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, 211 reviews

Luxury Condo Tucked in the Heart of Killington

AbbyRating, 5 stars1 week ago
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!
Guest favourite
Home in Killington
4.89 out of 5 average rating, 79 reviews

Golf, Fish, Hike or Bike!

AgnesRating, 5 stars1 month ago
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!
Guest favourite
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars6 days ago
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.
Top guest favourite
Home in Killington
4.99 out of 5 average rating, 135 reviews

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

JennRating, 5 stars1 month ago
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.
Superhost
Home in Warren
4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

PerryRating, 5 stars2 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!
Guest favourite
Home in Hartford
4.95 out of 5 average rating, 19 reviews

Farmhouse, Fireplace & Office | Wheelock Hideaway

HeidiRating, 5 stars8 months ago
Very quiet and cozy. Comfortable beds. Lots of room for everyone.
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
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!
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.
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!
Top guest favourite
Home in Chittenden
5 out of 5 average rating, 41 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.
Superhost
Home in Pittsfield
4.89 out of 5 average rating, 64 reviews

Hideaway 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
Home in Chittenden
4.94 out of 5 average rating, 48 reviews

Secluded Chittenden Home close to MT Top Inn

ChavaunRating, 5 stars3 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!

Private house rentals

Top guest favourite
Home in Pittsfield
5 out of 5 average rating, 27 reviews

Skyeburst | Modern Mtn Home

AudreyRating, 5 stars2 months ago
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.
Top guest favourite
Home in Rutland
4.97 out of 5 average rating, 58 reviews

Mountain Getaway Pet friendly

MelanieRating, 5 stars6 days 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
4.9 out of 5 average rating, 84 reviews

Cozy Contemporary Downtown Texaco

SherryRating, 5 stars2 weeks ago
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.
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 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!
Guest favourite
Home in Pittsfield
4.96 out of 5 average rating, 24 reviews

Romantic Retreat, Hot Tub, near Killington Mtn

JodieRating, 5 stars3 months ago
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.
Superhost
Home in Mendon
4.82 out of 5 average rating, 45 reviews

Lakeview home

MichaelRating, 5 stars5 months ago
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

Destinations to explore

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