Best Cottages in Westbrook in 2026

A sandy beach with a breakwater, calm sea, and a clear sky.

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Our top choices for Westbrook cottages

A living room with a sofa, armchair, coffee table, and a television.

1. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Center

includes taxes & fees

20 Oct - 21 Oct

A two-story house with a porch, multiple windows, and a front door.

2. Adorable Cottage with Cottage porch, walk to water & town

Westbrook Center

Francine F.

includes taxes & fees

19 Oct - 20 Oct

A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

3. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

includes taxes & fees

21 Oct - 22 Oct

A white cottage with a front door, a garage, and a small porch with a potted plant.

4. The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton

Mary S.

includes taxes & fees

19 Oct - 20 Oct

A two-story house with a porch, a mailbox, and a lawn.

5. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Madison

Samantha D.

includes taxes & fees

27 Oct - 28 Oct

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

6. North Fork Resort

Greenport

Harold

includes taxes & fees

26 Oct - 27 Oct

A wooden deck with potted plants and a view of a lush landscape.

7. Private Guest House w/ Deck + Spectacular Views!

Montville

agata

includes taxes & fees

25 Oct - 26 Oct

A small white house with black shutters, a porch, and a red barn in the background.

8. The Tiny Cottage & Mini Farm

Oakdale,

Jeffrey H.

includes taxes & fees

20 Oct - 21 Oct

9. Private Guest House w/ Deck + Spectacular Views!

Montville

"Home away from home with one major key asset: Allan, the host is a gem ; extremely welcoming, discreet, hands-on, friendly - very smart so will adapt to the guests. keeps the place a perfect spot to spend few days with family or friends away from the action of the city but very close by car. You are right in the middle of nature (great if you love it), with a wonderful view, an amazingly private large pool (never seen on any rentals before) and a comfortable guesthouse with all the basics you...

pierre g.

includes taxes & fees

25 Oct - 26 Oct

A small, single-story house with a white porch and a wooden front door.

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

Waterford

Jenna K.

includes taxes & fees

19 Oct - 20 Oct

A laundry room with a washer and dryer, shelves with cleaning supplies, and a basket.

11. Privet Farm cottage with AC and Deck in charming Salem Connecticut

Salem

Kellie

includes taxes & fees

19 Oct - 20 Oct

A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

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

Branford

Vincent

includes taxes & fees

21 Oct - 22 Oct

A small white house with a green door, two wicker chairs with red cushions, and a welcome mat.

13. 115 Rose Cottage with 2 bedroom walk to Groton Bay

Groton

Nicholas C.

includes taxes & fees

9 Nov - 10 Nov

A deck with a gray sofa, a wooden chair, and a metal fire pit.

14. The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Greenport

Jeannette M.

includes taxes & fees

16 Nov - 17 Nov

A covered outdoor area with a stone patio, a grill, and Adirondack chairs overlooking a forested landscape.

15. Montville Retreat Near Mohegan Sun: 2-home Bundle!

Montville

includes taxes & fees

25 Oct - 26 Oct

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Top Westbrook Hotel Reviews

Comfort Inn & Suites Meriden East

10/10 Excellent

"Things were well, except the microwave in room 405 didn't work, but went downstairs to use the common one to get the food heated up. Also, I left the privacy tag off the door in the hopes of getting the room cleaned, but came back from my day trips to the same room. I went down and received towels so I guess it was fine, just more walking."

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Cabins in the woods by Bonvoy Marriott. Who knew? What a great spot- truly amazing, driving up the east coast, having this jewel of a property pop up. I’ll be researching how this was developed, and where they can sneak more little cabins into beautiful forests."

Inn at Middletown

8/10 Good

"We stayed for one night. The location is very convenient and within walking distance to quite a lot in the area. We had valet parking which was very nice since parking for the hotel is down the street. We had dinner and breakfast at the hotel restaurant. It was very good and the waitstaff very attentive. However, when we sat down for dinner the water glasses were filthy. Mine had old lipstick marks all around the edges and his was just plain dirty. Needless to say we asked for clean glassware. We had drinks in the bar. We were disappointed that they had a "Girl's Fun Night Out" thing going on in the bar they had psychic's there. We were not aware of it when we booked and it was very crowded in the bar. It took awhile to get drinks because they only had one barmaid working there. The drinks are too high! $20 for a tequila sunrise. We had 2 drinks and a beer and it cost us $45.00 not including the tip. Just be aware before you order to ask the price first! The room was large and clean. It was a handicap accessible room, however the sliding bathroom door is very heavy and hard to slide. The curtains in the room.... were actually dry rotted and had several holes. Room 117 if the hotel is reviewing this. I think for a high end hotel they can do better. We were not horribly disappointed but would not stay there again."

Find out more about Westbrook

Westbrook Cottages information

Number of reviews	285
Accommodation	152 Cottages
Lowest Price	£107
Highest Price	£774

Frequently asked questions

How much do cottages in Westbrook cost?

You'll pay between £107 and £774 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 152 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.

Why book your cottage in Westbrook with Expedia?

Booking a cottage in Westbrook is as simple as deciding on your travel dates and choosing an ideal place for outdoor relaxation and recreation. From high-end retreats to budget-friendly stays and cottages that have perks like free WiFi, Expedia has something for all tastes. As for terrific deals? We've got you covered!

How can I find cheap cottages in Westbrook?

A wonderful way to find cheap cottages in Westbrook is with Expedia's user-friendly filter tool. Refine your search by amenities, star rating and budget to discover unbeatable deals in a couple of clicks.

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.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Westbrook cottages

1. Westbrook Getaway-Near Beaches, Train & Shoreline

2. Adorable Cottage with Cottage porch, walk to water & town

3. 1-bedroom cottage with Grove Beach 🏖️ access.

4. The gardners Cottage 1 mile from long Island Sound - pet friendly