A city skyline at dusk with reflections in a calm body of water, a bridge, and modern buildings.

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Top Cities in Connecticut

A cityscape with a mix of historic and modern buildings, including a prominent clock tower and a large, rectangular skyscraper.
CottagesCottages

New Haven

New Haven

Our top choices for Connecticut cottages

A two-story wooden house with a front porch, surrounded by lush greenery and trees.

1. Summer Lake Cottage, private beach, Berkshire Hills, small village

Summer Lake Cottage, private beach, Berkshire Hills, small village
Lakeville
9.6 out of 10, Exceptional, (93 reviews)
"The house is very comfortable with a big kitchen with 2 sinks and 2 refrigerators, a large porch facing the lake. Great for all ages. You can swim, boat, or just gaze at the view."
United States
Jenny P.
Summer Lake Cottage, private beach, Berkshire Hills, small village
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

2. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $227
CA $401 total
includes taxes & fees
Nov 1 - Nov 2
1-bedroom cottage with Grove Beach 🏖️ access.
A seaside patio with white wicker chairs, a table, and a beige umbrella.

3. Charming 3 Bedroom Beach Front Cottage

Charming 3 Bedroom Beach Front Cottage
Milford
9.2 out of 10, Wonderful, (20 reviews)
"Beautiful location and worked very well for our trip to visit with family in the areas over Thanksgiving."
United States
David S.
Charming 3 Bedroom Beach Front Cottage
A living room with a dark grey sofa, two wooden chairs, a small table with a tray, and a large window with a view of the sea.

4. Direct waterfront renovated cottage.

Direct waterfront renovated cottage.
Madison Center
10.0 out of 10, Exceptional, (101 reviews)
"Unbeatable views and professional hosts."
United States
Russell A.
Direct waterfront renovated cottage.
A deck with a grill, a glass table, and kayaks by a lake.

5. Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (238 reviews)
"Very beautiful view and really enjoyed lake, canoe, swing. Very peaceful environment."
United States
Himali P.
The price is CA $179
CA $392 total
includes taxes & fees
Nov 3 - Nov 4
Lakeside cottage overhanging the water, beautiful window views across the lake
A small, single-story building with a red door and windows, a covered picnic table, and a barbecue grill outside.

6. Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (213 reviews)
"What a beautiful place to unwind! We will be back!"
United States
Cheryl H.
The price is CA $186
CA $419 total
includes taxes & fees
Nov 5 - Nov 6
Lakeside cottage ON the water with beautiful views up the lake!
A white cottage with a front door, a garage, and a small porch with a potted plant.

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

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (30 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is CA $283
CA $502 total
includes taxes & fees
Nov 5 - Nov 6
The gardners Cottage 1 mile from long Island Sound - pet friendly
A living room with a sofa, armchair, and a coffee table. There is a fireplace, a television, and a window with curtains.

8. Cottage nestled in wooded Greenwich setting with New England charm

Cottage nestled in wooded Greenwich setting with New England charm
Greenwich
10.0 out of 10, Exceptional, (1 review)
"Tucked away, quaint and private, I felt like I was in a fairy tale. This cottage is a gem! Decorated in the style of an English Country Manor Guest House with modern conveniences; this recently renovated cottage envelops you in warmth. The bed is cozy and comfy. The “instant” fireplace adds great ambience to the front “sitting room” where a “smart” TV is mounted. Classic works of art and period pieces adorn the walls. Though it doesn’t appear to be, ALL the furniture IS comfortable and staged...
United States
J J.
Cottage nestled in wooded Greenwich setting with New England charm
A hot tub with a view of a forested area.

9. Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!

Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!
Newtown
9.0 out of 10, Wonderful, (6 reviews)
"Charming cabin, great location… comfy and cozy"
United States
MaryJane B.
Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!
A white house with green shutters, a front porch, and a garage.

10. 2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!
3.0 star property
Madison
10.0 out of 10, Exceptional, (1 review)
"Excellent. The property was simply lovely and the owner was excellent to work with. Location was just what we were looking for, the yard was large and landscaping & outdoor areas were wonderful. Thank you!"
United States
Cindie
2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!
A deck with white Adirondack chairs, a wooden railing, and a grill.

11. Idillic summer getaway in Litchfield Hills, CT.

Idillic summer getaway in Litchfield Hills, CT.
Sharon
10.0 out of 10, Exceptional, (13 reviews)
"The place was as described and very comfortable. We enjoyed our stay!"
United States
Amanda C.
Idillic summer getaway in Litchfield Hills, CT.
A historic building with multiple stories, a central tower, and a porch with railings.

12. 2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard
Westbrook Center
9.4 out of 10, Exceptional, (15 reviews)
"The house has so much character, very old house, feels like stepping back in time and me and my family love it. Very clean. Lots of places to just relax and be by yourself if you want some quiet time. Communication with host is very easy, very responsive. I also love that it is so close to the beach, you can see it from the porch. And the small town atmosphere is so nice. Highly recommend!"
United States
Arlene C.
2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard
A two-story house with a covered patio, a stone wall, and a well-maintained lawn.

13. Coastal Cottage - Private Beach & Water Views!

Coastal Cottage - Private Beach & Water Views!
Clinton
9.8 out of 10, Exceptional, (12 reviews)
"We had a great Labor Day weekend getaway! House was clean and comfortable with just about everything you need! Location was in a great, quiet neighborhood - beach so close and beautiful setting!"
United States
Sandra M.
Coastal Cottage - Private Beach & Water Views!
A small white house with black shutters, a porch, and a red barn in the background.

14. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (14 reviews)
"Love love love this place. A very unique setting on a little farm and the cabin was great. Everything ya need. A gorgeous setting. Tom, the owner is great. Will. Be. Back."
United States
Paul
The price is CA $145
CA $194 total
includes taxes & fees
Nov 1 - Nov 2
The Tiny Cottage & Mini Farm
A wooden house with a stone pathway leading to a wooden deck.

15. Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
Greenwich
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful and restful"
United States
Lisa H.
The price is CA $1,126
CA $2,204 total
includes taxes & fees
Nov 9 - Nov 10
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC
A modern two-story building with a white exterior and black-framed windows.

16. Westport "Gold Coast" across from Southport beach

Westport "Gold Coast" across from Southport beach
Fairfield
10.0 out of 10, Exceptional, (106 reviews)
"Everything was wonderful, love staying there. "
United States
Shelley M.
Westport "Gold Coast" across from Southport beach
A modern two-story house with a paved driveway, a stone wall, and a small outdoor seating area.

17. Charming Studio-Cottage with WiFi & TV free parking in Greenwich

Charming Studio-Cottage with WiFi & TV free parking in Greenwich
Greenwich
9.0 out of 10, Wonderful, (2 reviews)
"Excellent stay"
United States
Kathleen C.
Charming Studio-Cottage with WiFi & TV free parking in Greenwich
A single-story house with a garage, a small porch, and a solar panel on the roof.

18. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (21 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
Lakeview Carriage House with Spectacular Sunset Views
A two-story house with a covered porch, a front door, and a small outdoor seating area with a table and chairs.

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

Cozy Home near private beach , close to New Haven area colleges Hospitals
Branford
9.4 out of 10, Exceptional, (85 reviews)
"Property was clean with some nice cozy touches. Wine on the table, fruit in the frig, chocolate for comfort, coffee for wakeup. Host was very pleasant and accommodating. Will definitely stay there again."
United States
Vincent
The price is CA $150
CA $415 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Home near private beach , close to New Haven area colleges Hospitals
A wooden deck with a round metal table and chairs, a picnic table, and a brick oven.

20. Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Old Saybrook
10.0 out of 10, Exceptional, (73 reviews)
"Beautiful location! Hosts were very friendly and even left a loaf of banana bread for us!"
United States
Victoria S.
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
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 Connecticut Hotel Reviews

Two Trees Inn

Two Trees Inn

10/10 Excellent
"Excellent place to stay !"
Lisa 1-night trip
Posted less than an hour ago
Two Trees Inn

Find out more about Connecticut

Connecticut Cottages information

Number of reviews
1,090
Accommodation
316 Cottages
Lowest Price
CA $194
Highest Price
CA $2,204

Frequently asked questions

How much do cottages in Connecticut cost?
Prepare to pay between CA $194 and CA $2,204 per night for cottages in Connecticut. No matter your budget, a fantastic stay is just a few clicks 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 Connecticut?
Browse through 316 cottages in Connecticut and then secure your favorite. Whether you're taking off on a family trip or a break with friends, your perfect stay is just a few clicks away with Expedia.
Why book your cottage in Connecticut with Expedia?
Reserving a cottage in Connecticut is as easy as working out your travel dates and picking your ideal place for outdoor fun and relaxation. From upmarket retreats to low-cost properties and cottages that come with perks like a hot tub, Expedia has something for all tastes. As for unbeatable deals? We've got your back!
How can I find cheap cottages in Connecticut?
Expedia can help you track down cheap cottages in Connecticut. To lock in a superb stay in a few quick keystrokes, try out our handy filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Connecticut near my cottage?
The most important accessory for your Connecticut trip is an epic itinerary! Mystic Arts Center, Denison Pequotsepos Nature Center and Olde Mistick Village are some of the top things to do if you're making your way to Mystic - New London. Stamford is also home to excellent attractions, such as Stamford Town Center. In the mood to explore more? Stop by Cove Island Park and Stamford Center for the Arts too.

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