Westover, MD Vacation Homes from ￥12,331

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Our top choices for Westover vacation homes

A room with a wooden bench, a lamp, a wicker basket, and a window with sheer curtains.

1. Cottage near the Bay

Crisfield

Karen J.

￥28,046 total

includes taxes & fees

Nov 11 - Nov 12

A hallway with a framed artwork of a bird, a wooden entertainment unit with a TV, and a dining area with a bar stool.

2. Tangier Escape, great place get away from it all on Deal Island, MD.

Deal Island Historic District

Jennifer P.

￥40,567 total

includes taxes & fees

Nov 11 - Nov 12

A single-story house with a front porch, a door, and a mailbox.

3. Salisbury Hideaway

Salisbury

Michelle S.

￥50,415 total

includes taxes & fees

Nov 8 - Nov 9

A living room with a dining area, a TV mounted on the wall, and a ceiling light fixture.

4. Salisbury Cottage

Salisbury

Matthew B.

￥51,909 total

includes taxes & fees

Nov 9 - Nov 10

An outdoor seating area with a view of a waterfront during sunset.

5. Bayfront Modern Retreat • Dock, Kayaks, Views

Captain's Cove

Maggie G.

￥62,594 total

includes taxes & fees

Nov 8 - Nov 9

A sunroom with wicker furniture, large windows, and a view of the water.

6. The purple door at the bay.

Captain's Cove

Rick K.

￥64,515 total

includes taxes & fees

Nov 16 - Nov 17

A two-story house with a balcony and a covered porch.

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

Birch Town

Lori D.

￥61,901 total

includes taxes & fees

Nov 10 - Nov 11

8. 6 Mi to Salisbury: Forest-View Sanctuary!

Parsonsburg

Rebecca M.

￥41,115 total

includes taxes & fees

Nov 18 - Nov 19

A modern kitchen with stainless steel appliances, wooden cabinets, a central island with bar stools, and a window with blinds.

9. Coastal Retreat - EV Charger - Near Marina & Beaches

Captain's Cove

￥55,240 total

includes taxes & fees

Nov 28 - Nov 29

A wooden deck with white railings, a door with a wreath, and two wicker chairs.

10. Come out and enjoy Autumn at the HH Ranch on Smith Island.

Smith Island

Samantha J.

￥50,165 total

includes taxes & fees

Nov 12 - Nov 13

A room with a glass-top coffee table, a white dresser with gold handles, a white door, and a patterned rug.

11. Entire Private Home • Sleeps 6 • Prime Salisbury Location

Salisbury

Nathaniel N.

￥56,612 total

includes taxes & fees

Nov 23 - Nov 24

A row of three-story townhouses with a front porch, a small garden, and a clear blue sky.

12. Central Location~Walk 2 Dining! Beach Pass & Gear!

Deep Hole

Tianna B.

￥39,656 total

includes taxes & fees

Nov 16 - Nov 17

A porch with a blue swing seat, two cushions, and a wooden bench.

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

Downtown Chincoteague

Charles G.

￥42,536 total

includes taxes & fees

Nov 30 - Dec 1

A cozy living room with a sofa, a coffee table, and a TV mounted on the wall.

14. Cozy 2-bedroom house in Chincoteague

Deep Hole

Kendall M.

￥45,276 total

includes taxes & fees

Nov 8 - Nov 9

A covered porch with a red swing chair, white chairs, and a view of the street.

15. The Neigh-Neigh - Location! Location! Location!

Downtown Chincoteague

Veronika B.

￥62,056 total

includes taxes & fees

Nov 8 - Nov 9

View all properties

Top reviews in Westover

A large, historic house with a wrap-around porch and a gazebo, surrounded by lush vegetation and a body of water.

The Whitehaven Hotel

Quantico

10/10 Excellent

Anonymous traveler

A modern indoor pool area with wooden beams, a pool, and seating arrangements.

Hampton Inn & Suites Salisbury/Fruitland

Fruitland

10/10 Excellent

Anonymous traveler

A hotel room with two beds, a TV, a desk, and a lamp.

Rodeway Inn at Somers Cove Marina

Crisfield

10/10 Excellent

Dominick

A covered outdoor area with a table and chairs, overlooking a body of water with a bridge in the distance.

Hampton Inn & Suites Chincoteague Waterfront

Downtown Chincoteague

10/10 Excellent

Hampton Inn is our go-to family hotel, so we've stayed in a bunch, and several have been really nice. This one is the cleanest, friendliest, most-beautifully set we have stayed at. The view from our balcony was amazing. My 5 year old saw her first jelly fish and dolphins swimming in the channel, from our balcony. The beds were very comfortable - there was even a good night light in the bathroom. The breakfast was very well stocked, well managed, and there was plenty of seating, again, with...

Kate

A waterfront hotel with a wooden deck, grassy lawn, and multiple balconies.

Comfort Suites Chincoteague Island Bayfront Resort

Downtown Chincoteague

10/10 Excellent

Tatyana

A large, two-story house with a porch and a garden with purple flowers.

Garden and Sea Inn

New Church

10/10 Excellent

larry

A waterfront house with a balcony, dock, and a view of the water.

Key West Cottages

Downtown Chincoteague

10/10 Excellent

Chris

A round table with a plate of food, two mugs, and two glasses of orange juice on a balcony.

Refuge Inn

Piney Island

10/10 Excellent

Stephanie

A spacious indoor area with a white sofa set, round tables, and large windows offering views of the outdoors.

Spark by Hilton Chincoteague Island

Piney Island

10/10 Excellent

Stayed 3 nights. The staff was more then willing to assist or help in anyway I needed. Starting with the woman at the desk when I checked in. Polite and friendly explained what the motel had and when they have breakfast in the morning. By the way a real hot breakfast, not just pastries and coffee. The rooms were very clean. It was a totally pleasant experience. This will be my first choice of motels when I visit again next fall.

Bob

A waterfront hotel with multiple balconies, a dock, and a calm water body.

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Downtown Chincoteague

10/10 Excellent

I was looking for a place to stay in Chincoteague, Va. My youngest son and his wife were coming from Northern Virginia to meet me and my wife coming from Virginia Beach, Virginia. Our goal was to show my son's wife the wild ponies of Assateague Island. Also the statue of "Misty of Chincoteague" in the local park. Staying at the Fairfield Inn allowed us to get to the park area very quickly. On the last day of our stay we were able to see the ponies, take photos, and enjoy the park. We returned...

Bill