Chittenden Holiday Rentals from AU$300: Search Short-Term Rentals

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Our top choices for Chittenden holiday rentals

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

1. Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Killington

Joseph S.

includes taxes & fees

1 Sept - 2 Sept

2. Cozy Rutland Retreat

Rutland

Valerie

includes taxes & fees

14 Sept - 15 Sept

A snow-covered residential area with multi-story buildings, a ski slope in the background, and a clear sky.

3. Mountain Green

Killington

Keith

includes taxes & fees

8 Sept - 9 Sept

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

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

Mendon

Aurore H.

includes taxes & fees

7 Sept - 8 Sept

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

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

Killington

Asad B.

includes taxes & fees

1 Sept - 2 Sept

A cozy living room with a brick fireplace, two sofas, a coffee table, and a TV mounted on the wall.

6. Killington condo 5 min to killington resort

Killington

Nicholas C.

includes taxes & fees

1 Sept - 2 Sept

An aerial view of a residential area with houses, a swimming pool, and a lake surrounded by forested hills.

7. Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441

Killington

includes taxes & fees

1 Sept - 2 Sept

A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

8. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Stockbridge

Kevin M.

includes taxes & fees

1 Sept - 2 Sept

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Top Chittenden Hotel Reviews

Days Inn by Wyndham Rutland/Killington Area

10/10 Excellent

"Our room was very clean, bed sheets perfect, 3 pillows per bed (2 double beds), only thing a little bothering was the lack of pressure in the shower and the sink... but sufficient for my needs. Air conditionning was off when we came in but after a few minutes, the room was confortable, so very efficient A/C. I was surprised of the included continental breakfast, very complete with self-made waffles and 3 kinds of cereals, yogurt, toasts, bagels, muffins, pastries... coffee of course, tea, 4 different juices... I will return for shure."

On The River Inn

10/10 Excellent

"This was one of the nicest hotels I have ever stayed in! We had a river view room with rocking chairs on the balcony, s’mores kits were offered every night (pick up by the front desk) and 2 fire pits to choose from. Game room was cute (although the air hockey table’s fan wasn’t strong on one side), library was absolutely gorgeous. Loved having water refilling stations on 2 of the 3 floors and 24/7 coffee/tea stations, too. Queen beds were very comfy, and the room was so spacious. I’d love another piece of furniture with drawers to keep our stuff though - we lived out of our suitcases because there was only an armoire with 3 half drawers. And maybe another towel bar or hooks in the bathroom to hang the towels to dry, especially if you have 4 people in a room. Breakfast buffet (included with our Expedia stay but extra for others) was always hot & fresh. We had 4 breakfasts: French toast, pancakes, waffles, french toast again. There was always fresh homemade pastries and muffins, yogurt, and oatmeal. I would have loved some fresh fruit like berries to go with the yogurt instead of apples and oranges. Staff was always so nice and helpful, especially at breakfast. Housekeeping forgot twice to give us the 4 fresh towels (gave 3 instead) but we got replacements when we asked at the desk."

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 favourite 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 depend 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 AU$300 per night. Entering your travel dates in the search wizard might find you 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?

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.

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Check prices for these dates

Our top choices for Chittenden holiday rentals

1. Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

2. Cozy Rutland Retreat

3. Mountain Green

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

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

6. Killington condo 5 min to killington resort

7. Cozy Studio at Killington Center: Close to it all with pool, bus and discounted ski rentals. 441

8. Ski Home/Arcade Mountain Views Near Killington/Woodstock

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

10. Resort condo with mountain views, full kitchen, and free WiFi

11. Killington resort: Walk to Mountain, Biking & Pool

12. Centrally located apartment for the skier & outdoor enthusiast

13. Relaxing Mountain Condo Steps from Killington Resort; Views, Pool & Shuttle!

14. BearNecessities- Pool, Hot Tub, Gym

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

16. FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

17. CozyDen - AC, Bike to Mountain, Porch!

18. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

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

20. Fabulous 4-bedroom chalet in tranquil Killington getaway with gorgeous Hot tub

Find holiday rentals that suit your style

Top Chittenden Hotel Reviews

Days Inn by Wyndham Rutland/Killington Area

The Mountain Inn at Killington

Mountain Meadows Lodge

My Place Hotel-Randolph VT

Comfort Inn Rutland - Killington

Courtyard Middlebury

Middlebury Inn

On The River Inn

Killington Mountain Lodge, Tapestry Collection by Hilton

Find out more about Chittenden

Frequently asked questions

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