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Search results; Over 1,000 homes in Portsmouth

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Top guest favourite
Flat in Portsmouth
Aviation Design|DNTN|W&D|Fully Loaded Kitchen
1 bedroom, 2 beds, 1 private bathroom
30 Oct – 4 Nov
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4.96 out of 5 average rating, 99 reviews
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Flat in Portsmouth
Tugboat Vista | 2 Bedroom | Downtown Portsmouth
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.96 out of 5 average rating, 190 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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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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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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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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Guest favourite
Flat in Greenland
The Fox & Feather 2BRCoastal Loft@ Silver Fox Farm
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 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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Apartment in Portsmouth
Unbeatable condo/host in the heart of Portsmouth
2 bedrooms, 3 beds, 1 bathroom
12–17 Nov
4.97 out of 5 average rating, 208 reviews
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Top guest favourite
Home in Greenland
Newly Restored 1850’s farm house 3 bedroom 2 bath
3 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 119 reviews
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Guest favourite
Home in Rye
Spacious Home Near Rye Beaches
4 bedrooms, 6 beds, 3.5 bathrooms
26 Sept – 1 Oct
4.92 out of 5 average rating, 48 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
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
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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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 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
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
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Top guest favourite
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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Top guest favourite
Room in Hampton Falls
Millers Farmstead Retreat
3 beds, 1 bathroom
26 Sept – 1 Oct
4.98 out of 5 average rating, 66 reviews