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

Vacation Rentals in Connecticut

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Top Cities in Connecticut

A marina with several boats docked, surrounded by houses and dense forest.
Vacation RentalsVacation Rentals

Mystic

Mystic

Our top choices for Connecticut vacation rentals

A cabin with a dining table set for two, a bicycle, and a small porch area.

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (199 reviews)
"Great experience and the perfect environment"
United States
Stephanie
$175 nightly
The price is $201
Nov 4 - Nov 5
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

2. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (114 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
$235 nightly
The price is $270
Oct 7 - Oct 8
Total with taxes and fees
DUNE Fairfield Beach
A living room with a grey sofa, an orange armchair, a small round table, and a glass-top coffee table.

3. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"Great little quiet home away from home. Tom and Stacy and all the cute animals were very friendly and welcoming. Perfect place to relax after a busy day of activity."
United States
Angela A.
$126 nightly
The price is $142
Oct 12 - Oct 13
Total with taxes and fees
The Tiny Cottage & Mini Farm
A two-story house with a front porch, a balcony, and a driveway.

4. Grey comfort room

Grey comfort room
New London
9.6 out of 10, Exceptional, (4 reviews)
"Nice place"
United States
JACQUELINE FELICIANO
$99 nightly
The price is $111
Oct 7 - Oct 8
Total with taxes and fees
Grey comfort room
A white house with a wooden staircase leading to a porch.

5. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (37 reviews)
"Great place. Had everything we needed and was very clean."
United States
Niki B.
$106 nightly
The price is $118
Oct 28 - Oct 29
Total with taxes and fees
Cozy One Bedroom Apartment Centrally Located in Southbury
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

6. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (60 reviews)
"We enjoyed our stay"
United States
JM B.
$196 nightly
The price is $221
Oct 7 - Oct 8
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
A modern living room with a large window, a sofa, a coffee table, and a TV.

7. Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min

Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
Downtown Bridgeport
9.6 out of 10, Exceptional, (14 reviews)
"Perfect option for a quick visit, Would stay again!"
United States
Destiny
$172 nightly
The price is $195
Oct 26 - Oct 27
Total with taxes and fees
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A two-story house with a porch and a wooden picnic table in the front yard.

8. Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (191 reviews)
"Fantastic location, great stay as always. Perfect for a weekend getaway."
United States
Jaime M.
$232 nightly
The price is $262
Nov 2 - Nov 3
Total with taxes and fees
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
A modern living room with a sofa, a coffee table, and a rug.

9. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (11 reviews)
"Good location"
United States
Arthur
$106 nightly
The price is $119
Oct 11 - Oct 12
Total with taxes and fees
Entire guest suite in South Windsor, Connecticut
A hammock in a lush garden with a house in the background.

10. A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (12 reviews)
"The place was perfect and the vibe was awesome. The hosts think of everything!"
United States
Matt F.
$177 nightly
The price is $200
Nov 3 - Nov 4
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

11. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.2 out of 10, Wonderful, (15 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
$274 nightly
The price is $292
Oct 7 - Oct 8
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
A gazebo with wicker furniture and a sign indicating it's open.

12. New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (51 reviews)
"This was a great place to stay. The property was beautiful and very peaceful. I would definitely recommend this property. It is very close to olde Mystic and downtown."
United States
Bonnie
$179 nightly
The price is $202
Oct 7 - Oct 8
Total with taxes and fees
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

13. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
$166 nightly
The price is $188
Oct 8 - Oct 9
Total with taxes and fees
Wizard's Roost at Underhill Hollow
A patio with outdoor furniture, a covered seating area, and a brick pathway leading to a house with large windows and a chimney.

14. Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
Norwich
9.6 out of 10, Exceptional, (63 reviews)
"Beautfil and convenient place. We stayed just one night and the location is perfect since it's just by the Spa."
United States
Aura
$226 nightly
The price is $256
Oct 7 - Oct 8
Total with taxes and fees
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
A swimming pool at night with blue lighting.

15. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
$135 nightly
The price is $152
Oct 11 - Oct 12
Total with taxes and fees
Business or Weekend escape
A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

16. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (54 reviews)
"Clean property, very cute. Also very small. Cable/tv access was challenging, but all on all a good experience"
United States
traci
$210 nightly
The price is $238
Oct 8 - Oct 9
Total with taxes and fees
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

17. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (79 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
$181 nightly
The price is $205
Oct 7 - Oct 8
Total with taxes and fees
Spacious 2 Bedroom apartment close to Yale Bowl
A square fire pit with flames, surrounded by a grassy field and a green chair.

18. Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (24 reviews)
"Great location, quite country yet close to MA and airport."
United States
Todd R.
$174 nightly
The price is $197
Oct 26 - Oct 27
Total with taxes and fees
Peaceful Meadow Retreat
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

19. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (38 reviews)
"We had a great stay, very clean and cozy! Our host was very nice and responsive. Great location, would definitely recommend!!!"
United States
Kristy C.
$226 nightly
The price is $256
Oct 19 - Oct 20
Total with taxes and fees
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A dock with a chair and a red canoe, overlooking a calm lake at sunset.

20. 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, (211 reviews)
"Sweet, cozy and clean. We had a nice time fishing, spotted a wide variety of birds, and enjoyed a few rounds of croquet. The lake was peaceful and quiet but is only a few minutes from the Foxwoods complex for shopping, dining, casino and shows. Thanks for a great stay!"
United States
Marcy P.
$304 nightly
The price is $344
Nov 1 - Nov 2
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Love the place mainly for the staff and the city vibe. Rooms getting near needing a tech update - usb outlets, smart tvs, etc. The streaming app is a pain to use. Also, the pretty good free morning coffee (as well as the coffee for purchase) is ruined for anyone who takes it with cream - you won't find any, just CoffeeMate. Ugh. But It's my go to in New Haven, just needs a bit of attention."
john 1-night trip
Posted 1 hour ago
New Haven Hotel

Find out more about Connecticut

Discover your perfect Connecticut vacation rental with Expedia

How many vacation rentals are available in Connecticut?


Expedia has plenty of vacation rentals to choose from in and around  Connecticut, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Connecticut?


The selection of Connecticut vacation rentals we have selected for you start as low as $169 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Connecticut?


Vacation rentals in Connecticut come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Connecticut vacation rentals to suit everyone. 


Why should I choose a vacation rental in Connecticut?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Connecticut vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Connecticut?


Find vacation rentals in Connecticut by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Connecticut.  


What amenities are available in a vacation rental in Connecticut?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Connecticut vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Connecticut?   


Everytime is a great time to head to Connecticut! Staying in a Connecticut vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Connecticut. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Connecticut vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Connecticut, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Connecticut vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.  


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