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

Mountain View Farmhouse w/ Orchard & Foliage
This location was one of my favorites! More than accommodating, so clean, super family friendly! perfect space for family and friends to gather and enjoy the time together 💜 it was an incredible stay, we cannot wait to come back!

Spacious Retreat mins to Lake George pool&hot tub
Had a wonderful stay at the house. Michael and Victoria were extremely responsive and gracious hosts. The house was clean and well stocked with towels and cooking supplies and toys/books for young kids. It was the perfect size for a large family. Would recommend staying here any time of year!

Ranch at Mendon Mt Orchards
We had such a great time at Jonathan's place! Super responsive host, spacious bedrooms and house. We were 2 families and there was more than enough space for everyone. We absolutely loved it and hope to be back next year!!

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace
Dan and Holly are wonderful hosts. Excellent condo unit in a quiet, private location yet very close to great skiing, excellent restaurants, and live music. Condo was spacious, clean, and well kept. Dan and Holly obviously really care about their guests. Highly recommended.

Charming Sugarbush Standalone Condo
Loved this place. Both couches have pull out in addition to the two bedrooms. Plenty of linens as well. Easy ski in ski off access as well.

2 Bedroom House part of duplex in the Village
The staff at The Heritage were outstanding. Ray was god sent, he went above and beyond everyday. Not many left like him.

Cool Pool, a Private Oasis
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!

Cozy Studio Spruce Peak Lodge Ski in Ski Out | 319
Had another great stay at the lodge! Stephanie was very responsive. Will definitely book with her again!
Weekly house rentals

Private Adirondack Chalet Game Room and Bar/Lounge
Great house and location to ski mountains and the village of lake George. We enjoyed the basement with pool table and bar to relax. Very clean and easy to get to.

25 Rocky Ridge Road: Ski Home for Groups. Hot Tub.
House is located only 5 minutes from Killington Resort, and less than 5 minutes to restaurants, markets, bakery. Lots of rooms, very spacious house. Hot tub is a huge plus, great to relax after a full day on the slopes. We would definitely stay there again.

Near Killington, 7p Hot tub, Mtn. views, Spacious!
We needed a place for a group of women as we were taking a training nearby. This was the perfect spot. It was close to restaurants and cafes and had all the beds we needed. The hot tub was hot and relaxing at the end of a long day. We loved it!

Spacious Winooski Oasis, close to downtown!
This place is awesome, especially for the price! There’s so much to do in the area and the hosts did a great job with communicating and making the house super cozy and fun. Me and my friends had such a great time and if possible we all agreed we would come back!

Bolton Home Away from Home-hike, beach, boat, ski
My family and I had a wonderful stay at the home over a long Labor Day Weekend. The house and property are top-notch, as advertised. The house is extremely well outfitted (kitchen, towels, linens, everything) for a group of our size and larger (we had six). Very nice outdoor patio. Michelle was an excellent host. Communication from reservation through check-in and out was great. Location is a major plus for me. Short walk to downtown Bolton Landing. Short walk to the marina where we had a rental boat. I think that I'm a tough grader- though I haven't lived in the area for a very long time, I grew up on the lake and my family (kids all grown adults) and I all agree that we would happily look for an opportunity to visit this property again. - Tom

Bassett Mountain View- STR #000678
There were 4 couples in our group and we had plenty of room to spread out! The location was beautiful with all the snow covered trees. We did use the wood stove insert and it heats the cabin really well! We were certainly not chilled when inside; the floor heat is nice too. Enjoyed the hot tub and the ping pong and foosball in the basement. Unfortunately, the dart board was missing. We cooked dinner all 3 nights and found the kitchen was well equipped. Beds were comfy, water pressure and temp were great and the driveway was cleared from ice and snow! I definitely recommend this cabin!

Pine Ridge Lodge near Whiteface
Perfect location, less than 5 minutes to Whiteface and 15 to Lake Placid. The house gave the perfect mountain vibes for our two family stay. We enjoyed the hot tub and I loved the very large dual garage that made loading and unloading each day extremely easy with young kids. We'd definitely stay here again

High on Blue Ridge
The place was perfect for 2 couples looking to spend a weekend in the beautiful Adirondack trails. If you want to save on food (cook by yourself I mean) and be within a 25min drive of everything, this is perfect. Thanks Vinny!
Private house rentals

Spruce Hollow Hideaway “Hot Tub”
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

Modern Home in Lincoln Sauna / Pond / Ev Chg / Pvt
We were impressed by the sleek design of this home, high-end, but comfortable finishes (including heated floors), and beautiful mountain views. The bathrooms were spotless and beautifully designed, with modern fixtures. The kitchen was fully equipped with Miele appliances, all in good working condition. There was not a standard drip coffee machine, but we enjoyed using the French press. We stayed during an overnight winter storm, and the driveway was plowed before 8 AM, allowing us to get out with no hassle. Overall, this home stands out as one of the nicest Airbnbs we’ve ever stayed in.

2 Units, 1 Home | Perfect for Multiple Families
My group stayed here for a ski weekend at Okemo and had a great time. 5 minute drive from the mountain so very convenient. Brandon was a great host and even set up a telescope for us to use one night.

Charming and quiet rental for family or friends
Liza’s home was beautiful, and it couldn’t be closer to Stowe Mountain Resort. It was the perfect ski trip house for my group, and the host was incredibly accommodating and helpful.

FULL HOUSE w/HOT TUB - Waitsfield Common
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.

The Jay House - 1840 Farmhouse
Such a great stay, my family and I felt right at home! My doggy ran right over to the dog toys and started playing immediately so he felt at home as well. Super close to whiteface mountain. Would highly recommend the Jay house!

Cozy Private House on Killington Mtn - Hottub
What a beautiful home and only minutes from the ski resort. We had a wonderful weekend of fun. Thank you!

4 story 3BR 2BA sunlit house w/ gorgeous mtn views
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!
Quick stats about house rentals in Middlebury
Total rentals
30 properties
Nightly prices starting at
$70 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
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