
House holiday rentals in New Haven County
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Top-rated house rentals in New Haven County
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Popular amenities for house rentals in New Haven County
House rentals with a pool

Once a Pond - time and stress slow down.
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.

The Perfect North Fork Escape
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.

Akasa Ocean Front Oasis- Seasonal Pool, Grill
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.

Amazing Oasis Private Pool, BBQ, Pool Table.
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!!

Garden Level Suite with Beautiful Pool
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!

Spacious 4 bedroom, oasis with ocean views galore
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!!

Bright Mid-Century Modern Retreat-90 min from NYC
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.

Country retreat on 4 private acres
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

The Seabreeze
Beautiful sunrise/sunset from living room. Very quiet. Joann very responsive.

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

Rudy2
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!

The Jewel of The Cove - Historic Coastal Retreat
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.

Oceanfront Retreat: Modern Beach House
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!!

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

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

CT River Retreat - Modern Home with CT River Views
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

The Gait House at High Gait Farm
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.

King Suite with Private Bath and Private Entrance
Great location, just down the street from the beach! Branford was a short drive, great shops and restaurants.

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

Oceanfront Getaway - Quiet, Firepit + Pvt Beach
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.

Serenity by Lakefront Cottage!
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

Modern Beach Mood!
Great spot in a great location! Cole was flexible and communicative. Would love to stay again next time I’m in Milford!

Trail-side Haven Retreat! Pet friendly
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.

The Farmhouse Stay
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!
Destinations to explore
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- Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Ocean Beach Park
- Thunder Ridge Ski Area
- Woodmont Beach
- Amagansett Beach
- Seaside Beach
- Quotonset Beach
- Bushnell Park
- Calf Pasture Beach
- Jennings Beach
- Heckscher State Park
- Silver Sands Beach
- Sunken Meadow State Park
- Centerport Beach
- South Jamesport Beach