Chittenden Holiday Rentals from NZ$385: Search Short-Term Rentals

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Our top choices for Chittenden holiday rentals

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

1. 4BR Killington Home Perfect for Families, Pet-Friendly

North Sherburne

Christina V.

includes taxes & fees

12 Oct - 13 Oct

A modern living room with a fireplace, a dining area, and a kitchen.

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

Killington

Kathleen G.

includes taxes & fees

12 Oct - 13 Oct

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

Killington

Joseph S.

includes taxes & fees

13 Oct - 14 Oct

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

Killington

John O.

includes taxes & fees

12 Oct - 13 Oct

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

Killington

Sarah Z.

includes taxes & fees

12 Oct - 13 Oct

6. The Suites at Killington Center

Killington

includes taxes & fees

21 Oct - 22 Oct

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

North Sherburne

Matthew R.

includes taxes & fees

25 Oct - 26 Oct

A wooden cabin with a snow-covered roof, surrounded by trees and snow.

8. Robert Frost Mountain Cabins

Ripton

Joe

includes taxes & fees

19 Oct - 20 Oct

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Top Chittenden Hotel Reviews

Middlebury Inn

8/10 Good

"Great location Basic room in annex building."

The Mountain Top Inn & Resort

10/10 Excellent

"The facility is beautiful; nearly as beautiful as the scenery. We stayed in one of the individual small homes/cabins and absolutely loved it. We were there at peak leaf-peeping season. The site and views were fantastic and the small home/cabin gorgeous, well appointed and more than comfortable. It is truly an enjoyable four season resort. GO THERE! BOOK IT ON EXPEDIA! Our only knock was their tavern. Service was average and food that was to be temperature hot was only warm."

On The River Inn

10/10 Excellent

"Karen at the front desk was absolutely delightful. She saw me struggling with my dog and bags, and helped me to my room. Dan on the housekeeping was so nice. We saw him almost every day. The hotel is incredibly pet friendly. It's so convenient to walk out of your room directly onto the rear lawn, and down toward the river. I had a nice chat with the lady who lives across the river. She also has a dog. The drive to downtown was just a few minutes. I highly recommend the farmer's market (you pass it on the way to downtown Woodstock). The room was very clean. The sink and bathroom door could use some updates, but other than that it was lovely. I would definitely return again with my pup."

Find out more about Chittenden

Everything you need to know about Chittenden holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chittenden holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chittenden holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chittenden holiday rentals we have selected for you start as low as NZ$385 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 holiday 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 holiday.

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 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.

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Check prices for these dates

Our top choices for Chittenden holiday rentals

1. 4BR Killington Home Perfect for Families, Pet-Friendly

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

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

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

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

6. The Suites at Killington Center

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

8. Robert Frost Mountain Cabins

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

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

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

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

13. Cozy Rutland Retreat

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

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

16. Centrally located apartment for the skier & outdoor enthusiast

17. FirBear- Pool, Gym, Fireplace, Hot tub!

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

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

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

Find holiday rentals that suit your style

Top Chittenden Hotel Reviews

Middlebury Inn

Mountain Sports Inn

My Place Hotel-Randolph VT

Comfort Inn Rutland - Killington

The Mountain Top Inn & Resort

Woodstock Inn & Resort

Emrose Luxury Cabins

The Shire Woodstock

On The River Inn

Find out more about Chittenden

Frequently asked questions

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