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, 202 reviews

Luxury Condo Tucked in the Heart of Killington

AshleyRating, 5 stars2 weeks ago
Comfortable and convenient location. Everything we needed was in the kitchen. We had most of our meals in and took advantage of the kitchen. The sleeping accommodations were very comfortable. It is only a short drive to Killington, where my family skied. We would definitely stay there again.
Guest favorite
Home in Granville
4.96 out of 5 average rating, 141 reviews

Epic Views of the Green Mountains

StephenRating, 5 stars3 weeks 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 stars1 week 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!
Top guest favorite
A spacious living room is illuminated by large windows overlooking the forest. A leather sofa and armchair are arranged around a patterned area rug. A coffee table and side table with modern lamps complete the cozy seating area. A wood-burning fireplace adds warmth to the setting.
Home in Killington
4.99 out of 5 average rating, 134 reviews

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

JennRating, 5 stars1 day 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.
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 stars7 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 charming New England farmhouse is set amidst lush greenery, featuring light-colored siding and large windows that invite natural light. Colorful flowers and manicured shrubs enhance the inviting entrance, creating a serene outdoor atmosphere.
Home in Hartford
4.95 out of 5 average rating, 19 reviews

Farmhouse, Fireplace & Office | Wheelock Hideaway

HeidiRating, 5 stars6 months ago
Very quiet and cozy. Comfortable beds. Lots of room for everyone.
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 stars8 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
A bright living space features a gray sectional sofa adorned with blue and gray cushions, complemented by two blue armchairs. Natural light filters through large windows, with sheer curtains providing a soft barrier, while a light-colored coffee table sits on a textured area rug.
Home in Ludlow
4.83 out of 5 average rating, 12 reviews

Hilltop 5-BR Carriage House 4-Min to Okemo

KelseyRating, 5 stars15 months ago
Meadow’s place is beautiful. It’s modern, homey, and super cozy. Everything was clean, the location was less than 5 min from town shops & Okemo Mtn. The beds were incredibly comfy, the house was spacious, and the bathrooms were spotless. There is also a jacuzzi in the back that was very clean and kicked on frequently. 10/10 would recommend this property. We will definitely be back!
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, 187 reviews

Home by the Mettowee River- Simply the best!

LoganRating, 5 stars1 month ago
The place was great! Adorable home in a great location. Restaurant's, grocery stores, and activities were all within 5 min from the home, yet it was still on a nice quiet street. Had all the amenities listed which made it super easy to cook meals. Directions for check in and check out were very clear and easy to follow. Virginia and Dan were amazing hosts, easy to communicate with, hospitable, and very attentive. Definitely a place I would highly recommend!
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!
Superhost
Home in Chester
4.8 out of 5 average rating, 94 reviews

Vermont 1828 Reunion House, sleeps 16, near Okemo

FaytheRating, 5 stars2 months ago
We absolutely loved our stay at the Reunion House! The home was cozy and charming, and Margaret was a great, responsive host. She went above and beyond to be accommodating for us during a massive snowstorm and made sure we had everything we needed during our stay. We would love to return!
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.
Guest favorite
Home in Killington
4.9 out of 5 average rating, 71 reviews

Game Room + Hot Tub - 7BR updated home

AlexRating, 5 stars1 month ago
We had a great stay at Michael’s place! The house was lovely with room for all 16 of us both in common spaces and beds. One of the best parts about this stay is the proximity to Killington and Pico Ski Resorts - it is genuinely <15min from both mountains! The hot tub was also fantastic and made our trip. One small word of advice would be during spring ski season to make sure to bring footwear that can get muddy for the parking areas next to the house. Other than that, our stay met and exceeded all expectations!
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
Superhost
A spacious hot tub is positioned on a deck, surrounded by trees and offering a view of the distant mountains. Two red chairs accompany the hot tub, creating a relaxing outdoor space. A rustic storage building is visible in the background.
Home in Bridgewater
4.86 out of 5 average rating, 125 reviews

Blueberry Hill Escape Pet Friendly HotTub Fire pit

BrianRating, 5 stars4 days ago
Chris isn't joking that he likes to keep the kitchen well stocked. It was great having everything that a typical kitchen would have at your convenience. The views were gorgeous and were really enjoyable when relaxing in the hot tub. Our three boys loved the kids room and that there were toys to play with. The location made our Vermont stay all that much more enjoyable, thank you for the great memories!

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
A warmly lit cabin emerges from the surrounding trees, framed by a quiet, snow-covered dirt road. Soft light spills from the windows, creating a welcoming glow in the tranquil, darkened landscape.
Home in Rochester
4.98 out of 5 average rating, 203 reviews

The Guest House at Sky Hollow

MargaretRating, 5 stars3 months ago
The house more than met our expectations! We skied at Killington and Sugarbush and snowshoed on trails behind the house. The house was very cozy and quiet with a large kitchen and very cozy spots to read and sleep in after a long day of being outside. I highly recommend staying here!
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
The exterior of a cozy house is presented, featuring a sloped metal roof and green siding. Large windows with white trim provide natural light. Lush greenery and trees surround the property, creating a serene atmosphere, while a pathway leads toward the entrance.
Home in Ludlow
4.96 out of 5 average rating, 102 reviews

Ludlow Village/Okemo Shuttle - Oma K's Kottage

EricaRating, 5 stars2 months ago
We stayed for 4 nights to ski at Okemo. The location was great for getting to the mountain and we were able to walk to town. The Moover is a 5 minute walk down the hill and a 5 minute walk up the hill. We took the Moover to the mountain but had my husband pick us up after skiing. The cottage was spacious, clean and we felt at home. We highly recommend the cottage.
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

    ﺩ.ﺇ331 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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