Westbrook Holiday Rentals

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Holiday Rentals in Westbrook

Relaxing summer rental, walking distance to the beach, short ride to the outlets

9.8 out of 10, Exceptional, (48)
"Very pleased with this stay. Perfect for us and the kids. Super cute beach home."
Relaxing summer rental, walking distance to the beach, short ride to the outlets

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

9.6 out of 10, Exceptional, (93)
"We were attending a family wedding at Waters Edge so the location to facility was perfect. Also very convenient to Town of Westbrook"
Waterfront House with picture-perfect views from all 3 levels.

UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge

10.0 out of 10, Exceptional, (67)
"We really enjoyed our stay at the property. The home was very clean, the beds were comfortable, and the location was convenient for all of our weekend activities."
UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

2.0 star property
10.0 out of 10, Exceptional, (5)
Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

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

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

10.0 out of 10, Exceptional, (66)
"This home is absolutely beautiful and well-equipped. It was perfect for my quick weekend getaway. The location is fantastic. Robin made sure we had what we needed. Highly recommend. "
Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (60)
"Great stay"
The price is NZ$320
includes taxes & fees
8 Sept - 9 Sept
Postcard Cabins Machimoodus

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (239)
"Had a great time. Will be back"
The price is NZ$717
includes taxes & fees
11 Sept - 12 Sept
Cliffside Resort Condominiums

Charming houseboat in pleasant New London with AC, WiFi

9.6 out of 10, Exceptional, (10)
"Very nice people. Boat was roomy and well stocked but dirty. Toilet pump was broken and made loud noises all night. We were not informed this was an issue til checkout. Some other small issues "
The price is NZ$549
includes taxes & fees
8 Sept - 9 Sept
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 NZ$303
includes taxes & fees
8 Sept - 9 Sept
The Stern at Soundview · Beach+Ocean+Sunrise

Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

10.0 out of 10, Exceptional, (5)
The price is NZ$210
includes taxes & fees
8 Sept - 9 Sept
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

Rustic Lakeside Cabin at White Gate Farm

10.0 out of 10, Exceptional, (116)
"Just amazing!"
Rustic Lakeside Cabin at White Gate Farm

Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

10.0 out of 10, Exceptional, (12)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is NZ$626
includes taxes & fees
1 Oct - 2 Oct
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

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 NZ$446
includes taxes & fees
8 Sept - 9 Sept
Shoreline Oasis

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (10)
"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 NZ$1,392
includes taxes & fees
16 Sept - 17 Sept
Thames River Retreat · CT College+Casinos+USCGA

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 NZ$225
includes taxes & fees
8 Sept - 9 Sept
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

4-bedroom house on lake in delightful Shelter Island with WiFi, AC on 3.2 acres

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10.0 out of 10, Exceptional, (99)
"Our multigenerational long weekend loved our stay. Fab manager. House so well kitted out. "
The price is NZ$3,277
includes taxes & fees
11 Sept - 12 Sept
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

The Mast at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice place, little smaller than I was expecting, but location was close to the beach, info regarding access to the property was clear and easy to follow! Parking was assigned but other occupants decided not to utilize their assigned space and took ours. Be prepared to clean the studio before you leave to include dishes and take out the trash. Was surprised by the cleaning request. Overall great weekend!"
The price is NZ$321
includes taxes & fees
11 Sept - 12 Sept
The Mast at Soundview · Beach+Ocean+Sunrise

Freeboard at Soundview · Beach+Ocean+Sunrise

2.0 star property
9.2 out of 10, Wonderful, (5)
"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 NZ$293
includes taxes & fees
11 Sept - 12 Sept
Freeboard at Soundview · Beach+Ocean+Sunrise
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

Find out more about Westbrook

Find out more about Westbrook

Everything you need to know about Westbrook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westbrook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westbrook holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westbrook holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westbrook. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westbrook holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westbrook holiday rentals we have selected for you start as low as NZ$210 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westbrook rentals

At Expedia, we put the best Westbrook holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Westbrook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westbrook holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westbrook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Westbrook?

Yes, there are holiday rentals close to the most popular sights in Westbrook, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Westbrook has to offer?

Relaxing summer rental, walking distance to the beach, short ride to the outlets: This highly rated holiday home rental in Westbrook offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, an oven and a microwave, so that you can cook with friends or family. Other favourite homes for rent in Westbrook are Waterfront House with picture-perfect views from all 3 levels. and UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge.

How many holiday rentals will I find in Westbrook?

Expedia has 47 holiday 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 wider area, you’ll find Tanger Outlets and Harvey's Beach.

What are holiday rentals like in Westbrook?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westbrook. Holiday rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.