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Search results; Over 1,000 homes in Kittery

Top guest favourite
Cottage in Kittery
Badgers Island Cottage
1 bedroom, 1 bed, 1 private bathroom
25–30 Oct
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4.94 out of 5 average rating, 164 reviews
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, 596 reviews
Top guest favourite
Guest house in Kittery
Guesthouse w/ EV charger, deck, & fire pit.
2 bedrooms, 2 queen beds, 1.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 413 reviews
Top guest favourite
Cottage in Kittery
Charming Coastal Maine Cottage
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
4.96 out of 5 average rating, 332 reviews
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
Top guest favourite
Home in Rye
Endless Summers
4 bedrooms, 6 beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Room in Kittery
Quaint, Sunny, Private Room & Bath
1 queen bed, 2 bathrooms
4–9 Oct
4.89 out of 5 average rating, 323 reviews
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, 74 reviews
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
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
Top guest favourite
Home in Salisbury
Blue Wave Central
5 bedrooms, 7 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Townhouse in Kittery
Kittery Cove | Luxe, Views, Walk to Portsmouth
3 bedrooms, 5 beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Home in Kittery
Newly renovated cottage
2 bedrooms, 2 beds, 1 bathroom
25–30 Sept
4.97 out of 5 average rating, 163 reviews
Top guest favourite
Home in Portsmouth
Walk To Town Sunny Charmer|4 beds|1.5 baths
3 bedrooms, 4 beds, 1.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 35 reviews
Superhost
Home in Kittery
Great views & feels like you are in a treehouse.
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
Home in Kittery
Modern Kittery Retreat w/ Hot Tub & Game Room
4 bedrooms, 7 beds, 2 bathrooms
4–9 Oct
New place to stay
Top guest favourite
Guest suite in Eliot
Cozy Sauna Nook
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.94 out of 5 average rating, 107 reviews
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, 118 reviews
Top guest favourite
Flat in Kittery
Rocky Coast of Maine Studio
1 bedroom, 1 queen bed, 1 bathroom
30 Sept – 5 Oct
4.99 out of 5 average rating, 67 reviews