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Search results; Over 1,000 homes in Westbrook

Guest favourite
Home in Westbrook
The Dragon Fly Garden
3 bedrooms, 3 beds, 2 private bathrooms
14–19 Sept
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4.8 out of 5 average rating, 147 reviews
Home in Westbrook
Cottage on the beach
3 bedrooms, 3 beds
28 Sept – 3 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Bungalow in Westbrook
Adorable single story cottage-by-the-sea
2 bedrooms, 2 queen beds
1–6 May
4.88 out of 5 average rating, 59 reviews
Guest favourite
Home in Westbrook
Cozy Westbrook Vacation Rental - Walk to Beach!
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.82 out of 5 average rating, 45 reviews
Guest favourite
Cottage in Westbrook
A Beach House Gem
3 bedrooms, 3 beds
27 Sept – 2 Oct
4.91 out of 5 average rating, 113 reviews
Top guest favourite
Home in Westbrook
Home Away From Home
3 bedrooms, 6 beds
27 Oct – 1 Nov
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Cottage in Westbrook
Beautiful Updated Cottage walk to the Beach
3 bedrooms, 4 beds
14–19 Sept
4.99 out of 5 average rating, 91 reviews
Top guest favourite
Home in Westbrook
Secret Seaside Stone Cottage
3 bedrooms, 4 beds
25–30 Oct
4.98 out of 5 average rating, 62 reviews
Guest favourite
Home in Westbrook
Duckling Crossing | Beach House on the Sand
4 bedrooms, 5 beds
11–16 Oct
4.87 out of 5 average rating, 60 reviews
Superhost
Home in Westbrook
Cozy Beach Home Mid NYC-Bos/Comfy Getaway all year
4 bedrooms, 5 beds
3–8 Oct
4.76 out of 5 average rating, 34 reviews
Guest favourite
Townhouse in Westbrook
Wake up with views of the ocean
3 bedrooms, 5 beds
25–30 Oct
4.92 out of 5 average rating, 237 reviews
Home in Westbrook
Barnacle Bay Beach House
3 bedrooms, 3 beds
13–18 Sept
4.9 out of 5 average rating, 59 reviews
Home in Westbrook
Beach at your doorstep
4 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Westbrook
Beachside Bliss w/ Game Room, Gym & Golf Green
3 bedrooms, 4 beds
13–18 Sept
4.97 out of 5 average rating, 32 reviews
Cottage in Westbrook
Nana's Cottage
3 bedrooms, 7 beds
13–18 Sept
Superhost
Townhouse in Westbrook
Adorable Cottage, 5 min walk to water & coffee
2 bedrooms, 3 beds
13–18 Sept
4.93 out of 5 average rating, 28 reviews
Top guest favourite
Home in Westbrook
Enjoy the Beach, Wine & Antique trails this FALL!
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Room in Westbrook
The Library Room
1 king bed
21–26 Sept
4.86 out of 5 average rating, 66 reviews
Top guest favourite
Home in Clinton
The Connecticut Cottage | Historic Modern Charm
2 bedrooms, 2 beds
20–25 Sept
4.97 out of 5 average rating, 29 reviews