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Search results; Over 1,000 homes in Portsmouth

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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
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
Home in Kittery Point
A water view slice of heaven at Pepperrell Cove
3 bedrooms, 4 beds, 2.5 bathrooms
26 Oct – 1 Nov
5.0 out of 5 average rating, 207 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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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
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
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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Home in Portsmouth
Charming West End Home
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Rye
Rye Coastal Retreat w/ Deck & Outdoor Dining
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
5.0 out of 5 average rating, 50 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
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Top guest favourite
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
Flat in Hampton
Inviting Ocean Front Condo
1 bedroom, 3 beds, 1 bathroom
17–22 Oct
4.97 out of 5 average rating, 116 reviews
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Home in Kittery
Modern Kittery Retreat w/ Hot Tub & Game Room
4 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 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
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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
Townhouse in Kittery
Kittery Cove | Luxe, Views, Walk to Portsmouth
3 bedrooms, 5 beds, 3.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 42 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
Aviation Design|DNTN|W&D|Fully Loaded Kitchen
1 bedroom, 2 beds, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 99 reviews