House vacation rentals in Middlebury

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Popular amenities for Middlebury house rentals

House rentals with a pool

Guest favorite
Home in Killington
4.91 out of 5 average rating, 202 reviews

Luxury Condo Tucked in the Heart of Killington

AshleyRating, 5 stars2 weeks ago
Comfortable and convenient location. Everything we needed was in the kitchen. We had most of our meals in and took advantage of the kitchen. The sleeping accommodations were very comfortable. It is only a short drive to Killington, where my family skied. We would definitely stay there again.
Guest favorite
Home in Granville
4.96 out of 5 average rating, 141 reviews

Epic Views of the Green Mountains

StephenRating, 5 stars4 weeks ago
Great place to take your family if you like to escape from humanity! Very remote setting and plenty of places to hike. The house is as described and the kitchen if fully stocked to make full dinners. My daughters, our German Shepard and I had a wonderful time. Suggestions - bring groceries as Granville is in the middle of nowhere. Closest store is in Rochester, 12 miles South. William was very commun icative and the value for the money was phenominal. Hope I can return next year!
Guest favorite
Home in Warrensburg
4.98 out of 5 average rating, 60 reviews

Spacious Retreat mins to Lake George pool&hot tub

VivekRating, 5 stars2 weeks ago
We had a wonderful stay! Victoria was extremely generous and accommodating, making sure all our requests were taken care of and that check-in was smooth and hassle-free. The house itself was beautiful—neat, tidy, and very well maintained. The rooms were clean, the washrooms were spotless, and the overall atmosphere was warm and welcoming. Victoria was always quick to respond to any questions we had, which made the entire experience even better. Highly recommend!
Top guest favorite
Home in Mendon
4.89 out of 5 average rating, 245 reviews

Ranch at Mendon Mt Orchards

StephanieRating, 5 stars2 weeks ago
Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay again!
Top guest favorite
Home in Killington
4.99 out of 5 average rating, 134 reviews

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

JennRating, 5 stars4 days 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.
Superhost
Home in Warren
4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

PerryRating, 5 stars1 month ago
Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!
Superhost
Home in Lake George
4.65 out of 5 average rating, 26 reviews

2 Bedroom House part of duplex in the Village

MaryRating, 5 stars7 months ago
The staff at The Heritage were outstanding. Ray was god sent, he went above and beyond everyday. Not many left like him.
Superhost
Home in Stowe
5 out of 5 average rating, 3 reviews

Cool Pool, a Private Oasis

MeganRating, 5 stars9 months ago
Lovely house and beautiful lot! Spent lots of time playing in the yard, swimming in the pool and exploring all the things that Stowe has to offer. We'll be back!

Weekly house rentals

Guest favorite
Home in Lincoln
4.98 out of 5 average rating, 205 reviews

Modern Home in Lincoln Sauna / Pond / Ev Chg / Pvt

CatherineRating, 5 stars1 month ago
Bjorn’s home is pristine and could not be nestled in a more beautiful place. He was very responsive and the house is well supplied with everything you could need. Highly recommend and look forward to staying here again!!
Superhost
Home in Waitsfield
5 out of 5 average rating, 3 reviews

FULL HOUSE w/HOT TUB - Waitsfield Common

LauraRating, 5 stars6 months ago
This home is beautiful, spacious and is surrounded by nature. The backyard had a huge deck with a tree lined backyard and you can hardly see the next neighbour. There are rolling hills and cows in the next pasture. So serene. The house has lots of room in the main area for our family, it never felt crowded. The kitchen looks better then the pictures, with a huge island and the entire house is fully stocked. You can tell this is not just a rental as it had more then we expected to live comfortably. She was also kind enough to bring us some baby items. The location is great as wherever you turn it's beautiful but also within driving distance to Stowe. The local towns are really cute too. Our family really enjoyed our time here.
Guest favorite
Home in Rutland
4.89 out of 5 average rating, 184 reviews

Killington/Okemo, 7p Hot tub, Mtn.views, Spacious!

MatthewRating, 5 stars4 days ago
This place was beautiful, and so much bigger than the pictures!! We loved how private it felt, and it was just a short walk to downtown! Would recommend to anyone coming to this area, and would gladly stay again ourselves!!
Guest favorite
Home in Warren
4.92 out of 5 average rating, 206 reviews

Beautiful guesthouse -perfect for long stays

BriannaRating, 5 stars6 months ago
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)
Guest favorite
Home in Winooski
4.94 out of 5 average rating, 129 reviews

Spacious Winooski Oasis, close to downtown!

GauraviRating, 5 stars1 week ago
We had a great stay here. The house was quaint and exactly as pictured. We asked for recommendations but didn’t receive a response. However, Sam was super responsive for all other things house related like check in time and when the shower pump was broken and only giving us cold water. The hot water issue was taken care of right away which was appreciated! The backyard is big and fenced in. This is great for dogs! There is a grill and fire pit. We didn’t use either but having that amenity was nice. Location is great and so was the price. Walking distance and car ride from most eateries and cute shops. We felt safe, thank you!
Top guest favorite
Home in Stowe
4.95 out of 5 average rating, 184 reviews

New Remodel w/VIEWS! on 20 Acres!

Carla Rating, 5 stars1 month ago
Kim was super kind and went above and beyond to help me sort out a situation even before our arrival. The home is located in a quiet beautiful area, it is super comfortable, beautifully decorated. The beds were very comfortable. We had plenty of towels and linens. My kids enjoyed playing games in the basement, and my husband and I enjoyed watching TV and reading by the fireplace. I highly recommend Kim's place.
Top guest favorite
Home in Bolton Landing
4.96 out of 5 average rating, 26 reviews

Chillbilly Bolton Haven-hot tub

AlexisRating, 5 stars2 months ago
My family of 3 met up with another family of 3 for a little winter weekend getaway. The location was perfect, less than 15 mins to LG for the winter carnival and 1 min car ride to The Barrel where we had reservations to eat in the igloos. The house was absolutely beautiful and very clean. It had everything we could ask for available for us. We loved going in the hot tub at night and then sitting inside next to the fireplace. It snowed while we were there which made the hot tub and views even more enjoyable. Someone was there to shovel and plow so we didn’t have to do any work. We definitely would like to return during the warmer months to use the kayaks and go to the beaches. Michelle sent recommendations which we greatly appreciated and responded very quickly to any messages. 10/10 would recommend!!
Superhost
Home in Pittsford
4.87 out of 5 average rating, 82 reviews

Beautiful Vermont Farmhouse with stunning view

BorethRating, 5 stars1 month ago
We had a wonderful weekend getaway at this unique and charming farm-style property. The house has a cozy and inviting atmosphere, equipped with everything you need for a relaxing stay with family or friends. Located in a peaceful and quiet area, it’s just a short 10-minute drive to town, making it the perfect combination of seclusion and convenience. We stayed here while snowboarding at Killington, and it was a fantastic base for our trip. Susan, the host, made our stay even more memorable with her personal touch. She gave us a warm welcome through a call, providing a quick orientation and offering excellent recommendations for activities and places to visit in the area. Her attention to detail and thoughtfulness truly stood out. Highly recommended for anyone looking for a serene and unique escape!

Private house rentals

Superhost
Home in Stowe
4.95 out of 5 average rating, 92 reviews

Spruce Hollow Hideaway “Hot Tub”

MatthewRating, 5 stars1 month ago
This place was perfect for our large group. To start plenty of parking in the drive way. Plenty of room in the house for everyone to not feel on top of eachother. The hot tub was great after a few long days of skiing. Lastly if you’re looking for a place close to the mountain it doesnt get much more convenient than this location. Also plenty of places to grab drinks or food near by. Would definitely stay here again
Guest favorite
Home in Killington
4.94 out of 5 average rating, 117 reviews

Cozy Private House on Killington Mtn - Hottub

MeganRating, 5 stars1 month ago
This airbnb was even better than we expected! It is just minutes away from all the Killington lodges and the restaurants/bars in town. The house was extremely clean, easy to find, and perfect for a group of skiers. I highly recommend it for anyone looking for a beautiful, easy place to stay at Killington. Would love to stay here again next time we visit! Highly recommend.
Guest favorite
Home in Warren
4.83 out of 5 average rating, 52 reviews

4 story 3BR 2BA sunlit house w/ gorgeous mtn views

TaraRating, 5 stars3 months ago
Very unique house with incredible views. Great location for getting outside, and had everything we needed. Was perfect for skiing and we would love to see this place in the summer!
Superhost
Home in Killington
4.8 out of 5 average rating, 59 reviews

Killington Chalet -Very Close To Slopes!

KellyRating, 5 stars2 months ago
Went here with a large group of friends for a skiing trip in Killington and the location and house was perfect for what we needed. Herb was extremely responsive to all questions and concerns we had, would absolutely recommend staying here if your a skier/border or are just trying to experience the area with a large group of people!
Guest favorite
Home in Stowe
4.94 out of 5 average rating, 189 reviews

Huge deck, hot tub, foosball, surrounded by nature

MaritaRating, 5 stars4 weeks ago
Great stay at Jen’s beautiful chalet. Easy to communicate with and well equipped with many kitchen supplies and all the needed towels, linens, hairdryers, and a thoughtful welcome package. Only about 15 mins from the mountain and 10 mins to town. Thanks!
Top guest favorite
Home in Warren
5 out of 5 average rating, 14 reviews

LaFlame Chalet - 10 mins to Sugarbush

JohnRating, 5 stars1 month ago
We had a great stay at this cozy Airbnb. Looks exactly like the pictures and is a perfect size for group of friends or family. We brought a dog and had no issues at all. The hosts were very kind and even helped us with some car troubles after an unexpected snow storm. Would recommend and overall great stay!
Guest favorite
Home in Warren
4.9 out of 5 average rating, 69 reviews

Lovely private house in the mountains

RebeccaRating, 5 stars2 months ago
We had a very nice stay, especially appreciating the proximity to Sugarbush and the responsiveness of the host.
Guest favorite
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars2 months ago
Great spot for a week of skiing! Danielle was very helpful and communicative throughout

Quick stats about house rentals in Middlebury

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

Destinations to explore

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  4. Addison County
  5. Middlebury
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