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Search results; Over 1,000 places

Guest favourite
Home in Rock Hall
Chesapeake Bay Retreat w/ Views!
4 beds
12 – 17 May
5.0 out of 5 average rating, 16 reviews
Guest favourite
Home in Cape Charles
Modern Private Beach House close to Cape Charles
On the beach
2 – 7 June
4.99 out of 5 average rating, 104 reviews
Guest favourite
Apartment in Lexington Park
Adorable Waterfront Apartment Weekend Getaway
1 queen bed
23 – 28 Sept
5.0 out of 5 average rating, 313 reviews
Home in Scotland
Beachy Maryland A-Frame: Steps to Chesapeake Bay!
5 beds
5 – 10 May
5.0 out of 5 average rating, 10 reviews
Guest favourite
Tiny home in Saint Inigoes
Historic St.Mary's City at the Lazy Bear Cottage
1 double bed
21 – 26 Apr
4.98 out of 5 average rating, 292 reviews
Superhost
Home in Irvington
Retreat to Wooded Fairytale Cottage with Pool
3 beds
22 – 27 Apr
New place to stay
Guest favourite
Place to stay in Airville
~NEW~Waterfront Log Cabin with Hot Tub
1 queen bed
7 – 12 Dec
4.94 out of 5 average rating, 69 reviews
Superhost
Cottage in Reedville
Bay cottage 🏖on the beach. Stunning views🏝
5 beds
21 – 26 Apr
4.88 out of 5 average rating, 153 reviews
Guest favourite
Treehouse in Machipongo
Treehouse Couple's Retreat
On Smith BeachKayak, Boat ramp,
30 July – 4 Aug
4.95 out of 5 average rating, 21 reviews
Guest favourite
Cottage in Westover
Rumbley Cottage on the Tangier Sound-Private Beach
2 queen beds
29 Oct – 3 Nov
4.99 out of 5 average rating, 180 reviews
Guest favourite
Home in Dameron
Peace Point - Waterfront, Secluded, Home w/hot tub
4 beds
24 – 29 Sept
5.0 out of 5 average rating, 74 reviews
Guest favourite
Cottage in Urbanna
Little Dipper -private beach,Kayaks & paddleboards
3 beds
6 – 11 May
4.99 out of 5 average rating, 134 reviews
Guest favourite
Guesthouse in Glen Burnie
The Crab House - a Private, Waterfront Guest House
1 queen bed
30 Apr – 5 May
4.94 out of 5 average rating, 263 reviews
Guest favourite
Cabin in Cape Charles
Ultimate Cabin Farm Stay Cape Charles
On the lakeLake views,
24 – 29 June
4.97 out of 5 average rating, 96 reviews
Guest favourite
Cabin in Lusby
Peaceful Waterfront Retreat on The Bay
3 beds
20 – 25 July
4.91 out of 5 average rating, 208 reviews
Guest favourite
Guesthouse in Lusby
Cozy Lakeside Studio Retreat.
1 queen bed
21 – 26 Apr
4.97 out of 5 average rating, 133 reviews
Guest favourite
Guesthouse in Gloucester County
Modern Cabin/Amazing view/Hot Tub/Custom Shower
19 – 24 May
4.98 out of 5 average rating, 83 reviews
Guest favourite
Cottage in White Stone
Modern Island Cottage
2 beds
21 – 26 Apr
4.96 out of 5 average rating, 72 reviews
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