Chittenden Holiday Rentals

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Our top choices for Chittenden holiday rentals

10.0 out of 10, Exceptional, (39 reviews)
"Wonderful location and property. Hosts were welcoming and we had a comfortable stay. Hannah shared a bunch of local recommendations and tips! We had a great getaway!"
United States
Niti P.
The price is AU$354
includes taxes & fees
14 Jan - 15 Jan
Secluded retreat in the trees

Cottage in Roxbury

Cozy Cabin Retreat
10.0 out of 10, Exceptional, (33 reviews)
"Lovely, quiet & the BEST star gazing!!!"
United States
Jill F.
The price is AU$319
includes taxes & fees
14 Jan - 15 Jan
Cozy Cabin Retreat
9.6 out of 10, Exceptional, (7 reviews)
The price is AU$289
includes taxes & fees
22 Jan - 23 Jan
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
10.0 out of 10, Exceptional, (5 reviews)
"Cabin was spotless and exactly what I expected"
United States
mark g.
The price is AU$478
includes taxes & fees
5 Feb - 6 Feb
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
9.8 out of 10, Exceptional, (216 reviews)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
The price is AU$270
includes taxes & fees
15 Jan - 16 Jan
Ultimate relaxing vacation
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is AU$316
includes taxes & fees
19 Jan - 20 Jan
Vermont Suite | 10 Min to Killington & Woodstock
7.2 out of 10, Good, (45 reviews)
"Perfect place for a long weekend"
United States
Patrick D.
The price is AU$411
includes taxes & fees
14 Jan - 15 Jan
Clean & bright condo with mountain views & modern kitchen - walk to lifts
9.4 out of 10, Exceptional, (8 reviews)
"We loved staying here. It was comfortable, had everything we needed. 100% would stay here again!"
United States
Vanessa O.
The price is AU$489
includes taxes & fees
14 Jan - 15 Jan
Killington condo 5 min to killington resort
10.0 out of 10, Exceptional, (69 reviews)
"Great place to stay for a Vermont getaway! "
United States
Jeremy H.
The price is AU$304
includes taxes & fees
18 Jan - 19 Jan
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
10.0 out of 10, Exceptional, (74 reviews)
"Doc runs a great place for all to enjoy. "
United States
William D.
The price is AU$304
includes taxes & fees
10 Feb - 11 Feb
Doc's Lake house 1st floor, 2 bedroom apartment
9.6 out of 10, Exceptional, (40 reviews)
"The place was spacious, but small, which I loved! Plenty of hot water, great communication with owner, plenty of extra chairs and the leaf for the table was fantastic!"
United States
Michael M.
Beautiful home located in the Mad River Valley
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is AU$435
includes taxes & fees
14 Jan - 15 Jan
Make memories at this unique and family-friendly Vermont cabin!
10.0 out of 10, Exceptional, (7 reviews)
"fantastic!"
United States
Diana L.
The price is AU$370
includes taxes & fees
26 Jan - 27 Jan
*Downtown Middlebury Waterfall Studio Apartment*
3.5 star property
10.0 out of 10, Exceptional, (40 reviews)
"Ammazing,would go again!"
United States
Joseph
The price is AU$417
includes taxes & fees
14 Jan - 15 Jan
Robert Frost Mountain Cabins
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 AU$395
includes taxes & fees
19 Jan - 20 Jan
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
9.2 out of 10, Wonderful, (10 reviews)
"Everything was beautiful. But for sure needs new mattress and pillows. "
United States
Jeanette R.
The price is AU$730
includes taxes & fees
21 Jan - 22 Jan
Dreamy Artist Chalet in Secluded Historic Village
9.8 out of 10, Exceptional, (160 reviews)
"It’s an authentic cabin in the woods and it was just as I hoped it would be - amazing! The owners Jill and John were very friendly and helpful. "
United States
Tom O.
The price is AU$641
includes taxes & fees
14 Jan - 15 Jan
Stetson Hollow Cabin by Stetson Brook

Condo resort in Killington

Mountain Green
2.0 star property
7.0 out of 10, Good, (19 reviews)
"Great !"
United States
Raul
The price is AU$407
includes taxes & fees
14 Jan - 15 Jan
Mountain Green
9.8 out of 10, Exceptional, (15 reviews)
"We had a wonderful time and the place was great. We found everything we needed easily and loved the charm of the place. Perfect spot for a ski vacation just a few min from sugarbush and mad river."
United States
John B.
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
9.4 out of 10, Exceptional, (13 reviews)
"Great stay, clean and convenient location. Bed was not the most comfortable though."
United States
Haaser21
Killington Bill Condo w/ Kitchenette Sleeps 4
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

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$270 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?

Killington, Vermont Ski House w/ Hot Tub and Sauna: This holiday home rental outside Chittenden is located in the mountains, and has a balcony, 1 hot tub and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

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. Killington Resort and New England Maple Museum 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.