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Search results; Over 1,000 homes in Portsmouth

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Guest favourite
Flat in Portsmouth
Unit 2 1BR - Historical Building Downtown
1 bedroom, 2 beds, 1 private bathroom
18–23 Oct
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4.79 out of 5 average rating, 775 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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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
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, 215 reviews
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Top guest favourite
Guest suite in Portsmouth
Relaxing quiet getaway: Free parking and laundry
2 queen beds, 1 bathroom
24–29 Oct
4.98 out of 5 average rating, 649 reviews
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Top guest favourite
Flat in Portsmouth
Enjoy downtown Portsmouth!
1 queen bed, 1 bathroom
16–21 Oct
4.96 out of 5 average rating, 160 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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Top guest favourite
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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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
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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Top guest favourite
Home in Rye
Endless Summers
4 bedrooms, 6 beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
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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Top guest favourite
Flat in Portsmouth
3BR Luxury|Elegant Design|DNTN|Deck|Parking
3 bedrooms, 3 beds, 2 bathrooms
30 Oct – 4 Nov
4.98 out of 5 average rating, 95 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
Photo 1 of 29
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
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Top guest favourite
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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Flat in Portsmouth
The Inn Downtown - Penthouse Studio Apartment
1 bedroom, 2 beds, 1 bathroom
3–8 Oct
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Cottage in Kittery
Badgers Island Cottage
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
4.94 out of 5 average rating, 164 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, 8 reviews