Connecticut Holiday Rentals

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Top Holiday Rentals Destinations in Connecticut

New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1842)
"Comfortable beds and clean for the most part. Rooms are good size. More like a studio apartment. Will stay again sometime 👍 👍 ✌️. "
The price is AU$171
includes taxes & fees
16 June - 17 June
New Haven Village Suites
Stamford Suites
2.5 star property
7.0 out of 10, Good, (720)
"Inside the room in the hotel was very good and clean , We like to live here ."
The price is AU$319
includes taxes & fees
22 June - 23 June
Stamford Suites
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, (11)
"perfectly clean, quiet, great location "
The price is AU$448
includes taxes & fees
10 June - 11 June
DUNE Fairfield Beach
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Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (12)
"The guest house was cozy and well stocked. We had a great and relaxing stay. We didn't have great weather to enjoy it, but the deck and outdoor space were lovely, and the view was amazing. The host was very helpful and attentive."
Private Guest House w/ Deck + Spectacular Views!
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
9.4 out of 10, Exceptional, (3)
"The stairs outside are steep and the apartment is older but it severed the purpose."
The price is AU$428
includes taxes & fees
19 June - 20 June
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
70 Year old cottage on 2.8 acres, stunning views and sunsets
70 Year old cottage on 2.8 acres, stunning views and sunsets
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
9.6 out of 10, Exceptional, (78)
"Good place take a large family. Cute nearby towns."
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
10.0 out of 10, Exceptional, (13)
"We just returned and loved our time at the villa! We chose to stay here for 2 nights of concerts at Mohegan sun and could not have been happier! The property is clean, comfortable and has everythign you could need. The snacks and water were a welcomed treat! Taylor was so accomodating and we hope to return one day!"
The price is AU$489
includes taxes & fees
10 June - 11 June
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
The Hemingway Retreat - Romantic & Private Downtown Mystic Getaway
10.0 out of 10, Exceptional, (99)
"Not only is the cottage cute and clean, the location is perfect! We were so close to everything in Mystic! Our two young boys were even able to scooter (while we walked) to the downtown area of shops and restaurants. We loved the quiet side street and the bit of water view from the property. We will definitely stay here again!"
The Hemingway Retreat - Romantic & Private Downtown Mystic Getaway
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (112)
"We were looking for a nice relaxing weekend getaway from NYC and happened to find this listing. The check in process was easy, and the owners were lovely! We'd absolutely book again."
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (105)
"Neighborhood great for walking dogs. Would have loved a sink besides bathroom. Overall great value."
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (89)
"Mel and her husband were awesome! Perfect beach home and location was perfect. House was immaculate! I will stay there again. I only needed to use the first floor and did not have to use the stairs. Very close to the beach. Thank you, Mel!"
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, (125)
"We loved this quirky historic home decorated with lots of interesting items yet all the “modern” amenities in the very comfortable living room and bedroom spaces. The location is fabulous- walking distance to the entire downtown area and across the street from two of the best restaurants in Mystic! The owner Michael is great, very proactive with check in and check out information and very responsive to any messages. We would come back in a heartbeat!"
The price is AU$452
includes taxes & fees
9 June - 10 June
Unbeatable Downtown Mystic Location
Super Cute & Cozy Apartment in Downtown Mystic!
9.8 out of 10, Exceptional, (48)
"It was the perfect place for Murphy (labradoodle) and I. Short walk to downtown Mystic. Excellent restaurants. The host was very receptive and provided helpful information about the area. The rental was clean and exactly as described. I would highly recommend."
The price is AU$344
includes taxes & fees
13 June - 14 June
Super Cute & Cozy Apartment in Downtown Mystic!
Beautiful 2 Bedroom Boho Retreat in Downtown Mystic
10.0 out of 10, Exceptional, (10)
"The location of this sweet apartment is excellent! We so enjoyed staying there. It was very comfortable, clean, and cosy. I would stay there again!!"
The price is AU$554
includes taxes & fees
25 June - 26 June
Beautiful 2 Bedroom Boho Retreat in Downtown Mystic
Beach House
9.8 out of 10, Exceptional, (43)
"My daughter graduated from coast guard academy so we were staying for several days. The cottage is located in black point in Niantic. So close to the ocean. The cottage was adorably decorated, and very comfortable. Plenty of beds to accommodate a bigger group. Slept very well in comfortable bed. The owner had left some bagels and muffins for us as well. Small but nice kitchen with plenty of room for a family to sit at larger table. My favorite is proximity to water and the daily multiple walks....
Beach House
Awesome 7 Bedrooms on the Water including 3 More studio cottages by summer 2024
9.8 out of 10, Exceptional, (13)
"We had a large group of girls stay here for a weekend. There was a ton of parking, plenty of beds, lots of seating inside and outside. The house was very nice and clean. It is a great location close to Mystic and close to the Saltwater Farms Vineyard which was also a great place to go. Unfortunately it rained a bit while we were there so we weren’t able to take the pontoon. Once we got to the property though they were super great about scheduling the time we wanted for the pontoon and...
Awesome 7 Bedrooms on the Water including 3 More studio cottages by summer 2024
"Salt 'n' Lyme" - Walk to everything !
9.2 out of 10, Wonderful, (21)
"This cottage is so adorable and just a short walk to the beach and a local convenience store. This makes it easy to park the car and just walk to get coffee and such. We stayed in October so not much open this time of year, but we were in the area for a family wedding so not much time to hang out anyway. This was the first time I've rented on Vrbo, so I wasn't sure what to expect as have read a lot about obnoxious owners with tons of rules, but Brett is super-chill with only a couple of things...
"Salt 'n' Lyme" - Walk to everything !
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
10.0 out of 10, Exceptional, (1)
"Loved the condo, clean and comfortable, easy communication with the owners. The bed was/is a full though, not a queen, so bear that in mind when booking."
The price is AU$525
includes taxes & fees
12 June - 13 June
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.8 out of 10, Exceptional, (20)
"Everything was okay, the apartment was great, enough space for 3 people. During the nighttime no noise, silence, good for well sleeping and so on… 5 points!"
Luxury Furnished Apartments by Hyatus Downtown at Yale
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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.

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$171 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. 

Connecticut Holiday Home Travel Info

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