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Search results; Over 1,000 homes in Westbrook

Top guest favourite
Flat in Westbrook
Cozy one bedroom on 2nd floor, close to Portland
1 bedroom, 1 bed, 1 shared bathroom
21–26 Sept
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4.9 out of 5 average rating, 242 reviews
Superhost
Room in South Portland
HomeAwhile - Extended Stay Suites
2 beds, 1 bathroom
23–28 Aug
4.91 out of 5 average rating, 179 reviews
Guest favourite
Guest house in Westbrook
Riverfront guest house w/ patio
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 70 reviews
Guest favourite
Flat in Westbrook
Cozy King bed apt near Portland with free parking
1 bedroom, 1 king bed, 1 bathroom
27 Aug – 1 Sept
4.91 out of 5 average rating, 152 reviews
Guest favourite
Flat in Westbrook
Stylish Westbrook Studio, 10 Min to Portland
2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Westbrook
Private studio nestled in woods
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 31 reviews
Guest favourite
Flat in Westbrook
Minutes to Portland | Spacious | One Bedroom
1 bedroom, 1 queen bed, 1 bathroom
4–9 Sept
4.91 out of 5 average rating, 148 reviews
Home in Westbrook
Cozy Cape in the Brook
2 bedrooms, 3 beds, 1 bathroom
5–10 Oct
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Windham
The Roost - lovely one bedroom efficiency unit
1 bedroom, 1 bed, 1 bathroom
12–17 Oct
4.98 out of 5 average rating, 202 reviews
Top guest favourite
Home in Westbrook
Spacious 4BR Portland Retreat | King Beds + BBQ
4 bedrooms, 5 beds, 2.5 bathrooms
6–11 Sept
4.88 out of 5 average rating, 17 reviews
Guest favourite
Flat in Westbrook
Luxury suite in 1830 homestead 15m to Portland
1 bedroom, 2 double beds, 1 bathroom
11–16 Sept
4.94 out of 5 average rating, 89 reviews
Guest favourite
Flat in Westbrook
20 Min 2 Portland | Deck, Grill & Firepit | Dogs OK
3 bedrooms, 4 beds, 1.5 bathrooms
25–30 Aug
4.93 out of 5 average rating, 41 reviews
Top guest favourite
Flat in Westbrook
Garden View Retreat
2 bedrooms, 2 beds, 1 bathroom
18–23 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Windham
Christmas Tree Farm apartment
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 19 reviews
Superhost
Townhouse in Westbrook
2BR Townhouse on Westbrook
2 bedrooms, 1 bed, 1.5 bathrooms
23–28 Aug
4.89 out of 5 average rating, 18 reviews
Superhost
Home in Raymond
Cozy Modern Lakefront — Foliage, Skiing, Skating
2 bedrooms, 2 beds, 1.5 bathrooms
21–28 Jun
New place to stay
Top guest favourite
Camper van/Motorhome in Windham
Tiny House Camper - Trail Access!
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 62 reviews
Top guest favourite
Cabin in Yarmouth
Woodland Cottage
1 queen bed, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 12 reviews
Camper van/Motorhome in Westbrook
Vintage Camper, Daisy Mae, at Conant Homestead.
2 beds, 1 bathroom
16–21 Apr
5.0 out of 5 average rating, 3 reviews