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

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.

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 !

Lakefront Summer Escape | Cool Tub | Fire Pit
Absolutely stunning views and peaceful vibes at this sweet cottage!!! Totally exceeded my expectations. Book now or you’ll regret it!!!

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

The Lil Nauti Cottage, Steps To Fairfield Beach
Lil Nauti was perfect for our family. The bedrooms were adequate, with very comfortable beds and plenty of pillows. The wardrobe space and drawers were great as we had a long stay with a lot of baggage! Jason has absolutely everything you could possibly want or need for a stay. The kitchen is really well equipped. Cute cottage and delightful private garden.

Cozy Getaway | Pet Friendly | Litchfield Cty
Kelsey’s cottage was exactly as described. It was so beautifully decorated & had everything that we would need. We had a wonderfully relaxing weekend & hope to do it again soon.
Pet-friendly cottage rentals

Private and Serene home close to I-84 and shopping
One of the nicest hosts I have ever met. Peaceful area, cute house. Hard to believe that large stores and restaurants are only a few miles away, plus Shake Shack, Trader Joes and Whole Foods. The only problem I had was with my ancient cell phone. I could get test messages, but not phone calls.

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!

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! :)

Cozy Cottage by the pond
What a perfect place to explore Southern Connecticut from. Easy to find and easy access to all points of interest. Collis P. Huntington state park is across the street and is an incredible perk. Many easy to walk trails with plentiful wildlife and peaceful serenity. Would recommend and stay again in the future. Jamie is an awesome host, so thoughtful and responsive!!

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly
We had a great, comfortable stay here. It was especially nice to be so close to the beach and the restaurants in Walnut Beach. Would definitely stay again!

Montauk Cottage Escape
We absolutely loved our stay at Milton & Megan's Montauk house! It was perfect for a group of 4 (2 couples) there for a 4 day trip. The house is very quiet & peaceful, with lots of outdoor space, but also very walkable to town. The house was super clean, and everything was very easy to find. The bedrooms had lots of closet space, the TV was easy to set up, and all the amenities listed on the website were accurate. We'd love to come back again and stay. Thanks!

Montauk Oceanview
Always love staying at Ron’s. It’s so peaceful. Perfect location and beautiful Ocean views with a short ride if you need to go to town. Montauk Music Fest is a must. Amazing talent and great way to see all Montauk venues. Ron so great to have as a host!

Remodeled Cottage Private Old Kelsey Point Beach
Cheryl's place was adorable! I felt right at home in the cosy open concept living space. My mom crashed the weekend portion of the trip which was nice. My cat Mushu had a wonderful time and we even went outside. The beach was about a four minute walk for me, and a breathtaking view as you approach. Cheryl had everything necessary and mentioned. Next time I'll be sure to bring coffee filters and sugar. There were unexpected amenities too like paper towels and trash bags, and candles. There were also tons of spare toiletries like shaving cream and shampoo and conditioner and body wash. Thanks again!
Private cottage rentals

Cheerful, private cottage in Essex village.
I got this as a christmas gift for my parents, and they had an amazing time! Fred was extremely helpful and the house was very clean. The town was very relaxing and we will definitely be coming back.

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 wonderful spot! Fun shallow water for play (deeper as you go out but very gradual), little sandy beach, clear water with fish and turtles and even a heron - not to mention gorgeous sunsets! Really relaxing place to enjoy some quality family time. Adam is very kind and was quick to answer every question we had. We really enjoyed our time here, thank you for sharing your spot with us, we hope to return!

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
Our time at the Coastal Cottage was so comfortable, quiet, and relaxing! Adorable decor inside the cottage, several beautiful areas to visit along the coast nearby, and easy access to the beach. Plus Alexandra and Stephen were such great hosts who were very easy to communicate with. Highly recommend checking out this spot if you plan a visit to the coastline of Connecticut!

Beach Cottage!
I would give it 6 stars if I could! Beautiful location, quiet and peaceful. Jay’s place is better than the photos in my opinion
Quick stats about cottage rentals in Westbrook
Total rentals
10 properties
Nightly prices starting at
₹8,579 before taxes and fees
Total number of reviews
930 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi 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
- Woodmont Beach
- Amagansett Beach
- Ocean Beach Park
- Quotonset Beach
- Giants Neck Beach
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Blue Shutters Beach
- Sunken Meadow State Park
- Bushnell Park
- Sherwood Island State Park
- Long Island Aquarium