Connecticut Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Top Holiday Rentals Destinations in Connecticut

Stamford Suites
4.0 star property
5.8 out of 10, (64)
"Location very good."
The price is AU$235
includes taxes & fees
19 Oct - 20 Oct
Stamford Suites
DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (72)
"Loved this venue! "
DUNE Fairfield Beach
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (17)
"Perfect place to rest. Excellent service! "
The price is AU$317
includes taxes & fees
17 Oct - 18 Oct
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
10.0 out of 10, Exceptional, (2)
"Waterfront location by a marina was beautiful. The place is welcoming with a bright, cozy living area. Rooms were clean and spacious, bathrooms modern, kitchen, grill, and deck to enjoy. Had a great experience overall."
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.6 out of 10, Exceptional, (58)
"Loved our stay here. "
Luxury Furnished Apartments by Hyatus Downtown at Yale
Luxury Apartments by Hyatus at The Asher
4.5 star property
10.0 out of 10, Exceptional, (18)
"This place truly felt like a home away from home. Everything was spotless, comfortable, and well cared for. The location made it easy to access everything we needed, whether dining, shopping, or exploring the area. I would definitely return!"
Luxury Apartments by Hyatus at The Asher
The Mystic Harbor House · walk downtown Mystic · train · aquarium
10.0 out of 10, Exceptional, (5)
"Loved the area. Loved the house. Very clean "
The price is AU$659
includes taxes & fees
10 Nov - 11 Nov
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
10.0 out of 10, Exceptional, (7)
"William was great. Room was perfectly clean. Fresh towels, water bottles, croissants, and coffee everyday was a really nice touch. "
The price is AU$190
includes taxes & fees
14 Oct - 15 Oct
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
Spacious 7-bedroom house Stonington with amazing views.
10.0 out of 10, Exceptional, (5)
"Great place, great owner!"
Spacious 7-bedroom house Stonington with amazing views.
Carrick Landing-#4 · walk Mystic-Train/EV Lvl-2 · aquarium
10.0 out of 10, Exceptional, (2)
"Clean, brand new, very easy. The sleep sofa was even comfortable!"
The price is AU$333
includes taxes & fees
29 Oct - 30 Oct
Carrick Landing-#4 · walk Mystic-Train/EV Lvl-2 · aquarium
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
10.0 out of 10, Exceptional, (135)
"Our family loved our time in mystic, and this beautiful cottage!"
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
Humble Beginnings
8.8 out of 10, Excellent, (6)
"We loved this property.Only stayed one night, wish we could spend more time here. Well stocked kitchen, bathroom extras in case you've forgotten some essentials at home. Electric fireplace for that special atmosphere while hanging out in the living room. Super comfy mattresses. Shower with great water pressure and extra large head. Convenient access, private parking space. Board games. Books. Quiet air purifiers in each room.I could go on and on.Definitely will stay again. Adding to favorites."
The price is AU$309
includes taxes & fees
3 Nov - 4 Nov
Humble Beginnings
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (38)
"Great place to crash for a night when in town"
The price is AU$501
includes taxes & fees
15 Oct - 16 Oct
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, (155)
"Such a unique home in the lovely town! Much to see and do. We need a longer stay. Thank you. "
The price is AU$630
includes taxes & fees
14 Oct - 15 Oct
Charming Historic House in Downtown Mystic
Oak Grove Cottage - in the foothills of Mystic
10.0 out of 10, Exceptional, (10)
"The cottage was spotless, cozy, and had everything needed and more. It was a perfect place to visit nearby museums, parks, and towns. If we are lucky enough to be back in the area we would stay again. "
The price is AU$667
includes taxes & fees
19 Oct - 20 Oct
Oak Grove Cottage - in the foothills of Mystic
The Denison Studio · Near Casinos Smoke/vape smell
The price is AU$299
includes taxes & fees
14 Oct - 15 Oct
The Denison Studio · Near Casinos Smoke/vape smell
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
10.0 out of 10, Exceptional, (125)
"Excellent stay! Where else could you accommodate 8 people with 4 king size beds and all the kitchen and housekeeping supplies you need. Well thought out and very comfortable outside and interior areas to relax in.Just a great experience"
The price is AU$974
includes taxes & fees
16 Oct - 17 Oct
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Totally Private Cozy studio in awesome Hartford with WiFi, AC
8.6 out of 10, Excellent, (11)
"Great!"
The price is AU$247
includes taxes & fees
15 Oct - 16 Oct
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Lux Boutique Large Private LOFT Pratt St Hartford
8.4 out of 10, Very good, (21)
"Location was great. Lots of things to do and many nearby options for eating and drinks. View was disappointing—dark and one window facing a brick wall. Biggest complaint was neighbors and noise—first two nights there was loud music and parties until early morning hours."
The price is AU$254
includes taxes & fees
14 Oct - 15 Oct
Lux Boutique Large Private LOFT Pratt St Hartford
Charming Studio| Near Yale| Downtown New Haven
8.6 out of 10, Excellent, (7)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
The price is AU$333
includes taxes & fees
14 Oct - 15 Oct
Charming Studio| Near Yale| Downtown New Haven
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Connecticut Hotel Reviews

Find out more about Connecticut

Everything you need to know about Connecticut holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Connecticut holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Connecticut holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Connecticut holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Connecticut. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Connecticut holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Connecticut holiday rentals we have chosen for you start as low as AU$190 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Connecticut rentals

At Expedia, we put the best Connecticut holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Connecticut rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Connecticut holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Connecticut. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.