Holiday Homes in Chittenden

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Sept - 28 Sept
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec
In four months
2 Jan - 4 Jan

Featured Holiday Homes in Chittenden

Our top choices for Chittenden holiday homes

Off Grid Glamping Shed with River Access
Property grounds

Off Grid Glamping Shed with River Access

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$145
includes taxes & fees
17 Sept - 18 Sept
Off Grid Glamping Shed with River Access
Luxury Condo Tucked in the Heart of Killington
Fridge, microwave, oven, stovetop

Luxury Condo Tucked in the Heart of Killington

The price is AU$448
includes taxes & fees
10 Sept - 11 Sept
Luxury Condo Tucked in the Heart of Killington
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Fridge, microwave, oven, stovetop

The Bomoseen Bungalow: Vermont Lake House with Private Dock

2.0 star property
10.0 out of 10, Exceptional, (2)
"We Had a family gathering at Crystal Beach and this home was the perfect location for us"
The price is AU$854
includes taxes & fees
9 Oct - 10 Oct
The Bomoseen Bungalow: Vermont Lake House with Private Dock
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Fridge, microwave, oven, stovetop

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
The price is AU$836
includes taxes & fees
10 Sept - 11 Sept
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Make memories at this unique and family-friendly Vermont cabin!
Interior

Make memories at this unique and family-friendly Vermont cabin!

10.0 out of 10, Exceptional, (5)
The price is AU$453
includes taxes & fees
11 Sept - 12 Sept
Make memories at this unique and family-friendly Vermont cabin!
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Fridge, microwave, oven, stovetop

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."
The price is AU$803
includes taxes & fees
15 Sept - 16 Sept
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Property grounds

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

9.4 out of 10, Exceptional, (77)
"Great place to stay and great host!"
The price is AU$494
includes taxes & fees
23 Sept - 24 Sept
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
Indoor pool, a heated pool

Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna

10.0 out of 10, Exceptional, (6)
"Great location and a great place. Felt right at home"
The price is AU$727
includes taxes & fees
10 Sept - 11 Sept
Bearmont- Pool, HotTub, FirePit, AC, Gym, Sauna
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Property grounds

Glamping hut with WiFi in Ripton, biking, hiking, skiing

The price is AU$258
includes taxes & fees
10 Sept - 11 Sept
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Classic Vermont Farmhouse near Sugarbush Resort
Exterior

Classic Vermont Farmhouse near Sugarbush Resort

9.6 out of 10, Exceptional, (42)
"House is centrally located, old but in decent condition. Rooms are clean and updated. We enjoyed our stay"
Classic Vermont Farmhouse near Sugarbush Resort
The Grizz- AC, Pool, Sauna, Gym, Near Resort
Golf

The Grizz- AC, Pool, Sauna, Gym, Near Resort

10.0 out of 10, Exceptional, (4)
"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "
The price is AU$680
includes taxes & fees
10 Sept - 11 Sept
The Grizz- AC, Pool, Sauna, Gym, Near Resort
Mad Mountain Meadows - Stunning Mountain Views!
Interior

Mad Mountain Meadows - Stunning Mountain Views!

10.0 out of 10, Exceptional, (1)
"Great house great location!"
The price is AU$960
includes taxes & fees
11 Sept - 12 Sept
Mad Mountain Meadows - Stunning Mountain Views!
Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
Outdoor dining

Beautiful Farmhouse Close to Warren Village and Sugarbush Resort

10.0 out of 10, Exceptional, (11)
"Very nice place. Thank you"
Beautiful Farmhouse Close to Warren Village and Sugarbush Resort
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Fridge, microwave, oven, stovetop

Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole

2.0 star property
10.0 out of 10, Exceptional, (5)
"Great home, a stones throw from one of the best kept secrets in Vermont…Dan and Holly were very responsive, have a beautiful home that’s bigger than what I thought based on the listing.We love the ski mountain right there - perfect for intermediate and beginner skiers. My kids loved it!!"
The price is AU$1,206
includes taxes & fees
10 Sept - 11 Sept
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Property grounds

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

The price is AU$1,075
includes taxes & fees
10 Sept - 11 Sept
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Ski home Mountain Views near Killington/Woodstock
Property grounds

Ski home Mountain Views near Killington/Woodstock

10.0 out of 10, Exceptional, (2)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
The price is AU$832
includes taxes & fees
15 Sept - 16 Sept
Ski home Mountain Views near Killington/Woodstock
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
TV, fireplace, offices

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

10.0 out of 10, Exceptional, (13)
"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."
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.
Dining

Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

9.0 out of 10, Wonderful, (4)
"Big and spacious. "
The price is AU$931
includes taxes & fees
10 Sept - 11 Sept
Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.
Spacious country home, beautiful sunsets, 40 acres
Exterior

Spacious country home, beautiful sunsets, 40 acres

9.8 out of 10, Exceptional, (39)
"Awsome place to stay for a week! "
The price is AU$847
includes taxes & fees
10 Sept - 11 Sept
Spacious country home, beautiful sunsets, 40 acres
Hot Tub | Firepit | Dog-Friendly | Golf | Foliage
Outdoor spa tub

Hot Tub | Firepit | Dog-Friendly | Golf | Foliage

8.0 out of 10, Very good, (1)
"Place was nice a cozy. Had a minor issue that was communicated quickly and resolved."
The price is AU$1,103
includes taxes & fees
22 Sept - 23 Sept
Hot Tub | Firepit | Dog-Friendly | Golf | Foliage
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.
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

Find out more about Chittenden

Find out more about Chittenden

Chittenden Holiday Homes information

Number of reviews
Accommodation
714 Holiday Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia