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

Chittenden Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Chittenden vacation rentals

A spacious living room with a fireplace, a television, and a large window.

1. 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.
$654 nightly
The price is $739
Oct 7 - Oct 8
Total with taxes and fees
4BR Killington Home Perfect for Families, Pet-Friendly
A modern living room with a fireplace, a dining area, and a kitchen.

2. Alpine Chalet- Fireplace, Pool, Gym, At Pico

Alpine Chalet- Fireplace, Pool, Gym, At Pico
Killington
10.0 out of 10, Exceptional, (7 reviews)
"Such a great spot."
United States
Kathleen G.
$867 nightly
The price is $948
Oct 12 - Oct 13
Total with taxes and fees
Alpine Chalet- Fireplace, Pool, Gym, At Pico
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

3. Jack S`Bearo - Slopes, Fireplace, Pool

Jack S`Bearo - Slopes, Fireplace, Pool
Killington
10.0 out of 10, Exceptional, (17 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
$257 nightly
The price is $290
Oct 8 - Oct 9
Total with taxes and fees
Jack S`Bearo - Slopes, Fireplace, Pool
A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

4. 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.
$364 nightly
The price is $412
Oct 7 - Oct 8
Total with taxes and fees
Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332
A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

5. 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.
$248 nightly
The price is $281
Oct 7 - Oct 8
Total with taxes and fees
Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington
Aerial view

6. The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
$427 nightly
The price is $470
Oct 12 - Oct 13
Total with taxes and fees
The Suites at Killington Center
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
7.8 out of 10, Good, (15 reviews)
"We had a great time!"
United States
Matthew R.
$411 nightly
The price is $465
Oct 25 - Oct 26
Total with taxes and fees
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
$326 nightly
The price is $355
Oct 29 - Oct 30
Total with taxes and fees
Robert Frost Mountain Cabins
A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

9. 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.
$327 nightly
The price is $369
Oct 7 - Oct 8
Total with taxes and fees
Killington Center 632: a spacious 2RM/2BA condo in the heart of Killington. Discounted ski rentals.
A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

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.
$344 nightly
The price is $388
Oct 7 - Oct 8
Total with taxes and fees
Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

11. 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
$195 nightly
The price is $218
Oct 13 - Oct 14
Total with taxes and fees
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

12. 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.
$389 nightly
The price is $440
Oct 7 - Oct 8
Total with taxes and fees
The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.
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
$198 nightly
The price is $201
Nov 5 - Nov 6
Total with taxes and fees
Cozy Rutland Retreat
An aerial view of a residential area with houses, a swimming pool, and a parking lot.

14. 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
9.4 out of 10, Exceptional, (8 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.
$295 nightly
The price is $334
Oct 7 - Oct 8
Total with taxes and fees
Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.
A cozy living room with a fireplace, a television, and a view of a snowy deck.

15. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
Killington
9.8 out of 10, Exceptional, (59 reviews)
"Perfect for a large group or a couple of families."
United States
Mark B.
$1,065 nightly
The price is $1,204
Oct 7 - Oct 8
Total with taxes and fees
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

16. Centrally located apartment for the skier & outdoor enthusiast

Centrally located apartment for the skier & outdoor enthusiast
Rutland
$300 nightly
The price is $336
Oct 7 - Oct 8
Total with taxes and fees
Centrally located apartment for the skier & outdoor enthusiast
A living room with a sofa, coffee table, and fireplace. There is a large window and a balcony with outdoor furniture.

17. FirBear- Pool, Gym, Hot tub!

FirBear- Pool, Gym, Hot tub!
The Woods
9.8 out of 10, Exceptional, (25 reviews)
"Loved the pool, sauna, and steam room. Really nice place, everything we needed. "
United States
Lisa N.
$433 nightly
The price is $490
Oct 19 - Oct 20
Total with taxes and fees
FirBear- Pool, Gym, Hot tub!
A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

18. 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.
$205 nightly
The price is $232
Nov 1 - Nov 2
Total with taxes and fees
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A modern kitchen with granite countertops, a stainless steel sink, and a dining area with a table and chairs.

19. Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5

Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5
The Woods
10.0 out of 10, Exceptional, (14 reviews)
"Great place to stay. Responsive host, very clean place. Close to amenities. Would definitely recommend and stay again!"
United States
Darlene D.
$486 nightly
The price is $550
Oct 7 - Oct 8
Total with taxes and fees
Gorgeous 2BR/2BA Woods Condo: Pool, Hot Tub, Spa/ Discounted Ski Rentals. V5
A swimming pool with a hot tub, surrounded by a building with balconies and a fenced area with trees.

20. Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
$255 nightly
The price is $289
Oct 7 - Oct 8
Total with taxes and fees
Welcoming condo near the slopes with free WiFi and full kitchen
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 Jackson

The Jackson

10/10 Excellent
"Evelyn & Oakes was top notch."
Robert 3-night trip
Posted 3 hours ago
The Jackson

Find out more about Chittenden

Everything you need to know about Chittenden vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chittenden vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chittenden vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chittenden vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chittenden. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chittenden in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $416 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chittenden rentals

At Expedia, we put the best Chittenden vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chittenden rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chittenden vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chittenden. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn: Visitors give good reviews to this Chittenden vacation home rental, which is located in the mountains and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.