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Compare 666 Vacation Homes in Chittenden with updated reviews, rates, and availability.

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (22)
"Beautiful place."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Cozy Private Bedroom with Own Entrance - No Shower

10.0 out of 10, Exceptional, (3)
"Very comfortable stay. "
The price is AED 294
AED 448 total
includes taxes & fees
13 May - 14 May
Cozy Private Bedroom with Own Entrance - No Shower

Spacious country home, beautiful sunsets, 40 acres

10.0 out of 10, Exceptional, (32)
"Awsome place to stay for a week! "
The price is AED 533
AED 1,835 total
includes taxes & fees
14 May - 15 May
Spacious country home, beautiful sunsets, 40 acres

Classic Vermont Farmhouse near Sugarbush Resort

9.8 out of 10, Exceptional, (36)
"A perfect location for family weekend at Norwich University! We fit a family of 7 and all slept comfortably, lounged in the living room, or gathered in the spacious kitchen where I cooked and baked all weekend. We will definitely stay again!"
Classic Vermont Farmhouse near Sugarbush Resort

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

9.2 out of 10, Wonderful, (36)
"Great location for ski in/out. Ideal for a small family "
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

10.0 out of 10, Exceptional, (51)
"Quiet and private location on a spectacular piece of protected land."
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi

10.0 out of 10, Exceptional, (3)
"Lovely rustic and cozy cabin stay"
Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi

The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA

The Shredquarters: Mid-Century Modern Chalet | 4 minutes to Snowshed 3BR/2BA

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"Absolutely loved it!!! Amazing house. Will definitely stay again!"
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

10.0 out of 10, Exceptional, (1)
"Was an amazing location with tons to do. Clean property and cozy!"
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

Off Grid Glamping Shed with River Access

2.0 star property
The price is AED 239
AED 370 total
includes taxes & fees
13 May - 14 May
Off Grid Glamping Shed with River Access

Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola

9.6 out of 10, Exceptional, (20)
"Perfect location between okemo and Killington. House was great with awesome views."
Mountain-view home with deck - minutes to Okemo Mountain & Skyeship Gondola

Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen

9.8 out of 10, Exceptional, (32)
"We enjoyed our stay and the house"
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

8.4 out of 10, Very Good, (26)
"Basic ski house, in cool spot. 10 mins from bear mtn. Would definitely stay here again. "
Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

9.6 out of 10, Exceptional, (121)
"Great stay"
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking

Spectacular 4 Bed Killington Home

9.8 out of 10, Exceptional, (118)
"Beautiful location"
Spectacular 4 Bed Killington Home

Sunburst home sleeps 18 with an indoor and outdoor hot tub. Perfect for family reunions and getaways.

9.8 out of 10, Exceptional, (53)
"Very much enjoyed our stay at the Sunburst home. Had great amenities, the host was communicative, & the location was perfect. Would stay again!"
Sunburst home sleeps 18 with an indoor and outdoor hot tub. Perfect for family reunions and getaways.

Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts

10.0 out of 10, Exceptional, (82)
"This the most lobvely farmhouse, with everything in it of great taste, comfort and stunning views and grounds to explore. Who can ask for more?"
Historic Home w/glass house, mtn views, swim pond, near skiing, weekly discounts

FiddleHead Lane-Near Killington, Fireplace, Grill

10.0 out of 10, Exceptional, (3)
"My family of 8 stayed here for a ski vacation, and we loved it. Everything from the comfy beds, well equipped kitchen, space for ski equipment, and room for all of us to be together was perfect!! The hosts were Amazing! "
FiddleHead Lane-Near Killington, Fireplace, Grill

Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms

10.0 out of 10, Exceptional, (14)
"The owners were wonderful and very responsive. We enjoyed our stay - beautiful location and view. The home was extremely inviting and perfect for our needs! "
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms
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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Other property types in Chittenden

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (239)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub & Mtn Views

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

10.0 out of 10, Exceptional, (494)
"Fantastic, will be back!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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.