
Cottage holiday rentals in Westbrook
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Top-rated cottage rentals in Westbrook
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Popular amenities for Westbrook cottage rentals
Cottage rentals with a hot tub

Waterfront cottage overhanging the water!
We thoroughly enjoyed our time at the cottage. It was so very peaceful and we loved being literally right around n the water! Slept amazingly well and the cottage was just lovely! Robert was also a great host. 5 stars all around and we hope to return again!

Walk/Bike to East Hampton Village & Ocean Beaches
I had a wonderful weekend at Andrew’s place in East Hampton. It was gorgeous, perfect location, perfect layout, and such a central location to everything. It was incredibly clean and organized and the backyard was beautiful for relaxing. Andrew was also a terrific host- he left us beverages, was super communicative and flexible and I’m so happy I stayed here. Hopefully I’ll rent again soon!!

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes
Took a getaway to Martin's cottage for a long weekend and could not have been happier. It was immaculately clean and the hot tub was ab amazing way to relax. I look forward to being back.

Lakefront Escape | Cool Tub•Game Room•Dog-Friendly
Absolutely stunning views and peaceful vibes at this sweet cottage!!! Totally exceeded my expectations. Book now or you’ll regret it!!!

Cozy Getaway | Pet Friendly | Litchfield Cty
I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.

Lakeside cottage with beautiful views up the lake!
We always love going to this cottage. It’s our favorite. It’s actually one of our favorite places. To go a few times a year winter summer. We just spent memorial weekend there. A little doggies loved it. Home away from home so cozy. Bobby the host is wonderful. My daughter boyfriend came up and they absolutely loved it and my son came from Texas to spend one night. It was his first time there he loved it. We already planning on going back. Fantastic getaway. If you need to distress and want calmness. This is the place to come to. And the town of Mystic has great restaurants Like I said it’s our favorite place to come to and I’ve been to quite a few…. Just got home today and I’m seeing if I can book some sometime in October to go back we love it.

Lovely 2 BR Beach House No. Shore
beautiful house, great location and very nice and peaceful neighborhood close to the beach and the vineyards the house is very well equipped ! Richard was very nice and even find a little bed for our baby boy ! thanks !

Private Beach Cottage
Great communication with host, beach within walking distance was so nice, overall good spot within 30 mins of mystic aquarium and Foxwoods casino
Pet-friendly cottage rentals

Lake Beseck cottage
We loved our stay here. It was the perfect place for two of us and our dog. The home was just as described, welcoming, cosy and well equipped, and we appreciated all the local recommendations. We enjoyed local walks, the lake, and the great dog park, as well as easy access to Middletown to visit our son. Elisabeth and Daniel were fantastic hosts!

Mystic, CT Pet-Friendly Cottage with Hiking Trails
My sister, dog and I stayed at the cottage for the weekend and had a great experience! Erika is a wonderful host and the property is beautiful. The cottage itself was exactly as pictured. Breakfast in the inn, cooked with natural and organic ingredients, is an absolute must. The location of the inn is great as well, with direct access to the Lantern Hill trail (which our dog loved) and only a short drive from downtown. Would definitely recommend staying here!

In-law apartment in Farmington River Cottage
Is a great place. Clean, comfortable. It is a basement apartment so the ceilings and doorways are lower than a normal house. I am 6 ft 5 in tall and I did not hit my head on the ceiling but the doorways were low where my hair would brush up. The bathroom sink and mirror were low also but all things were workable. I am NOT faulting her place at all. I am just tall. I will stay here again on my next trip to Connecticut. Elizabeth is nice and friendly. Once in a while you would hear the cat chasing the dog upstairs. but I just laughed at it. No noise was ever constant or non-stop. Slept very well. The early evening you would hear a train whistle way in the background almost like clockwork. Not disturbing, made it peaceful like you were in a small town country place. The river was nice. Hearing the river and wildlife was nice after a 10 hour workday. Highly recommend this for a stay. Only thing- wish the security light went on at 3am when I left. Hard to see going up the outside stairs.

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN
A very cute and wonderful place to stay! Cozy, clean, private, and incredibly close to the beach! Lisa was extraordinarily understanding about the check-out time and process, would LOVE to stay again! :)

Serene Waterfront Cottage
We love it here! Our home away from home! Since we’ve moved out of Connecticut, this is the perfect place to stay when we come for a visit. Farah is the best host, and we love everything here! Especially her amazing gift basket! Bella always loves her surprises!

Montauk Cottage 5
Ron responded extremely quick to one of my requests. He also gave us some great restaurant recommendations of which we ended up going to. Overall smooth, enjoyable, and worry free stay.

Adorable cottage
Angela was a great host and very accommodating after an unfortunate personal event we encountered just after arriving. The cottage was very comfortable and immaculately clean. Love the keyless entry. Neighborhood is quiet and we felt extremely safe. Deer pass through the yard throughout the day and what's more beautiful than that!!! We absolutely recommend Angela as a host and would not hesitate to book again in the future.

Cozy Home In Short Beach Community
Joel was a fantastic host, very friendly and informative. House was beautiful and clean. Two things I will say(that the host has no control of might I add). First it is on a Main Street, people whip by the house fast and it’s very loud. And second, if you suffer from any type of balance issues or vertigo, unfortunately several of the floors are not level and either are the stairs. This is not something the host could do anything about but unfortunately it affected me a lot as I suffer with balance issues. We truly did enjoy our stay though and if not for my balance issues then we would 100% stay at this house again!
Private cottage rentals

Cheerful, private cottage in Essex village.
Fred’s place was awesome. My husband and I stayed here for our wedding weekend and it exceeded our expectations. We got beautiful pictures and loved how close it was. Highly recommend linking up with other friends to get the big house in front of the cottage- it was super easy and fun to pop back and forth!

SeaStar Beach House Old Saybrook
Our family had a wonderful weekend at Robin’s home. The location was perfect for a fall getaway with access to plenty of restaurants, and fun family activities. The home is lovely with beautiful yard space directly overlooking the nature filled marsh. The home is clean and comfortable with all needed items during our stay. The city of New Haven is also close by for cultural activities, Yale and museums. We highly recommend this Airbnb and hope to return again.

The Beach Nest-Lux Cottage Steps to the Beach
Great, beachy location within easy driving distance of a bunch of great waterfront restaurants. Easy, clean, and very comfortable.

Cozy Lakefront Cottage Perfect for Families
What a beautiful view! We had a great time despite the weather. The house was very comfortable and the location right on the lake is hard to beat.

Adorable cottage close to beaches and downtown
My family were coming to the commencement so we stayed at John’s place for several days. The house is at a very quiet place surrounded by woods yet easy to find from the main road, and has easy access to I-95. The house was bigger than we thought and can accommodate six or even more people. It has everything we need like dishwasher, washer and dryer, etc. John also kindly provided grounded coffee and drinks in the fridge. It was an excellent experience!

Bucolic Farm On A Country Road
We could not have asked for a nicer place to stay~~~~clean, comfortable, woke up every morning hearing the bird’s singing. Felt like home. And Lori was a wonderful host! Thank you!

Oceanside home steps to private beach!
Spent the weekend here for my husband’s birthday with our kids. They loved the big private beach. Almost no one else was on it. We needed an air mattress for our daughter and they quickly brought one over. The place was STOCKED with everything you could need!

Chic Coastal Retreat with Short Walk to Beach
This beach house is super cute. I did have trouble with the lock box, but, that could have been operator error. Super cute, super clean, super responsive to questions.
Quick stats about cottage rentals in Westbrook
Total rentals
10 properties
Nightly prices starting at
$154 AUD before taxes and fees
Total number of reviews
930 reviews
Family-friendly rentals
10 properties are a good fit for families
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Seaside Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Bushnell Park
- Jennings Beach
- Silver Sands Beach
- Sunken Meadow State Park
- South Jamesport Beach
- Groton Long Point Main Beach