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

Westbrook Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Westbrook vacation rentals

A modern loft apartment with a dining area, kitchenette, and a cozy seating area.

1. Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Able to walk to all the nearby restaurants with this location, including the beach. Very clean rooms with 2 TVs and controllable AC. Would definitely visit here again."
United States
Mason T.
The price is AED 422
AED 1,102 total
includes taxes & fees
5 Nov - 6 Nov
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

2. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is AED 1,012
AED 1,364 total
includes taxes & fees
17 Nov - 18 Nov
Westbrook Getaway-Near Beaches, Train & Shoreline
A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

3. Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
9.0 out of 10, Wonderful, (8 reviews)
"Very clean and comfortable"
United States
Francine F.
The price is AED 895
AED 2,078 total
includes taxes & fees
5 Nov - 6 Nov
Adorable Cottage with Cottage porch, walk to water & town
A modern kitchen with a granite island, stainless steel appliances, and a bar area with bar stools.

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

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (4 reviews)
"Very lovely home! We very much enjoyed our stay and hope to be back again!"
United States
Morgan M.
The price is AED 786
AED 2,043 total
includes taxes & fees
10 Nov - 11 Nov
Beachside Bliss w/ Game Room, Gym & Golf Green
A dining area with a round wooden table set for six, surrounded by chairs. There is a potted plant on the table, and a small table with a plant and a water bottle in the background.

5. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Great spot Very clean"
United States
Dorothy W.
The price is AED 1,350
AED 2,412 total
includes taxes & fees
5 Dec - 6 Dec
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

6. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is AED 485
AED 862 total
includes taxes & fees
9 Nov - 10 Nov
1-bedroom cottage with Grove Beach 🏖️ access.
A glass enclosure with a view of a forest interior, including a bed and a small table with items.

7. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (216 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is AED 466
AED 705 total
includes taxes & fees
3 Dec - 4 Dec
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A balcony with a view of the ocean, a lawn, and a house in the background.

8. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is AED 621
AED 1,117 total
includes taxes & fees
15 Nov - 16 Nov
Cliffside Resort Condominiums
A beach with a house in the background, a clear sky, and a calm sea.

9. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
The price is AED 579
AED 1,278 total
includes taxes & fees
17 Nov - 18 Nov
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

10. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (31 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is AED 744
AED 1,253 total
includes taxes & fees
5 Nov - 6 Nov
The gardners Cottage 1 mile from long Island Sound - pet friendly
A modern house with a deck, outdoor seating, and a fire pit.

11. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (72 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is AED 1,141
AED 1,303 total
includes taxes & fees
12 Nov - 13 Nov
North Fork Resort
A living room with a fireplace, a sofa, a coffee table, and a cabinet.

12. 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, (15 reviews)
"Cute little house with excellent amenities. Perfect for our cousins getaway!"
United States
Karol T.
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

13. 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 AED 1,091
AED 2,017 total
includes taxes & fees
16 Nov - 17 Nov
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A neatly made bed with a wooden tray holding a mug and a vase with flowers.

14. The Anchor at Soundview · Beach+Ocean+Sunrise

The Anchor at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.8 out of 10, Excellent, (3 reviews)
"So close to a peaceful lovely beach. Walking distance to food and even a synagogue!The bed was very comfortable and big. I enjoyed having coffee in my room before heading out to the beach. "
United States
October P.
The Anchor at Soundview · Beach+Ocean+Sunrise
A large, white, multi-story building with a prominent tower and a flag on top.

15. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (43 reviews)
"Very convenient location with good parking"
United States
Anonymous traveler
The price is AED 547
AED 899 total
includes taxes & fees
30 Nov - 1 Dec
Walk To Goodspeed Opera House!
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

16. Sunny 1 Queen Bed Smk Free Parking

Sunny 1 Queen Bed Smk Free Parking
Niantic
10.0 out of 10, Exceptional, (45 reviews)
"More roomy than other budget motels around here."
United States
Anonymous traveler
Sunny 1 Queen Bed Smk Free Parking
A pond with rocks and a dog in the background.

17. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (14 reviews)
"Love love love this place. A very unique setting on a little farm and the cabin was great. Everything ya need. A gorgeous setting. Tom, the owner is great. Will. Be. Back."
United States
Paul
The price is AED 446
AED 557 total
includes taxes & fees
8 Nov - 9 Nov
The Tiny Cottage & Mini Farm
Dining

18. #35 - Beautiful 3 BR Beach Haven

#35 - Beautiful 3 BR Beach Haven
Old Lyme
#35 - Beautiful 3 BR Beach Haven
A bedroom with a bed, a nightstand, a dresser, a wall-mounted air conditioner, and a window with blinds.

19. Gray Comfort Room

Gray Comfort Room
New London
9.6 out of 10, Exceptional, (4 reviews)
"Nice place"
United States
JACQUELINE FELICIANO
The price is AED 215
AED 397 total
includes taxes & fees
16 Nov - 17 Nov
Gray Comfort Room
A two-story house with a white staircase, a covered patio with outdoor furniture, and a fenced yard.

20. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is AED 314
AED 846 total
includes taxes & fees
8 Nov - 9 Nov
Harbor Heights
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

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden

8/10 Good
"Everything was good except the water pressure in the shower was very weak."
Joseph 6-night trip
Posted 16 hours ago
Hilton Garden Inn Wallingford/Meriden

Frequently asked questions

Can I find vacation rentals in Westbrook?

Yes, we have vacation rentals close to top sights in Westbrook, or you can go with a secluded option if you're looking for relaxation. Visitors to Westbrook speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the spas and shopping during your trip.

What are some of the best vacation home rentals that Westbrook has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: Visitors like this Westbrook vacation home rental. It is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Westbrook?

Expedia has 47 vacation rentals for your stay in Westbrook.

What can I see and do in Westbrook?

Explore the area and family-friendly sights such as Essex Steam Train, or get out into nature at a spot like Westbrook Town Beach. In the larger area, you’ll find Tanger Outlets and Chalker Beach.

What are vacation rentals like in Westbrook?

Vacation rentals are private accommodations you can stay in for several days or more in Westbrook. Vacation rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.