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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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Top guest favourite
Flat in Rye
Billy's Beachside Bungalow-by Wallis Sands Beach
1 bedroom, 1 queen bed, 1 bathroom
2–7 Nov
4.96 out of 5 average rating, 45 reviews
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Superhost
Home in Kittery
Great views & feels like you are in a treehouse.
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
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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
Home in Kittery
Seacoast Escape with a View
4 bedrooms, 5 beds, 3.5 bathrooms
21–27 Sept
5.0 out of 5 average rating, 115 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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Top guest favourite
Home in Kittery
Fantastic Kittery Home with Pool
3 bedrooms, 3 beds, 2 bathrooms
23–28 Sept
4.96 out of 5 average rating, 69 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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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
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
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
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, 598 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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Top guest favourite
Flat in Portsmouth
Tugboat Vista | 2 Bedroom | Downtown Portsmouth
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 187 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, 387 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
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Flat in Kittery
Contemporary Condo Close to Everything
2 bedrooms, 2 beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 4 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
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