A calm lake reflecting colorful autumn trees and a clear blue sky.

Holiday Homes in Chittenden

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Check prices for these dates

In two weeks
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

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, (31 reviews)
"We had a great time and enjoyed our stay."
United States
Nicole R.
The price is AU$1,291
includes taxes & fees
14 July - 15 July
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
Property grounds

Beautiful 3-bedroom house with AC in charming Bridgewater

Beautiful 3-bedroom house with AC in charming Bridgewater
Bridgewater
The price is AU$661
includes taxes & fees
14 July - 15 July
Beautiful 3-bedroom house with AC in charming Bridgewater
Interior

Winterfound Farm, Full Farmhouse & Barn for Groups

Winterfound Farm, Full Farmhouse & Barn for Groups
Woodstock
The price is AU$2,310
includes taxes & fees
14 July - 15 July
Winterfound Farm, Full Farmhouse & Barn for Groups
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 AU$329
includes taxes & fees
21 July - 22 July
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Interior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (45 reviews)
"Nice location off of Route 100 there was a little road noise but the house is situated a bit back. The seating was super comfy and the kitchen was nicely stocked for cooking. It was awesome to be able to bring our pup! "
United States
Melissa P.
Beautiful home located in the Mad River Valley
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)
"Great location, plenty of space, everything in house worked as described. Thank you!!"
United States
Daniel B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
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 AU$694
includes taxes & fees
14 July - 15 July
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
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 AU$607
includes taxes & fees
14 July - 15 July
large ski ranch hot tub close to killington pets ok
Terrace/patio

Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.4 out of 10, Exceptional, (53 reviews)
"Great location for skiing at Sugarbush. Nice big living room for the whole group to gather. "
United States
Peggy V.
Classic Vermont Farmhouse near Sugarbush Resort
Exterior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
10.0 out of 10, Exceptional, (26 reviews)
"We had a great time! "
United States
Allie T.
Beautiful home located in the Mad River Valley
Interior

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

CozyDen - AC, Grill, Bike to Mountain, Porch!
Killington
9.4 out of 10, Exceptional, (3 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is AU$389
includes taxes & fees
21 July - 22 July
CozyDen - AC, Grill, Bike to Mountain, Porch!
Property grounds

Modern Farm House…minutes to Okemo; 2 King beds!

Modern Farm House…minutes to Okemo; 2 King beds!
Mount Holly
9.6 out of 10, Exceptional, (19 reviews)
"Fantastic house! Christine was easy to communicate with and made us and our dogs feel incredibly welcome. Looking forward to staying there again."
United States
Rachel L.
The price is AU$707
includes taxes & fees
19 July - 20 July
Modern Farm House…minutes to Okemo; 2 King beds!
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.
The price is AU$651
includes taxes & fees
21 July - 22 July
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
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 AU$858
includes taxes & fees
15 July - 16 July
Feel the real VT! Lakes, hikes, a foodies delight!
Interior

Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (42 reviews)
"Perfect location for ski vacation. House was clean, close to resort. Quick drive to restaurants, looking forward to staying again! "
United States
Noah S.
Luxurious Vermont home minutes from Sugarbush Resort
Exterior

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
Fair Haven
9.0 out of 10, Wonderful, (31 reviews)
"The house was great. We loved the antiqueness of the house. We are technicologically challenged, so had trouble with the TV. The beds were comfortable. We didn't use it, but the kitchen was great. We would definitely use this house again."
United States
Stephanie
The price is AU$382
includes taxes & fees
14 July - 15 July
Historic Victorian Estate 4 Bed 2 Bath Fast Wifi
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.
The price is AU$536
includes taxes & fees
15 July - 16 July
Cozy Moonship Yurt in the woods
TV, offices

The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is AU$992
includes taxes & fees
14 July - 15 July
The Tower House | Hot Tub | Firepit | Dog-Friendly
Golf

Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
The price is AU$509
includes taxes & fees
14 July - 15 July
Purple Door Cottage in the heart of Middlebury!
Interior

Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is AU$847
includes taxes & fees
14 July - 15 July
Ski Home/Arcade Mountain Views Near Killington/Woodstock
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

North Star Lodge and Resort

North Star Lodge and Resort

10/10 Excellent
"Way better than most ski resort rooms."
Jim 2-night trip
Posted 1 hour ago
North Star Lodge and Resort

Find out more about Chittenden

Chittenden Holiday Homes information

Number of reviews
303
Accommodation
672 Holiday Homes
Lowest Price
AU$329
Highest Price
AU$1,291