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Search results; Over 1,000 homes in Portsmouth

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Top guest favourite
Loft in Portsmouth
Downtown Market St Loft—Style & Cozy, Above it All
1 bedroom, 2 beds, 1.5 private bathrooms
15–20 Nov
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4.96 out of 5 average rating, 306 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 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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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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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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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, 212 reviews
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Top guest favourite
Room in Eliot
Jeremiah Goodwin House, built in 1855 (a)
1 queen bed, 1 bathroom
3–8 Oct
4.95 out of 5 average rating, 494 reviews
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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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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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Top guest favourite
Home in Rye
Fall Season at the Beach! Jenness Beach 2026
3 bedrooms, 6 beds, 1 bathroom
19–24 Sept
4.93 out of 5 average rating, 83 reviews
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Home in Kittery
Charming 3-Bedroom Home - Short Walk to Portsmouth
3 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 75 reviews
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Home in Rye
Cozy Beach Escape - Wallis Sands
1 bedroom, 2 beds, 1 bathroom
3–8 Oct
4.94 out of 5 average rating, 18 reviews
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Camper van/Motorhome in Eliot
Solace
1 bedroom, 1 queen bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 8 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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Flat in York
"The Den" at Foxhollow
1 bedroom, 1 king bed, 1 bathroom
28 Sept – 3 Oct
New place to stay
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Guest favourite
Flat in Portsmouth
Light, spacious apartment in Portsmouth
1 bedroom, 2 beds, 1 bathroom
17–22 Sept
4.92 out of 5 average rating, 165 reviews
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Top guest favourite
Flat in Kittery
Kittery Point Seaside Getaway
1 bedroom, 3 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 28 reviews