House vacation rentals in Westbrook
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Top-rated house rentals in Westbrook
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Westbrook house rentals
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Apr. 15 – 22
Home in Montville
4.96 out of 5 average rating, 106 reviewsCasino Stay & Play House
May 16 – 23
Home in Shelter Island
4.97 out of 5 average rating, 194 reviewsHuge Island Getaway Pool HotTub Walk To Beach
Feb. 6 – 13
Home in East Hampton
4.93 out of 5 average rating, 140 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Sep. 30 – Oct. 7
Home in Cutchogue
4.96 out of 5 average rating, 190 reviewsStunning Vinyard Views - Spring Special $475/Nt!
Mar. 19 – 26
Home in Stonington
4.97 out of 5 average rating, 185 reviewsPerfect New England Getaway has a pool/ hot tub
Mar. 2 – 9
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep. 12 – 19
Home in East Hampton
4.97 out of 5 average rating, 116 reviewsExplore the Water & Woods at a Relaxing Retreat
Nov. 9 – 16
Weekly house rentals
Home in Preston
5.0 out of 5 average rating, 121 reviewsNew Lake Front Home w/ Game Room & Stunning Views
Mar. 6 – 13
Home in Old Saybrook
4.98 out of 5 average rating, 48 reviewsSteps to Beach! *Cozy Cottage* Pet Friendly
Oct. 27 – Nov. 3
Home in Westbrook
5.0 out of 5 average rating, 27 reviewsSea Salt Air Changes Everything
Dec. 21 – 28
Home in Westbrook
4.87 out of 5 average rating, 15 reviewsPrivate vacation home, close to beach
Sep. 14 – 21
Home in Westbrook
5.0 out of 5 average rating, 5 reviewsSweet Pea I- Beach Home
Jul. 17 – 24
Home in Westbrook
5.0 out of 5 average rating, 37 reviewsHome Away From Home
Mar. 6 – 13
Home in Old Saybrook
5.0 out of 5 average rating, 24 reviews3BR Private Cottage w/ Pool in Old Saybrook
Mar. 6 – 13
Home in Clinton
5.0 out of 5 average rating, 18 reviewsSoundscape Beachfront House!
May 1 – 8
Private house rentals
Home in Old Saybrook
4.93 out of 5 average rating, 72 reviewsGreat family house
Nov. 9 – 16
Home in Old Saybrook
5.0 out of 5 average rating, 7 reviewsWaterfront home
Jul. 16 – 23
Home in Old Saybrook
4.88 out of 5 average rating, 32 reviewsChalker Beach House Steps to the Water
Dec. 20 – 27
Home in Old Saybrook
4.96 out of 5 average rating, 25 reviewsWonderful 4BR Old Saybrook Beach Home!
May 2 – 9
Home in Old Saybrook
4.93 out of 5 average rating, 42 reviewsWater Views and Walk to Beach
May 5 – 12
Home in Essex
5.0 out of 5 average rating, 52 reviews4-Bedroom Farmhouse *Comfort and Privacy*
Nov. 18 – 25
Home in Old Saybrook
4.83 out of 5 average rating, 41 reviewsOceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath
Mar. 10 – 17
Home in Essex
4.97 out of 5 average rating, 33 reviewsIdeal Historic Home in Essex Village
Sep. 27 – Oct. 4
Quick stats about house rentals in Westbrook
Total rentals
60 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
$109 CAD before taxes and fees
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