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Search results; Over 1,000 homes in Portsmouth

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Top guest favourite
Flat in Portsmouth
Chauncey B. Hoyt Residence
1 bedroom, 2 beds, 1 private bathroom
27 Sept – 2 Oct
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5.0 out of 5 average rating, 37 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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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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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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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
Music City Vibe|Luxe|PVT Deck|DWTN|<2min to MKT SQ
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.99 out of 5 average rating, 79 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
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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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Guest favourite
Flat in Portsmouth
New & Modern 2BD, Market Street Inn at Downtown
2 bedrooms, 3 beds, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 6 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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Flat in Portsmouth
Historic Portsmouth at Your Doorstep
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 114 reviews
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Cottage in Kittery
Badgers Island Cottage
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.94 out of 5 average rating, 164 reviews
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Top guest favourite
Flat in Portsmouth
Aviation Design|DNTN|W&D|Fully Loaded Kitchen
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 99 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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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
Room in Portsmouth
Downtown Portsmouth Artist’s Home c. 1804
1 queen bed, 1 bathroom
4–9 Oct
4.92 out of 5 average rating, 528 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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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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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