House holiday rentals in Weston

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for house rentals in Weston

House rentals with a pool

Guest favourite
Home in Killington
4.91 out of 5 average rating, 212 reviews

Luxury Condo Tucked in the Heart of Killington

KennethRating, 5 stars1 week ago
Very nice place easy access to routes 4 and 100 with plenty of things to do
Guest favourite
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars3 months ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Top guest favourite
Home in Mendon
4.89 out of 5 average rating, 247 reviews

Ranch at Mendon Mt Orchards

RobinRating, 5 stars4 weeks ago
We enjoyed our stay. we felt at home. very spacious and cozy. this house has everything you need for your stay. Very close to Rutland. The fresh baked apple pie was a bonus. It was so delicious. Everything was perfect for us! Thank you! We will definitely be back again!
Superhost
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars4 months ago
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.
Top guest favourite
Home in Killington
4.99 out of 5 average rating, 135 reviews

SugarBear- Pool, AC, Sauna, Gym, Tennis!

JennRating, 5 stars1 month ago
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.
Guest favourite
Home in Keene
4.93 out of 5 average rating, 211 reviews

The Brick House on Washington Street

PaulRating, 5 stars1 week ago
Great stay and was exactly what we needed for our entire family for a weekend wedding!
Guest favourite
Home in Plainfield
4.89 out of 5 average rating, 139 reviews

Historic Home on 17 acres of land. Go escape!

BrandieRating, 5 stars3 months ago
Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩
Guest favourite
Home in Granville
4.94 out of 5 average rating, 105 reviews

Historic 1850’s Renovated Farmhouse w/ Pool!

KimberlyRating, 5 stars2 weeks ago
9 adults and 3 children all met up for a family weekend! We came from NY, NH and Maine! The house was perfect! Plenty of room to gather or separate! Even tho it was a chilly rainy weekend the kids managed to get in plenty of pool time! Tanya was very responsive and Melvin was the greatest! Our first morning he came right over to fix a slow drain. Highly recommend!! Kim and family

Weekly house rentals

Top guest favourite
Home in Andover
5 out of 5 average rating, 53 reviews

Luxury VT Retreat. Breathtaking Views & Sunsets

ZackRating, 5 stars3 months ago
First and foremost, Julia is one of the most accommodating and most responsive hosts I’ve ever had. She was very friendly and proactively looked for ways to help me and my group feel welcome. Beautiful space scenically located on a Vermont mountainside - would absolutely recommend!
Guest favourite
Home in Weston
4.95 out of 5 average rating, 19 reviews

Mid-century Modern Mountain House! Renovated!

CatherineRating, 5 stars3 months ago
Lovely home, in a beautiful setting. The house was spaceous, yet cosy, with 2 wood burning fireplaces, and everything we needed for a perfect winter vacation. The house is well situated, allowing us to enjoy skiing, in Stratton, Okemo and the more local mountain - Bromley. Our kids and dogs also had a blast sledding in the yard. Kelsey was a great host, providing lots of local recommendations and was extremely responsive. Thank you for sharing your place with us.
Top guest favourite
Home in Andover
4.94 out of 5 average rating, 16 reviews

Country House in the Woods

StaceyRating, 5 stars3 months ago
This was a perfect place for our group of 3 couples and 2 kids. Plenty of space, 15 min from Okemo for skiing and well-stocked for cooking in. We enjoyed the amazing stars from the hot tub at night! Brien and Victoria were super responsive and helpful.
Guest favourite
Home in Dorset
4.92 out of 5 average rating, 50 reviews

Mountain View Getaway

OliviaRating, 5 stars2 weeks ago
We loved our stay at Nicole’s place. It was very peaceful and private- just what we needed! Our dog also felt right at home thanks to her welcoming touches. We would definitely stay there again!
Top guest favourite
Home in Chester
4.98 out of 5 average rating, 50 reviews

Cozy Chalet w/ Jacuzzi Hot Tub near Okemo Mountain

LuisRating, 5 stars2 weeks ago
Great stay! The Chalet is nice and secluded. A Great way to getaway with friends and/or family. The size of the stay is great for those looking to spend time intimately. Everything you see is what you get. There were no complaints with our stay and that is why it deserves a 5 ⭐️. The hosts are kind enough to have had firewood available for use of the fire pit. The hosts were both hospitable and responsive. I hope to stay there again maybe in the winter to go skiing or snowboarding. The towns of Ludlow and Springfield are roughly 15 minutes away in their respective directions with tons of dining options and activities. New England Cider donuts is right on Main St. in Ludlow which is a great spot for breakfast sandwiches and pastries. Okemo Mountain is a great hiking experience also found in Ludlow. If you find yourself looking for a quiet and peaceful getaway, don’t give it a second thought and just book this place you won’t regret it!
Guest favourite
Home in Mount Holly
5 out of 5 average rating, 10 reviews

Vermont Mountain Escape

CanerRating, 5 stars4 months ago
The house is fantastic and I highly recommend it to anyone who’s planning a trip to the area. Austin’s place is very stylish, comfortable and has everything that’ll make your stay an enjoying experience. You’ll find nice touches and well-thought details throughout the house the moment you step in. Location is also amazing to have a safe and peaceful stay with beautiful surroundings while being close to all nearby actions. We had a great ski trip overall and already planning to be back.
Top guest favourite
Home in Ludlow
5 out of 5 average rating, 42 reviews

Okemo Mountain House & Private Hot Tub

DustinRating, 5 stars2 months ago
Julie’s place is fantastic. Great location close to the grocery store, downtown, and Okemo Mountain Resort. Awesome fireplace. Great kitchen. Gadgets for drying ski gloves/mittens and ski boots were very cool. Highly recommend!
Guest favourite
Home in Londonderry
4.92 out of 5 average rating, 73 reviews

VT Cabin sitting above the West River and Village

JoshuaRating, 5 stars2 months ago
great small cabin nested in a small VT town! Rachel was great and we were within 20 minutes of Stratton which was perfect for our quick weekend

Private house rentals

Guest favourite
Home in Ludlow
5 out of 5 average rating, 11 reviews

Tranquil Mountain Home - 10 mins to Okemo

BrandyRating, 5 stars3 months ago
Tiffany's home was perfect for our three families. We visited to ski at Okemo. The location was perfect to get to the mountain and downtown for shopping. I can't say enough about the views! Every morning we enjoyed our coffee and took in the view. After a long day of skiing, our kids still had energy and we could watch them sled down the hill, from the comfort of a roaring fire and comfy couch. We also thoroughly enjoyed relaxing our aching muscles in the hot tub after skiing. Our friends are avid cooks and felt right at home in the spacious and stocked kitchen. There was plenty of sleeping space and living space where adults and kids could have their own areas, but also to come together for dinner and games. The instructions were clear from hot tub care to fire wood to trash and recycling. Tiffany thought of it all and she was very responsive before and during our stay. We cannot wait to book again next year!
Top guest favourite
Home in Londonderry
5 out of 5 average rating, 21 reviews

Magical Retreat in Londonderry, 3 bd, EV charger

TsvetelinaRating, 5 stars3 months ago
Beautiful, spacious house, just as described. Clear instructions and responsive hosts.
Superhost
Home in Andover
4.83 out of 5 average rating, 40 reviews

Cozy private cabin near Okemo! Large Hot tub!

SamanthaRating, 5 stars1 month ago
This cabin was a cute stay! Please was clean and cozy. No issues with check in, it’s code access and all the details was sent the day before. Was a perfect place for our weekend getaway with the dog
Top guest favourite
Home in Londonderry
5 out of 5 average rating, 12 reviews

Modern Chalet: Magic Mountain

RileyRating, 5 stars2 months ago
Tyler’s place exceeded expectations! The home was exactly as advertised—beautiful, spotless, and in a fantastic location. Check-in and check-out were seamless, making our stay even more enjoyable. Tyler was an outstanding host, incredibly responsive, and went above and beyond by providing detailed information and fantastic restaurant recommendations. I’d highly recommend staying here to anyone looking for a top-notch experience!
Top guest favourite
Home in South Londonderry
4.95 out of 5 average rating, 21 reviews

Come Enjoy Summer at Vermontany!

FrankRating, 5 stars3 months ago
Diana's home was well furnished and equipped with everything we needed for a quick ski getaway. We had a couple questions throughout the stay, and each time Diana was super responsive and accommodating. Could not recommend this place enough.
Guest favourite
Home in Windham
5 out of 5 average rating, 11 reviews

The Aster Chalet: a modern family retreat

LisaRating, 5 stars2 months ago
This place was beautiful! We enjoyed all of the little touches including the thoughtful snack platter, the night lights around the house, sound machine, games, fireplace, and the comfy blankets. The mud room cubbies were so great for all of our ski gear. It really does look just like the photos. So modern and clean. Very pleased with our stay.
Top guest favourite
Home in Londonderry
5 out of 5 average rating, 33 reviews

Black Star Barn, Mountain Retreat w/ Hot Tub

FarynRating, 5 stars3 months ago
We were 2 couples and had the perfect stay! Really cozy house with a great porch and hot tub! We loved playing ping pong as well! Would 100% stay there again!!
Top guest favourite
Home in Chester
5 out of 5 average rating, 24 reviews

Vermont Charm in the 1840 Gideon Lee House

CarloRating, 5 stars1 month ago
We have had a marvelous time at Gideon Lee in Chester, Vermont. An extremely spacious house, equipped with all the necessities. A well-functioning kitchen, a washer and dryer and especially a cozy "wood stove". Polly and Ian are friendly and interested people with whom you are happy to strike up a conversation. And who are happy to give all kind of suggestions for trails, restaurants, or just for visiting nice villages. In the five days we were there, this house became a home!

Quick stats about house rentals in Weston

  • Total rentals

    40 properties

  • Nightly prices starting at

    ₹8,616 before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Weston
  6. House rentals