Westbrook Holiday Rentals

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Holiday Rentals in Westbrook

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"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!

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

9.6 out of 10, Exceptional, (93)
"Took our four grandsons here for a week and it was perfect. Location is great and the house worked perfectly for us. Owners could not be easier to work with "
Waterfront House with picture-perfect views from all 3 levels.

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, (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

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (70)
"Great stay"
The price is AU$303
includes taxes & fees
27 Oct - 28 Oct
Postcard Cabins Machimoodus

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (241)
"Great view of the water and nice amenities with the beach and pool."
The price is AU$453
includes taxes & fees
2 Nov - 3 Nov
Cliffside Resort Condominiums

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 AU$262
includes taxes & fees
8 Oct - 9 Oct
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, (7)
"William was great. Room was perfectly clean. Fresh towels, water bottles, croissants, and coffee everyday was a really nice touch. "
The price is AU$187
includes taxes & fees
5 Oct - 6 Oct
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath

Charming houseboat in pleasant New London with AC, WiFi

9.6 out of 10, Exceptional, (12)
"Thoroughly enjoyed our overnight stay on our personal yacht. Slept like a “rock” on our floating “water bed”! The vessel had everything we needed to enjoy our stay. Jenny and her family were fantastic in communication and supportive during our short time in New London. "
The price is AU$495
includes taxes & fees
31 Oct - 1 Nov
Charming houseboat in pleasant New London with AC, WiFi

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

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

10.0 out of 10, Exceptional, (13)
"Such a fun, beautiful and unique stay. Would love to stay again!"
The price is AU$461
includes taxes & fees
8 Oct - 9 Oct
Cozy houseboat escape surrounded by breath taking views across from Rocky Neck!

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

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 AU$187
includes taxes & fees
5 Oct - 6 Oct
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in

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 AU$253
includes taxes & fees
5 Oct - 6 Oct
Freeboard at Soundview · Beach+Ocean+Sunrise

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 AU$399
includes taxes & fees
8 Oct - 9 Oct
Shoreline Oasis

Thames River Retreat · CT College+Casinos+USCGA

10.0 out of 10, Exceptional, (15)
"Clean"
The price is AU$895
includes taxes & fees
4 Nov - 5 Nov
Thames River Retreat · CT College+Casinos+USCGA

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

10.0 out of 10, Exceptional, (47)
"Amazing property, we loved everything about it, highly recommended, will stay again "
The price is AU$1,148
includes taxes & fees
3 Nov - 4 Nov
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

Spacious Oceanview Villa (Sleeps 22)

10.0 out of 10, Exceptional, (43)
"Perfect for a larger group"
The price is AU$1,568
includes taxes & fees
6 Oct - 7 Oct
Spacious Oceanview Villa (Sleeps 22)

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 AU$468
includes taxes & fees
4 Nov - 5 Nov
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

2.0 star property
10.0 out of 10, Exceptional, (9)
"This listing was perfect for our stay. Close to the water, beautifully styled, and plenty of items to cook and clean.Thanks so much, Erin!"
The price is AU$509
includes taxes & fees
6 Oct - 7 Oct
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
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 favourite 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 depend 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 AU$187 per night. Entering your travel dates in the search wizard might find you 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?

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!: This highly rated holiday home rental in Westbrook offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. Our travellers also rate Waterfront House with picture-perfect views from all 3 levels. as a favourite home for rent in Westbrook.

How many holiday rentals will I find in Westbrook?

Expedia has 46 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.