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Check prices for these dates

In two weeks
Feb 20 - Feb 22
In two months
Apr 3 - Apr 5
In three months
May 1 - May 3
In four months
May 29 - May 31

Our top choices for Chittenden vacation homes

4 bedrooms, desk, iron/ironing board, travel crib

House on The Rocks with EV Charger

House on The Rocks with EV Charger
Chittenden
10.0 out of 10, Exceptional, (13 reviews)
"Great spot, comfortable beds, would stay again!"
United States
Anonymous traveler
The price is ￥162,519
￥241,927 total
includes taxes & fees
Feb 4 - Feb 5
House on The Rocks with EV Charger
Exterior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
10.0 out of 10, Exceptional, (23 reviews)
"Fantastic house in a beautiful setting. Just right for the area and the kind of trip we were hoping to have. Colin is a great host as well."
United States
kevin m.
Beautiful home located in the Mad River Valley
Exterior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.4 out of 10, Exceptional, (8 reviews)
"Host was awesome and very responsive to our needs. We couldn't have had sla nicer stay. "
United States
Marlene P.
Beautiful home located in the Mad River Valley
Exterior

Off Grid Glamping Shed with River Access

Off Grid Glamping Shed with River Access
Randolph
10.0 out of 10, Exceptional, (1 review)
The price is ￥9,055
￥14,477 total
includes taxes & fees
Feb 4 - Feb 5
Off Grid Glamping Shed with River Access
Exterior

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (2 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is ￥22,767
￥93,309 total
includes taxes & fees
Feb 4 - Feb 5
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
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 ￥23,062
￥47,325 total
includes taxes & fees
Feb 4 - Feb 5
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
9.0 out of 10, Wonderful, (4 reviews)
"This place is a perfect rustic getaway with easy convenience to town. The host was great. Spacious and super relaxing with nice view out back. "
United States
Thaddeus T.
The price is ￥21,228
￥63,427 total
includes taxes & fees
Feb 5 - Feb 6
Killington Retreat | Deck-Fire Pit-Mountain Views!
Smart TV

Nest Loft House Rutland VT | Cozy ski base near Killington & Pico

Nest Loft House Rutland VT | Cozy ski base near Killington & Pico
Rutland
The price is ￥18,930
￥48,089 total
includes taxes & fees
Feb 4 - Feb 5
Nest Loft House Rutland VT | Cozy ski base near Killington & Pico
Interior

Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
9.8 out of 10, Exceptional, (40 reviews)
"Very fun and cool place for a family stay. Kids and adults alike had a great time."
United States
Edward R.
Luxurious Vermont home minutes from Sugarbush Resort
Fridge, microwave, oven, stovetop

Luxury Condo Tucked in the Heart of Killington

Luxury Condo Tucked in the Heart of Killington
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Comfortable stay, great location. "
United States
Marjana
The price is ￥28,552
￥63,388 total
includes taxes & fees
Feb 10 - Feb 11
Luxury Condo Tucked in the Heart of Killington
Interior

Beautiful home located in the Mad River Valley

Beautiful home located in the Mad River Valley
Warren
9.6 out of 10, Exceptional, (40 reviews)
"The place was spacious, but small, which I loved! Plenty of hot water, great communication with owner, plenty of extra chairs and the leaf for the table was fantastic!"
United States
Michael M.
Beautiful home located in the Mad River Valley
Interior

King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths

King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths
Bethel
10.0 out of 10, Exceptional, (66 reviews)
"Very cozy, warm and inviting. Beds were all comfortable. House is big enough to have your own space yet intimate enough for pool, and family game night. Highly recommend!"
United States
Christine F.
The price is ￥24,935
￥41,795 total
includes taxes & fees
Feb 11 - Feb 12
King Size Master With Attached Bath,Pool Table, Open Kitchen,2 Full Baths
Interior

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Killington
The price is ￥23,294
￥70,141 total
includes taxes & fees
Feb 4 - Feb 5
Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace
Terrace/patio

Classic Vermont Farmhouse near Sugarbush Resort

Classic Vermont Farmhouse near Sugarbush Resort
Warren
9.6 out of 10, Exceptional, (45 reviews)
"Charming older home, clearly well loved. Enjoyed eating on the back porch, the generous living room space, and the sinks in every bedroom!"
United States
Nathalie B.
Classic Vermont Farmhouse near Sugarbush Resort
Property grounds

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Killington
10.0 out of 10, Exceptional, (1 review)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
United States
Catherine S.
The price is ￥30,959
￥99,993 total
includes taxes & fees
Feb 4 - Feb 5
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Property grounds

Large Killington Area Home | Sleeps 7 | Game Room

Large Killington Area Home | Sleeps 7 | Game Room
Bridgewater
9.6 out of 10, Exceptional, (7 reviews)
"My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington."
United States
Owen C.
The price is ￥40,088
￥96,905 total
includes taxes & fees
Mar 3 - Mar 4
Large Killington Area Home | Sleeps 7 | Game Room
Marina

The Bomoseen Bungalow: Vermont Lake House with Private Dock

The Bomoseen Bungalow: Vermont Lake House with Private Dock
Bomoseen
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay. Very well equipped and clean."
United States
Rich S.
The price is ￥27,458
￥86,981 total
includes taxes & fees
Feb 4 - Feb 5
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Interior

Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (2 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is ￥40,473
￥115,578 total
includes taxes & fees
Feb 10 - Feb 11
Ski Home/Arcade Mountain Views Near Killington/Woodstock
House, 1 Bedroom | Interior

Fall Line Condo B7 1 Bedroom Home

Fall Line Condo B7 1 Bedroom Home
3.5 star property
Killington
The price is ￥52,549
￥115,832 total
includes taxes & fees
Feb 22 - Feb 23
Fall Line Condo B7 1 Bedroom Home
Interior

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

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (2 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 ￥31,761
￥69,897 total
includes taxes & fees
Feb 11 - Feb 12
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
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

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"Woodstock is a magical place! We love staying at the Shire! They really make it feel like home! So cozy! The staff is very friendly and accommodating! We will always stay at the Shire!"
Stephanie 3-night trip
Posted 4 days ago
The Shire Woodstock

Find out more about Chittenden

Chittenden Vacation Homes information

Number of reviews
255
Accommodation
627 Vacation Homes
Lowest Price
￥14,477
Highest Price
￥241,927