Chittenden Holiday Rentals

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Holiday Rentals in Chittenden

Cabin in Ripton

3.5 star property
10.0 out of 10, Exceptional, (40)
"Ammazing,would go again!"
United States
Joseph
The price is AU$428
includes taxes & fees
3 Dec - 4 Dec
Robert Frost Mountain Cabins

Condo in Killington

3.5 star property
The price is AU$685
includes taxes & fees
1 Dec - 2 Dec
Mountain Green Resort by Killington VR - 1 Bedrooms

Holiday Home in Warren

10.0 out of 10, Exceptional, (22)
"Had a wonderful stay "
United States
Yang O.
Beautiful home located in the Mad River Valley

Holiday Home in Warren

9.8 out of 10, Exceptional, (39)
"We had a great time staying at this house during our Sugarbush skiing trip this February. The place is easy to access and is close to the ski resort. The house had everything we needed for a comfortable stay. I highly recommend this rental."
United States
Dmitriy K.
Beautiful home located in the Mad River Valley

Chalet in Plymouth

2.0 star property
10.0 out of 10, Exceptional, (14)
"Really enjoyed the setup at the location and the owners were very responsive to any queries!"
United States
Ed N.
The price is AU$847
includes taxes & fees
8 Dec - 9 Dec
Pet-friendly winter retreat in the woods with fireplace near Okemo + Killington

Condo in Killington

3.5 star property
The Suites at Killington Center

Holiday Home in Castleton

2.0 star property
10.0 out of 10, Exceptional, (2)
"Family weekend getaway. Place was better than expected. Yard was wonderful for our 3 year old. Property owners were responsive and friendly. "
United States
Adam V.
The price is AU$1,063
includes taxes & fees
1 Dec - 2 Dec
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

Cabin in Roxbury

10.0 out of 10, Exceptional, (36)
"Absolutely beautiful! So pleased with everything about our stay!"
United States
Gwen B.
The price is AU$363
includes taxes & fees
10 Dec - 11 Dec
Secluded retreat in the trees

Condo in Killington

9.2 out of 10, Wonderful, (5)
"I don’t think I’ve ever had such wonderful service checking in and caring for our needs. Amazing response time and outstanding stay. Thank you."
United States
Margaret L.
The price is AU$361
includes taxes & fees
1 Dec - 2 Dec
Fall Line Small Studio - Perfect for Two - On Shuttle Route w/ Amenities B4A

Apartment in Bridgewater

9.2 out of 10, Wonderful, (7)
"Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee."
United States
Nancy
The price is AU$419
includes taxes & fees
11 Dec - 12 Dec
Ben & Jerry Suite | Skiing | Hiking | Biking

Holiday Home in Mt Holly

9.8 out of 10, Exceptional, (36)
"Wonderful cabin, well stocked, host was attentive and quick to address any questions."
United States
Eyal O.
The price is AU$782
includes taxes & fees
30 Nov - 1 Dec
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore

Condo in Killington

3.5 star property
10.0 out of 10, Exceptional, (1)
"Super condo à proximité de la montagne de ski Killington. "
Canada
catherine
The price is AU$847
includes taxes & fees
1 Dec - 2 Dec
Fall Line Condo D4 2 Bedroom Condo

Chalet in East Warren

10.0 out of 10, Exceptional, (37)
"Relaxing and comfortable! Good location to stay in Vermont. "
United States
Tony K.
The price is AU$524
includes taxes & fees
30 Nov - 1 Dec
Magnificent any time of year

Condo in Killington

8.8 out of 10, Excellent, (5)
"Great place to stay!"
United States
Carla M.
The price is AU$417
includes taxes & fees
11 Dec - 12 Dec
Killington Studio: Great Location! Comfy. 431

Holiday Home in Killington

8.0 out of 10, Very good, (1)
"The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking...
United States
Dean
The price is AU$501
includes taxes & fees
30 Nov - 1 Dec
Luxury Condo Tucked in the Heart of Killington

Apartment in Killington

2.0 star property
9.6 out of 10, Exceptional, (5)
"Perfectly described and so close the mountain. All you need!"
United States
Dana E.
The price is AU$568
includes taxes & fees
2 Dec - 3 Dec
Wade`s World Ski Home FirePlace Shuttle location

Chalet in Stockbridge

10.0 out of 10, Exceptional, (4)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is AU$807
includes taxes & fees
2 Dec - 3 Dec
Gnome Home Mountain Ski Chalet w/Sauna Killington

Holiday Home in Killington

2.0 star property
10.0 out of 10, Exceptional, (5)
"Such a great spot."
United States
Kathleen G.
The price is AU$1,279
includes taxes & fees
2 Dec - 3 Dec
Alpine Chalet, Fireplace, Pool, Gym, At Pico.

Cabin in Rutland

2.5 star property
The price is AU$294
includes taxes & fees
7 Dec - 8 Dec
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Condo in The Woods

10.0 out of 10, Exceptional, (21)
"I enjoyed the weekend away with 4 of my kids. We went hiking near by, out to eat and used the pool and sauna. I would definitely visit again."
United States
ann marie d.
The price is AU$645
includes taxes & fees
2 Dec - 3 Dec
SnowCub Pets Indoor Pool Hot Tub Sauna, FirePlace
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$277 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?

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.: This holiday home rental outside Chittenden is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Pico Mountain at Killington Ski Resort 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.