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

Luxury Condo Tucked in the Heart of Killington
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.

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!

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!

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.

Private Farmhouse with in ground pool!
My family and I truly enjoyed our time spent at the farmhouse. Everything was as expected from the listing. The pictures do not do justice for the property. It's beautiful and well maintained. The pool was nice, warm, and clean. There are yard games readily available and a nice fire pit area. Brin and Maria are super responsive and left very detailed instructions on the property for you. Everything you need is there minus food, which is a 12-minute drive towards a few different grocery stores. The hill is so fun to roll down, too! Thank you so much!

Farmhouse, Fireplace & Office | Wheelock Hideaway
Very quiet and cozy. Comfortable beds. Lots of room for everyone.

Comfortable, relaxing large country home
Great spot for a week of skiing! Danielle was very helpful and communicative throughout

Luxurious family retreat home in the mountains
Andreas place was gorgeous and looked just like the pictures. The house was clean and organized and the backyard was wonderful to relax in.
Weekly house rentals

Hilltop 5-BR Carriage House 4-Min to Okemo
Meadow’s place is beautiful. It’s modern, homey, and super cozy. Everything was clean, the location was less than 5 min from town shops & Okemo Mtn. The beds were incredibly comfy, the house was spacious, and the bathrooms were spotless. There is also a jacuzzi in the back that was very clean and kicked on frequently. 10/10 would recommend this property. We will definitely be back!

Home by the Mettowee River- Simply the best!
The place was great! Adorable home in a great location. Restaurant's, grocery stores, and activities were all within 5 min from the home, yet it was still on a nice quiet street. Had all the amenities listed which made it super easy to cook meals. Directions for check in and check out were very clear and easy to follow. Virginia and Dan were amazing hosts, easy to communicate with, hospitable, and very attentive. Definitely a place I would highly recommend!

Lake Dunmore Oasis near Middlebury
Great cabin on the lake. We were there when it was frigid out but the heaters kept us nice and cozy and the lake views were gorgeous. We didn’t have a lot of luck ice fishing but we had fun trying. We went to the college, to local restaurants, skiing at snow bowl, and snow shoeing near the house to Silver Lake. Thanks for a great trip!

Vermont 1828 Reunion House, sleeps 16, near Okemo
We absolutely loved our stay at the Reunion House! The home was cozy and charming, and Margaret was a great, responsive host. She went above and beyond to be accommodating for us during a massive snowstorm and made sure we had everything we needed during our stay. We would love to return!

Spring/Summer Fun Treasures Waiting
Great place. Was a bit further from Stratton but close to Manchester and Rutland for food options. It is check in with the hosts - clearly in the instructions - which I overlooked upon booking. The place was just as described and the event brought over blueberry muffins which was a nice touch.

Game Room + Hot Tub - 7BR updated home
We had a great stay at Michael’s place! The house was lovely with room for all 16 of us both in common spaces and beds. One of the best parts about this stay is the proximity to Killington and Pico Ski Resorts - it is genuinely <15min from both mountains! The hot tub was also fantastic and made our trip. One small word of advice would be during spring ski season to make sure to bring footwear that can get muddy for the parking areas next to the house. Other than that, our stay met and exceeded all expectations!

OKEMO MT HOUSE - OKEMO-LUDLOW-JACKSON GORE
House fit our need was a good location for skiing at Okemo

Blueberry Hill Escape Pet Friendly HotTub Fire pit
Chris isn't joking that he likes to keep the kitchen well stocked. It was great having everything that a typical kitchen would have at your convenience. The views were gorgeous and were really enjoyable when relaxing in the hot tub. Our three boys loved the kids room and that there were toys to play with. The location made our Vermont stay all that much more enjoyable, thank you for the great memories!
Private house rentals

2 Units, 1 Home | Perfect for Multiple Families
The overall experience is good. Just a reminder: the 1st and 2nd floors use separate doors and are not internally connected. However, the location is very close to Okemo and Killington, and the interior decoration is quite good for the price.

Hot tub, Killington 15 min drive, 3 beds 1 Bath
This charming home was an absolute gem, offering the perfect retreat for four parents on a ski weekend. Warm, cozy, and inviting, it provided every convenience we could possibly need—even an outdoor grill. The hot tub and outdoor space were especially delightful, with thoughtful touches like ski-themed benches and a fire table creating a welcoming ambiance. The addition of bathrobes for the hot tub was a lovely detail that made our stay even more special. Communicating with Dennis was seamless, and his hospitality stood out. If we find ourselves in the area again, we would undoubtedly return to this well-appointed and thoughtfully designed property!

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.

The Guest House at Sky Hollow
The house more than met our expectations! We skied at Killington and Sugarbush and snowshoed on trails behind the house. The house was very cozy and quiet with a large kitchen and very cozy spots to read and sleep in after a long day of being outside. I highly recommend staying here!

6 Bedroom Home Mendon, VT. (Killington/Pico)
This is our third (or fourth?) year staying here and they keep adding little things to make it better. Host is very responsive. House matches the description, and the price is right! Plus we were able to add another night onto our stay at the last minute which was really helpful.

Ti Mill House
Our experience of Philip's place was great. Easy to get to, get in, find the things we needed. Great amenities, shampoos, soaps, snacks, teas, coffee. Heat was on when we arrived, which made it feel that much more welcoming. Was perfect!

Ludlow Village/Okemo Shuttle - Oma K's Kottage
We stayed for 4 nights to ski at Okemo. The location was great for getting to the mountain and we were able to walk to town. The Moover is a 5 minute walk down the hill and a 5 minute walk up the hill. We took the Moover to the mountain but had my husband pick us up after skiing. The cottage was spacious, clean and we felt at home. We highly recommend the cottage.

Snowledge II by Okemo/Killington
Lovely stay!!! She’s not kidding about the AWD or 4WD. One of our cars couldn’t make it up the driveway after it snowed. Beautiful place with everything you could possibly need. The coffee machine really saved us. Thank you and would definitely recommend!
Quick stats about house rentals in Chittenden
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ331 before taxes and fees
Total number of reviews
1.7K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Cochran's Ski Area
- Lake George Expedition Park
- Fort Ticonderoga
- Dartmouth Skiway
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Adirondack Extreme Adventure Course
- Gooney Golf
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Ekwanok Country Club
- Killington Adventure Center
- Whaleback Mountain
- Storrs Hill Ski Area
- Fox Run Golf Club