Holiday Homes in Connecticut

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Connecticut

Groton Home < 1 Mi to Beach on Long Island Sound!

10.0 out of 10, Exceptional, (3)
"Beautiful place with fabulous views. We rented for a family funeral. Had more than enough space to host a get together for family (about 25 people). Hosts were flexible about giving us an extra hour to get packed up. "
Groton Home < 1 Mi to Beach on Long Island Sound!

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

8.8 out of 10, Excellent, (23)
"2nd time we have stayed there"
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages

Sweet Mystic Retreat

10.0 out of 10, Exceptional, (239)
"The hosts were extremely helpful and responsive to all my questions and requests.My family enjoyed our holiday vacation in the house. The location of the house was great.My only complaint is that there was a lot of black (cat?) hair in the living area. We had small crawling children and the hair was a concern."
Sweet Mystic Retreat

Escape to a Celebrity Chef's Waterfront Lake House

10.0 out of 10, Exceptional, (1)
Escape to a Celebrity Chef's Waterfront Lake House

Cozy Ocean Front Retreat with Private Beach!

10.0 out of 10, Exceptional, (16)
"The views from this home are great - really enjoyed sunrises from the master bedroom. A very comfortable home with everything we needed. "
Cozy Ocean Front Retreat with Private Beach!

Brand new home minutes to casino

10.0 out of 10, Exceptional, (16)
"This was the perfect location and the home is as clean as they come and perfectly appointed. "
The price is AU$594
includes taxes & fees
18 Feb - 19 Feb
Brand new home minutes to casino

Historic home in downtown Mystic-1 block from green, river, shops & restaurants

10.0 out of 10, Exceptional, (106)
"We had a great time staying at the Charles Mallory house. Our whole family of 10 from 3-70 really enjoyed everything the house and area had to offer. The owners were above excellent and ready with lots of local information, history, and info about their beautifully restored and loved home. "
Historic home in downtown Mystic-1 block from green, river, shops & restaurants

Eagles Nest at Mystic Manor

10.0 out of 10, Exceptional, (102)
"We had a fantastic experience at the Eagles Nest ! The focus of our stay was golf & 35+ years of friendship and the Eagles Nest set up perfectly for our group of 7. First of all the home and property were immaculate upon arrival, nothing out of place, everything clean & glowing, and not a crumb to be found. The ample space allowed us to easily gather in open kitchen & Living Room areas and everyone had their own bedroom. Kitchen is loaded up with anything you could need / use to do any meal. We...
Eagles Nest at Mystic Manor

Cozy Westbrook Vacation Rental - Walk to Beach!

10.0 out of 10, Exceptional, (11)
"Stayed at this house for a weekend after Christmas. It was great! Perfect location and easy to get everywhere! Would love to stay again."
Cozy Westbrook Vacation Rental - Walk to Beach!

Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome

10.0 out of 10, Exceptional, (155)
"We really enjoyed our stay at the cottage and already are planning to return. The cottage was well equipped with kitchen, bathroom and actual cable tv - super important as we traveled over prime football season. We were very comfortable, the area was quiet and very conveniently located near the holiday lights and the waterfront. "
Rest, Relax, Retreat - A 3bdrm Mystic Getaway- Children 6+ welcome

McAngel Haven: 5 mins from Yale

9.8 out of 10, Exceptional, (9)
"Excellent to had a nice house like that "
The price is AU$919
includes taxes & fees
19 Feb - 20 Feb
McAngel Haven: 5 mins from Yale

15mins to Hartford, Home in Manchester w/ King Bed

2.0 star property
7.0 out of 10, Good, (2)
"We stay in rental all the time. This was definitely the worst that we have ever seen. There was no booklet of information left to give you instructions for the house. There were no labels on switches, instructions on how to use the fireplace, photograph of the supplies in the kitchen were not the same as what you Experienced. Made it very difficult to cook, so we just didn’t. The pots and pans were old and scratched, and not the kind of thing that anybody should be using and they should be...
The price is AU$468
includes taxes & fees
9 Feb - 10 Feb
15mins to Hartford, Home in Manchester w/ King Bed

Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

9.6 out of 10, Exceptional, (83)
"No complaints. Stayed during the winter so ne er got the full experience with the lake but it was a great home."
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>

10.0 out of 10, Exceptional, (23)
"I wanted to surprise my husband with a weekend get-away for him and five of his buds. The house perfectly fit those needs. Plenty of beds and space. Room for them to break out the Board Games hang and Mary was a wonderful partner in answering my questions and dealing with the "surprise" aspect of the weekend. It also turns out that the location was perfect with plenty of town for them to see if they felt like getting out of the house. 2 hours from NJ and Boston made it a nice mid-point for my...
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>

Charming Historic House in Downtown Mystic

10.0 out of 10, Exceptional, (128)
"Property was perfect, exactly as described. And the little extras made us smile. Would refer everyone heading to mystic."
The price is AU$491
includes taxes & fees
17 Feb - 18 Feb
Charming Historic House in Downtown Mystic

Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

10.0 out of 10, Exceptional, (34)
"The property is super clean and cozy. Chris was a really good host and was available and responsive to any questions.. The location is excellent being within walking distance of downtown and the seaport museum. We really enjoyed our stay and hope to visit again.the seaport museum. "
The price is AU$770
includes taxes & fees
7 Feb - 8 Feb
Beautifully Restored 1890’s House in beautiful & picturesque downtown Mystic.

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

9.8 out of 10, Exceptional, (62)
"A quick weekend to reconnect with family, this was the perfect setting. Our hosts were really accommodating, creating a relaxing and comforting atmosphere. We'll be back!"
The price is AU$828
includes taxes & fees
16 Feb - 17 Feb
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

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

9.2 out of 10, Wonderful, (12)
"Our visit at this VRBO was almost excellent… the only issue we had was with theTVs. We could not get the TVs in the bedroom to work. Cleanliness was exceptional! Availability of food/meal supplies was great. It was nice that there was ice already made for us. The towel and wash cloths were fluffy and absorbent. The queen bed and pillows were very comfortable. We cannot say there was anything that did not meet expectations! Anyone would be comfortable there. We would book again. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Expansive Beautiful Ranch with Pool and hot tub. Close to Beach Sleeps 20+

10.0 out of 10, Exceptional, (10)
"This may very well be the nicest house we have ever stayed in! It was spacious, clean and well stocked. It was so nice not to have to bring our own linens! We were pleasantly surprised with a hot tub. Thank you for a great stay!"
Expansive Beautiful Ranch with Pool and hot tub. Close to Beach Sleeps 20+

Cape Cod home in great location! Walk to downtown

9.4 out of 10, Exceptional, (142)
"The house was clean and had a cozy feel. Good location too, with a lot of restaurants/ neat stores nearby. I would definitely recommend this if you're looking to go on vacation to Connecticut."
Cape Cod home in great location! Walk to downtown
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.
Don't see what you're looking for?
See all available properties in Connecticut
Save an average of 15% on thousands of hotels when you're signed in