Chittenden Vacation Rentals from CA $218: Short-Term Rentals for 2026

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chittenden vacation rentals

A television mounted on a wooden wall in a room with a carpeted floor.

1. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

Chittenden

CA $272 total

includes taxes & fees

Nov 3 - Nov 4

A kitchen with granite countertops, wooden cabinets, and a built-in oven.

2. The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Mendon

Diane

CA $595 total

includes taxes & fees

Nov 3 - Nov 4

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.

Killington

Susanne B.

CA $494 total

includes taxes & fees

Nov 3 - Nov 4

Pass snacks across the counter without leaving the conversation in the main room.

4. Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

Killington

Casey C.

CA $670 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

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

Killington

Joseph S.

CA $375 total

includes taxes & fees

Nov 3 - Nov 4

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

6. 4BR Killington Home Perfect for Families, Pet-Friendly

North Sherburne

Christina V.

CA $987 total

includes taxes & fees

Nov 3 - Nov 4

A wooden shed with a cross-braced door in a garden with a house in the background.

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

North Sherburne

Matthew R.

CA $519 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with stainless steel appliances, a dining area with a glass table, and a living room with a fireplace.

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

Killington

Riley T.

CA $489 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

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

Killington

Lisa

CA $492 total

includes taxes & fees

Nov 3 - Nov 4

An aerial view of a residential area with houses, a swimming pool, and a parking lot.

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

Killington

Asad B.

CA $379 total

includes taxes & fees

Nov 3 - Nov 4

A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

11. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester

Laura Ann

CA $277 total

includes taxes & fees

Nov 22 - Nov 23

A compact room with bunk beds, a washing machine, and a window with curtains.

12. Rutland apartment on the bus route with central A/C, near Pico

Rutland

Thomas A.

CA $473 total

includes taxes & fees

Nov 3 - Nov 4

A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

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

Killington

Carla M.

CA $339 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

14. Cozy Rutland Retreat

Rutland

Susan E.

CA $233 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

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

Killington

John O.

CA $548 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

16. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

Mendon

Aurore H.

CA $306 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

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

Killington

Spencer P.

CA $516 total

includes taxes & fees

Nov 3 - Nov 4

A modern loft bedroom with a sloped ceiling, a fireplace, a large TV, and a balcony with a scenic view.

18. Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

Killington

Mike B.

CA $426 total

includes taxes & fees

Nov 3 - Nov 4

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

The Woods

Keaton S.

A living room with a fireplace, a sofa, a coffee table, and a television.

20. Mountain Green high-floor front condo in Building 3 with ski trail views

Killington

Jason B.

CA $526 total

includes taxes & fees

Nov 6 - Nov 7

View all properties

Find vacation rentals that suit your style

Cabins

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Chittenden Hotel Reviews

Emrose Luxury Cabins

8/10 Good

"The cabins are new and well maintained. There are pots and pans and spatulas but incredibly no coffee maker. I don’t believe I’ve ever stayed in a room at any price point without a coffee maker. Also, the bed is up against a wall so you have to choose who has to crawl in and out of the bed to go to the bathroom, get a glass of water, etc. Not fun. There was also no contact information for management, so when we couldn’t figure out how to get the heater or fireplace working, we had to chat with Hotels.com who claimed our room did not have heat. Really? Vermont in the fall? Are you kidding me? After I almost lost my mind, they had someone from hotel management call me and instruct me how to turn the heat on. He was very nice and solved the problem, but how about providing contact information of someone on premises if there is an issue? The place is fairly new, and I like the concept, but they have a few things to iron out before they are ready for prime time. Let’s start with an $25 coffee maker in every room. Is that too much to ask? And Hotels.com really needs to get their chat proficiency together…."

Après Inn Killington

10/10 Excellent

"Sparkling clean room most definitely set up well for skiers and snowboarders and mountain bikers. The coffee machine worked great as did the fridge and the hairdryer. Beds are super comfy. Location is great and price point is perfect. I loved how well lit everything was at night. I felt safe even right on the main strip Two suggestions - ice available somewhere and a chair with a back would be awesome"

Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn

10/10 Excellent

"Our daughter was getting married at the Mountain Top Resort and we rented this home in addition to the accommodations provided by the resort. It was just what we needed to house our family in comfort and size. The house is beautiful, comfortable and has everything we needed for our stay. Thank you, Yvonne, for sharing your property with us!"

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, cottages, cabins, villas... 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chittenden vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chittenden vacation rentals we have selected for you start as low as CA $218 per night. Entering your travel dates in the search wizard 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chittenden vacation rentals

1. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

2. The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

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

4. Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

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

6. 4BR Killington Home Perfect for Families, Pet-Friendly

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

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

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

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

11. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

12. Rutland apartment on the bus route with central A/C, near Pico

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

14. Cozy Rutland Retreat

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

16. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

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

18. Newly Renovated Studio! Amazing Views/Location 3F9. Pool. Hot Tub, Shuttle.

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

20. Mountain Green high-floor front condo in Building 3 with ski trail views

Find vacation rentals that suit your style

Top Chittenden Hotel Reviews

Emrose Luxury Cabins

Comfort Inn Rutland - Killington

On The River Inn

Après Inn Killington

The Jackson

Woodstock Inn & Resort

Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn

Find out more about Chittenden

Frequently asked questions

Go further with the Expedia app