The skyline of downtown Hartford, Connecticut at dusk from across the Connecticut River.

Holiday Homes in Connecticut

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Connecticut Accommodation: Most Popular Cities to Stay

Our top choices for Connecticut holiday homes

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, (182 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
The price is £221
includes taxes & fees
14 Jul - 15 Jul
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12

TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12
Guilford
10.0 out of 10, Exceptional, (45 reviews)
"house was filled with great artwork and books. great location. "
United States
Rebecca N.
TREETOPS! A Reunion/Retreat/Event estate! JULY OPENINGS Seasonal POOL! Sleeps 12

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed
New Fairfield
9.4 out of 10, Exceptional, (50 reviews)
"Loved the house the host was wonderful!"
United States
Barbie H.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (40 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is £317
includes taxes & fees
1 Jul - 2 Jul
Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Arden House DT Mystic 3BR Lux Family Getaway

Arden House DT Mystic 3BR Lux Family Getaway
Mystic River Historic District
9.8 out of 10, Exceptional, (25 reviews)
"Enjoyed an amazing weekend with my family staying in this cozy & pretty property located within walking distance of the restaurants and shops in Mystic. "
United States
Raichell B.
The price is £659
includes taxes & fees
19 Jul - 20 Jul
Arden House DT Mystic 3BR Lux Family Getaway

FRESH FUN SPACIOUS! 4bed 4bath getaway RELAX and PLAY short walk 2 private beach

FRESH FUN SPACIOUS! 4bed 4bath getaway RELAX and PLAY short walk 2 private beach
East Lyme
10.0 out of 10, Exceptional, (1 review)
"Our holiday weekend ended up being indoors due to poor weather, but our 20 month old was still able to run around the spacious property and have a great time. The host is tremendously accommodating with ample towels, well equipped kitchen, comfortable mattresses, and a game room. We were able to communicate specific needs for our sudden booking, and again, John responded quickly and graciously met them. Despite 3 hours of sunlight on our 3 day 2 night stay, we had a great time. The lobster...
United States
Ellen M.
FRESH FUN SPACIOUS! 4bed 4bath getaway RELAX and PLAY short walk 2 private beach

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, (41 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is £242
includes taxes & fees
6 Jul - 7 Jul
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Windsor
9.4 out of 10, Exceptional, (35 reviews)
"This was the perfect place for our family’s quick weekend getaway!"
United States
DEBORAH B.
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Lakefront Summer Stunner in New England Just 2 Hours From NYC

Lakefront Summer Stunner in New England Just 2 Hours From NYC
Sharon
10.0 out of 10, Exceptional, (92 reviews)
Lakefront Summer Stunner in New England Just 2 Hours From NYC

SailHouse Downtown Mystic Lux 2BR Family Getaway 3 Min Walk

SailHouse Downtown Mystic Lux 2BR Family Getaway 3 Min Walk
Mystic River Historic District
9.8 out of 10, Exceptional, (26 reviews)
"The property was beautiful and maintained nicely. We loved that it was so close to the small downtown area. "
United States
Debora C.
The price is £477
includes taxes & fees
7 Jul - 8 Jul
SailHouse Downtown Mystic Lux 2BR Family Getaway 3 Min Walk

Comfortable and bright home - near downtown Mystic.

Comfortable and bright home - near downtown Mystic.
Groton
8.8 out of 10, Excellent, (23 reviews)
"House was very nice and clean. Beds were comfortable just a little low to ground. Host was very friendly and attentive. We had a small problem with heat right away but host solved it quickly and sent wood as well. "
United States
Melissa P.
Comfortable and bright home - near downtown Mystic.

Charming Waterfront Getaway — South Cove, Old Saybrook

Charming Waterfront Getaway — South Cove, Old Saybrook
Old Saybrook
10.0 out of 10, Exceptional, (8 reviews)
"Fantastic, unique property, perfect for a couple, fully stocked with all the essentials. Most of all we loved the view, it is breathtaking. "
United States
Lee-Ann D.
Charming Waterfront Getaway — South Cove, Old Saybrook

Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge

Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge
Preston
8.8 out of 10, Excellent, (25 reviews)
"The house was cozy and had a nice yard for our little dogs to run around.It is really close to a lot of places like Mohegan Sun, Foxwoods and Mystic and shopping. "
United States
Frank M.
Waterfront 3-bedroom w Firepit, Game Room, ~1 mile to Foxwoods, Great Wolf Lodge

Amazing lake house with everything you need!

Amazing lake house with everything you need!
Ashford
9.8 out of 10, Exceptional, (32 reviews)
Amazing lake house with everything you need!

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, (113 reviews)
"The host is very welcoming and the house is very comfortable and spacious"
United States
Douglas L.
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (37 reviews)
"Such a fun getaway!"
United States
Patrice D.
The price is £162
includes taxes & fees
9 Jul - 10 Jul
The Tree House at Underhill Hollow

Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (56 reviews)
"Clean home. Couldn’t be easier to get to Mohegan Sun! Very convenient."
United States
Angela
The price is £204
includes taxes & fees
24 Jun - 25 Jun
Cozy, comfy,quiet &close to casinos

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!
New Fairfield
8.8 out of 10, Excellent, (29 reviews)
"House was clean and comfortable. We enjoyed our visit to that beautiful area."
United States
Anonymous traveller
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

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, (38 reviews)
"Great hosts. Everything was as described and the entire place was clean and beautiful. We enjoyed our stay! "
United States
Alkida K.
4000+ SqFt Home. Amazing Views, Private, Close to Downtown and Yale Univeristy

Beach House

Beach House
East Lyme
9.6 out of 10, Exceptional, (60 reviews)
"Joseph was an excellent, very responsive host. House was very clean and well appointed. We had an excellent time there with our family. "
United States
Enrique
Beach House
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

Find out more about Connecticut

Connecticut Holiday Homes: Find the Perfect Place


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 1274 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 £162 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.

Connecticut Holiday Homes information

Number of reviews
750
Accommodation
1274 Holiday Homes
Lowest Price
£162
Highest Price
£659

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