Holiday Homes in Connecticut

Compare and save

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Connecticut

Cozy Bungalow Just Minutes From Mystic, Westerly Beaches, Boating And Casinos! 1 Bedroom Bungalow by RedAwning
Bungalow, 1 Bedroom | Exterior

Cozy Bungalow Just Minutes From Mystic, Westerly Beaches, Boating And Casinos! 1 Bedroom Bungalow by RedAwning

3.5 star property
Cozy Bungalow Just Minutes From Mystic, Westerly Beaches, Boating And Casinos! 1 Bedroom Bungalow by RedAwning
Room-plaid Room 3min From Yale Univ
Shared Dormitory, 1 Bedroom | Outdoor dining

Room-plaid Room 3min From Yale Univ

3.0 star property
10.0 out of 10, Exceptional, (1)
"The owner is great and made great accommodations for our stay, the price was wonderful. The neighborhood maybe wasent the nicest but thats kinda out of his control."
Room-plaid Room 3min From Yale Univ
Las Flores Villa
Family House | 5 bedrooms, premium bedding, individually decorated

Las Flores Villa

5.0 star property
10.0 out of 10, Exceptional, (1)
Las Flores Villa
479 South Benson
On the beach

479 South Benson

4.0 star property
479 South Benson
The Inn at Fairfield Beach
Front of property

The Inn at Fairfield Beach

3.0 star property
8.2 out of 10, Very good, (523)
"Best location, good value, stayed there 3 times, will return again "
The Inn at Fairfield Beach
High Street Hideaway
House, Multiple Beds (High Street Hideaway) | Property grounds

High Street Hideaway

3.5 star property
High Street Hideaway
Blackwoods Old Country Home 5 Bedroom Home by RedAwning
House, 5 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Blackwoods Old Country Home 5 Bedroom Home by RedAwning

3.0 star property
Blackwoods Old Country Home 5 Bedroom Home by RedAwning
Whimsical Staycation Fire Pit Full House 2 Bedroom Home by RedAwning
House, 2 Bedrooms | Property grounds

Whimsical Staycation Fire Pit Full House 2 Bedroom Home by RedAwning

3.0 star property
Whimsical Staycation Fire Pit Full House 2 Bedroom Home by RedAwning
Walkable Home in Mystic Historic District
Room | Terrace/patio

Walkable Home in Mystic Historic District

3.5 star property
Walkable Home in Mystic Historic District
Twin Lakes Tranquility
House, Multiple Beds (Twin Lakes Tranquility) | Living room

Twin Lakes Tranquility

3.5 star property
Twin Lakes Tranquility
ABC Stay - Connecticut Five Bedroom Home
House, Multiple Beds, Pool Access, Mountain View (Connecticut Five Bedroom Home) | Private kitchen | Fridge, microwave, oven, stovetop

ABC Stay - Connecticut Five Bedroom Home

4.0 star property
ABC Stay - Connecticut Five Bedroom Home
Que Luxury Camper Ct
Interior

Que Luxury Camper Ct

2.0 star property
Que Luxury Camper Ct
Woodbury Wonder
House, Multiple Beds (Woodbury Wonder) | Property grounds

Woodbury Wonder

3.5 star property
Woodbury Wonder
Perfection on the Preserve
House, Multiple Beds (Perfection on the Preserve) | Private kitchen | Microwave, toaster, blender

Perfection on the Preserve

3.5 star property
Perfection on the Preserve
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
Sign in
Sign up, it's free

Top Connecticut Hotel Reviews

Mohegan Sun

Mohegan Sun

10/10 Excellent
"food was great. make sure you eat at taos. "
Sarah 3-night trip
Posted 2 days ago
Mohegan Sun