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Featured Cottages in Westbrook

Sweet Cottage in Beach Community

10.0 out of 10, Exceptional, (8)
"Cute cottage, newly refurbished, quiet, nice neighborhood, well stocked."
Sweet Cottage in Beach Community

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

9.8 out of 10, Exceptional, (71)
"We stayed at this property last year and again this year. You can’t beat the location and the house is perfect for a group of family or friends. We had a lovely time and look forward to another stay in the future!"
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Cozy Home near private beach , close to New Haven area colleges Hospitals

9.6 out of 10, Exceptional, (64)
"Joel was terrific, very responsive. The “cozy cottage” was everything we were expecting and hoping for. We plan to return."
Cozy Home near private beach , close to New Haven area colleges Hospitals

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (25)
"we had such a fun weekend out in southold! Cottage was perfect for us for a cold rainy weekend. Everything was so close to the house. Will definitely be back in the summer!"
Lovely Cottage in the Heart of Long Island Wine country

Charming 3-bedroom cottage short walk to Chalker Beach

10.0 out of 10, Exceptional, (2)
"Lovely location very close to Harvey's Beach and local attractions . Home is very well kept in a quiet neighborhood "
Charming 3-bedroom cottage short walk to Chalker Beach

Charming Westbrook Cottage, Steps to Private Beach

9.8 out of 10, Exceptional, (6)
"Cozy cottage, good location, nice access to the Sound."
Charming Westbrook Cottage, Steps to Private Beach

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (27)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is NZ$437
includes taxes & fees
31 July - 1 Aug
1-bedroom cottage with Grove Beach 🏖️ access.

Historic cottage in Deep River, CT

10.0 out of 10, Exceptional, (1)
"Wonderful stay. Charming and perfect. "
The price is NZ$575
includes taxes & fees
6 Aug - 7 Aug
Historic cottage in Deep River, CT

Private Guest House w/ Deck + Spectacular Views!

10.0 out of 10, Exceptional, (32)
"Very lovely, hopefully we will be able to come back again"
Private Guest House w/ Deck + Spectacular Views!

Direct LI sound waterfront cottage, one level living in Hawks Nest Beach

10.0 out of 10, Exceptional, (1)
"We had the absolute best time! The property is right on the beach and you just can’t beat the view from your porch. Our toddlers loved being able to go back and forth throughout the day and it had all the amenities we could have asked for, even double ply toilet paper! Ely was a wonderful host and we’re looking forward to staying again in the future! "
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (75)
"Perfect stay in Madison. Beautiful location. Clean and comfy house. Will be back!"
Direct waterfront renovated cottage.

Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more

10.0 out of 10, Exceptional, (2)
"Wonderful stay in a remodeled stone house. Host was great and the house is very comfortable. We really enjoyed the beautifully restored building and all the touches throughout. "
The price is NZ$894
includes taxes & fees
27 July - 28 July
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more

Enchanted Waterfront Cottage

9.0 out of 10, Wonderful, (19)
"Easy process, owner was very responsive!"
Enchanted Waterfront Cottage

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

9.6 out of 10, Exceptional, (36)
"We had such a nice stay, the house was clean and had everything we needed."
The price is NZ$1,068
includes taxes & fees
27 July - 28 July
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Adorable Cottage with Cottage porch, walk to water & town

8.8 out of 10, Excellent, (6)
"Very nice and comfortable property "
Adorable Cottage with Cottage porch, walk to water & town

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

10.0 out of 10, Exceptional, (3)
"A perfect stay - John and his family were truly wonderful. The house is attached to thier main house, but also very private and secure. We were in town for a wedding weekend and this was the perfect spot for us - truly a beatuiful property! John was helpful in telling us about all of the local spot and supplying us with everything we needed. His wife even welcomed us with a cheese board and wine! Thanks John and family - we had a great time!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

Beach Cottage

10.0 out of 10, Exceptional, (7)
"Great location! Easy communication. "
The price is NZ$791
includes taxes & fees
24 Aug - 25 Aug
Beach Cottage

Relax with a beautiful lake view

10.0 out of 10, Exceptional, (20)
"Great location"
Relax with a beautiful lake view

Guilford Carriage House at Granite Lodge!

3.0 star property
10.0 out of 10, Exceptional, (1)
"I’m normally not one to leave reviews but I had to for The Carriage House! Everything from the homey, relaxing feel to the great views was amazing! My friends and I wanted to extend our stay lol. We’re already planning another stay here for a summer trip! Also appreciated the host’s friendliness and ensuring we had an enjoyable experience. 10/10"
Guilford Carriage House at Granite Lodge!
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

How much do cottages in Westbrook cost?
You'll pay between NZ$437 and NZ$1,068 per night for cottages in Westbrook. Whatever your budget, an epic stay is just a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Westbrook?
Choose from 160 cottages in Westbrook. Whether you're travelling with the kids or planning a retreat with friends, Expedia can help you find the right space to enjoy the surrounding nature.
What is there to do in Westbrook near my cottage?
If you'd like to explore the sights of Westbrook, find your way to Westbrook Town Beach. It's a favourite with tourists and locals alike.