
House holiday rentals in Chittenden
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Top-rated house rentals in Chittenden
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Popular amenities for house rentals in Chittenden
House rentals with a pool

Luxury Condo Tucked in the Heart of Killington
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.

Epic Views of the Green Mountains
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!

Hilltop 9-BR Mountain Retreat 5-min to Okemo
Great communication, even with two days of snow excellent clearance. Definitely recommend 4WD as noted in the listing. Otherwise great place/location for large family gathering! GO BIRDS!

Ranch at Mendon Mt Orchards
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!

Charming Sugarbush Standalone Condo
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!

Private Farmhouse with in ground pool!
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!

Comfortable, relaxing large country home
Great spot for a week of skiing! Danielle was very helpful and communicative throughout

Spacious 5-bed with hot tub, 12 min to Sugarbush
This place is wonderful. We had such a great time with our guests. The house is very spacious and we loved the long dining table and flow to the kitchen as we cooked dinner at the house every evening. The fire place made it all feel super cozy and the hot tub helped it feel even more special. I would recommend this place to anyone exploring the Mad River Valley or skiing at Sugarbush (just a bit over a 10 min drive). I would love to come back in a different season.
Weekly house rentals

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

Home by the Mettowee River- Simply the best!
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.

Lake Dunmore Oasis near Middlebury
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!

Large New England Home w/ Gorgeous Mountain Views
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.

Vermont 1828 Reunion House, sleeps 16, near Okemo
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!

Spring/Summer Fun Treasures Waiting
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.

OKEMO MT HOUSE - OKEMO-LUDLOW-JACKSON GORE
House fit our need was a good location for skiing at Okemo

Killington Retreat | Deck-Fire Pit-Mountain Views!
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

2 Units, 1 Home | Perfect for Multiple Families
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.

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

Cozy Private House on Killington Mtn - Hottub
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.

The Tree House on Lake George
The house was beautiful as it was captured in the pictures. Connor was extremely helpful and communicative when we needed help. Despite the snow storm, we had an easy time getting in and out of the house. Extremely beautiful surroundings,great views / vistas from every window, abundant light. House heated well despite the cold weather and kitchen was truly stocked with everything needed, especially for foodies like us who love cooking. Would definitely be back!

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

LaFlame Chalet - 10 mins to Sugarbush
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!

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

Ti Mill House
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!
Quick stats about house rentals in Chittenden
Total rentals
50 properties
Nightly prices starting at
£68 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
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- Stratton Mountain
- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Fort Ticonderoga
- Cochran's Ski Area
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Lake George Expedition Park
- Country Club of Vermont
- Dartmouth Skiway
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Gooney Golf
- Adirondack Extreme Adventure Course
- Cozy Cottages & Otter Valley Winery
- Lincoln Peak Vineyard
- Autumn Mountain Winery