Chittenden Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Chittenden vacation rentals

Terrace/patio

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (8 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is ￥20,373
￥46,302 total
includes taxes & fees
Apr 19 - Apr 20
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Fridge, microwave, oven, stovetop

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (74 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is ￥17,503
￥28,514 total
includes taxes & fees
Apr 22 - Apr 23
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
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 ￥15,753
￥38,494 total
includes taxes & fees
Apr 19 - Apr 20
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Property grounds

Vermont Suite | 10 Min to Woodstock & Killington

Vermont Suite | 10 Min to Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (5 reviews)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is ￥12,570
￥30,630 total
includes taxes & fees
Apr 20 - Apr 21
Vermont Suite | 10 Min to Woodstock & Killington
Spa

Comfy Cottage in Historic East Poultney

Comfy Cottage in Historic East Poultney
Poultney
10.0 out of 10, Exceptional, (13 reviews)
"Very comfortable and clean cottage in a beautiful village. The shower in the bath is incredible. "
United States
Karen C.
The price is ￥25,416
￥50,883 total
includes taxes & fees
Apr 28 - Apr 29
Comfy Cottage in Historic East Poultney
Fridge, microwave, oven, stovetop

Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (39 reviews)
"Magnificent Any Time of the Year was the perfect place for our family to stay and ski. The home is warm and cozy, well-equipped for cooking, and beautifully furnished. We especially loved that our lab was welcome—and he absolutely loved the heated floors!"
United States
Carol S.
The price is ￥24,345
￥60,949 total
includes taxes & fees
Apr 30 - May 1
Magnificent any time of year
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (167 reviews)
"Highly recommend. It was the coziest cabin and in great location. We loved having a fire each night after skiing. Perfect pet friendly lodging. "
United States
Leah V.
The price is ￥34,312
￥69,386 total
includes taxes & fees
Apr 19 - Apr 20
Stetson Hollow Cabin by Stetson Brook
Property grounds

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (41 reviews)
"We had a great time staying in this house. For our family, it was comfortable, clean and bright and had everything we needed. "
United States
David R.
The price is ￥20,015
￥37,895 total
includes taxes & fees
Apr 24 - Apr 25
Secluded retreat in the trees
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is ￥28,450
￥46,630 total
includes taxes & fees
Apr 23 - Apr 24
Unique family-friendly Vermont cabin!
Fridge, microwave, oven, stovetop

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (16 reviews)
"Receptive. Clean. If coming in winter/ mud, know that there is zero chance you'll make it unless you have real chains or 4wd. Nice place. "
United States
Jessica S.
The price is ￥32,270
￥64,963 total
includes taxes & fees
Apr 19 - Apr 20
Dreamy Artist Chalet in Secluded Historic Village
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is ￥12,173
￥29,853 total
includes taxes & fees
Apr 19 - Apr 20
Cozy Rutland Retreat
Exterior

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Killington
9.0 out of 10, Wonderful, (15 reviews)
"The apartment was very comfortable, including a very convenient bathroom. There was everything we needed. Though the apartment did not look like the photo on the internet site. There was no street number on the building which made it difficult to find it. "
United States
lilya l.
The price is ￥12,730
￥39,725 total
includes taxes & fees
Apr 18 - Apr 19
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Property grounds

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.4 out of 10, Very Good, (36 reviews)
"Property was just as advertised. Shuttle to the mountain is only a short 2-3 ride. The spa area was amazing. "
United States
Quinten M.
The price is ￥10,008
￥44,304 total
includes taxes & fees
Apr 21 - Apr 22
Comfortable mountain gem with pool, mountain views, & indoor parking space
Exterior

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is ￥40,659
￥54,519 total
includes taxes & fees
Apr 22 - Apr 23
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Property grounds

Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (4 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is ￥32,206
￥76,195 total
includes taxes & fees
Apr 22 - Apr 23
Gnome Home Mountain Ski Chalet w/Sauna Killington
Indoor pool

Resort condo with mountain views, full kitchen, and free WiFi

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (46 reviews)
"Very close to Killington and in the shuttle route."
United States
Craig C.
The price is ￥11,775
￥55,422 total
includes taxes & fees
Apr 20 - Apr 21
Resort condo with mountain views, full kitchen, and free WiFi
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
The price is ￥26,901
￥89,101 total
includes taxes & fees
May 11 - May 12
Feel the real VT! Ski Killington and a foodie’s delight!
Fridge, microwave, oven, stovetop

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (14 reviews)
"Host was very responsive and the home was great! "
United States
Rebecca B.
The price is ￥20,049
￥43,333 total
includes taxes & fees
Apr 19 - Apr 20
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Golf

BearNecessities- Pool, Hot Tub, Gym

BearNecessities- Pool, Hot Tub, Gym
Killington
10.0 out of 10, Exceptional, (3 reviews)
"The unit was right across from Killington with many great amenities. The place was very cozy and perfect for a quick stay before a day of skiing."
United States
Matthew S.
The price is ￥19,190
￥52,612 total
includes taxes & fees
Apr 20 - Apr 21
BearNecessities- Pool, Hot Tub, Gym
Outdoor dining

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

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"All was so nice. The bed the coziness the cleanliness the location. "
United States
Sara B.
The price is ￥14,138
￥26,509 total
includes taxes & fees
Apr 22 - Apr 23
Glamping hut with WiFi in Ripton, biking, hiking, skiing
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

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

10/10 Excellent
"Such a great place! Clean and friendly. Recommended 100%"
Bastian 1-night trip
Posted 6 hours ago
My Place Hotel-Randolph VT

Find out more about Chittenden

Search for holiday rentals in Chittenden on Expedia! You can easily find your home rentals, villas, holiday apartments in Chittenden using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chittenden!

Frequently asked questions

Are there vacation rentals in Chittenden?

Yes, we have vacation rentals close to top sights in Chittenden, or you can select a more secluded option if you're looking for relaxation. Chittenden is known for its ski areas and mountain views. Make sure you have time to check out the lake views and bars during your trip.

What are some of the best vacation home rentals that Chittenden has to offer?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: This vacation home rental near Chittenden is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many vacation rentals are there in Chittenden?

Choose from 10 Expedia vacation rentals in Chittenden for a memorable vacation.

What can I see and do in Chittenden?

Green Mountain National Forest and Lefferts Pond are a couple of lovely local spots to get outside and enjoy nature. New England Maple Museum and Green Mountain National Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Chittenden?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Chittenden. Vacation rentals feature amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.