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Holiday Homes in Connecticut

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Top cities in Connecticut

A cityscape with autumn foliage, buildings, and a distant hill.
Hotels

New Haven

New Haven

Find holiday rentals that suit your style

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Cabins
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Cottages
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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Connecticut holiday homes

A porch with wicker furniture and a view of a road and greenery.

1. 4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
East Shore
10.0 out of 10, Exceptional, (49 reviews)
"Thank you place was enormous and beautiful"
United States
Kristin
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy
A covered porch with a wooden table and wicker chairs, a vase with flowers, and a view of the street.

2. Stunning downtown Mystic 4 bedroom 2 kitchen newly renovated historic home

Stunning downtown Mystic 4 bedroom 2 kitchen newly renovated historic home
Mystic
10.0 out of 10, Exceptional, (2 reviews)
"Excellent. Meticulous. Well thought out for vacationers."
United States
Greg S.
Stunning downtown Mystic 4 bedroom 2 kitchen newly renovated historic home
A modern living room with a sofa, a dining table, and a TV mounted on the wall.

3. Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (75 reviews)
"All aspects of our stay were excellent!"
United States
Lori G.
The price is £169
includes taxes & fees
9 Nov - 10 Nov
Cozy, comfy,quiet &close to casinos
A cozy dining area with a wooden table, cushioned chairs, and a view of the beach.

4. Waterfront Beach House

Waterfront Beach House
Clinton
9.6 out of 10, Exceptional, (73 reviews)
"We loved it and plan to visit again next year!!"
United States
Lynn M.
Waterfront Beach House
A modern living room with a fireplace, a large window with a view of a beach, and a 'Welcome to the Farm' sign.

5. Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT

Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
Groton
10.0 out of 10, Exceptional, (145 reviews)
"Lovely property and super easy communication and check-in/check-out process with the host. Would definitely book again."
United States
Benjamin G.
The price is £599
includes taxes & fees
9 Nov - 10 Nov
Exceptional Contemporary Coastal Retreat-4 King Bedrooms Mystic Noank Groton CT
A kitchen with white cabinets, wooden chairs, a central island, pendant lights, and a view of the outside.

6. Stonington Village | Sleeps 8 | Shops & Dining

Stonington Village | Sleeps 8 | Shops & Dining
The Borough
10.0 out of 10, Exceptional, (6 reviews)
Stonington Village | Sleeps 8 | Shops & Dining
A two-story house with a wrap-around porch, a bay window, and a small tower-like structure.

7. Dream vacation home

Dream vacation home
Derby
6.0 out of 10, (2 reviews)
"The unit is in a good location, close to hospital, restaurants, neighborhood is quite and parking on the property made it nice. It was clean when we arrived, no issue to get into the house. It had new towels and linens. Communication to the host was just fine, they responded to our questions within few minutes. Overall we had a nice 4day stay."
United States
shailesh P.
Dream vacation home
A wooden deck with a view of a building through dense foliage.

8. Private Annex/Former Artist Studio

Private Annex/Former Artist Studio
Washington
10.0 out of 10, Exceptional, (64 reviews)
"Amazing! The Annex was charming and cozy! Quilted beds and fluffy white towels- and pet friendly! Our dog also loved it! The hosts were friendly and helpful and when we checked in there were the most delicious cookies and chilled wine! Would definitely stay there again!"
United States
Gerd
Private Annex/Former Artist Studio
A room with a large window overlooking a swimming pool, wooden cabinets, and a view of a fenced backyard.

9. Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
East Lyme
10.0 out of 10, Exceptional, (123 reviews)
"The property at White Gate was absolutely stunning. It was perfect for our large group, with plenty of space and comfortable rooms for all. The pool was a huge added bonus and a ton of fun for everyone!"
United States
Mitchell R.
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
A dock with kayaks and a canoe, surrounded by trees and a calm lake.

10. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is £256
includes taxes & fees
9 Nov - 10 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
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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Frequently Asked Questions

What is the best time to enjoy a holiday home in Connecticut?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .

How many holiday homes are available for rent in Connecticut?

Choose from 0 beautiful holiday homes in Connecticut for your getaway.

How much is a holiday home in Connecticut?

You can find perfect holiday homes in Connecticut for as low as £85 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.

How can I get the best deal on a holiday home in Connecticut?

Find the best deals on Connecticut holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.

Why should I book a holiday home in Connecticut?

There’s no better way to spend your well-earned holiday than in a private, cosy Connecticut holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Connecticut.

What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Connecticut holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.

Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Connecticut—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Connecticut car hire to your holiday property into a holiday package.

What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

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