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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Chittenden holiday rentals

Exterior

1. Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is HK$2,195
HK$2,993 total
includes taxes & fees
9 Sept - 10 Sept
Cozy and pristine timberframe cabin
Private kitchen

2. Killington A-frame 2 Bedroom Home

Killington A-frame 2 Bedroom Home
3.0 star property
North Sherburne
The price is HK$2,638
HK$5,112 total
includes taxes & fees
18 Aug - 19 Aug
Killington A-frame 2 Bedroom Home
TV, fireplace

3. 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
Aerial view

4. 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
Smart TV, fireplace

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

Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Killington
10.0 out of 10, Exceptional, (6 reviews)
"Such a great spot."
United States
Kathleen G.
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Microwave, oven, stovetop, dishwasher

6. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Rutland
The price is HK$2,943
HK$5,774 total
includes taxes & fees
26 Aug - 27 Aug
Relaxing Rutland Retreat Near Skiing, Dining & Hiking
Interior

7. 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$1,159
HK$4,754 total
includes taxes & fees
16 Aug - 17 Aug
Ski Home/Arcade Mountain Views Near Killington/Woodstock
Exterior

8. Luxury Mountain Suite - Ski/Golf/Hike/Play

Luxury Mountain Suite - Ski/Golf/Hike/Play
Killington
9.8 out of 10, Exceptional, (26 reviews)
"This lodge is thoughtfully put together with great amenities and a great set up. Very close to the mountain. We walked, but you also have the option of taking a shuttle that runs frequently."
United States
George O.
The price is HK$2,715
HK$4,380 total
includes taxes & fees
14 Aug - 15 Aug
Luxury Mountain Suite - Ski/Golf/Hike/Play
Exterior

9. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is HK$1,159
HK$4,754 total
includes taxes & fees
16 Aug - 17 Aug
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
1 bedroom, desk, iron/ironing board, travel cot

10. 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
16 Aug - 17 Aug
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Smart TV

11. 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$1,624
HK$2,101 total
includes taxes & fees
27 Aug - 28 Aug
Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!
Living area

12. The Woods by Killington Vacation Rentals - 2 Bedrooms

The Woods by Killington Vacation Rentals - 2 Bedrooms
3.0 star property
The Woods
10.0 out of 10, Exceptional, (3 reviews)
"The condo had everything we needed for a comfortable and enjoyable stay. The pool and hot tub area were great additions. We would definitely stay again."
United States
Paul
The Woods by Killington Vacation Rentals - 2 Bedrooms
Outdoor dining

13. 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$1,165
HK$3,534 total
includes taxes & fees
25 Aug - 26 Aug
Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub
Dining

14. 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$742
HK$1,670 total
includes taxes & fees
25 Aug - 26 Aug
Cozy Rutland Retreat
Smart TV, fireplace, video games, books

15. 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$1,616
HK$3,661 total
includes taxes & fees
19 Aug - 20 Aug
FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym
Golf

16. BaseLoj - Pool, Firepit, Bike to Mountain!

BaseLoj - Pool, Firepit, Bike to Mountain!
Killington
10.0 out of 10, Exceptional, (5 reviews)
"Great location, everything we needed for our vacation was there, and really easy access to the multiple base lodges. Skiing conditions were excellent. "
United States
Scott R.
The price is HK$2,312
HK$4,937 total
includes taxes & fees
18 Aug - 19 Aug
BaseLoj - Pool, Firepit, Bike to Mountain!
Interior

17. Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.4 out of 10, Exceptional, (63 reviews)
"Good place. Hosts were in touch and the hot tub was great. "
United States
Bethany S.
The price is HK$1,446
HK$4,396 total
includes taxes & fees
17 Aug - 18 Aug
Trailside Village #7: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Interior

18. Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (5 reviews)
"House was clean, organized and spacious. Great location as well, close to grocery, gas and restaurants. Host answered questions quickly. "
United States
Dominic C.
The price is HK$1,610
HK$3,570 total
includes taxes & fees
25 Aug - 26 Aug
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Dining

19. large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
Mendon
9.2 out of 10, Wonderful, (5 reviews)
"The hot tub was great after a day of skiing."
United States
Callison A.
The price is HK$1,384
HK$3,763 total
includes taxes & fees
16 Aug - 17 Aug
large ski ranch hot tub close to killington pets ok
Dining

20. Snowcub- AC, Pool, Hot tub, Tennis, Grill!

Snowcub- AC, Pool, Hot tub, Tennis, Grill!
The Woods
10.0 out of 10, Exceptional, (26 reviews)
"We loved our stay at Snowcub! The condo is beautiful, welcoming and our hosts had excellent communication. We were comfortable and enjoyed the nice amenities- including a pool and hot tub! We would love to stay here again! We loved it! "
United States
Maura A.
The price is HK$1,489
HK$3,491 total
includes taxes & fees
19 Aug - 20 Aug
Snowcub- AC, Pool, Hot tub, Tennis, Grill!
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

Mountain Meadows Lodge

Mountain Meadows Lodge

10/10 Excellent
"Great place, we stopped for a few days while taking a break from hiking the AT. The grounds are amazing, breakfast was delicious, and staff was very accommodating. They even washing our stinky hiking clothes and picked up a pizza for us. Would highly recommend!"
Matthew 1-night trip
Posted 3 hours ago
Mountain Meadows Lodge

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.