House vacation rentals in Chittenden

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Popular amenities for Chittenden house rentals

House rentals with a pool

Guest favorite
Aerial view of a snow-covered landscape, showcasing rolling hills and a winding road. The scene includes a mix of bare trees and patches of evergreen, while the distant mountains hint at recreational opportunities. A clear sky and soft sunlight enhance the serene atmosphere.
Home in Killington
4.91 out of 5 average rating, 205 reviews

Luxury Condo Tucked in the Heart of Killington

Anil KumarRating, 5 stars6 days ago
The place was amazing. Probably one of the best Airbnb’s I’ve rented in terms of value for money. Very responsive host. The location is private, had pretty much all the amenities one needs and everything was well organized. The only downside is the check in is at 3pm but the checkout is at 10am. Which is pretty much unheard of. I’ve asked for one hour extension but was immediately sent a 25$ surcharge request for 1 hour. Apart from that everything was good.
Guest favorite
Home in Granville
4.96 out of 5 average rating, 141 reviews

Epic Views of the Green Mountains

StephenRating, 5 stars1 month ago
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!
Top guest favorite
The exterior of a cozy ranch house is shown, framed by lush greenery and flowering shrubs. The front porch is accessible via steps, with a teal door welcoming visitors. A pathway leads through the manicured lawn, enhancing the inviting appearance of the property.
Home in Mendon
4.89 out of 5 average rating, 245 reviews

Ranch at Mendon Mt Orchards

StephanieRating, 5 stars2 weeks ago
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!
Guest favorite
A modern living area features tall windows that provide ample natural light and views of the surrounding greenery. A large area rug anchors the space, with a round coffee table at its center. A colorful wall quilt adds visual interest, and a comfortable seating arrangement invites relaxation.
Home in Dorset
4.95 out of 5 average rating, 22 reviews

Idyllic Dorset Home: Serene Escape w/amazing views

StacyRating, 5 stars2 months ago
My group of 9 had a wonderful stay here! The house was very spacious, clean, and modern and accurately represented in the posting. John was extremely responsive during our process and proactively checked in with us to ensure we were able to check-in to the property smoothly. We had a small issue with one of the stove top burners and when we reached out to John, he followed up immediately to resolve the issue. I highly recommend staying here!
Superhost
An aerial view of the property captures a serene outdoor space featuring a rectangular pool surrounded by lounge chairs. Nearby, tennis courts are visible, set against a backdrop of green lawn and trees, providing an inviting area for leisure activities.
Home in Warren
4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

PerryRating, 5 stars1 month 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 favorite
A spacious green lawn surrounds a rustic farmhouse, showcasing a red wooden structure with a metal roof. Nearby, an outbuilding and a covered area with picnic tables are visible. Trees and gentle hills create a serene backdrop, illustrating a peaceful rural setting.
Home in Hartland
5 out of 5 average rating, 10 reviews

Private Farmhouse with in ground pool!

ChrisRating, 5 stars8 months ago
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!
Guest favorite
A wood stove is positioned within a brick fireplace, showcasing a warm fire glimmering behind a glass front. The surrounding brick offers a rustic touch, while stockings hang above, adding a seasonal element to the cozy ambiance.
Home in Chittenden
4.91 out of 5 average rating, 89 reviews

Comfortable, relaxing large country home

EdwardRating, 5 stars2 months ago
Great spot for a week of skiing! Danielle was very helpful and communicative throughout
Superhost
The exterior of a newly renovated country retreat is showcased, featuring natural wood siding and large glass doors. A bright orange pendant light hangs over the entrance. Lush greenery surrounds the entrance, adding to the tranquil setting.
Home in Bridgewater
4.89 out of 5 average rating, 46 reviews

Luxurious family retreat home in the mountains

DanielleRating, 5 stars9 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

Guest favorite
A modern kitchen area features a large island with a deep sink and abundant counter space. Natural light floods in through large windows, illuminating the dining table and lounge. A wood-burning stove adds warmth to the open-plan space, creating a seamless connection with nature.
Home in Lincoln
4.98 out of 5 average rating, 205 reviews

Modern Home in Lincoln Sauna / Pond / Ev Chg / Pvt

CatherineRating, 5 stars1 month ago
Bjorn’s home is pristine and could not be nestled in a more beautiful place. He was very responsive and the house is well supplied with everything you could need. Highly recommend and look forward to staying here again!!
Guest favorite
The living room showcases a spacious layout with two blue sofas and a patterned area rug. A wooden coffee table is centrally placed, displaying a selection of magazines. Natural light flows in through large windows, complemented by soft lighting from a nearby lamp.
Home in Granville
4.85 out of 5 average rating, 188 reviews

Home by the Mettowee River- Simply the best!

RichardRating, 5 stars1 week ago
This is my third time staying at Virginia’s house. She is very responsive, checking in via a message to see if everything is going well. It’s an easy walk to the shops and restaurants in the center of the village. I plan to be back again next year.
Top guest favorite
A view of Lake Dunmore is framed by the side of the house, showcasing a serene body of water. A kayak can be seen on the lake, with gentle waves reflecting the overcast sky. The architecture features a decorative window, adding a charming detail to the exterior.
Home in Salisbury
4.96 out of 5 average rating, 134 reviews

Lake Dunmore Oasis near Middlebury

TaraRating, 5 stars2 months ago
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!
Guest favorite
A charming red barn is set against a backdrop of vibrant fall foliage in various shades of orange and green. A stone pathway leads from the house to the barn, which is framed by lush grass and trees.
Home in Bristol
4.88 out of 5 average rating, 155 reviews

Large New England Home w/ Gorgeous Mountain Views

ChristopherRating, 5 stars2 months ago
This is a great house to stay in. There's a lot of space, places to sleep, sit and relax, eat, watch tv, play games, work, read, cook. Plenty of hot water.. Very private, although in a neighborhood. Nice back yard area when not covered in snow, looking up at the mountains behind. Sheri is top notch. Easy to reach, super friendly and helpful, easy going. We came at the tail end of a snow storm, but the driveway was cleared enough to get our car in and then Sheri worked with us to make sure everything was cleared before we had to go out the next day. Easy walk into the cute town of Bristol. Handful of nice shops (books, games, art, crafts, gifts, toys) and restaurants: Wokky's--ok Chinese/great staff; Minifactory--out of sight coffee/biscuits/sandwiches/fresh ingredients/lot of gluten free; Cubber's--locals' joint/excellent pizza/sandwiches; Farmhouse Chocolates--superb fresh organic truffles, bars, caramels/chocolatier is wonderful. Easy drive to Mad River Glen, Sugarbush for skiing.
Guest favorite
Home in Warren
4.97 out of 5 average rating, 102 reviews

Bluebird Cottage - Three Min to Sugarbush Resort

WhitneyRating, 5 stars1 week ago
Colin's place was great for our Easter with our four children and two grandchildren. Location is convenient to Sugarbush and surrounding attractions.
Guest favorite
A shaded outdoor area features a tree with two swings, one being a macrame-style chair with striped fabric. The wooden exterior of a neighboring building and a picnic table can be seen in the background, enhancing the tranquil and inviting atmosphere of the space.
Home in Mount Tabor
4.92 out of 5 average rating, 183 reviews

Spring/Summer Fun Treasures Waiting

JustinRating, 5 stars2 months ago
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.
Superhost
The exterior of a charming farmhouse is shown, featuring a large front porch and classic architectural details. Lush greenery surrounds the property, while a driveway leads to a carport. An American flag flutters proudly in front of the house under a clear blue sky.
Home in Cavendish
4.8 out of 5 average rating, 71 reviews

OKEMO MT HOUSE - OKEMO-LUDLOW-JACKSON GORE

RobertRating, 5 stars2 months ago
House fit our need was a good location for skiing at Okemo
Guest favorite
Home in Clarendon
4.96 out of 5 average rating, 292 reviews

Killington Retreat | Deck-Fire Pit-Mountain Views!

Pradeep BabuRating, 5 stars1 week ago
Jeff was an awesome host. He shared the instructions to get to the house and all things to do around the house. Followed up with us once we got there about our experience to check in and made it very easy for us. The house is great and we enjoyed every bit of it. The best place is the deck overlooking the mountains. We did lot of grill and enjoyed eating on the deck. Kitchen was pretty well organized with all the utensils and literally everything was available, even if we missed carrying few things from home, it would have been available at the house. Kids enjoyed board games and watching TV. Best experience we had in recent times.

Private house rentals

Superhost
Home in Ludlow
5 out of 5 average rating, 18 reviews

2 Units, 1 Home | Perfect for Multiple Families

QiningRating, 5 stars1 month ago
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.
Top guest favorite
A cozy hot tub is situated in a snowy backyard, surrounded by tall evergreen trees with branches dusted in white. A single chair and steps lead up to the hot tub, inviting relaxation in a tranquil winter setting.
Home in Rutland
5 out of 5 average rating, 57 reviews

Hot tub, Killington 15 min drive, 3 beds 1 Bath

JessicaRating, 5 stars1 month ago
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!
Guest favorite
A charming wooden house is situated amidst a lush green landscape, surrounded by trees. The home features a distinctive roofline and large windows that invite natural light. A gravel path leads to the house, with boulders and grass adding to the scenic outdoor environment.
Home in Killington
4.94 out of 5 average rating, 117 reviews

Cozy Private House on Killington Mtn - Hottub

MeganRating, 5 stars1 month ago
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.
Guest favorite
The unique architectural design of the house is set against a backdrop of snow-covered trees. Sunlight illuminates the structure under a clear blue sky, with snow blanketing the ground, creating a serene winter landscape.
Home in Warren
4.83 out of 5 average rating, 52 reviews

4 story 3BR 2BA sunlit house w/ gorgeous mtn views

TaraRating, 5 stars4 months ago
Very unique house with incredible views. Great location for getting outside, and had everything we needed. Was perfect for skiing and we would love to see this place in the summer!
Top guest favorite
The exterior of the post & beam house is shown, surrounded by a snowy landscape. A spacious balcony extends from the upper level, while large windows invite light into the interior. Trees are visible in the background, completing the serene winter setting.
Home in Warren
5 out of 5 average rating, 14 reviews

LaFlame Chalet - 10 mins to Sugarbush

JohnRating, 5 stars1 month ago
We had a great stay at this cozy Airbnb. Looks exactly like the pictures and is a perfect size for group of friends or family. We brought a dog and had no issues at all. The hosts were very kind and even helped us with some car troubles after an unexpected snow storm. Would recommend and overall great stay!
Superhost
The exterior of a single-story home is visible, surrounded by trees and greenery. A spacious driveway is present, leading to the front entrance. Clouds are scattered across the sky, and distant mountains can be seen in the background, enhancing the peaceful setting.
Home in Rutland
4.81 out of 5 average rating, 155 reviews

6 Bedroom Home Mendon, VT. (Killington/Pico)

SuzanneRating, 5 stars1 month ago
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.
Top guest favorite
The exterior of a large, two-and-a-half-story mill house is showcased, featuring distinctive green shingles and a steep roof. A white railing leads to a welcoming front porch. An American flag hangs near the entrance, and flowerpots are placed along the facade.
Home in Ticonderoga
4.97 out of 5 average rating, 184 reviews

Ti Mill House

DavidRating, 5 stars6 months ago
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!
Guest favorite
An open living area features a cozy gray sofa facing a stone-accented wall with a mounted television and electric fireplace. Large windows allow natural light to fill the space, while a modern chandelier adds brightness. A dining table is situated nearby, enhancing functionality.
Home in Plymouth
5 out of 5 average rating, 9 reviews

Snowledge II by Okemo/Killington

GiannaRating, 5 stars2 months ago
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

    $90 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

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  3. Vermont
  4. Rutland County
  5. Chittenden
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