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Search results; Over 1,000 homes in Portsmouth

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Top guest favourite
Loft in Portsmouth
Downtown, Deck, Fireplace, 95 WalkScore
1 bedroom, 2 beds, 2 private bathrooms
8–13 Nov
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4.94 out of 5 average rating, 362 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, 120 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, 160 reviews
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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 Portsmouth
Historic Portsmouth at Your Doorstep
1 bedroom, 1 queen bed, 1 bathroom
9–14 Oct
5.0 out of 5 average rating, 115 reviews
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Cottage in Eliot
Salty Mermaid Cottage/Boat House
2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 216 reviews
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Home in Kittery
Seacoast Escape with a View
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 117 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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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, 600 reviews
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Home in Portsmouth
Steps to Downtown, 4 Parking Spots, Noon Checkout
4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Oct
5.0 out of 5 average rating, 140 reviews
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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, 530 reviews
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Room in Eliot
Jeremiah Goodwin House, built in 1855 (a)
1 queen bed, 1 bathroom
19–24 Oct
4.95 out of 5 average rating, 494 reviews
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Flat in Portsmouth
Chauncey B. Hoyt Residence
1 bedroom, 2 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 37 reviews
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Home in Rye
Fall Season at the Beach! Jenness Beach 2026
3 bedrooms, 6 beds, 1 bathroom
31 Oct – 5 Nov
4.93 out of 5 average rating, 84 reviews
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Home in Portsmouth
3-bedroom house on the Portsmouth/Rye Line!
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Oct
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Home in Kittery
Newly renovated cottage
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.97 out of 5 average rating, 166 reviews
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Home in Portsmouth
Private Sunny Apartment in hip Portsmouth West End
1 bedroom, 2 beds, 1 bathroom
31 Oct – 5 Nov
4.94 out of 5 average rating, 622 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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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, 24 reviews