A sandy beach with a breakwater, calm sea, and a clear sky.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Westbrook vacation homes

Interior

1. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.2 out of 10, Wonderful, (17 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is ￥25,979
￥73,983 total
includes taxes & fees
Sep 23 - Sep 24
Adorable Cottage, 5 min walk to water & town
Beach

2. Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (2 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is ￥35,376
￥96,886 total
includes taxes & fees
Sep 23 - Sep 24
Beachside Bliss w/ Game Room, Gym & Golf Green
Smart TV, fireplace, books, offices

3. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
10.0 out of 10, Exceptional, (13 reviews)
"Very clean & comfortable home, great host & location! "
United States
Becky W.
The price is ￥31,376
￥70,674 total
includes taxes & fees
Sep 27 - Sep 28
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Dining

4. Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Old Saybrook
9.8 out of 10, Exceptional, (41 reviews)
"Enjoyed our stay"
United States
Nicole L.
The price is ￥86,521
￥152,513 total
includes taxes & fees
Sep 24 - Sep 25
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Interior

5. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (140 reviews)
"This house comfortably sleeps a lot of guests and has a well equipped kitchen. Everything was very clean. The hosts were very easy to communicate with and very helpful."
United States
Alexis L.
The price is ￥45,181
￥87,805 total
includes taxes & fees
Sep 28 - Sep 29
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Outdoor dining

6. Lakeside Bliss

Lakeside Bliss
East Lyme
9.6 out of 10, Exceptional, (31 reviews)
"Lovely house - excellently equipped and fun decor. The owner was gracious and flexible and the location is beautiful. "
United States
Brenda M.
The price is ￥56,336
￥85,613 total
includes taxes & fees
Oct 4 - Oct 5
Lakeside Bliss
Interior

7. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
10.0 out of 10, Exceptional, (32 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
United States
Iris F.
The price is ￥101,972
￥161,900 total
includes taxes & fees
Sep 23 - Sep 24
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Beach nearby

8. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Insta-worthy Couples Retreat: Perfect for romantic getaway!
Old Lyme
9.4 out of 10, Exceptional, (60 reviews)
"A beautiful little beach cottage that was just what the doctor ordered. A great place to unwind and take in the sea air."
United States
Emily M.
The price is ￥17,649
￥42,707 total
includes taxes & fees
Sep 30 - Oct 1
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Beach

9. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is ￥38,436
￥75,819 total
includes taxes & fees
Oct 4 - Oct 5
Beach Block Hideaway
Coffee/tea maker, fridge, microwave, oven

10. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (59 reviews)
"Beautiful property. Everything so clean and welcoming. Slept so great in the comfortable beds. Pool is awesome. Everyone especially loved the outdoor shower"
United States
Kathleen Andrews K.
The price is ￥112,954
￥208,811 total
includes taxes & fees
Sep 24 - Sep 25
Work and Play Special! Extended Stay Discount
1 bedroom, iron/ironing board, WiFi, bed sheets

11. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (14 reviews)
"This apartment was wonderful - clean, well stocked, and cute. Aside from the proximity to the train tracks (although earplugs were thoughtfully provided), the location was great - close to the highway and more importantly Dairy Queen."
United States
Becky P.
The price is ￥18,512
￥45,762 total
includes taxes & fees
Sep 23 - Sep 24
Once the old Schools house now a newly furnished Apartment
Terrace/patio

12. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.2 out of 10, Wonderful, (90 reviews)
"This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women."
United States
Liz H.
The price is ￥47,980
￥101,583 total
includes taxes & fees
Sep 29 - Sep 30
Historic New England home ,Reunions Beach pass
Smart TV

13. Lake House - A

Lake House - A
East Lyme
10.0 out of 10, Exceptional, (3 reviews)
"Nice quiet spot within an easy walk to Niantic restaurants and beach. We loved the morning coffee with the birds and lake."
United States
Karrie K.
The price is ￥43,142
￥85,594 total
includes taxes & fees
Sep 30 - Oct 1
Lake House - A
Terrace/patio

14. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is ￥36,024
￥54,278 total
includes taxes & fees
Sep 30 - Oct 1
American Beech in Greenport - Petite King Room 7
Interior

15. Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is ￥26,121
￥78,045 total
includes taxes & fees
Sep 23 - Sep 24
Cozy basement apartment with private bathroom, kitchen and entrance.
Sun loungers, beach towels

16. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (31 reviews)
"We had a great stay!! "
United States
Callie E.
The price is ￥27,532
￥66,766 total
includes taxes & fees
Sep 28 - Sep 29
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Outdoor dining

17. Steps to Beach • Hot Tub • Game Room • Water Views

Steps to Beach • Hot Tub • Game Room • Water Views
Branford
The price is ￥125,504
￥202,689 total
includes taxes & fees
Sep 27 - Sep 28
Steps to Beach • Hot Tub • Game Room • Water Views
Property grounds

18. Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful home, great views and host!"
United States
Kate R.
The price is ￥108,012
￥183,986 total
includes taxes & fees
Oct 20 - Oct 21
Beachfront Greenport Villa
Interior

19. Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
9.8 out of 10, Exceptional, (12 reviews)
"Place is nice would stay again "
United States
nic
The price is ￥21,027
￥64,677 total
includes taxes & fees
Sep 29 - Sep 30
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Sun loungers, beach towels

20. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (52 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is ￥22,810
￥50,325 total
includes taxes & fees
Oct 18 - Oct 19
The SandPiper
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Westbrook Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"Location was perfect for parking your car and walking to restaurants and town. Very clean and lots of space to sit and relax outside your room in creatively decorated living rooms."
Laura Pearson 1-night trip
Posted 2 hours ago
Zey Hotel

Find out more about Westbrook

Westbrook Vacation Homes information

Number of reviews
7,737
Accommodation
468 Vacation Homes
Lowest Price
￥11,607
Highest Price
￥64,046