Top 50 Westbrook Vacation Rentals

Houses (504)
Cottages (156)
Apartments (27)
Golf rental (470)
Beach view (243)
Beachfront (235)

Explore a selection of Westbrook vacation rentals

Waterfront getaway close to casinos, outlet shopping and more...
Guests6
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$250 avg/night
3 beds
2 Bathrooms
Guests 6
13 reviews
Wake up with Views of the Ocean
Guests7
Bedrooms2
Bathrooms2
Wonderful 4.9 / 5
$183 avg/night
2 beds
2 Bathrooms
Guests 7
27 reviews
Stunning Beachfront Home in Westbrook
Guests8
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$300 avg/night
4 beds
2 Bathrooms
Guests 8
22 reviews
CT Vintage Cottage--Ocean View, Quaint Relaxation
Guests6
Bedrooms3
Bathroom1
Wonderful 5 / 5
$184 avg/night
3 beds
1 Bathroom
Guests 6
7 reviews
Water Views & Sandy Beach **Call About June Specials TODAY**
Guests9
Bedrooms4
Bathrooms3
Wonderful 5 / 5
$339 avg/night
4 beds
3 Bathrooms
Guests 9
14 reviews
Pristine Water-view Beach Home - Steps away from the beach
Guests6
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$375 avg/night
4 beds
2 Bathrooms
Guests 6
4 reviews
Family & Pet-friendly Beachfront Home Open Aug 26-Sept 9, 2017...
Guests6
Bedrooms3
Bathrooms2
Wonderful 4.5 / 5
$429 avg/night
3 beds
2 Bathrooms
Guests 6
16 reviews
Charming Beach House With Totally Private Backyard - 500 Ft. From...
Guests5
Bedrooms2
Bathroom1
Wonderful 5 / 5
$150 avg/night
2 beds
1 Bathroom
Guests 5
9 reviews
Charming Beach House with Totally Private Backyard - 500 Ft. from...
Guests5
Bedrooms2
Bathroom1
Wonderful 5 / 5
$150 avg/night
2 beds
1 Bathroom
Guests 5
9 reviews
Updated Vintage Beach House -Spacious yard and view of Long Island...
Guests8
Bedrooms4
Bathroom1
Wonderful 4.9 / 5
$221 avg/night
4 beds
1 Bathroom
Guests 8
17 reviews
Beach House at West Beach
Guests5
Bedrooms3
Bathroom1
Wonderful 5 / 5
$179 avg/night
3 beds
1 Bathroom
Guests 5
5 reviews
3 Bedroom House Westbrook, Connecticut, West Beach
Guests8
Bedrooms3
Bathroom1
Wonderful 4.8 / 5
$106 avg/night
3 beds
1 Bathroom
Guests 8
5 reviews
Cozy Cottage-Family Friendly West Beach
Guests8
Bedrooms3
Bathroom1
Wonderful 4.8 / 5
$231 avg/night
3 beds
1 Bathroom
Guests 8
5 reviews
Charming beach front home
Guests8
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$214 avg/night
3 beds
2 Bathrooms
Guests 8
3 reviews
Riverside Cottage With Dock And Beach Access
Guests4
Bedrooms2
Bathroom1
Wonderful 4.8 / 5
$158 avg/night
2 beds
1 Bathroom
Guests 4
4 reviews
Victorian West Beach Cottage
Guests7
Bedrooms4
Bathroom1
Wonderful 5 / 5
$200 avg/night
4 beds
1 Bathroom
Guests 7
2 reviews
Nautical Paradise! Direct Waterfront
Guests6
Bedrooms3
Bathrooms2
Wonderful 0 / 5
$329 avg/night
3 beds
2 Bathrooms
Guests 6
Newly Renovated Single Family Cottage, Water Views, Parking, Nature
Guests6
Bedrooms2
Bathroom1
Wonderful 4.8 / 5
$300 avg/night
2 beds
1 Bathroom
Guests 6
18 reviews
Mystical kaleidoscope display of water lusters, breezes, gulls and...
Guests14
Bedrooms5
Bathrooms2
Wonderful 4.7 / 5
$600 avg/night
5 beds
2 Bathrooms
Guests 14
3 reviews
OBSTREPEROUS OCTOPUS, luxury waterfront, *complete remodel for...
Guests10
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$450 avg/night
4 beds
2 Bathrooms
Guests 10
41 reviews
Cozy Nantucket Style Cottage
Guests5
Bedrooms2
Bathrooms2
Wonderful 0 / 5
$150 avg/night
2 beds
2 Bathrooms
Guests 5
Upscale Beach Home **the Sandy Grove Beach**Amazing rates for...
Guests10
Bedrooms4
Bathrooms2
Wonderful 5 / 5
$399 avg/night
4 beds
2 Bathrooms
Guests 10
9 reviews
Perfect Summer Getaway with Private Beach Access
Guests6
Bedrooms2
Bathroom1
Wonderful 4.5 / 5
$214 avg/night
2 beds
1 Bathroom
Guests 6
2 reviews
5/6 Bedroom Direct Waterfront Home With Private Beach Sleeps 11-12...
Guests12
Bedrooms6
Bathrooms4
Wonderful 0 / 5
$582 avg/night
6 beds
4 Bathrooms
Guests 12
Perfect for the "academic season" rental. Contact us to discuss...
Guests10
Bedrooms3
Bathrooms2
Wonderful 0 / 5
$299 avg/night
3 beds
2 Bathrooms
Guests 10
We are glad you are coming! You're going to love it here
Guests6
Bedrooms3
Bathroom1
Wonderful 0 / 5
$133 avg/night
3 beds
1 Bathroom
Guests 6
2 Bdrm Cottage Walking Distance to Beaches, Onsite Dock, Outdoor...
Guests5
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$160 avg/night
2 beds
2 Bathrooms
Guests 5
2 reviews
A slice of Heaven!!! NOW RENTING FOR SEPTEMBER 2017!!
Guests5
Bedrooms3
Bathroom1
Wonderful 5 / 5
$229 avg/night
3 beds
1 Bathroom
Guests 5
1 reviews
Charming Quiet Updated 1921 Cottage West Beach
Guests8
Bedrooms3
Bathroom1
Wonderful 5 / 5
$207 avg/night
3 beds
1 Bathroom
Guests 8
2 reviews
NEW PRICE! Updated and Available for Rent - Grove Beach Point...
Guests8
Bedrooms3
Bathroom1
Wonderful 0 / 5
$221 avg/night
3 beds
1 Bathroom
Guests 8
END OF SUMMER BLOW OUT - WATERS EDGE RESORT AND SPA WATER VIEW...
Guests4
Bedroom1
Bathroom1
Wonderful 0 / 5
$263 avg/night
1 bed
1 Bathroom
Guests 4
5 Bdrm Historic Inn Walking Distance To Beach ~ Family Reunions...
Guests10
Bedrooms5
Bathrooms6
Wonderful 0 / 5
$1,000 avg/night
5 beds
6 Bathrooms
Guests 10
Direct waterfront with sandy beach
Guests12
Bedrooms4
Bathroom1
Wonderful 0 / 5
$572 avg/night
4 beds
1 Bathroom
Guests 12
1 Block from Best Beaches, Summer/Acad Rental, 4bdr, Lrg Lot
Guests8
Bedrooms4
Bathroom1
Wonderful 0 / 5
$214 avg/night
4 beds
1 Bathroom
Guests 8
Direct Waterfront Cottage
Guests6
Bedrooms3
Bathroom1
Wonderful 0 / 5
$314 avg/night
3 beds
1 Bathroom
Guests 6
Cozy Cottage by the Sea
Guests8
Bedrooms3
Bathrooms3
Wonderful 0 / 5
$429 avg/night
3 beds
3 Bathrooms
Guests 8
Lovely Connecticut Beach Community Home -Upgraded,Sleeps 11
Guests11
Bedrooms4
Bathroom1
Wonderful 3.8 / 5
$163 avg/night
4 beds
1 Bathroom
Guests 11
4 reviews
Waterfront cottage on Long Island Sound with awesome Salt Island...
Guests8
Bedrooms4
Bathroom1
Wonderful 0 / 5
$271 avg/night
4 beds
1 Bathroom
Guests 8
Westbrook: IVBA private beach association 3 bedrooms 2 baths...
Guests6
Bedrooms3
Bathrooms2
Wonderful 0 / 5
$243 avg/night
3 beds
2 Bathrooms
Guests 6
Bed & Breakfast: Captain Stannard Bed and Breakfast Country Inn...
Guests2
Bedroom1
Bathroom1
Wonderful 0 / 5
$179 avg/night
1 bed
1 Bathroom
Guests 2
Water's Edge Resort & Spa, Week of JUNE 1 - 8, 2018 ONLY
Guests6
Bedrooms2
Bathrooms2
Wonderful 5 / 5
$250 avg/night
2 beds
2 Bathrooms
Guests 6
1 reviews
Up -To-Date Gorgeous Beach House with Private Beach Access
Guests8
Bedrooms3
Bathrooms2
Wonderful 0 / 5
$250 avg/night
3 beds
2 Bathrooms
Guests 8
WATERS EDGE RESORT & SPA ~ Spring Getaway!
Guests6
Bedrooms2
Bathroom1
Wonderful 0 / 5
$199 avg/night
2 beds
1 Bathroom
Guests 6
Southold, NY- Heart of North Fork Wine Country
Guests10
Bedrooms4
Bathrooms3
Wonderful 4.5 / 5
$250 avg/night
4 beds
3 Bathrooms
Guests 10
2 reviews
Renovated beach cottage - less than 10 minute drive to 10 wineries
Guests4
Bedrooms3
Bathrooms2
Wonderful 4.9 / 5
$295 avg/night
3 beds
2 Bathrooms
Guests 4
13 reviews
Beachfront Classic New England Home With Direct Views Of Long...
Guests12
Bedrooms5
Bathrooms3
Wonderful 5 / 5
$269 avg/night
5 beds
3 Bathrooms
Guests 12
23 reviews
Lovely 3 Bedroom Home on Ice Pond
Guests6
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$119 avg/night
3 beds
2 Bathrooms
Guests 6
4 reviews
Classic Updated Beachfront Beauty with Stunning Waterviews and...
Guests10
Bedrooms5
Bathrooms3
Wonderful 4.9 / 5
$281 avg/night
5 beds
3 Bathrooms
Guests 10
34 reviews
Hawks Nest Beach Home
Guests8
Bedrooms3
Bathrooms2
Wonderful 5 / 5
$186 avg/night
3 beds
2 Bathrooms
Guests 8
9 reviews
Stunning Waterfront Home with Panoramic Views, overlooking the...
Guests10
Bedrooms5
Bathrooms3
Wonderful 4.9 / 5
$534 avg/night
5 beds
3 Bathrooms
Guests 10
30 reviews

Westbrook, CT, USA Vacation Rentals

Waterfront getaway close to casinos, outlet shopping and more...

Wake up with Views of the Ocean

Stunning Beachfront Home in Westbrook

CT Vintage Cottage--Ocean View, Quaint Relaxation

Water Views & Sandy Beach **Call About June Specials TODAY**

Pristine Water-view Beach Home - Steps away from the beach

Family & Pet-friendly Beachfront Home Open Aug 26-Sept 9, 2017...

Charming Beach House With Totally Private Backyard - 500 Ft. From...

Charming Beach House with Totally Private Backyard - 500 Ft. from...

Updated Vintage Beach House -Spacious yard and view of Long Island...

Beach House at West Beach

3 Bedroom House Westbrook, Connecticut, West Beach

Cozy Cottage-Family Friendly West Beach

Charming beach front home

Riverside Cottage With Dock And Beach Access

Victorian West Beach Cottage

Nautical Paradise! Direct Waterfront

Newly Renovated Single Family Cottage, Water Views, Parking, Nature

Mystical kaleidoscope display of water lusters, breezes, gulls and...

OBSTREPEROUS OCTOPUS, luxury waterfront, *complete remodel for...

Cozy Nantucket Style Cottage

Upscale Beach Home **the Sandy Grove Beach**Amazing rates for...

Perfect Summer Getaway with Private Beach Access

5/6 Bedroom Direct Waterfront Home With Private Beach Sleeps 11-12...

Perfect for the "academic season" rental. Contact us to discuss...

We are glad you are coming! You're going to love it here

2 Bdrm Cottage Walking Distance to Beaches, Onsite Dock, Outdoor...

A slice of Heaven!!! NOW RENTING FOR SEPTEMBER 2017!!

Charming Quiet Updated 1921 Cottage West Beach

NEW PRICE! Updated and Available for Rent - Grove Beach Point...

END OF SUMMER BLOW OUT - WATERS EDGE RESORT AND SPA WATER VIEW...

5 Bdrm Historic Inn Walking Distance To Beach ~ Family Reunions...

Direct waterfront with sandy beach

1 Block from Best Beaches, Summer/Acad Rental, 4bdr, Lrg Lot

Direct Waterfront Cottage

Cozy Cottage by the Sea

Lovely Connecticut Beach Community Home -Upgraded,Sleeps 11

Waterfront cottage on Long Island Sound with awesome Salt Island...

Westbrook: IVBA private beach association 3 bedrooms 2 baths...

Bed & Breakfast: Captain Stannard Bed and Breakfast Country Inn...

Water's Edge Resort & Spa, Week of JUNE 1 - 8, 2018 ONLY

Up -To-Date Gorgeous Beach House with Private Beach Access

WATERS EDGE RESORT & SPA ~ Spring Getaway!

Southold, NY- Heart of North Fork Wine Country

Renovated beach cottage - less than 10 minute drive to 10 wineries

Beachfront Classic New England Home With Direct Views Of Long...

Lovely 3 Bedroom Home on Ice Pond

Classic Updated Beachfront Beauty with Stunning Waterviews and...

Hawks Nest Beach Home

Stunning Waterfront Home with Panoramic Views, overlooking the...

Water Views & Sandy Beach Call About June Specials TODAY

Upscale Beach Home the Sandy Grove BeachAmazing rates for...