
Holiday rentals in Chittenden
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Top-rated holiday rentals in Chittenden
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Chittenden
Guest favourite

Home in Mendon
4.9 out of 5 average rating, 21 reviewsScenic VT Getaway Lake Days & Mountain Trail Await
ArmandoRating, 5 stars2 months ago
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.
Superhost

Barn in Chittenden
5 out of 5 average rating, 3 reviewsSummer retreat in Mod Rural barn, Monthly Discount
AndresRating, 5 stars15 months ago
Karen was such a lovely host! She gave us very clear instruction on how to get inside, welcomed us when we arrived to make sure we had everything we needed, and was even nice enough to offer us a friendly gift! The house was well furnished, had a huge TV for entertainment, washer & dryer units, and plenty of kitchen cutlery and cookware for making meals. Location is close to killington, about ~20 minutes from the snowshed parking lot. It’s also close to groceries and dining. 10/10 had an incredible stay with Karen, I will definitely visit again!
Guest favourite

Flat in Rutland
4.93 out of 5 average rating, 28 reviewsRed Rooster Air BnB
LeifRating, 5 stars1 day ago
We enjoyed our stay here, very convenient location with lots of good food around. The place had all the amenities you would need for an extended stay.
Guest favourite

Cabin in Rochester
4.93 out of 5 average rating, 27 reviewsThe Creek Cabin at Sky Hollow
AnnaRating, 5 stars3 weeks ago
The stay was fantastic. The cabin is located in a perfect area surrounded by the woods, beautiful trails, a sauna and just so much greenery we couldn't believe it. The cabin itself was incredibly well put together, had everything you'd need and then some. Jess was very accommodating and answered every question we had. 100% recommend!
Top guest favourite

Home in Chittenden
4.92 out of 5 average rating, 26 reviewsBackyard Deck+Modern Interior | House on the Rocks
CatherineRating, 5 stars2 months ago
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!
Guest favourite

Home in Chittenden
4.94 out of 5 average rating, 18 reviewsMountain Top Getaway Killington, Pico, VAST Trails
AlecRating, 5 stars4 months ago
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!
Superhost

Home in Pittsfield
4.89 out of 5 average rating, 64 reviewsHideaway Mountain at Killington
SarahRating, 5 stars2 weeks ago
Martina was a perfect host. The rental worked well for six adults and two infants.
Guest favourite

Flat in Pittsford
4.97 out of 5 average rating, 88 reviewsTHE FERN: Relax in peaceful Vermont country
AndrewRating, 5 stars8 months ago
We came up for a little fall vacation to explore the local area and could not have found a better place! Absolutely beautiful location with a perfect sunset, fantastic hiking right behind the location as well. Gerd and Gisela were communicative, friendly and had really good local recommendations for spots that highlighted the trip. If I could give more stars I would
Quick stats about holiday rentals in Chittenden
Total rentals
90 properties
Nightly prices starting at
₹7,721 before taxes and fees
Total number of reviews
4.5K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
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- Stratton Mountain
- Sugarbush Resort
- Okemo Mountain Resort
- Bolton Valley Resort
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- Hildene, The Lincoln Family Home
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