House vacation rentals in Weston

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Popular amenities for Weston house rentals

House rentals with a pool

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

Once a Pond - time and stress slow down.

ShivaRating, 5 stars1 month ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars1 month ago
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!
Guest favorite
Home in Commack
4.99 out of 5 average rating, 140 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

AliceRating, 5 stars3 weeks ago
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!
Guest favorite
Home in Manorville
4.98 out of 5 average rating, 255 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

SolomonRating, 5 stars1 month ago
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!
Guest favorite
Home in Port Jefferson
4.92 out of 5 average rating, 125 reviews

Port Jefferson Convenient, Cozy and Chic!

DaleRating, 5 stars2 weeks ago
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.
Superhost
Home in Ridgefield
4.82 out of 5 average rating, 22 reviews

Log House, sits on 3acres. A retired mini farm.

TaylorRating, 5 stars2 months ago
Great stay! Tough to heat the downstairs if it’s cold, but a great cozy space nonetheless. Would definitely recommend :)
Guest favorite
Home in Englewood
4.94 out of 5 average rating, 158 reviews

Englewood NJ Country Carriage House (15 min NYC)

SarahRating, 5 stars2 weeks ago
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 ❤️
Superhost
Home in Beacon
4.92 out of 5 average rating, 134 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

SelenaRating, 5 stars2 weeks ago
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

Guest favorite
Home in Fairfield
4.97 out of 5 average rating, 68 reviews

Modern Beach Bungalow

AmyRating, 5 stars1 month ago
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.
Top guest favorite
Home in Danbury
4.98 out of 5 average rating, 96 reviews

Lakeview Estate - Chef's Kitchen - NYC Getaway

AizelRating, 5 stars2 months ago
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!
Guest favorite
Home in Wilton
4.95 out of 5 average rating, 21 reviews

Nature Retreat on 2.5 Acres

Leigh AnnRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Trumbull
5 out of 5 average rating, 36 reviews

Cozy, updated single family in Fairfield County

ZulmaRating, 5 stars2 months ago
Beautiful home would definitely rent again and recommend to family and friends. Thanks Jennifer.
Guest favorite
Home in Redding
4.91 out of 5 average rating, 87 reviews

Nature Retreat Airbnb

JenniferRating, 5 stars1 month ago
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.
Guest favorite
Home in Shelton
4.86 out of 5 average rating, 78 reviews

Mid-Century Modern House - Ciela Haus

MiltonRating, 5 stars1 month ago
Beautiful and tranquil home. Perfect for hosting family and friend that were in town for graduation. Thank you for a lovely stay.
Guest favorite
Home in Newtown
5 out of 5 average rating, 9 reviews

Luxury Escape, Infinity Pool, HotTub, private yard

MichaelRating, 5 stars17 months ago
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.
Guest favorite
Home in Easton
4.89 out of 5 average rating, 18 reviews

The Stone House

MaryannRating, 5 stars2 weeks ago
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

Guest favorite
Home in Branford
4.97 out of 5 average rating, 36 reviews

Adorable Beach House on LI Sound

LisaRating, 5 stars2 days ago
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!
Top guest favorite
Home in Norwalk
4.95 out of 5 average rating, 22 reviews

Family friendly

ColbyRating, 5 stars3 days ago
Excellent space for our group - easy to get in & out, had everything we needed, & plenty of room.
Superhost
Home in Norwalk
4.8 out of 5 average rating, 5 reviews

Private WHOLE HOUSE + Fenced Backyard+ Parking 4br

TomRating, 5 stars1 week ago
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!
Guest favorite
Home in Bridgeport
4.9 out of 5 average rating, 50 reviews

Lavish retreat near downtown

LauraRating, 5 stars3 weeks ago
we love the place, Natalie was always communicative and helpful. well equipped the apartment definitely 100% recommended to anyone.
Superhost
Home in Westport
4.5 out of 5 average rating, 4 reviews

Boho Chic Private Home in the Heart of Westport CT

ClaudiaRating, 5 stars1 month ago
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.
Top guest favorite
Home in Putnam Valley
5 out of 5 average rating, 10 reviews

Dr. Ruth’s Serene Lake Retreat

EvanRating, 5 stars5 months ago
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.
Guest favorite
Home in Bridgeport
4.9 out of 5 average rating, 31 reviews

Charming Brooklawn Hideaway: Ideal Family Stay

AnnRating, 5 stars1 month ago
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.
Superhost
Home in Fairfield
4.81 out of 5 average rating, 127 reviews

Southport Shoreline Charm: Elegant Coastal Escape

TracieRating, 5 stars1 month ago
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

Destinations to explore