filters

Search results; Over 1,000 homes

Guest favourite
Home in Shady Side
Waterfront Coastal Retreat w/ Beach Access
3 bedrooms, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Stevensville
Private & Peaceful Water Views, Big Deck, Games
3 bedrooms, 5 beds, 3 bathrooms
21–26 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Mount Airy
Private sauna retreat with country views
4 bedrooms, 4 queen beds, 3 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 85 reviews
Top guest favourite
Home in Waldorf
Spacious & Luxury Retreat Home in Waldorf
4 bedrooms, 4 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Shady Side
A Happy Place
3 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Annapolis
8 Bells Bungalow - Cozy, Stylish, Prime Location
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Hyattsville
Éclair: Cozy basement nest near NE, D.C.
1 bedroom, 2 beds, 1 bathroom
30 Sept – 5 Oct
5.0 out of 5 average rating, 12 reviews
Home in Severn
Jo’s Luxury Retreat
2 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Townhouse in Frederick
Positive vibes on Market St
3 bedrooms, 3 beds, 1 bathroom
2–7 Nov
4.98 out of 5 average rating, 177 reviews
Top guest favourite
Home in Lusby
Sandy Beachfront A-Frame w/ Hottub & Private Dock
4 bedrooms, 7 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Deale
Charming Waterfront 3BR Cottage on Chesapeake Bay
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Home in Rockville
Windsor Manor 6BR perfect for Families and Group
6 bedrooms, 7 beds, 3.5 bathrooms
18–23 Sept
4.67 out of 5 average rating, 3 reviews
Top guest favourite
Home in Chestertown
The Garden Estate: Historic Town Center Home
5 bedrooms, 6 beds, 4 bathrooms
20–25 Sept
5.0 out of 5 average rating, 253 reviews
Home in Woodlawn
Private 1BR & Living Room W/Private Entrance
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Annapolis
Relaxing Water Views - Mill Creek Cottage
2 bedrooms, 2 king beds, 1 bathroom
3–8 Oct
4.97 out of 5 average rating, 471 reviews
Guest favourite
Home in Fishing Creek
'The Bayside Escape' Remote Chesapeake Bay Estate
6 bedrooms, 14 beds, 4.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Stevensville
Kent Island Waterfront | Swim Spa + Sauna + Beach
4 bedrooms, 6 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Townhouse in McHenry
Our Lovely Lake Retreat
3 bedrooms, 4 beds, 2.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 111 reviews