
House vacation rentals in Middlebury
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Top-rated house rentals in Middlebury
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Popular amenities for Middlebury house rentals
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington
The place was amazing. Probably one of the best Airbnb’s I’ve rented in terms of value for money. Very responsive host. The location is private, had pretty much all the amenities one needs and everything was well organized. The only downside is the check in is at 3pm but the checkout is at 10am. Which is pretty much unheard of. I’ve asked for one hour extension but was immediately sent a 25$ surcharge request for 1 hour. Apart from that everything was good.

Epic Views of the Green Mountains
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!

Spacious Retreat mins to Lake George pool&hot tub
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!

Ranch at Mendon Mt Orchards
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!

Winter Wonderful Waitsfield Spacious VT Home w/Spa
Our stay in Sara and Mikes home in Waitsfield was incredible! Upon arrival into the mad river valley, the surrounding views were instantly beautiful and calming. The moment we stepped in the house we honestly felt right at home. The layout of the house is so calming and tasteful. Everything is perfectly organized, down to the labeling for all of the dishes and cookware so you’ll never have trouble finding what you need! Waking up and heading by downstairs for a workout in the home gym, followed by a dip in the hot tub on the secluded back deck was an insanely relaxing way to start the day. The custom built bed frames/furniture and the overall craftsmanship of the space added a comforting artistic value to the stay. Don’t get me started on the screen porch! This house is full of amenities and I’ve honestly never felt more at home at an air b&b stay. Nice quiet respectful neighborhood in an amazing community, would recommend this spot to anyone and we hope to return in the future!

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

Charming Sugarbush Standalone Condo
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!

Pool Arcade Gore Mtn Views Lake George Retreat WFH
This Airbnb deserves 5 stars across the board in every category. This home was the perfect stay for a group of friends or family to getaway and relax for a weekend (or longer). We stayed here during the winter, but everyone loved it so much we were saying how we should come back in the Summer! The entire house is so comfy! The couches, chairs, blankets etc just made it such a nice relaxing stay. Also the arcade / movie theater basement was so much fun!!! We really loved that there were smart TVs in every room that could be logged into whatever streaming service you prefer. Also the bathrooms were immaculate, absolute dream bathroom near the master bedroom. I would also love to mention the mudroom, this house has a no shoes policy which is super easy when they have a beautiful roomy entry way with HEATED FLOORS. William and Giselle have really focused on the little details in each and every room and it really shows. Thank you again for an amazing stay.
Weekly house rentals

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

Private Adirondack Chalet Game Room and Bar/Lounge
We had an amazing time here! Our family and friends spent the weekend for our son’s birthday and we felt right at home. The house is so cozy and comfortable. Will most definitely stay here again!

Beautiful guesthouse -perfect for long stays
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)

Spacious Winooski Oasis, close to downtown!
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!

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!

Holiday Retreat
Amazing place and Elaine was great host! Beautiful home with peaceful surroundings. Kids enjoyed the animals (Rosie and Felicia). This stay was key to a great trip. 😁

New Remodel w/VIEWS! on 20 Acres!
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.

Lake Champlain Colonial
We were 2 couples visiting children at UVM. The house was close enough to campus to go back and forth easily. The large kitchen and dining room meant we could cook big family dinners and sit around the table together - something we miss while they're at school. The rooms were large and clean with ample drawers and closet space and 8 of us easily slept there the night the kids stayed over. Bathrooms were great as well. We brought rackets and were able to use the public tennis courts right up the road. If the weather were nicer I'm sure we could have grilled and taken advantage of the huge back yard. There were 2 spots in the large, clean garage and plenty of driveway parking. All in all it was a much more affordable, versatile place to stay than downtown hotels.
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

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.

Cozy Private House on Killington Mtn - Hottub
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.

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!

Killington Chalet -Very Close To Slopes!
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!

Hardy Rd Adventure House-50acres & private trails!
Emily was an amazing host with easy and clear instructions. The views were amazing and the location was spacious

LaFlame Chalet - 10 mins to Sugarbush
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!

Lovely private house in the mountains
We had a very nice stay, especially appreciating the proximity to Sugarbush and the responsiveness of the host.
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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- Okemo Mountain Resort
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