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Search results; Over 1,000 homes in Portsmouth

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Guest favourite
Flat in Portsmouth
Serene Waterfront Studio in Downtown Portsmouth
Studio, 1 bed, 1 bathroom
4–9 Oct
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4.93 out of 5 average rating, 172 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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Top guest favourite
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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Top guest favourite
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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Top guest favourite
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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Top guest favourite
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
Home in Portsmouth
Portsmouth Landing | 4BDRM, Modern Escape, Central
4 bedrooms, 6 beds, 2 bathrooms
3–8 Nov
5.0 out of 5 average rating, 23 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
8–13 Nov
4.93 out of 5 average rating, 84 reviews
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Top guest favourite
Flat in Portsmouth
Brick & Beam Downtown | 1 Block from Market SQ
2 bedrooms, 2 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Guest suite in Eliot
The Rafters
1 queen bed, 1 bathroom
1–6 Apr
4.98 out of 5 average rating, 301 reviews
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Top guest favourite
Flat in Portsmouth
West-End Gem 2BR | Live like a Local in Portsmouth
2 bedrooms, 3 beds, 1.5 bathrooms
1–6 May
4.99 out of 5 average rating, 137 reviews
Photo 1 of 29
Guest favourite
Home in Rye
Spacious Home Near Rye Beaches
4 bedrooms, 6 beds, 3.5 bathrooms
3–8 Oct
4.92 out of 5 average rating, 48 reviews
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Top guest favourite
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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Guest favourite
Flat in Portsmouth
New & Modern 2BD, Market Street Inn at Downtown
2 bedrooms, 3 beds, 1 bathroom
2–7 Oct
5.0 out of 5 average rating, 6 reviews
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Home in Kittery
Modern Kittery Retreat w/ Hot Tub & Game Room
4 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
New place to stay
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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
27 Sept – 2 Oct
5.0 out of 5 average rating, 139 reviews
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Home in Portsmouth
Charming West End Home
3 bedrooms, 4 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
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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Flat in York
"The Den" at Foxhollow
1 bedroom, 1 king bed, 1 bathroom
19–24 Oct
New place to stay