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Search results; Over 1,000 homes in Portsmouth

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Guest favourite
Apartment in Portsmouth
Downtown City Gem Groups A+ Locale Privacy Parking
3 bedrooms, 5 beds, 1.5 private bathrooms
15–20 Nov
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4.95 out of 5 average rating, 850 reviews
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Tiny home in Kittery
water view property "The Little House"
1 bedroom, 1 double bed, 1 bathroom
7–12 Nov
4.96 out of 5 average rating, 599 reviews
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Flat in Portsmouth
The Penthouse on Penhallow
2 bedrooms, 3 beds, 3.5 bathrooms
30 Oct – 4 Nov
4.99 out of 5 average rating, 119 reviews
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Home in Rye
*Beachfront* Vintage Coastal Cottage - Relaxation
2 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.98 out of 5 average rating, 388 reviews
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Cottage in Eliot
Salty Mermaid Cottage/Boat House
2 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
4.99 out of 5 average rating, 213 reviews
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Flat in Portsmouth
Enjoy downtown Portsmouth!
1 queen bed, 1 bathroom
25–30 Oct
4.96 out of 5 average rating, 159 reviews
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Guest favourite
Home in Kittery
Riverside island home between Portsmouth & Kittery
3 bedrooms, 4 beds, 1 bathroom
10–15 Nov
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Flat in Portsmouth
The Banke House | 1 Block from Market Square
3 bedrooms, 3 beds, 3 bathrooms
2–7 Nov
5.0 out of 5 average rating, 26 reviews
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Guest favourite
Flat in Greenland
The Fox & Feather 1BRCoastal Loft@ Silver Fox Farm
1 bedroom, 1 queen bed, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Flat in Kittery
Goose Point Getaway (a boutique AirBnB experience)
1 bedroom, 2 beds, 1 bathroom
9–14 Nov
4.98 out of 5 average rating, 308 reviews
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Top guest favourite
Loft in Durham
Beside the Oyster River
1 bedroom, 1 queen bed, 1 bathroom
14–19 Nov
4.95 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Kittery
Newly renovated cottage
2 bedrooms, 2 beds, 1 bathroom
25–30 Sept
4.97 out of 5 average rating, 165 reviews
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Guest suite in Portsmouth
Charmingly renovated carriage house in Downtown.
1 bedroom, 2 beds, 1.5 bathrooms
18–23 Oct
4.95 out of 5 average rating, 112 reviews
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Top guest favourite
Home in Portsmouth
Steps to Downtown, 4 Parking Spots, Noon Checkout
4 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 139 reviews
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Home in Rye
Fall Season at the Beach! Jenness Beach 2026
3 bedrooms, 6 beds, 1 bathroom
8–13 Nov
4.93 out of 5 average rating, 83 reviews
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Top guest favourite
Farm stay in Eliot
The Den at Shilo Farm
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 90 reviews
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Home in Rye
Endless Summers
4 bedrooms, 6 beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Guest house in Kittery
Guesthouse w/ EV charger, deck, & fire pit.
2 bedrooms, 2 queen beds, 1.5 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 414 reviews
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Guest favourite
Guest house in Eliot
Skylights & Tides King Studio - Kittery/Portsmouth
1 bedroom, 2 beds, 1.5 bathrooms
25–30 Oct
4.9 out of 5 average rating, 63 reviews