Lefferts Pond near Killington Vermont in Autumn

Holiday Homes in Chittenden

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Chittenden holiday homes

Smart TV, fireplace, DVD player, video library

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
chittenden
10.0 out of 10, Exceptional, (30 reviews)
"We had a great time and enjoyed our stay."
United States
Nicole R.
The price is €832
includes taxes & fees
21 Jun - 22 Jun
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
Outdoor dining

Unique Vacation Rental in an Old Farmhouse in Windsor County, Vermont

Unique Vacation Rental in an Old Farmhouse in Windsor County, Vermont
South Royalton
The price is €136
includes taxes & fees
20 Jun - 21 Jun
Unique Vacation Rental in an Old Farmhouse in Windsor County, Vermont
Private kitchen

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is €201
includes taxes & fees
21 Jun - 22 Jun
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
TV, stereo

Killington Retreat | Deck-Fire Pit-Mountain Views!

Killington Retreat | Deck-Fire Pit-Mountain Views!
Clarendon
9.2 out of 10, Wonderful, (5 reviews)
"Beautiful house! It had everything we needed for a fun and relaxing week. "
United States
Joshua
Killington Retreat | Deck-Fire Pit-Mountain Views!
Interior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.6 out of 10, Exceptional, (44 reviews)
"Very convenient to Warren center. This house served us well as we were able to bring our dog over the Christmas holiday. Perfect house for a family. "
United States
Monica R.
Beautiful home located in the Mad River Valley
Smart TV, fireplace, video games, books

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Mt Holly
9.8 out of 10, Exceptional, (42 reviews)
"This house has great hang out space and plenty of space for a big family!"
United States
Cheri V.
The price is €438
includes taxes & fees
23 Jun - 24 Jun
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
Golf

Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
The price is €315
includes taxes & fees
22 Jun - 23 Jun
Purple Door Cottage in the heart of Middlebury!
Exterior

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
8.8 out of 10, Excellent, (29 reviews)
"Clean home. Easy to find and conveniently located to shops, stores and restaurants. "
United States
Antony C.
The price is €357
includes taxes & fees
29 Jun - 30 Jun
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Exterior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.2 out of 10, Wonderful, (11 reviews)
"We had a great stay - Quiet, clean, cozy, and a great location, we'll definitely stay here again for future trips!"
United States
Sloan S.
Beautiful home located in the Mad River Valley
Exterior

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"We had a great time in this beautiful house for a family ski trip. It is located right off the main highway and 8min drive away from Okemo. It has all the amenities we wanted- including hot tub, cozy underground family entertainment room and parking garage. Heidi, the host was super prompt and all instructions about the house were very thorough. "
United States
Chi L.
The price is €718
includes taxes & fees
21 Jun - 22 Jun
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Exterior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
10.0 out of 10, Exceptional, (24 reviews)
"Had a wonderful stay "
United States
Yang O.
Beautiful home located in the Mad River Valley
Fridge, microwave, oven, stovetop

Feel the real VT! Lakes, hikes, a foodies delight!

Feel the real VT! Lakes, hikes, a foodies delight!
Proctor
10.0 out of 10, Exceptional, (1 review)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
The price is €496
includes taxes & fees
23 Jun - 24 Jun
Feel the real VT! Lakes, hikes, a foodies delight!
Dining

large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.6 out of 10, Exceptional, (4 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is €416
includes taxes & fees
1 Jul - 2 Jul
large ski ranch hot tub close to killington pets ok
Property grounds

New build near Sugarbush and Warren Village, ADA Accessibility

New build near Sugarbush and Warren Village, ADA Accessibility
East Warren
The price is €425
includes taxes & fees
25 Jun - 26 Jun
New build near Sugarbush and Warren Village, ADA Accessibility
Terrace/patio

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The price is €909
includes taxes & fees
22 Jun - 23 Jun
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Interior

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (5 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Exterior detail

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
East Warren
9.8 out of 10, Exceptional, (16 reviews)
"We had a wonderful time and the place was great. We found everything we needed easily and loved the charm of the place. Perfect spot for a ski vacation just a few min from sugarbush and mad river."
United States
John B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
Interior

CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, Bike to Mountain, Porch!
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is €238
includes taxes & fees
21 Jun - 22 Jun
CozyDen - AC, Grill, Bike to Mountain, Porch!
Smart TV, books

Cozy Moonship Yurt in the woods

Cozy Moonship Yurt in the woods
West Rutland
10.0 out of 10, Exceptional, (1 review)
"Clean and cozy with a working hot tub. Would highly recommend"
United States
Justin E.
Cozy Moonship Yurt in the woods
TV, fireplace

Valley View Retreat is a tastefully decorated home. Beautiful views The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.

Valley View Retreat is a tastefully decorated home. Beautiful views The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
Killington
10.0 out of 10, Exceptional, (4 reviews)
"This house was perfect for our family. There were allot of little fun touches that really made this place functional and unique. "
United States
Brian C.
The price is €842
includes taxes & fees
26 Jun - 27 Jun
Valley View Retreat is a tastefully decorated home. Beautiful views The Killington golf course and Green Mountain National Golf Course are just a few minutes from this location.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chittenden Hotel Reviews

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

10/10 Excellent
"Our room is very clean. The hot tub was really nice. And all the staff was very friendly and helpful."
jennifer 1-night trip
Posted 4 hours ago
Killington Mountain Lodge, Tapestry Collection by Hilton

Find out more about Chittenden

Chittenden Holiday Homes information

Number of reviews
Accommodation
569 Holiday Homes
Lowest Price
€564
Highest Price
€564