Westbrook Vacation Rentals

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Vacation Rentals in Westbrook

Waterfront House with picture-perfect views from all 3 levels.

9.6 out of 10, Exceptional, (92)
"It was a very nice stay. Sound of the ocean was calming. We would go back. "
Waterfront House with picture-perfect views from all 3 levels.

DIRECT WATERFRONT PRIVATE BEACH

9.4 out of 10, Exceptional, (23)
"This rental was perfect. Super clean and comfy with the most amazing views. Loved that it’s right on the water with a private beach. We will definitely book this property again."
DIRECT WATERFRONT PRIVATE BEACH

Postcard Cabins Machimoodus

2.0 star property
9.4 out of 10, Exceptional, (45)
"Great stay"
The price is CA $205
CA $291 total
includes taxes & fees
Aug 10 - Aug 11
Postcard Cabins Machimoodus

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (233)
"Great location, great views. Walls are a little thin."
The price is CA $509
CA $641 total
includes taxes & fees
Sep 1 - Sep 2
Cliffside Resort Condominiums

Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

5.4 out of 10, (3)
"The listing states a 1 bedroom, don’t be confused thinking there is a room with a door and then another room, as it’s just a single room with a bed. There was one gentleman that was very blunt and rude with his words. I unfortunately dealt with him prior to my visit, via phone, and once I got there. However, I had interaction with two others and the experience with them was very pleasant! Breakfast staff was extremely welcoming and friendly! (They check your paper for breakfast- be sure to bring...
The price is CA $120
CA $166 total
includes taxes & fees
Aug 10 - Aug 11
Regency Inn and Suites - RS Handicapped Non Smoking Double Bed Hearing

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

Charming houseboat in pleasant New London with AC, WiFi

10.0 out of 10, Exceptional, (6)
The price is CA $206
CA $445 total
includes taxes & fees
Aug 10 - Aug 11
Charming houseboat in pleasant New London with AC, WiFi

The Stern at Soundview · Beach+Ocean+Sunrise

2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
The price is CA $130
CA $299 total
includes taxes & fees
Aug 27 - Aug 28
The Stern at Soundview · Beach+Ocean+Sunrise

Regency Inn and Suites - Non Smoking King

8.0 out of 10, Very good, (3)
"Desk clerk was wonderful. Made sure my stay was everything that I needed."
The price is CA $120
CA $166 total
includes taxes & fees
Aug 10 - Aug 11
Regency Inn and Suites - Non Smoking King

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (6)
"We found this home a perfect combination of being able to get away but also convenient to restaurants, stores, and activities. The view could not be beat and the house was clean and comfortable."
The price is CA $311
CA $863 total
includes taxes & fees
Aug 17 - Aug 18
Thames River Retreat · CT College+Casinos+USCGA

Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

9.8 out of 10, Exceptional, (8)
"William was very thorough with our check in and a pleasure to deal with"
The price is CA $135
CA $182 total
includes taxes & fees
Aug 10 - Aug 11
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

adorable ranch in beach community

10.0 out of 10, Exceptional, (45)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is CA $481
CA $888 total
includes taxes & fees
Aug 13 - Aug 14
adorable ranch in beach community

The Anchor at Soundview · Beach+Ocean+Sunrise

2.0 star property
8.0 out of 10, Very good, (1)
"Great stay. Clean, all amenities provided, located short walk from beach. I wouldn’t call it an apartment or studio, though. It’s the size of a bedroom and includes only a bed, dresser, fridge and microwave. Not even a chair. Description made me expect a bit more but if you know the size going in, it’s a marvelous place to stay. "
The price is CA $104
CA $267 total
includes taxes & fees
Aug 19 - Aug 20
The Anchor at Soundview · Beach+Ocean+Sunrise

COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

10.0 out of 10, Exceptional, (39)
"My wife and I loved our weekend stay at this cabin!"
The price is CA $515
CA $927 total
includes taxes & fees
Aug 24 - Aug 25
COZY Maple Tree Cabin - Situated on 6 private acres - short drive to beaches!😎

Shoreline Oasis

8.8 out of 10, Excellent, (5)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is CA $246
CA $358 total
includes taxes & fees
Aug 12 - Aug 13
Shoreline Oasis

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (28)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is CA $200
CA $377 total
includes taxes & fees
Aug 19 - Aug 20
1-bedroom cottage with Grove Beach 🏖️ access.

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (112)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
8.8 out of 10, Excellent, (3)
"I love everything about this property. Excellent response from host. Excellent cleanliness of place. OVERALL TOP EXPERIENCE. 1000 PERCENT will be back."
The price is CA $99
CA $260 total
includes taxes & fees
Aug 26 - Aug 27
Freeboard at Soundview · Beach+Ocean+Sunrise

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (136)
"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Regency Inn and Suites - Handicapped Non Smoking Double Bed

The price is CA $120
CA $166 total
includes taxes & fees
Aug 10 - Aug 11
Regency Inn and Suites - Handicapped Non Smoking Double Bed
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

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?

Waterfront House with picture-perfect views from all 3 levels.: This highly rated vacation home rental in Westbrook is located on the beach and has a furnished patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 46 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 Harvey's 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.