Connecticut Holiday Rentals

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Top Cities in Connecticut

Top Holiday Rentals Destinations in Connecticut

New Haven Village Suites
3.0 star property
7.6 out of 10, Good, (1822)
"The staff was very friendly, breakfast was good, beds were comfortable. The kitchen appliances were a little dated and there was suppose to be housekeeping once a week but no one came to clean our room. Had to go and get garbage bags and clean towels."
The price is NZ$199
per night
10 Jun - 11 Jun
New Haven Village Suites
Stamford Suites
2.5 star property
6.8 out of 10, (705)
"Big clean spacious rooms, easily walkable to Stamford downtown with free breakfast. Property is not in great condition but otherwise centrally located with free parking."
The price is NZ$276
per night
26 May - 27 May
Stamford Suites
DUNE Fairfield Beach
3.0 star property
10.0 out of 10, Exceptional, (10)
"Modern cottage near the beach. Clean and comfortable. Very responsive."
The price is NZ$356
per night
20 May - 21 May
DUNE Fairfield Beach
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Private Guest House w/ Deck + Spectacular Views!
10.0 out of 10, Exceptional, (11)
"Our floors were being refinished so we needed a place to stay for a week with our dog. The cottage was perfect for our needs, with plenty of space to walk our dog."
Private Guest House w/ Deck + Spectacular Views!
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
10.0 out of 10, Exceptional, (2)
"This VRBO was very Comfortable. Old Rustic House thats Been Upgraded with Modern Accomodations. We felt Very Relaxed here. We cooked Dinner /Breakfast . and enjoyed some Livation. Sitting area outside was perfect. . and we slept well.. . The only thing we were surprised about was the On Street Parking for unloading. And the Stairs at the Entrance.. Not Handicap Accesibble. But, in the end.. We were very happy. And will stay again. No Problem"
The price is NZ$457
per night
13 May - 14 May
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, (77)
"This property was spacious and well appointed. We had a large family gathering and this property gave us plenty of options for sleeping, eating, gathering and plenty of equipment for entertainment such as bikes, kayaks and paddle boards. I would definitely recommend this property! It was all we needed and much more. We hope to book again!"
Steps From The Beach! Watersports From Your Back Yard. 12 NEW SUP's & Kayaks
Lake Luxury
10.0 out of 10, Exceptional, (8)
"We loved our stay at this home. Plenty of space so we didn’t feel like we were on top of each other, gorgeous kitchen (plus a separate butler’s kitchen!), and lux bathrooms made this rental exactly what we needed. Thanks Gianna!"
Lake Luxury
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 NZ$534
per night
13 May - 14 May
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
Super Cute & Cozy Apartment in Downtown Mystic!
9.8 out of 10, Exceptional, (46)
"Cute apartment in a gorgeous New England town! Walkable to restaurants. Thoughtful treats too!"
The price is NZ$376
per night
27 May - 28 May
Super Cute & Cozy Apartment in Downtown Mystic!
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
10.0 out of 10, Exceptional, (88)
"Positive experience, great location, and cozy accommodations for a centrally located family weekend."
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Unbeatable Downtown Mystic Location
9.8 out of 10, Exceptional, (123)
"Great location, quiet got a good night sleep. Dusting could be improved but overall pretty clean.. Would stay again"
The price is NZ$543
per night
28 May - 29 May
Unbeatable Downtown Mystic Location
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
The price is NZ$1,020
per night
13 May - 14 May
Seascape Beach Home- Seas-the-Day at this cozy home on Shippan Point
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (110)
"I stayed at this amazing studio cottage with my girlfriend for 2 nights for her birthday. Our hosts, Liz and Adam were simply amazing. They allowed us an early check in and a late check out. Liz even brought out bicycles for us to use to tour around the neighborhood and ride along the shore line. Because it was my girlfriends birthday (or maybe they just do this), they had Prosecco and Orange Juice plus beer and cheese and other snacks for us when we arrived. The cottage is adorable, perfect...
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (103)
"Pleasant stay"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Awesome 7 Bedrooms on the Water including 3 More studio cottages by summer 2024
9.8 out of 10, Exceptional, (12)
"Absolutely perfect! Close to so many things to do. House was so group friendly and the host is so accommodating Will be sure to keep this listing in mind to come and stay again."
Awesome 7 Bedrooms on the Water including 3 More studio cottages by summer 2024
"Salt 'n' Lyme" - Walk to everything !
9.4 out of 10, Exceptional, (20)
"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 !
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
10.0 out of 10, Exceptional, (17)
"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
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 NZ$514
per night
13 May - 14 May
Villa Noir- 3 min from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
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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 favorite 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 depends 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 selected for you start as low as NZ$199 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. 

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