had a very nice stay at this location. Easy check in & check out."
SeaLaVie!!!
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
10.0 out of 10, Exceptional, 27 reviews
"The house is a character in itself, loved the stay."
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
Only 5 min. from the Beach!
8.8 out of 10, Excellent, 8 reviews
"Clean, two room, 2.bathroom with 2 fridges. Felt safe there. Walk to bars and restaurants. Mini golf nearby. We were happy to find a coffee pot, not Keurig. Air fryer was a nice touch but we didn't use it. We took the saltwater pony boat tour with Henry - well worth it. Got some amazing pictures. Bring binoculars for birdwatching."
Only 5 min. from the Beach!
Cabin at Holdens Creek on Eastern Shore of VA
9.6 out of 10, Exceptional, 145 reviews
"We get together once a year, 5 guys, to hang out, catch up, shoot skeet, target shoot and fish. We do this at a different location every year. This location worked out great. It was private, allowed shooting and had enough room to sleep 5. We would use this cabin again!"
Cabin at Holdens Creek on Eastern Shore of VA
5 minutes to Assateague National Seashore!
9.2 out of 10, Wonderful, 5 reviews
"Our stay this time was in a different room than last December but just as good! The view was great- location was very convenient. Room clean and orderly. Everything as described. It is perfect for my husband and I, has everything we need. The toaster didn’t work and they replaced it immediately. We stayed two extra days! Loved it! Will definitely book again! Thank you!"
5 minutes to Assateague National Seashore!
The Hideaway Cottage
10.0 out of 10, Exceptional, 68 reviews
"Enjoy Don's cottage - the screened in patio was lovely to enjoy coffee and do some light office work. Kitchen had enough of everything to heat or prepare simple meals. Hot water was plentiful and pressure good in the shower. Bed was comfortable. The area is very quiet at night but during the day there is a small business next door that you do hear light people chatter/deliveries. I would say this location is like a modern cabin - just enough of everything but still feels rustic."
The Hideaway Cottage
Beautiful Bayfront with Sanctuary Private Beach
9.2 out of 10, Wonderful, 10 reviews
"House was exactly as advertised and expected. Would stay agian for sure"
The price is NZ$645
includes taxes & fees
9 Jun - 10 Jun
Beautiful Bayfront with Sanctuary Private Beach
Only 5 min to Assateague National Seashore!
9.2 out of 10, Wonderful, 5 reviews
"It was a little difficult to find, but in a quiet area. Bedroom MAY be warm in summer because the AC is only in the living room/ kitchen area. The heat worked very well, but the thermostats were very inaccurate. 50F was closer to 75-80. Even my freezing wife was very warm"
The price is NZ$427
includes taxes & fees
16 Jun - 17 Jun
Only 5 min to Assateague National Seashore!
Cottage near the Bay
9.0 out of 10, Wonderful, 13 reviews
"Come stay at this wonderful house in lovely Crisfield Maryland. You won't be sorry. The host is fantastic and gets back to you quickly if you have questions. Thank you for everything."
The price is NZ$323
includes taxes & fees
4 Jun - 5 Jun
Cottage near the Bay
Waterfront 3 bedroom condo. Spring is here!
10.0 out of 10, Exceptional, 20 reviews
"Very relaxing time. The condo was beautiful"
Waterfront 3 bedroom condo. Spring is here!
Tranquil Shores - Relaxation With a Water View!
9.8 out of 10, Exceptional, 116 reviews
"love the house, the location and it is the perfect size. Deck and screened porch are perfect too. Nice neighborhood also. Very clean and comfy. Thank you for allowing well behaved dogs too :)"
Tranquil Shores - Relaxation With a Water View!
Small cottage for those little getaways
10.0 out of 10, Exceptional, 89 reviews
"Enjoyed our time great bang for the buck."
Small cottage for those little getaways
Don't see what you're looking for?
See all available properties in Westover
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.

Other types of properties in Westover you may be interested in

Refuge Inn
3.0 star property
9.6 out of 10, Exceptional, 1,009 reviews
"We will definitely be back!"
The price is NZ$174
includes taxes & fees
11 Jun - 12 Jun
Refuge Inn
Comfort Suites Chincoteague Island Bayfront Resort
2.5 star property
9.6 out of 10, Exceptional, 1,003 reviews
"Lovely view, clean, recently updated, comfortable bed. I would suggest improved pillows."
The price is NZ$347
includes taxes & fees
13 Jun - 14 Jun
Comfort Suites Chincoteague Island Bayfront Resort
Best Western Salisbury Plaza
2.5 star property
6.2 out of 10, 612 reviews
"Nice property. Check in and check out was easy. The parking is gated so there was plenty of room. Room was clean. "
The price is NZ$175
includes taxes & fees
16 Jun - 17 Jun
Best Western Salisbury Plaza
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Westover holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Westover. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Westover. Seeing all the best attractions is bound to make you fall in love with Westover. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Westover short-term rentals, that won’t be hard to do.

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 has 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 holiday rentals are there in Westover?

Expedia has 3 holiday rentals for your stay in Westover.

What can I see and do in Westover?

Explore the area and family-friendly sights such as Delmarva Discovery Center, or get out into nature at a spot like Pocomoke River State Park. 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.

Recent reviews of Westover properties
Expedia verified reviews