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Top guest favourite
Home in Frederick
Firepit Patio Retreat · Downtown Frederick 2BR
2 bedrooms, 2 queen beds, 1.5 bathrooms
4–9 Oct
4.91 out of 5 average rating, 11 reviews
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Guest house in Silver Spring
The Cozy Haven
2 bedrooms, 2 double beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Shady Side
Waterfront Coastal Retreat w/ Beach Access
3 bedrooms, 1 bathroom
17–22 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Cabin in Middle River
Cozy Waterfront Cabin Escape
2 bedrooms, 2 queen beds, 1.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 60 reviews
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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, 472 reviews
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Guest house in Boonsboro
The White Cottage | A Charming Farm Retreat
2 bedrooms, 2 king beds, 1 bathroom
25–30 Oct
New place to stay
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Top guest favourite
Treehouse in Swanton
The Overlook; A Romantic Treehouse for Two
1 bedroom, 1 bed, 1 bathroom
30 Nov – 5 Dec
4.99 out of 5 average rating, 343 reviews
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Top guest favourite
Home in Stevensville
Private & Peaceful Water Views, Big Deck, Games
3 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Cabin in Oakland
Pool, HotTub, FirePit, EVCharger, & Great Location
6 bedrooms, 10 beds, 4.5 bathrooms
18–23 Oct
4.98 out of 5 average rating, 130 reviews
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Top guest favourite
Home in Greensboro
Cozy 2 bedroom home on wooded private lane
2 bedrooms, 2 queen beds, 2 bathrooms
9–14 Nov
4.97 out of 5 average rating, 145 reviews
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Home in Ridge
A haven on the water.
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
New place to stay
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Top guest favourite
Cabin in Little Orleans
Creek-Side, Woodland Retreat - Red Oak Cabin
2 bedrooms, 4 beds, 1 bathroom
13–18 Oct
5.0 out of 5 average rating, 19 reviews
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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, 33 reviews
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Top guest favourite
Home in Joppatowne
Beautiful house in Joppa
5 bedrooms, 7 beds, 2.5 bathrooms
11–16 Oct
4.96 out of 5 average rating, 26 reviews
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Top guest favourite
Home in Hollywood
Waterfront Home: Osprey Getaway
4 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
4.99 out of 5 average rating, 109 reviews
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Top guest favourite
Cabin in Frederick
Misty Hill Lodge-Frederick
2 bedrooms, 2 beds, 2 bathrooms
9–14 Nov
4.98 out of 5 average rating, 133 reviews
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Top guest favourite
Cottage in North East
Vintage Waterfront Cottage with Stunning Sunsets
2 bedrooms, 4 beds, 2.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 66 reviews
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Top guest favourite
Home in Fort Washington
The Royal Estate
6 bedrooms, 9 beds, 4.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 38 reviews