House holiday rentals in Chittenden

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Popular amenities for house rentals in Chittenden

House rentals with a pool

Guest favourite
Home in Killington
4.91 out of 5 average rating, 212 reviews

Luxury Condo Tucked in the Heart of Killington

KennethRating, 5 stars1 week ago
Very nice place easy access to routes 4 and 100 with plenty of things to do
Superhost
Home in Norwich
4.76 out of 5 average rating, 21 reviews

Pond, Pool, Mountain Views | Au Bout du Chemin

LaurenRating, 5 stars10 months ago
This is a beautiful property tucked away in the hills of farmland above Norwich. It was perfect for an extended family getaway. Kids loved the pool, ping-pong table and pool table and we loved cooking in the well-appointed kitchen. Great little hike with outstanding views about 20 minutes away on Gile Mountain.
Guest favourite
Home in Killington
4.89 out of 5 average rating, 80 reviews

Golf, Bike, Fish, or Hike!

SooRating, 5 stars2 months ago
Ashley was super friendly and responsive and her place was as described with everything I need and more to make me feel right at home. Would love to stay here again. Thank you so much for letting us stay at your beautiful place!
Superhost
Home in Warren
4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

PerryRating, 5 stars3 months ago
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!
Top guest favourite
Home in Crown Point
5 out of 5 average rating, 20 reviews

Stunning Mountain Top Cabin

Jan MichaelRating, 5 stars5 days ago
My wife, our dog, and I had a wonderful stay at Shyra's place. The home was clean, warm, and welcoming—our dog felt right at home. Waking up to stunning views of the high peaks from the backyard was truly unforgettable. Short drives to Schroon Lake and Ticonderoga. A great home base of you're looking to hike any of the Adirondack high peaks. Shyra was communicative and very responsive throughout our stay. We’re already looking forward to our next visit! Thank you for having us!
Top guest favourite
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars3 months ago
Great spot for a week of skiing! Danielle was very helpful and communicative throughout
Guest favourite
Home in Plainfield
4.89 out of 5 average rating, 139 reviews

Historic Home on 17 acres of land. Go escape!

BrandieRating, 5 stars3 months ago
Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩
Superhost
Home in Bridgewater
4.89 out of 5 average rating, 46 reviews

Luxurious family retreat home in the mountains

DanielleRating, 5 stars10 months ago
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

Superhost
Home in Chittenden
4.9 out of 5 average rating, 20 reviews

MT Top Inn-6 Minute Walk-4+ BR-Pets OK & Grill-Ski

AndrewRating, 5 stars3 months ago
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.
Guest favourite
Home in Mendon
4.9 out of 5 average rating, 21 reviews

Scenic 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.
Top guest favourite
Home in Chittenden
4.92 out of 5 average rating, 26 reviews

Backyard 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 reviews

Mountain 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!
Top guest favourite
Home in Chittenden
5 out of 5 average rating, 8 reviews

Modern Retreat next to Mountain Top Inn,Killington

MaddyRating, 5 stars3 months ago
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!
Guest favourite
Home in Chittenden
4.98 out of 5 average rating, 42 reviews

Green Mountain Getaway

VinodRating, 5 stars1 month ago
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.
Guest favourite
Home in Chittenden
4.94 out of 5 average rating, 48 reviews

Secluded Chittenden Home close to MT Top Inn

ChavaunRating, 5 stars4 months ago
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!
Guest favourite
Home in Chittenden
4.95 out of 5 average rating, 21 reviews

Blue Ridge Retreat-Hot tub/Mtn.Top/Killington/VAST

JuliaRating, 5 stars2 months ago
We had a wonderful time in Chittenden. We were in town for a wedding, and the Airbnb was really close to Mountain Top Resort (by car). The cabin was cozy and had great amenities, including easy parking, a drip coffee maker, and a warm fireplace. It was easy to check in and there weren't too many steps to complete during checkout. Austin was very responsive and helpful when I reached out with questions. Overall, it was a great accomodation for our 2 night stay.

Private house rentals

Guest favourite
Home in Pittsfield
5 out of 5 average rating, 12 reviews

Chalet Suite | 2BR+Loft (Secure Mtn Bike Storage)

KimberlyRating, 5 stars3 months ago
Perfect place for a Killington/Pico/Okemo ski getaway. Everything was easy to find with clear instructions. Hosts were responsive. My kids (ages 17 & 13) loved the loft. High quality white noise machines were great. We’d stay here again anytime.
Top guest favourite
Home in Rochester
5 out of 5 average rating, 14 reviews

THE BIJOU @ Green Mountains ~ A Precious Gem

ConorRating, 5 stars2 weeks ago
9 of us spent an excellent weekend here while visiting Rochester for a wedding. Everything was super easy, plenty of room to easily park 4 cars without blocking each other at all. Clear instructions to cover various situations, and added care on Gina's part to give alternative driving approaches to the house in bad weather since the road is a bit steep. We will absolutely be checking the availability of this house first thing whenever we return to Rochester.
Top guest favourite
Home in Rutland
4.97 out of 5 average rating, 58 reviews

Mountain Getaway Pet friendly

MelanieRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Killington
5 out of 5 average rating, 6 reviews

Entire home- Killington, Vermont Ski, Hike, Bike

EllenRating, 5 stars3 months ago
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.
Guest favourite
Home in Castleton
4.91 out of 5 average rating, 86 reviews

Cozy Contemporary Downtown Texaco

EmilyRating, 5 stars5 days ago
Fabulous place! Really a fun and one of a kind place to stay! Everything you need is right there making it an ideal place for overnights or travel but with more character and privacy than a hotel. Just be warned the bed is extremely comfortable and may require a xtra motivation to get out of in the morning :)
Top guest favourite
Home in Proctor
5 out of 5 average rating, 10 reviews

Adorable townhouse in Proctor

DustinRating, 5 stars2 months ago
Great location, quiet neighborhood with easy parking. Clear instructions for check-in and wifi access, excellent communication.
Guest favourite
Home in Chittenden
5 out of 5 average rating, 56 reviews

Gigi and Pops' Secret Cabin

LaurenRating, 5 stars2 months ago
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!
Guest favourite
Home in Pittsfield
4.89 out of 5 average rating, 64 reviews

Hideaway Mountain at Killington

SarahRating, 5 stars3 weeks ago
Martina was a perfect host. The rental worked well for six adults and two infants.

Quick stats about house rentals in Chittenden

  • Total rentals

    50 properties

  • Nightly prices starting at

    $116 SGD 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Rutland County
  5. Chittenden
  6. House rentals