Home Vacation Rentals By Owner In Westbrook, CT

Showing 20 Of 66 Vacation Rentals
Slider Thumb
Exceptional(17)

$471.59

/ Nightly
Private Vacation Home

Adorable Cottage, 5 min walk to water & town

Westbrook, Connecticut, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb

$892.66

/ Nightly
Condo

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Westbrook, Connecticut, United States

Bed 1

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(3)

$391.68

/ Nightly
Private Vacation Home

Gorgeous 3-bedroom house in tranquil Westbrook perfect for relaxing getaway

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(8)

$546.25

/ Nightly
Private Vacation Home

Charming Beach House-Short walk to Private Beach

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(1)

$3650.08

/ Nightly
Private Vacation Home

Luxe 5,600-Sq-Ft Estate Waterfront + Pool

Westbrook, Connecticut, United States

Bed 5

Bed

Bath 5

Bath

Sleep 12

Sleeps
Slider Thumb

$1144.71

/ Nightly
Private Vacation Home

Family-friendly luxury home steps away from Chapman Beach!

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 4

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(29)

$1054.88

/ Nightly
Private Vacation Home

Duckling Crossing | Beach House on the Sand

Westbrook, Connecticut, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
Slider Thumb

$210.44

/ Nightly
Cottage

Charming 2-bedroom cottage with AC in Westbrook

Westbrook, Connecticut, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(3)

$452.5

/ Nightly
Cottage

Marsh Landing, a charming 2-bedroom cottage in serene Westbrook with WiFi, AC

Westbrook, Connecticut, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(2)

$256

/ Nightly
Apartment

Charming 1-bedroom apartment with AC, 3 minute walk to beach, and new hot tub

Westbrook, Connecticut, United States

Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(68)

$1237.13

/ Nightly
Private Vacation Home

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(8)

$524.2

/ Nightly
Cottage

Adorable Cottage with Cottage porch, walk to water & town

Westbrook, Connecticut, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(7)

$810.83

/ Nightly
Private Vacation Home

Stroll to beach at charming, historical, rustic home w/expansive yard & pool.

Westbrook, Connecticut, United States

Bed 4

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(73)

$225.25

/ Nightly
Private Vacation Home

3 Bedroom House Westbrook, Connecticut, West Beach

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(9)

$314.23

/ Nightly
Cottage

Charming Westbrook Cottage, Steps to Private Beach

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
Slider Thumb
Exceptional(139)

$256

/ Nightly
Private Vacation Home

Wake up with Views of the Ocean

Westbrook, Connecticut, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps
Slider Thumb
Exceptional(47)

$533.6

/ Nightly
Private Vacation Home

Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(9)

$1492.75

/ Nightly
Private Vacation Home

Sunset Skies: filmed for TV, walk to Water's Edge, 2 homes in 1, pet-friendly

Westbrook, Connecticut, United States

Bed 6

Bed

Bath 3

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(68)

$560

/ Nightly
Private Vacation Home

Spacious yard and view of Long Island Sound- walk to secluded beach!

Westbrook, Connecticut, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(3)

$811.92

/ Nightly
Private Vacation Home

Seaside Sanctuary steps from Long Island Sound

Westbrook, Connecticut, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
map-loader

Home Rent a place that suits your needs

Private vacation home

Private vacation home

View 36 Private vacation home

Home Most popular vacation rentals in Westbrook

Slider Thumb
Exceptional(3)

$385.93

/ Nightly
Apartment

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

Westbrook, Connecticut, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(3)

$509.10

/ Nightly
Private vacation home

Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(3)

$498.33

/ Nightly
Private vacation home

UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(3)

$474.63

/ Nightly
Cottage

Seasonal cottage rental,waterview

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(3)

$473.50

/ Nightly
Private vacation home

Charming Beach House-Short walk to Private Beach

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(3)

$467.62

/ Nightly
Cottage

Cozy Nantucket Style Cottage, mins walk to private beach.

Westbrook, Connecticut, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(3)

$428.83

/ Nightly
Cottage

Marsh Landing, a charming 2-bedroom cottage in serene Westbrook with WiFi, AC

Westbrook, Connecticut, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(3)

$415.72

/ Nightly
Private vacation home

Dreamy Waterfront Westbrook Home on Private Beach

Westbrook, Connecticut, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(3)

$239.12

/ Nightly
Private vacation home

Walk to Beach, pool, tennis court and kids playscape.

Westbrook, Connecticut, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(3)

$250.00

/ Nightly
Private vacation home

Wake up with Views of the Ocean

Westbrook, Connecticut, United States

Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps

Most Popular Cities in Connecticut