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House holiday rentals in New Haven County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in New Haven County

House rentals with a pool

Guest favourite
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars3 weeks ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Guest favourite
Home in Cutchogue
4.87 out of 5 average rating, 127 reviews

The Perfect North Fork Escape

JodieRating, 5 stars1 week ago
Everything was perfect for our girls weekend. This is the 3rd time we’ve used Laurie’s house and there’s obviously a reason we keep coming back. Can’t wait to go again.
Top guest favourite
Home in Stratford
5 out of 5 average rating, 7 reviews

Akasa Ocean Front Oasis- Seasonal Pool, Grill

MariaRating, 5 stars1 month ago
Beautiful and spacious home. If you want to relax , this is the house to do it. Beautiful views. The house has was much larger than I expected which explained why the cleaning fee was higher than usual. Host was very nice and accommodating. The house was well supplied with amenities.
Superhost
Home in Wolcott
5 out of 5 average rating, 3 reviews

Amazing Oasis Private Pool, BBQ, Pool Table.

MarisaRating, 5 stars1 week ago
This house was perfect for my family to stay for the weekend so we could attend a family wedding. Wish the weather was nicer so we could have enjoyed the pool on our down time. But house was perfect!! Soo cute and Glenda responded very fast. She was so helpful! I would highly recommend this place to anyone and everyone!!
Top guest favourite
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars3 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Superhost
Home in Milford
4.83 out of 5 average rating, 89 reviews

Spacious 4 bedroom, oasis with ocean views galore

JoetteRating, 5 stars2 weeks ago
Allana was very easy to work with. Always answered back quickly no matter the time. Open concept and everyone was able to be together. It was a rainy stay so had to be inside. No one minded. Nicely set up for games or conversations. Thank you so much!!
Top guest favourite
Home in Roxbury
5 out of 5 average rating, 17 reviews

Bright Mid-Century Modern Retreat-90 min from NYC

SidRating, 5 stars3 months ago
My family and I had a wonderful weekend at the house. The house is beautiful and was extremely clean when we arrived. Luiz kindly left a sled for my kids to use in the yard. There is plenty of outdoor space and the yard has a good deal of privacy. There are two bedrooms and a den/office with a TV. The kitchen has everything we needed. Luiz was very easy to communicate with.
Top guest favourite
Home in Kent
4.96 out of 5 average rating, 26 reviews

Country retreat on 4 private acres

CaseyRating, 5 stars1 month ago
We sought out a quiet and peaceful place we could stay after a long winter. We got exactly that with Monica's home in Kent, Connecticut. We traveled with two dogs and our toddler. This home was able to accommodate that. Our toddler has a lot of energy and seeking out a place where we could get all of his energy out but still maintain a peaceful atmosphere, so we thought, would be hard. But tucked away in the beautiful forest of Kent, we found a place where our toddler could run through the large property and he had plenty of activities inside as well. Monica had everything equipped for families with children. Due to weather, the internet went out the day before we were to check out and unfortunately remained that way the remainder of the trip. But Monica was quick to inform me and we were able to find plenty of activities to do in the home. We truly appreciated all the amenities that this home had to offer for a peaceful and relaxing stay.

Weekly house rentals

Superhost
Home in West Haven
4.83 out of 5 average rating, 42 reviews

The Seabreeze

JulieRating, 5 stars6 months ago
Beautiful sunrise/sunset from living room. Very quiet. Joann very responsive.
Superhost
Home in New Haven
4.68 out of 5 average rating, 19 reviews

3BR Gem, 10 min to Yale, walk to Tweed

PaulRating, 5 stars2 weeks ago
This house runs more smoothly than most fine hotels. The house is beautiful and the mirrored ceilings are awesome. You can easily walk to the airport in minutes. The hosts are responsive in minutes and are a CLASS ACT!!! WE will be back.
Superhost
Home in New Haven
4.85 out of 5 average rating, 92 reviews

Rudy2

AlexandraRating, 5 stars6 days ago
This is our second time staying at Rudy’s wonderful home but definitely will not be our last! Rudy is amazing at being an Airbnb host but he’s also such a great man. He’s so helpful and kind. We really love this home and getting to know Rudy more and more with every visit. Thank you Rudy for everything, we truly appreciate everything you do for our family while staying at your wonderful home. Such a great host!
Superhost
Home in New Haven
5 out of 5 average rating, 13 reviews

The Jewel of The Cove - Historic Coastal Retreat

MarkRating, 5 stars1 month ago
This home was gorgeous and impeccably decorated. We were in town for our daughter’s graduation and when we come back in three years when she gets her graduate degree we hope that this home is available again. Check in and check out couldn’t have been much easier. We highly recommend Edward, he was a great host.
Top guest favourite
Home in Milford
5 out of 5 average rating, 96 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars1 week ago
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!
Top guest favourite
Home in Milford
4.98 out of 5 average rating, 50 reviews

Luxury Beach House | 3 Bd-King | Chef Kitchen |4 TV

ChristinaRating, 5 stars6 days ago
We had the best time at the beach house! We have two toddlers and the location of the house was perfect! Easy walk to the beach. They played in low, medium and high tide and loved them all equally. Sunsets from the deck are breathtaking. Morning walks on the quiet block and along the beach were so peaceful. The surrounding town is adorable with some great restaurants. Kids had a blast at dockside brewery. House was super clean, host always responsive and neighbors were kind. We can’t wait to come back!
Guest favourite
Home in New Britain
4.89 out of 5 average rating, 38 reviews

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

AvariRating, 5 stars6 days ago
I really enjoyed my stay at this house in Connecticut. It was super clean, comfortable, and had everything I needed for a relaxing visit. I appreciated the little things—like having dishes, cups, and basic kitchen supplies already there. It made it feel more like home and less like just a rental. The location was easy to get to and felt safe and quiet. Overall, it was a really smooth and stress-free stay, and I’d definitely recommend it to anyone looking for a simple, well-kept place to stay!
Guest favourite
Home in East Hampton
5 out of 5 average rating, 19 reviews

CT River Retreat - Modern Home with CT River Views

BrianaRating, 5 stars1 week ago
We had an amazing stay at Peter’s home by Saint Clement’s Castle for our wedding weekend! From start to finish, Peter was an exceptional host—friendly, responsive, and incredibly flexible with the details of our stay, which helped make a busy and emotional weekend so much smoother. The home itself was spotless, modern, and thoughtfully maintained. Every room felt comfortable and inviting, and the clean, updated aesthetic made it the perfect place to relax between events and get ready for our big day. It truly felt like a peaceful retreat during a very special time in our lives. We couldn’t have asked for a better experience and would absolutely recommend Peter’s place to anyone visiting the area—especially for events at Saint Clement’s. Thank you again, Peter!

Private house rentals

Superhost
Home in North Branford
4.9 out of 5 average rating, 10 reviews

The Gait House at High Gait Farm

NancyRating, 5 stars1 week ago
Lori was very accommodating to us with early check in. The beds were super comfortable, and I was so happy to see that she had two king sized beds and one queen! Perfect for our family. Beautiful linens, tons of comfy white towels in the bathrooms. Really a great place to stay that I would highly recommend.
Superhost
Home in Branford
4.83 out of 5 average rating, 54 reviews

King Suite with Private Bath and Private Entrance

PaulaRating, 5 stars1 month ago
Great location, just down the street from the beach! Branford was a short drive, great shops and restaurants.
Top guest favourite
Home in Plymouth
4.98 out of 5 average rating, 41 reviews

Don’t miss out on this cozy New England escape!

PriscillaRating, 5 stars4 days ago
Shawn's home provided a perfect place for my husband, mother and myself spend time with my son and daughter-in-law that are now attending college in CT. The home was spacious and made it possible for us to cook and to gather around a table for a family meal. The hot tub, fire pit table and grill was a great addition. There are also plenty of games available. The beds are super comfy! We wanted to take advantage of the skatepark but no one brought a board :-( The property and home are very beautiful. We had such a great time and won't forget how peaceful our stay was. Shawn is very responsive, informative and polite. Thank you for a wonderful stay.
Superhost
Home in East Haven
4.93 out of 5 average rating, 46 reviews

Oceanfront Getaway - Quiet, Firepit + Pvt Beach

ColinRating, 5 stars3 weeks ago
We enjoyed a great long weekend during my son’s graduation. The house is an easy drive from New Haven (15 min tops, maybe less) but feels far away. The location on the sound is lovely - nice views, easy swimming, sea breeze. And we had plenty of room for grandparents and siblings - really an ideal spot for a multigenerational grad weekend. Other comments have mentioned the flight path to Tweed airport. It’s definitely noticeable when planes take off or land, but it’s a small airport so we only had a handful of departures / landings each day - for us at least it was not a big deal at all.
Superhost
Home in Newtown
4.83 out of 5 average rating, 6 reviews

Serenity by Lakefront Cottage!

SabrinaRating, 5 stars3 weeks ago
The amazing place to spend with your partner, all clean, a beautiful view from the balcony, I loved it, I would come back more often
Top guest favourite
Home in Milford
4.97 out of 5 average rating, 37 reviews

Modern Beach Mood!

ElizabethRating, 5 stars4 weeks ago
Great spot in a great location! Cole was flexible and communicative. Would love to stay again next time I’m in Milford!
Superhost
Home in North Haven
4.83 out of 5 average rating, 35 reviews

Trail-side Haven Retreat! Pet friendly

KimberlyRating, 5 stars5 months ago
This property is in New Haven, bordering North Haven. Easily accessible from the 91 or from SR15, but not near enough either road to hear traffic noise. This is a downstairs unit, and there are tenants above; you will hear some neighborly noise, but nothing out of the ordinary for a duplex, and much quieter than a hotel room. If you're familiar with the area, this home is walking distance from the large Medtronic facility and a close drive to the North Haven shopping area (Target, Cinemark). Property is well kept, and all linens and interior areas were clean. We appreciated the pet-friendly approach (minimal rugs on the floor), as well as the large (unfenced) yard for our dog. We had a few minor issues, to which the hosts were quick to respond and remedy. The kitchen has every feature or appliance you'd need for a short stay, and even included common spices, soap, paper towels, and kcups. Bathroom had ample towels for 2 people. Would be happy to stay here for future visits.
Guest favourite
Home in Haddam
4.97 out of 5 average rating, 29 reviews

The Farmhouse Stay

MarisaRating, 5 stars2 weeks ago
Chelsea was communicative and helpful about her beautiful house. It had all we needed, was well appointed, beautifully decorated and in a gorgeous natural setting. We spent time lounging in the living room as a family and it was so comfortable. Top notch! Grab this place now!

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