Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Westover
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Amazing pools
Rooms
Lake
Vineyards
Beachfront
Amazing views
Chef's kitchens
Cabins
Play
Farms
Trending
Bed & breakfasts
New
Tiny homes
Mansions
Lakefront
Grand pianos
Camping
Design
Golfing
Surfing
Beach
Filters
0
Display total before taxes
Show map
Search results; 896 places in Westover
896 places in Westover
Guest favorite
Guest favorite
Cottage in Westover
Mary’s Cottage{at Old Beauchamp Homestead}
2 beds
2 beds
Apr 19 – 24
Apr 19 – 24
$175
$150
night
$150 per night, originally $175
4.93 out of 5 average rating, 28 reviews
4.93 (28)
Guest favorite
Guest favorite
Home in Westover
Waterfront Chesapeake Bay Retreat
6 beds
6 beds
Apr 21 – 26
Apr 21 – 26
$339
night
$339 per night
4.97 out of 5 average rating, 58 reviews
4.97 (58)
Cottage in Westover
Dog-Friendly Westover Cottage w/ River Access!
4 beds
4 beds
Apr 20 – 25
Apr 20 – 25
$127
night
$127 per night
New place to stay
New
Guest favorite
Guest favorite
Cottage in Westover
Heaven on the Bay - A Peaceful Waterfront Retreat
3 beds
3 beds
May 5 – 10
May 5 – 10
$234
night
$234 per night
4.92 out of 5 average rating, 142 reviews
4.92 (142)
Guest favorite
Guest favorite
Home in Westover
Sportsman's Cottage
3 beds
3 beds
Apr 19 – 24
Apr 19 – 24
$166
$148
night
$148 per night, originally $166
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Guest favorite
Guest favorite
40
Reviews
4.78
Rating
5
Years hosting
Room in Westover
Stay with Hamroz
Stay with Hamroz
Hosting for 5 years
,
·
Hosting for 5 years
"Immerse into nature in Westover, MD"
Apr 19 – 24
Apr 19 – 24
$50
night
$50 per night
4.78 out of 5 average rating, 40 reviews
4.78 (40)
Home in Deal Island Historic District
Rusty Anchor
May 1 – 6
May 1 – 6
$96
night
$96 per night
New place to stay
New
Guest favorite
Guest favorite
Cabin in Westover
Chalet Style Home, private country setting
2 beds
2 beds
Apr 21 – 26
Apr 21 – 26
$210
night
$210 per night
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Superhost
Superhost
Home in Westover
Private beach with comfort
5 beds
5 beds
Apr 20 – 25
Apr 20 – 25
$350
night
$350 per night
4.95 out of 5 average rating, 19 reviews
4.95 (19)
Guest favorite
Guest favorite
Cottage in Westover
Rumbley Cottage on the Tangier Sound-Private Beach
2 queen beds
2 queen beds
Oct 29 – Nov 3
Oct 29 – Nov 3
$295
night
$295 per night
4.99 out of 5 average rating, 180 reviews
4.99 (180)
Guest favorite
Guest favorite
Farm stay in Westover
Big Cozy Loft Overlooking the Farm and River
1 king bed
1 king bed
Apr 23 – 28
Apr 23 – 28
$175
night
$175 per night
5.0 out of 5 average rating, 70 reviews
5.0 (70)
Guest favorite
Guest favorite
Farm stay in Westover
The Homestead at Sugar Water Manor Farm Stay
2 beds
2 beds
Apr 23 – 28
Apr 23 – 28
$325
night
$325 per night
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Guest favorite
Guest favorite
Cottage in Deal Island
Water View Cottage
3 beds
3 beds
Apr 19 – 24
Apr 19 – 24
$125
night
$125 per night
4.93 out of 5 average rating, 119 reviews
4.93 (119)
Superhost
Superhost
Home in Princess Anne
Ole Pirate House
3 beds
3 beds
Apr 19 – 24
Apr 19 – 24
$92
$82
night
$82 per night, originally $92
4.83 out of 5 average rating, 6 reviews
4.83 (6)
Superhost
Superhost
Guest suite in Westover
The Hideaway Suite
1 double bed
1 double bed
Apr 19 – 24
Apr 19 – 24
$90
night
$90 per night
4.85 out of 5 average rating, 47 reviews
4.85 (47)
Guest favorite
Guest favorite
22
Reviews
4.95
Rating
3
Years hosting
Room in Westover
Stay with Anna Mae
Stay with Anna Mae
Retired
,
·
Retired
Country Serenity
Apr 19 – 24
Apr 19 – 24
$65
night
$65 per night
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Guest favorite
Guest favorite
Farm stay in Westover
Farm House Stay on the Eastern Shore of Maryland
3 beds
3 beds
Apr 23 – 28
Apr 23 – 28
$425
night
$425 per night
5.0 out of 5 average rating, 60 reviews
5.0 (60)
Guest favorite
Guest favorite
Apartment in Pocomoke City
Pansy’s Retreat
1 bed
1 bed
May 1 – 6
May 1 – 6
$99
night
$99 per night
4.96 out of 5 average rating, 53 reviews
4.96 (53)
1
2
3
4
…
15