Search Holiday Homes in Chittenden

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Chittenden holiday homes

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

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 traveller
The price is £1,147
includes taxes & fees
25 Feb - 26 Feb
House on The Rocks with EV Charger
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 £72
includes taxes & fees
17 Feb - 18 Feb
Off Grid Glamping Shed with River Access
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
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
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 £194
includes taxes & fees
1 Mar - 2 Mar
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Terrace/patio

Secluded Mountain Getaway with Hot tub and Views!

Secluded Mountain Getaway with Hot tub and Views!
Granville
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place & convenient to Sugarbush & Rochester.We had 10 guys mountain biking in the area and worked out perfectly."
United States
Clint F.
The price is £673
includes taxes & fees
26 Feb - 27 Feb
Secluded Mountain Getaway with Hot tub and Views!
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
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 £342
includes taxes & fees
10 Mar - 11 Mar
Luxury Condo Tucked in the Heart of Killington
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 £388
includes taxes & fees
19 Feb - 20 Feb
The Bomoseen Bungalow: Vermont Lake House with Private Dock
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 £283
includes taxes & fees
16 Feb - 17 Feb
Nest Loft House Rutland VT | Cozy ski base near Killington & Pico
Exterior

Stunning Modern Retreat Overlooking The Mad River

Stunning Modern Retreat Overlooking The Mad River
Warren
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful home. Amazing views. Great location. "
United States
Nancy F.
Stunning Modern Retreat Overlooking The Mad River
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 £310
includes taxes & fees
22 Feb - 23 Feb
Killington Retreat | Deck-Fire Pit-Mountain Views!
Interior

Luxurious Vermont home minutes from Sugarbush Resort

Luxurious Vermont home minutes from Sugarbush Resort
Warren
10.0 out of 10, Exceptional, (41 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
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 £468
includes taxes & fees
4 Mar - 5 Mar
Large Killington Area Home | Sleeps 7 | Game Room
Interior

Vermont Retreat: 3BR with Mountain Views and Trails

Vermont Retreat: 3BR with Mountain Views and Trails
Brookfield
The price is £390
includes taxes & fees
16 Feb - 17 Feb
Vermont Retreat: 3BR with Mountain Views and Trails
House, 2 Bedrooms | Living area

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
3.5 star property
Rutland
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home
Fridge, microwave, oven, stovetop

Feel the real VT! Ski Killington and a foodie’s delight!

Feel the real VT! Ski Killington and a foodie’s 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
Feel the real VT! Ski Killington and a foodie’s delight!
TV

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...
United States
Essa R.
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
Smart TV, fireplace, table football, offices

4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (23 reviews)
"Spacious, clean and cozy home. Perfect for a ski trip or weekend getaway."
United States
Darko G.
4BR Killington Home Perfect for Families, Pet-Friendly
Interior

The Mountainside House - Luxury Home in Killington

The Mountainside House - Luxury Home in Killington
Killington
9.6 out of 10, Exceptional, (55 reviews)
"Had a great stay as usual for our company trip!"
United States
Anonymous traveller
The price is £2,635
includes taxes & fees
25 Feb - 26 Feb
The Mountainside House - Luxury Home in Killington
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chittenden Hotel Reviews

Mountain Sports Inn

Mountain Sports Inn

10/10 Excellent
"Great time...Great service"
Michael 1-night trip
Posted 3 days ago
Mountain Sports Inn

Find out more about Chittenden

Chittenden Holiday Homes information

Number of reviews
195
Accommodation
627 Holiday Homes
Lowest Price
£72
Highest Price
£2,635