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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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Guest house in Cambridge
The Place in Cambridge-Summer is here!
1 bedroom, 1 queen bed, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 61 reviews
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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
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Home in Frederick
Firepit Patio Retreat · Downtown Frederick 2BR
2 bedrooms, 2 queen beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
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Flat in Chestertown
Carriage House Studio -Secluded "Treehouse" Escape
2 king beds, 1 bathroom
11–16 Oct
4.97 out of 5 average rating, 302 reviews
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Room in Annapolis
Guest Suite Getaway near Naval Academy Stadium
1 bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 175 reviews
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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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Cottage in Tall Timbers
Charming Waterfront Cottage with Sunset Views
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 80 reviews
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Cabin in Frederick
Misty Hill Lodge-Frederick
2 bedrooms, 2 beds, 2 bathrooms
9–14 Nov
4.98 out of 5 average rating, 132 reviews
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Home in Deale
Charming Waterfront 3BR Cottage on Chesapeake Bay
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Hollywood
Waterfront Home: Osprey Getaway
4 bedrooms, 6 beds, 3 bathrooms
27 Sept – 2 Oct
4.99 out of 5 average rating, 108 reviews
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Cottage in North East
Vintage Waterfront Cottage with Stunning Sunsets
2 bedrooms, 4 beds, 2.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 66 reviews
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Guest house in Cambridge
The Loft at Sailor's Retreat. Waterfront Apartment
1 bedroom, 1 king bed, 1 bathroom
29 Oct – 3 Nov
4.99 out of 5 average rating, 123 reviews
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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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Tiny home in Saint Inigoes
Historic St.Mary's City at the Lazy Bear Cottage
1 bedroom, 1 double bed, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 414 reviews
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Home in Annapolis
Welcoming Luxury Estate for Family, Friends, Pets
7 bedrooms, 6 beds, 6.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 31 reviews
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Room in Deale
Sunrise Suite Exquisite Bay View Lux/Rom/Spiritual
1 bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 13 reviews
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Home in Tracys Landing
The Little Gypsy BoHome
3 bedrooms, 3 king beds, 2 bathrooms
9–14 May
4.99 out of 5 average rating, 255 reviews