
House vacation rentals in Weston
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Top-rated house rentals in Weston
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Weston house rentals
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.

Pool House
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!
We liked how easy it was to punch the code in to get into the home. Once in the home, it was really nice to see the welcome placard. We enjoyed access to robes, skincare, slippers, towels, etc. The game room was loads of fun. The indoor and outdoor ping pong tables were fun. We enjoyed billiards, arcade games and table games. The icing on the cake were the hot tub, the four mode shower and bidet. The Smart Home technology took a little getting used to, but it was very convenient once we did. We love the quick response time whenever we had a question or concern. This place allowed for a rejuvenating relaxing atmosphere and we are so glad that we chose “The Good Vibes” home for our debut AirBNB experience. Thanks again for hosting us in your charming abode!

Ultimate House with Heated Pool, Hot Tub and Sauna
This Home was Amazing!! Anastasia is Phenomenal, I could see why they are Super Hosts. Their home is Beautiful and very clean. It’s filled with amenities! all that are in the description. So much so we didn’t even get a chance to take advantage of them all. We were only there for two days. Next time it’ll be much longer. I love this place!

Port Jefferson Convenient, Cozy and Chic!
We we’re going to Port Jefferson for a family wedding. Our Airbnb was perfectly situated. There is a pool area that we never used because we just didn’t have time. But it looked very inviting. The town of Port Jefferson had plenty of nice restaurants and shops. This house was perfect for our situation. We had six adults, all family members.

Log House, sits on 3acres. A retired mini farm.
Great stay! Tough to heat the downstairs if it’s cold, but a great cozy space nonetheless. Would definitely recommend :)

Englewood NJ Country Carriage House (15 min NYC)
Lisa’s place was fun and relaxing for our family. Great place to relax and unwind all while being close to the great areas we visited. Lisa was a great host ❤️

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
This place has everything we were looking for - pool, hot tub, and a yard for our dogs. This is the second time we stayed here, and it was perfect once again!
Weekly house rentals

Modern Beach Bungalow
Megan was wonderful flexible and saved us from a yucky hotel stay! He place is immaculate and comfortable and a quick walk to a peaceful little beach.

Lakeview Estate - Chef's Kitchen - NYC Getaway
This house was wonderful as I would definitely stay there again and recommend it to family and friends. The views from the balconies and windows were amazing! The house was absolutely beautiful and super clean. The location was secluded but still near shops and restaurants. We loved our stay!

Nature Retreat on 2.5 Acres
Stayed at Klaira’s place for a long weekend while visiting family in the area. The house was clean, spacious, and had all the necessary amenities. We thoroughly enjoyed our stay.

Cozy, updated single family in Fairfield County
Beautiful home would definitely rent again and recommend to family and friends. Thanks Jennifer.

Nature Retreat Airbnb
This ouse is a beautiful home in a beautiful setting. Peaceful and private. Well maintained. Spacious and very clean. Comfortable beds and very cozy bedrooms. We loved our stay in Redding. Thank you for being such wonderful hosts.

Mid-Century Modern House - Ciela Haus
Beautiful and tranquil home. Perfect for hosting family and friend that were in town for graduation. Thank you for a lovely stay.

Luxury Escape, Infinity Pool, HotTub, private yard
The home was absolutely beautiful. We thought that maybe the professional looking photos were too good to be true, in the way that many listings can be, but they depict the house perfectly and communicate the space well. The kitchen was immaculate; a foodie’s dream, and very well organized. The theater room was a hit, and the gym is a feature that separates the house from many others of its kind. The master suite is obviously gorgeous, but no one staying in any of the other rooms felt short changed- a huge plus when trying to distribute quarters between a few families. The host could not have been more responsive or accommodating. We were truly grateful for how easy they made check in for us. Through no fault of theirs, we lost power for a few hours one night. The host checked in often with updates, and reminded us of the flashlights placed throughout the home. I honestly don’t know which impressed me more: the beauty and comfort of the house, or the attentiveness of the host.

The Stone House
Emma was an excellent host !!! Where to begin ? The house is exactly what you would expect - the stone house with vintage , old aesthetic feel. Emma was amazing responding to our questions and also showed up when we had an unexpected issue in the house. Immediately she took action and corrected the issue. The piano in the living room was a huge hit for our family - and the kitchen was well equipped to cook and feed our family of 6. The beds where clean and super comfortable. I love the neighborhood as well- very quiet and peaceful. Overall - would totally stay here again! Great location and a beautiful home. Loved that they kept the vintage feel of the property. Amazingggggg!!!
Private house rentals

Adorable Beach House on LI Sound
There’s so much to love about this charming open plan beach cottage! We especially enjoyed the water views, hearing the birds, and eating on the breezy porch. It was sparkling clean and stocked with everything you’d need, from comfortable beds and towels to many thoughtful essentials like hand and dish soaps, tea and coffee pods, paper towels/toilet paper, and shampoo/conditioner. Eileen is a gracious and responsive host — she was particularly understanding when we had to reschedule our visit. Thank you for a wonderful stay, Eileen, and we hope to return!

Family friendly
Excellent space for our group - easy to get in & out, had everything we needed, & plenty of room.

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br
Andrea's house was perfect for our family! The house is recently updated and very spacious. It's a great place if you want to be a 5min drive to everything in Norwalk!

Lavish retreat near downtown
we love the place, Natalie was always communicative and helpful. well equipped the apartment definitely 100% recommended to anyone.

Boho Chic Private Home in the Heart of Westport CT
Emma and Nick were so welcoming. The entire property has an amazing vibe and peaceful surroundings. The kitchen had all the basics needed. The rooms were very comfortable. You felt like you were in the country but we were a short drive to everything. The entire area was just very charming. Emma and Nick deserve a super host rating for sure.

Dr. Ruth’s Serene Lake Retreat
After using Airbnb for years now no other place was a perfect 10. The lake house was simply great. Not only the physical status but the follow up and generosity of the hosts where beyond. We didn’t want to leave.

Charming Brooklawn Hideaway: Ideal Family Stay
We enjoyed our stay. The place was clean, easy to get to, and had comfortable beds and furniture. Great place to stay near Sacred Heart University.

Southport Shoreline Charm: Elegant Coastal Escape
Just as described. Clean and comfortable. Location was great for Fairfield University graduation. The patio was a little lack luster but we were not planning to use it anyway. (maybe it was the time of year we were there). Glad I was aware of the traffic noise ahead of time, however it really turned into background noise and not an issue. If back in the area, we would certainly look to stay with Drew again. We would also recommend to others.
Quick stats about house rentals in Weston
Total rentals
40 properties
Nightly prices starting at
R723 ZAR before taxes and fees
Total number of reviews
550 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- MetLife Stadium
- Yankee Stadium
- Gilgo Beach
- United Nations Headquarters
- Statue of Liberty
- Central Park Zoo
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Radio City Music Hall
- Rye Playland Beach
- Bronx Zoo
- The Metropolitan Museum of Art