Westbrook Vacation Rentals

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Check prices for these dates

In two weeks
Oct 31 - Nov 2
In two months
Dec 12 - Dec 14
In three months
Jan 9 - Jan 11
In four months
Feb 6 - Feb 8

Vacation Rentals in Westbrook

Beach nearby, sun loungers, beach towels
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
9.8 out of 10, Exceptional, (109)
"Cute place, very clean"
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Beach
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!
2.0 star property
10.0 out of 10, Exceptional, (8)
"We enjoyed our time in Westbrook! Hosts were more than accomodating and helpful throughout our stay - thank you! House is cute, the perfect size for a small group, and in a good location (walking distance to many shops and restaurants). Private beach access is easy to get to (beach area is small, but it worked!)"
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!
Exterior
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
10.0 out of 10, Exceptional, (67)
"We loved staying at this beautiful home. Very clean home. Has everything you need. Awesome views of the water. Very quiet neighborhood. Owners are super nice people. I would highly recommend this home. "
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults
Fridge, microwave, oven, stovetop
Adorable Cottage, 5 min walk to water & town
Adorable Cottage, 5 min walk to water & town
9.4 out of 10, Exceptional, (14)
"Very nice small place to stay by the beach and close to great coffee shop. "
Adorable Cottage, 5 min walk to water & town
Exterior
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (73)
"Very nice cabins "
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Beach nearby
Cliffside Resort Condominiums
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (243)
"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "
The price is ￥33,986
￥45,425 total
includes taxes & fees
Nov 2 - Nov 3
Cliffside Resort Condominiums
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise
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 ￥7,826
￥25,094 total
includes taxes & fees
Oct 19 - Oct 20
The Stern at Soundview · Beach+Ocean+Sunrise
Interior
Rustic Lakeside Cabin at White Gate Farm
Rustic Lakeside Cabin at White Gate Farm
10.0 out of 10, Exceptional, (120)
"Beautiful cabin on the lake. Will definitely stay again. Easy check-in easy check out. You wont regret staying here!"
Rustic Lakeside Cabin at White Gate Farm
1 bedroom, WiFi, bed sheets
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
10.0 out of 10, Exceptional, (7)
"William was great. Room was perfectly clean. Fresh towels, water bottles, croissants, and coffee everyday was a really nice touch. "
The price is ￥13,359
￥18,399 total
includes taxes & fees
Oct 16 - Oct 17
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
Terrace/patio
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!
10.0 out of 10, Exceptional, (15)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is ￥29,603
￥50,135 total
includes taxes & fees
Oct 27 - Oct 28
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!
Exterior
Shoreline Oasis
Shoreline Oasis
9.2 out of 10, Wonderful, (7)
"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 ￥27,174
￥39,562 total
includes taxes & fees
Oct 20 - Oct 21
Shoreline Oasis
Terrace/patio
The SandPiper
The SandPiper
9.8 out of 10, Exceptional, (27)
"My wife and I stayed at the Sandpiper for a long weekend. The property was very clean with a warm welcoming feeling. It is within walking distance to the beach and downtown shopping. Great location. I would recommend it to everyone."
The SandPiper
On the beach
Freeboard at Soundview · Beach+Ocean+Sunrise
Freeboard at Soundview · Beach+Ocean+Sunrise
2.0 star property
9.4 out of 10, Exceptional, (6)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
The price is ￥7,826
￥25,094 total
includes taxes & fees
Oct 19 - Oct 20
Freeboard at Soundview · Beach+Ocean+Sunrise
Outdoor pool
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
10.0 out of 10, Exceptional, (103)
"Our multigenerational long weekend loved our stay. Fab manager. House so well kitted out. "
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
1 bedroom, WiFi, bed sheets
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
9.6 out of 10, Exceptional, (12)
"William was very thorough with our check in and a pleasure to deal with"
The price is ￥13,359
￥18,399 total
includes taxes & fees
Oct 19 - Oct 20
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
Property grounds
Thames River Retreat · CT College+Casinos+USCGA
Thames River Retreat · CT College+Casinos+USCGA
10.0 out of 10, Exceptional, (17)
"Clean"
The price is ￥29,028
￥88,507 total
includes taxes & fees
Oct 26 - Oct 27
Thames River Retreat · CT College+Casinos+USCGA
Pool
Spacious Oceanview Villa (Sleeps 22)
Spacious Oceanview Villa (Sleeps 22)
10.0 out of 10, Exceptional, (45)
"Had a family vacation to this property and it couldn’t have gone better. Highly recommend."
The price is ￥190,673
￥292,978 total
includes taxes & fees
Oct 18 - Oct 19
Spacious Oceanview Villa (Sleeps 22)
Beach nearby
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
7.8 out of 10, Good, (12)
"loved the property!"
The price is ￥22,012
￥45,406 total
includes taxes & fees
Nov 12 - Nov 13
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Dining
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
10.0 out of 10, Exceptional, (33)
"Enjoyed our stay"
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Exterior
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
10.0 out of 10, Exceptional, (33)
"Very much enjoyed our stay!"
The price is ￥37,649
￥48,154 total
includes taxes & fees
Oct 16 - Oct 17
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
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

Comfort Inn & Suites Meriden East

Comfort Inn & Suites Meriden East

10/10 Excellent
"price right and cmean"
Arleen 1-night trip
Posted 2 days ago
Comfort Inn & Suites Meriden East

Find out more about Westbrook

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Look no further and take a look at our great range of rental properties in Westbrook!

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?

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!: This Westbrook vacation home rental offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave. Other favorite homes for rent in Westbrook are Waterfront House with picture-perfect views from all 3 levels. and Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults .

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.