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

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Our top choices for Connecticut holiday rentals

A modern kitchen with white cabinets, a dining area with wooden chairs, a large window, and a view of the city.

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (109 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is ฿5,759
฿8,616 total
includes taxes & fees
13 Sept - 14 Sept
DUNE Fairfield Beach
A cabin with a large window, surrounded by trees.

2. 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, (182 reviews)
"Great property for quiet and a nice getaway. Great little places to eat and shop in the surrounding towns."
United States
Frank
The price is ฿4,410
฿8,078 total
includes taxes & fees
21 Sept - 22 Sept
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
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
6.4 out of 10, (162 reviews)
"Very friendly staff and nice clean hotel!!"
United States
Alice
The price is ฿4,391
฿5,049 total
includes taxes & fees
30 Aug - 31 Aug
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 ฿7,155
฿8,228 total
includes taxes & fees
24 Aug - 25 Aug
Guesthouse at Norwalk Inn
A two-story house with a blue exterior, a front porch, and a driveway leading to the entrance.

5. Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!
5.0 star property
North End
The price is ฿26,610
฿42,036 total
includes taxes & fees
24 Aug - 25 Aug
Beechmont - Perfect for Family Retreat!
A covered outdoor area with a stone patio, a grill, and Adirondack chairs overlooking a forested landscape.

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

Montville Retreat Near Mohegan Sun: 2-home Bundle!
3.0 star property
Montville
The price is ฿22,902
฿37,827 total
includes taxes & fees
26 Aug - 27 Aug
Montville Retreat Near Mohegan Sun: 2-home Bundle!

7. Trumbull Apartments

Trumbull Apartments
3.0 star property
Downtown Hartford
The price is ฿8,984
฿12,945 total
includes taxes & fees
24 Aug - 25 Aug
Trumbull Apartments
A modern living room with a fireplace, a flat-screen TV, and a decorative tray with snacks.

8. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is ฿14,898
฿24,486 total
includes taxes & fees
30 Aug - 31 Aug
4 Mi to Beach & Dtwn! Charming Fairfield Home
A covered outdoor area with a stone patio, a grill, and Adirondack chairs overlooking a forested landscape.

9. Cozy Studio: Indoor Hot Tub & Inground Pool Access

Cozy Studio: Indoor Hot Tub & Inground Pool Access
3.0 star property
Montville
10.0 out of 10, Exceptional, (1 review)
"Everything from the price,location,tranquility, and the host Allen was awesome. We would go back in a heartbeat. Montville is beautiful."
United States
Eduardo
The price is ฿6,207
฿14,032 total
includes taxes & fees
26 Aug - 27 Aug
Cozy Studio: Indoor Hot Tub & Inground Pool Access
A spacious living room with large windows, a fireplace, and a view of the outdoors.

10. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is ฿8,919
฿17,610 total
includes taxes & fees
14 Sept - 15 Sept
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

11. Bristol Condo Near Espn HQ & Lake Compounce!

Bristol Condo Near Espn HQ & Lake Compounce!
3.5 star property
Bristol
The price is ฿5,717
฿10,252 total
includes taxes & fees
1 Sept - 2 Sept
Bristol Condo Near Espn HQ & Lake Compounce!
A spacious hallway with high ceilings, arched columns, and chandeliers.

12. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,389 reviews)
"Property and room very clean Friendly staff and plenty of parking"
United States
Amelia
The price is ฿9,703
฿11,725 total
includes taxes & fees
7 Sept - 8 Sept
Montauk Manor

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (286 reviews)
"Great place!"
United States
Christine
The price is ฿10,013
฿14,353 total
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

14. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (50 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is ฿10,497
฿11,993 total
includes taxes & fees
23 Sept - 24 Sept
North Fork Resort

15. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is ฿7,354
฿9,290 total
includes taxes & fees
20 Sept - 21 Sept
Windward Shores Ocean Resort

16. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (248 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is ฿5,455
฿7,296 total
includes taxes & fees
20 Sept - 21 Sept
Driftwood Resort

17. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (294 reviews)
"Found mold under the pull-out couch"
United States
Anna
The price is ฿10,770
฿14,512 total
includes taxes & fees
9 Sept - 10 Sept
The Surf Club
A breakfast buffet with pastries, fruits, and a coffee station.

18. 3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is ฿29,403
฿37,615 total
includes taxes & fees
24 Aug - 25 Aug
3BR Prime Luxury NY - Free Parking

19. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (446 reviews)
"It was wonderful"
United States
christopher
The price is ฿6,669
฿7,974 total
includes taxes & fees
8 Sept - 9 Sept
Montauk Oceanside Suites
A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

20. Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is ฿27,933
฿36,118 total
includes taxes & fees
24 Aug - 25 Aug
Two Wash
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

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

8/10 Good
"Proximity to casino is excellent. Supermarket, restaurants, gas stations, CVS nearby. Shuttle prompt. Would have liked a refrigerator in room though."
Donna 1-night trip
Posted 1 hour ago
Microtel Inn & Suites by Wyndham Uncasville Casino Area

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Vacation Apartments in Connecticut

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