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

New Haven
A marina with several boats docked, surrounded by houses and dense forest.
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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, (201 reviews)
"Great experience and the perfect environment"
United States
Stephanie
The price is ￥21,372
￥31,860 total
includes taxes & fees
Nov 9 - Nov 10
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
The price is ￥28,089
￥41,959 total
includes taxes & fees
Oct 12 - Oct 13
DUNE Fairfield Beach
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

3. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (190 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is ￥21,107
￥24,273 total
includes taxes & fees
Oct 12 - Oct 13
Stamford Suites
A hotel entrance with a covered walkway, a prominent tower, and a well-lit facade.

4. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is ￥44,330
￥50,979 total
includes taxes & fees
Nov 10 - Nov 11
Guesthouse at Norwalk Inn
A two-story house with a porch, a front door with a wreath, and a small garden area.

5. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (9 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is ￥18,380
￥54,145 total
includes taxes & fees
Oct 12 - Oct 13
Bear Retreat - 2-bedroom house in Waterbury
A modern living room with a large window, a sofa, a coffee table, and a TV.

6. 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
The price is ￥17,572
￥30,815 total
includes taxes & fees
Nov 9 - Nov 10
Stylish Sheek Loft Dwntwn, Amphitheater, Park, Metro North, Ferry All 2-10min
A white house with a wooden staircase leading to a porch.

7. 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.
The price is ￥13,963
￥19,224 total
includes taxes & fees
Oct 18 - Oct 19
Cozy One Bedroom Apartment Centrally Located in Southbury
A multi-story building with a brick facade, large windows, and a storefront with signage.

8. Trumbull Apartments

Trumbull Apartments
3.0 star property
Downtown Hartford
2.0 out of 10, (1 review)
"Terrible, worst stay ever . It was such a hassle to get in no clear instructions… never again"
United States
Nicolas
The price is ￥40,369
￥59,089 total
includes taxes & fees
Oct 11 - Oct 12
Trumbull Apartments
A wooden deck with chairs overlooking a calm lake surrounded by autumn foliage.

9. #24 Serenity A Lakefront Cottage Retreat

#24 Serenity A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (25 reviews)
"It was great "
United States
Rodrigo C.
The price is ￥24,728
￥53,925 total
includes taxes & fees
Oct 12 - Oct 13
#24 Serenity A Lakefront Cottage Retreat
A glass-top table with a woven placemat, a vase with white flowers, and a view of a balcony through a door with curtains.

10. The Overlook near South Farms in Litchfield County is Hospitality, integrated.

The Overlook near South Farms in Litchfield County is Hospitality, integrated.
Morris
9.8 out of 10, Exceptional, (19 reviews)
"Very clean & cozy with everything we needed!"
United States
Joe K.
The price is ￥34,037
￥43,575 total
includes taxes & fees
Oct 12 - Oct 13
The Overlook near South Farms in Litchfield County is Hospitality, integrated.
A dining area with a long table, four chairs, a chandelier, and a painting on the wall.

11. 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, (80 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is ￥18,047
￥33,498 total
includes taxes & fees
Oct 14 - Oct 15
Spacious 2 Bedroom apartment close to Yale Bowl
A deck with a white chair and a table, a sliding glass door, and a potted plant.

12. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is ￥27,704
￥49,676 total
includes taxes & fees
Oct 12 - Oct 13
Bristol Condo Near Espn HQ & Lake Compounce!
A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

13. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (61 reviews)
"We enjoyed our stay"
United States
JM B.
The price is ￥16,385
￥33,068 total
includes taxes & fees
Oct 18 - Oct 19
1-bedroom cottage with Grove Beach 🏖️ access.
A living room with a grey sofa, an orange armchair, a small round table, and a glass-top coffee table.

14. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (12 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.
The price is ￥16,385
￥22,010 total
includes taxes & fees
Oct 14 - Oct 15
The Tiny Cottage & Mini Farm
A two-story house with a front porch, a balcony, and a driveway.

15. Grey comfort room

Grey comfort room
New London
9.6 out of 10, Exceptional, (4 reviews)
"Nice place"
United States
JACQUELINE FELICIANO
The price is ￥9,261
￥18,369 total
includes taxes & fees
Oct 13 - Oct 14
Grey comfort room
A row of brownstone buildings with a central staircase leading to the second floor.

16. Bright Downtown Studio near Yale & East Rock!

Bright Downtown Studio near Yale & East Rock!
Downtown New Haven
9.2 out of 10, Wonderful, (16 reviews)
"Pretty close to Yale campus"
United States
Dongjian
The price is ￥17,097
￥38,706 total
includes taxes & fees
Oct 14 - Oct 15
Bright Downtown Studio near Yale & East Rock!
A modern living room with a sofa, a coffee table with decorative items, and a large window with curtains.

17. Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (27 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveler
The price is ￥19,915
￥62,321 total
includes taxes & fees
Oct 11 - Oct 12
Luxury Designer 2 bedroom+office/3bed vacation home.
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

18. 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.
The price is ￥18,681
￥46,179 total
includes taxes & fees
Oct 11 - Oct 12
Once the old Schools house now a newly furnished Apartment
A patio with outdoor furniture, a covered seating area, and a brick pathway leading to a house with large windows and a chimney.

19. 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
The price is ￥19,789
￥40,844 total
includes taxes & fees
Oct 13 - Oct 14
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

20. 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.
The price is ￥19,947
￥29,746 total
includes taxes & fees
Oct 12 - Oct 13
Wizard's Roost at Underhill Hollow
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

Amsterdam Hotel

Amsterdam Hotel

10/10 Excellent
"Clean and comfortable and a great value with plenty of dining options nearby. Good morning I was to check out, the front desk loaned me a charging cube so that I could order my Uber up. I was very grateful for that!"
Kevin 1-night trip
Posted 1 hour ago
Amsterdam Hotel

Find out more about Connecticut

Vacation Apartments in Connecticut

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