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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Chittenden holiday rentals

A cozy room with a wooden ceiling, a cushioned sofa with patterned pillows, a small wooden table, and a chair.

1. 6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
chittenden
10.0 out of 10, Exceptional, (33 reviews)
"We had a great time and enjoyed our stay."
United States
Nicole R.
The price is HK$4,080
HK$7,233 total
includes taxes & fees
2 Oct - 3 Oct
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
A spacious living room with a fireplace, a television, and a large window.

2. 4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (24 reviews)
"Our group had a wonderful ski weekend at the house! It was well stocked with everything we needed and the fireplace was perfect to relax near after a day on the slopes. "
United States
Christina V.
The price is HK$1,919
HK$5,798 total
includes taxes & fees
5 Oct - 6 Oct
4BR Killington Home Perfect for Families, Pet-Friendly
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

3. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
United States
Susanne B.
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A modern living room with a fireplace, a dining area, and a kitchen.

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

Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Killington
10.0 out of 10, Exceptional, (7 reviews)
"Such a great spot."
United States
Kathleen G.
The price is HK$3,643
HK$7,438 total
includes taxes & fees
12 Oct - 13 Oct
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

5. 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, (17 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
The price is HK$1,116
HK$2,298 total
includes taxes & fees
8 Oct - 9 Oct
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

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, (96 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is HK$1,118
HK$1,709 total
includes taxes & fees
18 Oct - 19 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A wooden deck with a hot tub, a table, and chairs.

7. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
North Sherburne
8.2 out of 10, Very good, (14 reviews)
"We had a great time!"
United States
Matthew R.
The price is HK$1,737
HK$4,268 total
includes taxes & fees
13 Oct - 14 Oct
Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
A wooden cabin with a snow-covered roof, surrounded by trees and snow.

8. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (43 reviews)
"Very nice place great owner"
United States
Joe
The price is HK$2,974
HK$3,241 total
includes taxes & fees
13 Oct - 14 Oct
Robert Frost Mountain Cabins
Aerial view

9. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is HK$1,783
HK$3,688 total
includes taxes & fees
19 Oct - 20 Oct
The Suites at Killington Center
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

10. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
Killington
9.4 out of 10, Exceptional, (12 reviews)
"Quick trip but would stay here again"
United States
John O.
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

11. Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.

Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
Killington
9.4 out of 10, Exceptional, (6 reviews)
"Everything was as advertised. Host was responsive to questions. Great stay overall."
United States
Riley T.
The price is HK$1,267
HK$3,294 total
includes taxes & fees
5 Oct - 6 Oct
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

12. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Killington
9.6 out of 10, Exceptional, (5 reviews)
"The place was clean and easy to get to. "
United States
Sarah Z.
The price is HK$823
HK$2,326 total
includes taxes & fees
5 Oct - 6 Oct
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
A dining table set with plates, glasses, and a vase with a plant.

13. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 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$730
HK$1,490 total
includes taxes & fees
20 Oct - 21 Oct
Cozy Rutland Retreat
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

14. 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$1,842 total
includes taxes & fees
5 Oct - 6 Oct
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

15. 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$1,040
HK$3,055 total
includes taxes & fees
18 Oct - 19 Oct
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
An indoor swimming pool with tiled flooring, a seating area with chairs, and large windows allowing natural light.

16. RabbitHole | AC, Pool, Hot Tub, Near Resort

RabbitHole | AC, Pool, Hot Tub, Near Resort
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Our hosts were super communicative. The check in process was smooth. The condo was clean and well appointed. Beds good. Our hosts even gave us some local coffee and maple syrup as a welcome gift (along with a few other things). Definitely recommend "
United States
Amy G.
The price is HK$2,371
HK$4,777 total
includes taxes & fees
2 Oct - 3 Oct
RabbitHole | AC, Pool, Hot Tub, Near Resort
A residential area with houses, a swimming pool, and a mountain backdrop.

17. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
Killington
9.6 out of 10, Exceptional, (4 reviews)
"Place was great"
United States
Nathan H.
The price is HK$870
HK$2,393 total
includes taxes & fees
5 Oct - 6 Oct
The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531
A spacious restaurant with high ceilings, exposed ductwork, and a mix of wooden and metal furniture.

18. Killington resort: Walk to Mountain, Bike, Pool

Killington resort: Walk to Mountain, Bike, Pool
Killington
9.8 out of 10, Exceptional, (33 reviews)
"Excellent location. Clean and easy."
United States
Todd I.
The price is HK$1,370
HK$3,393 total
includes taxes & fees
27 Oct - 28 Oct
Killington resort: Walk to Mountain, Bike, Pool
A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

19. 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)
"Great condo! We enjoyed our stay! "
United States
Frank M.
The price is HK$1,560
HK$3,731 total
includes taxes & fees
5 Oct - 6 Oct
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

20. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
The price is HK$1,030
HK$2,636 total
includes taxes & fees
13 Oct - 14 Oct
Centrally located apartment for the skier & outdoor enthusiast
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
"This place is awesome! From the location to the breakfast provided( and snacks available all day!), there is plenty to do without ever leaving the property"
Kevin 3-night trip
Posted 7 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:

  • View our selection of featured holiday rentals in Chittenden
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  • Enter your travel dates to view the best deals on holiday rentals in Chittenden while they last

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?

Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn: This highly rated holiday home rental in Chittenden is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.