House holiday rentals in New Canaan

Four adult ladies enjoyed this beautiful home in the perfect location for our best friend’s weekend trip! House was clean, had everything we needed, all 4 beds are very comfortable and rooms spacious! AJ was very responsive and attentive to our requests . We visited several vineyards in the area during our stay and loved all host recommendations (Borghese Vineyard, Rose Hill & Sparkling Pointe were our top favs!), Centro 336 is the perfect spot for a delicious dinner, Hampton Maid literally best brunch and Hampton Coffee Company is our top choice for a caffeine fix! Tony’s Asian Fusion via Uber Eats hit the spot on our 1st night in after long drive. It was also beneficial to have a few supermarkets, Dollar Tree and other stores within a mile of the property , to grab a forgotten item {or 2 as we did!}! We also used North Fork Designator Driver services for vineyard trips, highly recommend! Love this location and grateful for the amenities and privacy it offered us!

My family and I had a beautiful stay and I couldn’t have asked for a better rental. The Airbnb was huge with more than enough room for everyone and the backyard was large and spacious enough to have everyone eat comfortably. If I ever need another large rental you can bet I’m gonna check here first.

We had an amazing stay at Michael’s Airbnb this past weekend! The space was exactly as described—clean, cozy, and well-equipped with everything we needed. Michael was a fantastic host: super responsive, thoughtful, and made us feel completely at home. The location was perfect for a relaxing getaway, and the setting was even more beautiful in person. Would absolutely stay here again—thank you for a wonderful experience, Michael!

Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.

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!

Great house and great host. The place was beautiful -- big kitchen, comfortable bedrooms, great bathrooms (especially in the master bedroom), nice setup outside (jacuzzi and BBQ), etc. Perfect place for a family weekend in Litchfield. Location was perfect -- a 2 minute drive to great coffee, pastries, bread, ice cream, etc. in Bantam. Liz was an excellent host -- very helpful and responsive. We'd love to visit again soon.

Sarah was wonderful as a host and the home was very well maintained in a beautiful neighborhood. Thank you!

This was such a nice space and Lisa was a nice and accommodating host. This place is full character and wonder. Very artistic color energy in this place. We started my daughter’s 18th birthday celebration here with what is her last sleepover with friends. The hot tub, steam room and sauna were the first things and last things used. They enjoyed it so much! Thanks for your hospitality Lisa. If we ever need something like this again. We will be sure to look you up! Blessings

Great space. Wonderful communication with host regarding any questions we had. Host was quick to respond. Very happy with the stay, would rent again.

Wonderful and responsive host and very accommodating. Beautiful quiet house oversee the lake. Exactly as like the picture.

I had a wonderful stay at this beautiful modern home in Wallkill, NY. Tucked away on a quiet street with plenty of privacy from the surrounding trees, it felt like the perfect escape from the city. My favorite part was the open-concept kitchen and living area, with expansive windows that made it feel like I was immersed in nature while still enjoying the comfort of being indoors. It was the ideal space to rest, relax, and recharge. If you're looking for a peaceful getaway, I highly recommend this home!

Mahmoud's accommodation was more than we could have wished for, it was perfect and had the most incredible views of the Hudson River and surrounding mountains. Mahmoud was very responsive and was able to answer all of our questions and fulfill our requests. We highly recommend his home to anyone else that's interested and we would love to make a trip back sometime in the future!

Ellen’s place was beautiful and cozy. The kitchen worked perfectly and even though it was April it was still a bit chilly so the wood stove was a welcome amenity. The shower was great and there was a soaking tub. It was quiet and beautiful. We like all the art and it was very homey.

The inside and outside areas were meticulously maintained. The weather was great, so we were able to really enjoy the pool and deck. Michelle was extremely responsive and did a great job with instructions, recommendations, and communications. One member of our party needed to work a few days, and the office space in the basement was perfect.

We stayed at Patrick’s place to attend an Army football game. Everything was perfect and easy. It’s really close to campus/post. It’s a nice little town and close to Cold Spring where we had lunch on Friday. Thanks for a great weekend.

Beautiful home! My boyfriend and I had a great time. It’s super clean and the beds were so cozy. Would definitely go back :)

We had a great family stay at this bnb.. our big family travelled from several different countries for a wedding and this was a great place to stay. Feels like home, had all the amnesties that such a big family would need. Very very spacious. And the host was very responsive. The neighbourhood was peaceful and quite, yet two streets away on a walkable distance you find great Resturant with all kind of cuisines including Italian (quite a few), sushi, shawarma, ice cream shops and Francine. Train station is a walkable distance. Costco and lidl was also in a short drivable distance.

Very beautiful house by the water nice neighborhood and very clean lovely home would love to stay here again

Faisal was extremely responsive throughout our stay. we loved the indoor pool and the game tables. there was a nice selection. The rooms were nice. It was great that the bedrooms were on the same floor as the living room, dining room and kitchen. We came with an elderly person and they were able to make their way around the house. my son asked if he can use the fire pit out in back and he was able to. he collected wood from the side of the house. nice location. we really enjoyed our stay.

It was an amazing experience. Wonderful Stay. Tomi was a gracious host. The place smelled amazing and very clean. I would love to stay here again and recommend it to everyone who is interested. 🙏🏽🙏🏽🙏🏽

Very respectable, responsive and courteous couple! Proactive in solving your issues. Felt like home

we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!

There were 5 of us, with another 6 staying in another nearby air bnb. We had Thanksgiving in our house and found everything we needed to cook. Seating was a bit challenging, but we made it work and it was very comfortable. The location is in the woods with lots of boulders and rocks, which we all loved. We found the place easily using GPS. Everyone’s bed was comfy. Close enough to what we wanted, just far enough away to make it an adventure. Because it was so cold and grey, we didn’t hike, but saw plenty of opportunities (maybe next time?!)

We had a wonderful weekend at Raphael's cottage. It's beautiful & the setting is landscaped like a little paradise. He was responsive to any question we had. The yard for the cottage is adjacent to the main yard, but is separated by hedges. It was so relaxing to sit at the outdoor table on the sunny days we had-our pup enjoyed it, too! We explored the immediate area when walking our dog, and in about 15 minutes had reached the ocean, a pleasant surprise! There is also a wooded trail very nearby the house which I enjoyed. The king size bed was comfortable, and on the chilly April nights we had the heating was immediately responsive. The shower itself wasn't pictured in the listing photos, and in reality was very small. We hadn't inquired on it in advance-so it was a surprise-but certainly adequate. Overall, we had a great experience & felt right at home & comfortable. We would definitely recommend Raphael's place to those who find themselves in the area!