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

Luxury Condo Tucked in the Heart of Killington
We booked a last minute stay at Matt’s airbnb - and we have zero regrets! The space is so clean, nice, and exactly what the pictures showed! The kitchen was stocked with spices, coffee, hot cocoa, and tea. The televisions were so nice with the high definition! There were fans in our rooms that we were able to plug in which was super thoughtful! It was such a quiet and peaceful area which made our little getaway perfect, you can even hear the running water from the outdoors if you open your window! Matt was very responsive and even checked in with us- which really stood out to us! We loved staying there so much we recommended it to our family who is coming to visit - they immediately booked their stay! We can’t say enough great things about Matt and his charming airbnb. We absolutely will stay here again!

Golf, Fish, Hike or Bike!
Had a wonderful weekend at Ashley's place! The condo is located just a few minutes from the K-1 base (and skiable too, but we came late in the season) and had everything we needed. Fireplace and sauna/hot tub (in an adjacent building) was a great bonus. Ashley was incredibly helpful and friendly, I'd love to come back!

Epic Views of the Green Mountains
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.

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

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

MT Top Inn-6 Minute Walk-4+ BR-Pets OK & Grill-Ski
This place was clean and exactly as described. Evan was very attentive and checked in with us over our weekend stay to make sure all was in order.

Scenic VT Getaway Lake Days & Mountain Trail Await
Had an absolutely great stay! Cant say enough great things about it. The house was super clean, was cozy and felt right at home. The home was placed in the perfect location, only 10 minutes from Killington and was very private. It had a nice outdoor area, with a nice creek, an outdoor patio and large outdoor space.

Backyard Deck+Modern Interior | House on the Rocks
Our group of 10 (8 adults + 2 children) had a great time at the House on the Rocks. We appreciated the large living room sofa (great for movie night), large dining table with easy access to the kitchen (for home-cooked group meals), multiple bathrooms, very comfortable beds, and ample parking space. We were visiting for a late season snowboarding trip, and the house is conveniently located close to rental shops and Pico Mountain (and not too far to Killington resort, which we didn't visit). Our group had a comfortable and well-informed stay, and we highly recommend the House on the Rocks!

Adorable townhouse in Proctor
Great location, quiet neighborhood with easy parking. Clear instructions for check-in and wifi access, excellent communication.

Modern Retreat next to Mountain Top Inn,Killington
I couldn't recommend this place more! My cousins and I had a great time and Uli is super attentive. The hot tub has a great view of the lake, it was also salt water which I love. The space was extremely cozy and exactly what we needed. We snowboarded pico and killington and it was about a 25-30 minute ride. We will for sure be back! Thank you guys so much!

Green Mountain Getaway
We had a very restful and comfortable stay. There were plenty of hiking spots within a 30 min drive. And lots of food options in Rutland nearby. We will definitely consider staying here again when we visit the area in the future.

Hideaway Mountain at Killington
Martina was a perfect host. The rental worked well for six adults and two infants.

Secluded Chittenden Home close to MT Top Inn
We had a great time at Doug and Erin's place, very large open space in a private area. Loved the piano and the large windows, would definitely stay again!
Private house rentals

Skyeburst | Modern Mtn Home
We stayed at Skyeburst for a long weekend. The house is even nicer in person with noticeable attention to details like a tea and coffee station and a welcome gift of pancake mix and syrup. The beds were all very comfortable and the house was spotless upon arrival. There is a large mud room which was perfect for removing our gear before stepping into the main house. There are a lot of beautiful design elements throughout the house which makes the space feel inviting and luxurious. Jesse was very responsive and provided clear checkin and check out instructions. We definitely would stay here again.

Mountain Getaway Pet friendly
My sisters and I stayed at Mary’s place in Rutland, VT. Everything about the accommodation was terrific. The home has a nicely designed interior with lovely front and back porch and welcoming yard. Very comfortable sleeping, wonderful bedding and pillows, great showers, super kitchen and great location. Thank you, Mary!

Entire home- Killington, Vermont Ski, Hike, Bike
Impeccable vibes, Britt's home is absolutely darling with plenty of comfortable and clean space and a laid-back feel. Close drive to skiing and town. Home is stocked with all you need and plenty more. Great communication with the host. Would gladly return next year.

Cozy Contemporary Downtown Texaco
Nice location right in the center of town. Walkable to many restaurants . Be advised it can be a bit noisy with traffic and pedestrians. Wenger was very responsive and followed up regularly during my stay to be sure I was comfortable. Place was very clean.

Gigi and Pops' Secret Cabin
Wow! What a spot! Not only is the house amazing, the property is also amazing! The location is 10 min from town and 10 minutes to the mountain! The house was very clean and the owners thought of everything that you would need! We brought our 4 young kids and between the fort outside and the playroom, they had the best time! We will definitely be back!

Mountain Top Getaway Killington, Pico, VAST Trails
We had a wonderful weekend staying at Greg and Dorie’s. The home matched the description, and was everything we needed for a few days of skiing. Greg and Dorie were super responsive and helpful. There was a big snowfall the morning of our departure and Greg helped plow us out. Snow tires are helpful! Would highly recommend this place!

Romantic Retreat, Hot Tub, near Killington Mtn
The perfect place to stay on a ski vacation! 15 minutes from Killington with a hot tub in picturesque scenery to unwind after the day while looking at the stars.

Lakeview home
Great place Perfect for skiing
Quick stats about house rentals in Chittenden
Total rentals
50 properties
Nightly prices starting at
₹7,715 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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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Bolton Valley Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Magic Mountain Ski Resort
- Cochran's Ski Area
- Fort Ticonderoga
- Dartmouth Skiway
- Lake George Expedition Park
- Autumn Mountain Winery
- Dorset Field Club
- Northeast Slopes Ski Tow
- Hildene, The Lincoln Family Home
- Ekwanok Country Club
- Cozy Cottages & Otter Valley Winery
- Country Club of Vermont
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Gooney Golf
- Adirondack Extreme Adventure Course