Holiday Homes in Connecticut

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Connecticut Accommodation: Most Popular Cities to Stay

Our top choices for Connecticut holiday homes

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.6 out of 10, Exceptional, (20 reviews)
"Cute house, very comfortable and clean"
United States
Jeffrey W.
The price is £236
includes taxes & fees
25 Mar - 26 Mar
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Charming Historic House in Downtown Mystic

Charming Historic House in Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (169 reviews)
"Super cute house! Perfect for a stay to view the area! "
United States
Rocky & Jessica V.
The price is £266
includes taxes & fees
26 Mar - 27 Mar
Charming Historic House in Downtown Mystic

Cape Cod home in great location! Walk to downtown

Cape Cod home in great location! Walk to downtown
Stonington
9.4 out of 10, Exceptional, (165 reviews)
"great location. accommodations met our needs. great price."
United States
Bette G.
Cape Cod home in great location! Walk to downtown

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, (44 reviews)
"Beautiful view, attentive host, plenty of room. Thank you for a lovely stay."
United States
Kevin M.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

Oceanfront Getaway - Quiet, Firepit + Pvt Beach
Morgan Point
9.8 out of 10, Exceptional, (9 reviews)
"Great beach house for family vacation "
United States
david m.
The price is £493
includes taxes & fees
1 Apr - 2 Apr
Oceanfront Getaway - Quiet, Firepit + Pvt Beach

Large Charming Historic House close to Beaches

Large Charming Historic House close to Beaches
Clinton
9.6 out of 10, Exceptional, (39 reviews)
"The house was clean and welcoming. The little town is super cute as well! "
United States
Leigh H.
Large Charming Historic House close to Beaches

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Manchester
9.2 out of 10, Wonderful, (11 reviews)
"This was a lovely place for our whole family to stay while in town for a soccer tournament. The space was perfect for our family and we enjoyed hanging out between games. Super cozy!"
United States
Suzy W.
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Downtown Mystic Home Just Steps from Downtown, Restaurants and More!

Downtown Mystic Home Just Steps from Downtown, Restaurants and More!
Mystic
10.0 out of 10, Exceptional, (121 reviews)
"My family and I had a wonderful time at this beautiful and quaint home! It was very clean and had everything we needed. We will definitely come back again!"
United States
Katie F.
Downtown Mystic Home Just Steps from Downtown, Restaurants and More!

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, (26 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!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic
9.8 out of 10, Exceptional, (163 reviews)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
The price is £229
includes taxes & fees
29 Mar - 30 Mar
Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (53 reviews)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is £112
includes taxes & fees
30 Mar - 31 Mar
Business or Weekend escape

Cozy Ocean Front Retreat with Private Beach!

Cozy Ocean Front Retreat with Private Beach!
Milford
10.0 out of 10, Exceptional, (35 reviews)
"Relaxing stay, the water is the back yard, during low tide the kids loved running around the beach. Great food options close by. Close to the boardwalk"
United States
Kellen S.
Cozy Ocean Front Retreat with Private Beach!

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, (33 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!

2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS

2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS
East Lyme
10.0 out of 10, Exceptional, (46 reviews)
"The property is awesome , everything you need is available, clean and neat every room is equipped thinking on the guest needed , if you want to rest and recharge this is the place for you ,if you are a clean person this is perfect , the house is spotless.We spent thanksgiving there and have the best memories and nice pictures too."
United States
Auridalia G.
2BED GUESTHOUSE WITH PRIVATE BEACH ACCESS

Sweet Mystic Retreat

Sweet Mystic Retreat
Stonington
10.0 out of 10, Exceptional, (254 reviews)
"Excellent location, beautiful home and very nice! Highly recommend! "
United States
Debbie P.
Sweet Mystic Retreat

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Coventry
10.0 out of 10, Exceptional, (73 reviews)
"We love the Bungalow and stay there frequently. It has everything you need in a great location! "
United States
Katie H.
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Charming Waterfront Getaway — South Cove, Old Saybrook

Charming Waterfront Getaway — South Cove, Old Saybrook
Old Saybrook
10.0 out of 10, Exceptional, (5 reviews)
"The location is spectacular and the facilities are top of the line in every aspect .From the time of arrival to the time we left everything was spot on, we enjoyed love and laughter with sweet memories .Looking forward to coming back to this charming home, Thank you."
United States
Genichrio K.
Charming Waterfront Getaway — South Cove, Old Saybrook

Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

Luxurious midcentury modern glass house in the woods, chefs kitchen & great art
Old Lyme
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful property, just like the pictures. Great kitchen. Excellent host. "
United States
Nilda N.
Luxurious midcentury modern glass house in the woods, chefs kitchen & great art

Stylish & Luxurious 3 BDR Home with Play Station

Stylish & Luxurious 3 BDR Home with Play Station
Bristol
9.4 out of 10, Exceptional, (17 reviews)
"Clean and accommodating. Host was very helpful. Would stay again!"
United States
Anonymous traveller
Stylish & Luxurious 3 BDR Home with Play Station

Modern Cape Downtown Mystic

Modern Cape Downtown Mystic
Mystic
10.0 out of 10, Exceptional, (34 reviews)
"Our weekend stay was amazing! The host was extremely welcoming and helpful. The welcome snacks and drinks were much appreciated after a long drive. We will definitely stay again!"
United States
Frank K.
Modern Cape Downtown Mystic
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 1212 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 £112 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
1,102
Accommodation
1212 Holiday Homes
Lowest Price
£112
Highest Price
£493

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