A calm lake reflecting colorful autumn trees and a clear blue sky.

Chittenden Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Chittenden holiday rentals

Aerial view

1. Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (29 reviews)
"The property is under major construction which was not disclosed when booking. The management fee was almost as much as the room rate, clearer description at time of booking would be appreciated."
United States
Keith
The price is HK$612
HK$1,826 total
includes taxes & fees
18 Aug - 19 Aug
Mountain Green
Private kitchen

2. 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 HK$727
HK$1,851 total
includes taxes & fees
18 Aug - 19 Aug
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Outdoor dining

3. Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
North Sherburne
8.2 out of 10, Very good, (13 reviews)
"We had a great time!"
United States
Matthew R.
The price is HK$1,109
HK$3,461 total
includes taxes & fees
18 Aug - 19 Aug
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
1 bedroom, desk, iron/ironing board, travel cot

4. 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, (16 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
The price is HK$989
HK$2,137 total
includes taxes & fees
18 Aug - 19 Aug
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Exterior

5. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Killington
9.2 out of 10, Wonderful, (7 reviews)
"Beautiful place . My sister was visiting USA/ Vermont for the first time . We went to the Breakfast cafe next door it was amazing . "
United States
Asad B.
The price is HK$623
HK$2,051 total
includes taxes & fees
18 Aug - 19 Aug
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
Coffee/tea maker, fridge, microwave, oven

6. 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, (87 reviews)
"Definitely super SUPER clean all throughout! The ambiance is perfect, just a beautiful cottage with all the amenities you might need. Perfect place to stay."
United States
Julian V.
The price is HK$932
HK$1,501 total
includes taxes & fees
19 Aug - 20 Aug
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Dining

7. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (13 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is HK$756
HK$1,686 total
includes taxes & fees
24 Aug - 25 Aug
Cozy Rutland Retreat
Smart TV, offices

8. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
North Sherburne
The price is HK$1,469
HK$4,941 total
includes taxes & fees
18 Aug - 19 Aug
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
Smart TV, fireplace

9. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Killington
10.0 out of 10, Exceptional, (6 reviews)
"Great location with access to both Pico and Killington Mountains!"
United States
Olaf G.
The price is HK$1,805
HK$3,606 total
includes taxes & fees
20 Aug - 21 Aug
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Coffee/tea maker, fridge, microwave, oven

10. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Killington
9.6 out of 10, Exceptional, (71 reviews)
"Cozy space close to the mountain. Host was very responsive and check in and check out was easy. "
United States
Spencer P.
The price is HK$837
HK$2,677 total
includes taxes & fees
19 Aug - 20 Aug
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
Dining

11. The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
Killington
9.2 out of 10, Wonderful, (9 reviews)
"Fantastic place to stay, beds were great. It was wonderful having two full baths. Would definitely recommend this gem again!"
United States
Dawn B.
The price is HK$921
HK$2,898 total
includes taxes & fees
18 Aug - 19 Aug
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
TV, fireplace, DVD player, books

12. 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, (47 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is HK$527
HK$2,680 total
includes taxes & fees
18 Aug - 19 Aug
Resort condo with mountain views, full kitchen, and free WiFi
Smart TV, fireplace

13. Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Killington
10.0 out of 10, Exceptional, (21 reviews)
"Cannon was cozy, clean, and as described. "
United States
Addams S.
The price is HK$1,116
HK$3,764 total
includes taxes & fees
19 Aug - 20 Aug
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Aerial view

14. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is HK$1,183
HK$3,028 total
includes taxes & fees
19 Aug - 20 Aug
The Suites at Killington Center
TV, fireplace

15. Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway

Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
Mendon
The price is HK$1,962
HK$4,271 total
includes taxes & fees
18 Aug - 19 Aug
Rustic Mountain Retreat Just Minutes to Pico & Killington for a Perfect Getaway
Living area

16. Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (9 reviews)
"Great location!!"
United States
Nicholas C.
The price is HK$883
HK$2,665 total
includes taxes & fees
18 Aug - 19 Aug
Killington condo 5 min to killington resort
Smart TV

17. Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!

Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!
Killington
9.8 out of 10, Exceptional, (188 reviews)
"The condo was in excellent condition and very clean. Great location too. Owner was very responsive. "
United States
Michael V.
The price is HK$1,059
HK$1,374 total
includes taxes & fees
18 Aug - 19 Aug
Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!
Golf

18. 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 HK$946
HK$2,595 total
includes taxes & fees
18 Aug - 19 Aug
BearNecessities- Pool, Hot Tub, Gym
Interior

19. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is HK$1,392
HK$5,052 total
includes taxes & fees
23 Aug - 24 Aug
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Smart TV, fireplace, video games, books

20. FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
The Woods
10.0 out of 10, Exceptional, (24 reviews)
"Loved the pool, sauna, and steam room. Really nice place, everything we needed. "
United States
Lisa N.
The price is HK$1,777
HK$3,870 total
includes taxes & fees
23 Aug - 24 Aug
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
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

8/10 Good
"We stayed in the River House and had two different rooms as we stayed one night each at the beginning and end of a longer trip to Canada. Both rooms were very clean. One room had a better view of the river than the other. There is construction occurring at the property and we weren’t made aware of it ahead of time so the sawing and drilling made sitting by the river and relaxing a little difficult. The whole property is getting a face lift. The outdoor space was lovely with chairs and fire pits. The location is great. Grocery store across the street and walkable to breakfast and shops. Would recommend but make sure you check about construction and confirm a good view of the river if that is important to you."
Jessica 1-night trip
Posted 1 hour ago
The Shire Woodstock

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 holiday rentals in Chittenden?

Yes, there are holiday rentals close to the most popular sights in Chittenden, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Chittenden has to offer?

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak: This holiday home rental outside of Chittenden is located on the waterfront, and has a fireplace, a balcony and cable TV to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals are there in Chittenden?

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

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 wider area.

What are holiday rentals like in Chittenden?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chittenden. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for families.