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Search results; Over 1,000 homes

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Guest house in Cummington
Cozy Hilltown Cottage
1 bedroom, 2 beds, 1 bathroom
5–10 Oct
4.99 out of 5 average rating, 222 reviews
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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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Home in Wareham
Sunset Cove Beach
2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
4.99 out of 5 average rating, 120 reviews
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Tiny home in Marblehead
Marblehead Tiny House
2 bedrooms, 3 beds, 1 bathroom
14–19 Nov
4.99 out of 5 average rating, 260 reviews
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Top guest favourite
Bed and breakfast in West Newbury
Beautiful 1 bedroom with adjacent lounge area
1 bedroom, 1 queen bed, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 67 reviews
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Tiny home in Scituate
Coastal Studio Retreat • Sauna • Fall Promo
1 bedroom, 2 beds, 1 bathroom
19–24 Sept
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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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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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Flat in Rockport
Oceanfront Retreat w/ Deck & Parking
2 bedrooms, 4 beds, 2 bathrooms
20–25 Nov
4.99 out of 5 average rating, 91 reviews
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Home in Brimfield
Little Alum-Lakefront Home
3 bedrooms, 5 beds, 1.5 bathrooms
18–23 Sept
4.96 out of 5 average rating, 25 reviews
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Camper van/Motorhome in Hadley
Beautiful Country Escape
1 bedroom, 4 beds, 1 bathroom
21–26 Sept
New place to stay
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Room in Gloucester
Suite Magnolia-private entrance-whirlpool bath
1 king bed, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 68 reviews
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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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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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Guest house in North Adams
Netherwood - North Adams Guest House with Views
3 bedrooms, 3 king beds, 3 bathrooms
1–6 Nov
5.0 out of 5 average rating, 337 reviews
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Guest house in Sharon
Carriage House on Lake Massapoag
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
5.0 out of 5 average rating, 16 reviews
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Home in Plymouth
Oceanfront Year-Round Romantic Getaway w/Hot Tub
4 bedrooms, 4 king beds, 4.5 bathrooms
8–13 Nov
4.98 out of 5 average rating, 48 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