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Search results; Over 1,000 homes in Westbrook

Top guest favourite
Flat in Westbrook
Private studio nestled in woods
1 bedroom, 2 beds, 1 private bathroom
20–25 Sept
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5.0 out of 5 average rating, 38 reviews
Top guest favourite
Home in Westbrook
Spacious 4BR Portland Retreat | King Beds + BBQ
4 bedrooms, 5 beds, 2.5 bathrooms
18–23 Oct
4.9 out of 5 average rating, 20 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
Home in Westbrook
Huge 7 bedroom Farmhouse close to Portland
7 bedrooms, 16 beds, 3 bathrooms
20–25 Sept
4.99 out of 5 average rating, 118 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, 45 reviews
Guest favourite
Room in Westbrook
Quiet neighborhood, great room
2 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 353 reviews
Guest favourite
Flat in Westbrook
Cozy King bed apt near Portland with free parking
1 bedroom, 1 king bed, 1 bathroom
11–16 Oct
4.91 out of 5 average rating, 159 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
Guest house in Westbrook
Riverfront guest house w/ patio
1 bedroom, 2 beds, 1 bathroom
6–11 Oct
4.99 out of 5 average rating, 72 reviews
Guest favourite
Townhouse in Westbrook
2BR Townhouse on Westbrook
2 bedrooms, 1 bed, 1.5 bathrooms
20–25 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
Guest favourite
Flat in Portland
Modern comfort meets Maine charm.
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
4.86 out of 5 average rating, 21 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
Guest favourite
Home in Westbrook
Majestic Sanctuary!!
2 bedrooms, 2 queen beds, 2 bathrooms
4–9 Oct
4.94 out of 5 average rating, 94 reviews
Top guest favourite
Home in Portland
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
3 bedrooms, 5 beds, 1.5 bathrooms
12–17 Oct
4.96 out of 5 average rating, 178 reviews
Top guest favourite
Home in Portland
Home in Portland
4 bedrooms, 9 beds, 1.5 bathrooms
11–16 Dec
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Windham
Maple Brook
2 bedrooms, 3 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Portland
Peaceful Oasis on Munjoy Hill -1st flr/3BR+parking
3 bedrooms, 3 beds, 1 bathroom
8–13 Nov
4.96 out of 5 average rating, 666 reviews
Top guest favourite
Home in Portland
Easy Old Port Access & Casco Bay View Craftsman
6 bedrooms, 10 beds, 3 bathrooms
26–31 Oct
4.97 out of 5 average rating, 264 reviews