Cottages in Connecticut

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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Top Cities in Connecticut

Hartford featuring heritage architecture, a city and an administrative buidling
CottagesCottages

Hartford

Hartford

Our top choices for Connecticut cottages

Exterior
Lakeside cottage ON the water with beautiful views up the lake!

Cottage in Ledyard

Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (191)
"There were stunning views, it was very relaxing, and we had excellent communication with the host. We couldn’t be happier, it was perfect! Kayaking was the best part. Plenty to see and do in the area as well."
United States
Heather S.
The price is AED 511
AED 1,123 total
includes taxes & fees
4 Jan - 5 January 2026
Lakeside cottage ON the water with beautiful views up the lake!
Exterior
Waterfront Cottage in Branford

Cottage in branford

Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (99)
"Beautiful location "
United States
Anne d.
Waterfront Cottage in Branford
Exterior
Adorable Beach Cottage

Cottage in Milford

Adorable Beach Cottage
9.8 out of 10, Exceptional, (55)
"Lovely cottage, well equipped and immaculately clean, close to the beach and charming shops and restaurants. "
United States
Sarah G.
Adorable Beach Cottage
Property grounds
Lakeside cottage overhanging the water, beautiful window views across the lake

Cottage in Ledyard

Lakeside cottage overhanging the water, beautiful window views across the lake
9.8 out of 10, Exceptional, (218)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
The price is AED 511
AED 1,074 total
includes taxes & fees
4 Jan - 5 January 2026
Lakeside cottage overhanging the water, beautiful window views across the lake
Outdoor dining
Charming 3 Bedroom Beach Front Cottage

Cottage in Milford

Charming 3 Bedroom Beach Front Cottage
2.0 star property
9.4 out of 10, Exceptional, (6)
"Stayed here while attending the Soundside Fest. Perfect location to be away from the busy Bridgeport area. The water is right there and it’s the perfect space for a weekend get away."
United States
Sarah W.
Charming 3 Bedroom Beach Front Cottage
Exterior
Idillic summer getaway in Litchfield Hills, CT.

Cottage in Sharon

Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, (13)
"The place was as described and very comfortable. We enjoyed our stay!"
United States
Amanda C.
Idillic summer getaway in Litchfield Hills, CT.
Terrace/patio
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Cottage in Stafford

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
9.6 out of 10, Exceptional, (30)
"Great host- fun property!"
United States
Mary F.
The price is AED 477
AED 1,198 total
includes taxes & fees
1 Jan - 2 January 2026
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds
Peaceful WATERFRONT Cottage Near Mystic and Casinos

Cottage in Griswold

Peaceful WATERFRONT Cottage Near Mystic and Casinos
9.2 out of 10, Wonderful, (54)
"It was a great stay. Good space. A great place to come back to after exploring Connecticut for a few days. The pond access and kayaks were a great bonus "
United States
Emma W.
Peaceful WATERFRONT Cottage Near Mystic and Casinos
Terrace/patio
115 Rose Cottage with 2 bedroom walk to Groton Bay

Cottage in Groton

115 Rose Cottage with 2 bedroom walk to Groton Bay
8.8 out of 10, Excellent, (8)
"Very nice little place. Quite, clean and only minutes from Mystic and downtown New London."
United States
Nicholas C.
The price is AED 342
AED 1,140 total
includes taxes & fees
17 Dec - 18 Dec
115 Rose Cottage with 2 bedroom walk to Groton Bay
Exterior
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays

Cottage in West Haven

Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
9.4 out of 10, Exceptional, (13)
"Tom is excellent host. Great house, clean and very nicely set up. Great care to details. House comes with everything you need. "
United States
Brandon R.
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays
Exterior
Historic cottage in Deep River, CT

Cottage in Deep River

Historic cottage in Deep River, CT
10.0 out of 10, Exceptional, (1)
"Wonderful stay. Charming and perfect. "
United States
john M.
Historic cottage in Deep River, CT
Exterior
RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.

Cottage in Westbrook Center

RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.
9.8 out of 10, Exceptional, (111)
"Great location, cozy cottage, friendly neighbors, and stunning beaches. There are plenty of places to visit, restaurants to try, and beautiful sunrises and sunsets to enjoy!"
United States
Carol E.
RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.
Exterior
Direct waterfront renovated cottage.

Cottage in Madison Center

Direct waterfront renovated cottage.
10.0 out of 10, Exceptional, (84)
"Excellent property and great location. Will stay there again. "
United States
Brian L.
Direct waterfront renovated cottage.
Exterior
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2

Cottage in Stonington

The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
10.0 out of 10, Exceptional, (5)
"Great stay with friends! "
United States
Danielle V.
The price is AED 336
AED 842 total
includes taxes & fees
14 Jan - 15 January 2026
The Oar Cottage (24) · walk Mystic-Train/EV Lvl-2
Cottage (1 Bedroom) | Interior
Guilford Carriage House at Granite Lodge!

Cottage in Guilford

Guilford Carriage House at Granite Lodge!
3.0 star property
9.0 out of 10, Wonderful, (2)
"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"
United States
Anonymous traveler
Guilford Carriage House at Granite Lodge!
Terrace/patio
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

Cottage in Killingly

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
10.0 out of 10, Exceptional, (50)
"Our Family enjoyed staying in your lake house. We had an amazing experience. It felt like home."
United States
Lisa G.
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Fridge, microwave, oven, stovetop
Trendy 1 bedroom +loft apartment w/ parking

Cottage in West Side

Trendy 1 bedroom +loft apartment w/ parking
9.6 out of 10, Exceptional, (14)
"Perfect for my needs. Would stay again for sure"
United States
Michael M.
Trendy 1 bedroom +loft apartment w/ parking
Property grounds
The Cottage at Highland Lake, year-round, waterfront with a boat dock

Cottage in Winsted

The Cottage at Highland Lake, year-round, waterfront with a boat dock
9.6 out of 10, Exceptional, (11)
"Check was easy and smooth, extra directions communicated were great, the use of water toys were wonderfully appreciated. We had a very short stay for an event but would highly recommend and would absolutely stay again. "
United States
Samara S.
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Exterior
Cozy Home near private beach , close to New Haven area colleges Hospitals

Cottage in Branford

Cozy Home near private beach , close to New Haven area colleges Hospitals
9.6 out of 10, Exceptional, (70)
"The stay was very nice, nice and cozy, but we didn’t know the owners lived on the property too, but it was cool I need better roll out beds due to you feel the spring thicker mattress It was a cool nice stay and they need a new pot sets for Family that want to cook."
United States
Pamela B.
Cozy Home near private beach , close to New Haven area colleges Hospitals
Exterior
Adorable Cottage with Cottage porch, walk to water & town

Cottage in Westbrook Center

Adorable Cottage with Cottage porch, walk to water & town
8.8 out of 10, Excellent, (6)
"Great host and property"
United States
Kevin K.
Adorable Cottage with Cottage porch, walk to water & town
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

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

10/10 Excellent
"Great hidden gem"
Edward 3-night trip
Posted 9 hours ago
EVEN Hotel Norwalk by IHG

Frequently asked questions

How much do cottages in Connecticut cost?
Prepare to pay between AED 842 and AED 1,198 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 313 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.