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Search results; Over 1,000 homes in Westbrook

Superhost
Boutique hotel in Westbrook
The Elms - River Room
1 bedroom, 1 bed, 1 private bathroom
13–18 Sept
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4.77 out of 5 average rating, 114 reviews
Guest favourite
Room in Westbrook
Quiet neighborhood, great room
2 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 351 reviews
Guest favourite
Guest house in Westbrook
Riverfront guest house w/ patio
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 72 reviews
Guest favourite
Flat in Westbrook
Cozy King bed apt near Portland with free parking
1 bedroom, 1 king bed, 1 bathroom
18–23 Oct
4.91 out of 5 average rating, 158 reviews
Top guest favourite
Home in Westbrook
House 15 Mins to Portland | Dogs, Fenced Yard + EV
3 bedrooms, 3 beds, 2 bathrooms
4–9 Nov
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Flat in Westbrook
Private studio nestled in woods
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 38 reviews
Superhost
Home in Westbrook
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
7 bedrooms, 7 queen beds, 3 bathrooms
19–24 Oct
4.75 out of 5 average rating, 4 reviews
Guest favourite
Room in Portland
Queen bedroom and private bath
1 queen bed, 1 bathroom
27 Oct – 1 Nov
4.87 out of 5 average rating, 281 reviews
Guest favourite
Flat in Westbrook
20 Min 2 Portland | Deck, Grill & Firepit | Dogs OK
3 bedrooms, 4 beds, 1.5 bathrooms
5–10 Oct
4.93 out of 5 average rating, 44 reviews
Guest favourite
Flat in Gorham
Countryside Oasis: Charming 1BR Farmhouse Getaway
1 bedroom, 1 queen bed, 1 bathroom
22–27 Sept
4.92 out of 5 average rating, 38 reviews
Top guest favourite
Flat in Portland
The Yankee Dugout
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.99 out of 5 average rating, 208 reviews
Top guest favourite
Guest house in Portland
Charming Portland Getaway
1 bedroom, 1 bed, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 56 reviews
Guest favourite
Townhouse in Westbrook
2BR Townhouse on Westbrook
2 bedrooms, 1 bed, 1.5 bathrooms
9–14 Sept
4.9 out of 5 average rating, 20 reviews
Guest favourite
Flat in Westbrook
Minutes to Portland | Spacious | One Bedroom
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
4.9 out of 5 average rating, 155 reviews
Superhost
Home in Westbrook
Huge 14 bed, 3 bath, 12 min to Portland
7 bedrooms, 15 beds, 3 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Windham
Highland Lake Cottage/Waterfront/Dock/Kayaks
3 bedrooms, 6 beds, 1.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 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, 4 reviews
Top guest favourite
Room in Portland
Cozy Guest Suite – Private Bath & Entrance
1 queen bed, 1 bathroom
15–20 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Gorham
Cute and cozy ranch
4 bedrooms, 7 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 29 reviews