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Search results; Over 1,000 homes in Portsmouth

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Guest favourite
Flat in Portsmouth
Serene Waterfront Studio in Downtown Portsmouth
Studio, 1 bed, 1 bathroom
4–9 Oct
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4.93 out of 5 average rating, 172 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, 120 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
31 Oct – 5 Nov
4.93 out of 5 average rating, 84 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, 216 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
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Top guest favourite
Room in Eliot
Jeremiah Goodwin House, built in 1855 (a)
1 queen bed, 1 bathroom
22–27 Oct
4.95 out of 5 average rating, 494 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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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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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, 96 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
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, 531 reviews
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Guest favourite
Flat in Greenland
The Fox & Feather 2BRCoastal Loft@ Silver Fox Farm
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 7 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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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
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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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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Top guest favourite
Home in Kittery
Charming 3-Bedroom Home - Short Walk to Portsmouth
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.97 out of 5 average rating, 76 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, 7 reviews
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Top guest favourite
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