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Search results; Over 1,000 homes

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Top guest favourite
Home in Boston
Your own cottage in the city
1 bedroom, 1 queen bed, 1 bathroom
2–7 Nov
5.0 out of 5 average rating, 30 reviews
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Top guest favourite
Guest house in Rockport
Sea Mist Cottage Rockport, MA
1 queen bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 271 reviews
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Top guest favourite
Flat in Rockport
Oceanfront Retreat w/ Deck & Parking
2 bedrooms, 4 beds, 2 bathrooms
20–25 Nov
4.99 out of 5 average rating, 93 reviews
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Top guest favourite
Guest house in Cummington
Cozy Hilltown Cottage
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 222 reviews
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Top guest favourite
Tiny home in Marblehead
Marblehead Tiny House
2 bedrooms, 3 beds, 1 bathroom
14–19 Nov
4.99 out of 5 average rating, 261 reviews
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Top guest favourite
Home in Plymouth
Fabulous Cottage, minutes from Buzzard’s Bay
2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Cottage in Monterey
Beaver Lodge
3 bedrooms, 3 queen beds, 1.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 83 reviews
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Top guest favourite
Home in Plymouth
Ocean view home on Cape Cod Bay
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 56 reviews
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Top guest favourite
Guest suite in Ashburnham
The Ginger Bed King Suite
1 bedroom, 1 king bed, 1 bathroom
3–8 Oct
4.98 out of 5 average rating, 543 reviews
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Top guest favourite
Farm stay in Worthington
Like sleeping on a cloud
2 bedrooms, 3 beds, 3 bathrooms
9–14 Nov
4.98 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Brimfield
Little Alum-Lakefront Home
3 bedrooms, 5 beds, 1.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 25 reviews
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Top guest favourite
Apartment in Marblehead
Harbor View Suite
3 bedrooms, 5 beds, 1 bathroom
7–12 Nov
4.99 out of 5 average rating, 266 reviews
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Top guest favourite
Rooms in Harvard
Luxury Retreat at Sowa Goat Sanctuary
2 bedrooms, 2 queen beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 84 reviews
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Luxe
Home in Sandwich
Waterfront home w/ Beach access
5 bedrooms, 9 beds, 3.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 64 reviews
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Tiny home in Scituate
Coastal Studio Retreat • Sauna • Fall Promo
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
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Guest favourite
Home in Barnstable
Panoramic Bali-Style Retreat on Wequaquet Lake!
6 bedrooms, 10 beds, 5.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Brockton
Home away from home
1 bedroom, 1 queen bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Home in Shrewsbury
Historical New England retreat
3 bedrooms, 3 beds, 2.5 bathrooms
11–16 Oct
4.98 out of 5 average rating, 48 reviews