Chittenden Holiday Rentals

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Check prices for these dates

In two weeks
3 Apr - 5 Apr
In two months
15 May - 17 May
In three months
12 Jun - 14 Jun
In four months
10 Jul - 12 Jul

Our top choices for Chittenden holiday rentals

Exterior

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (40 reviews)
"Ammazing,would go again!"
United States
Joseph
The price is HK$2,055
HK$2,239 total
includes taxes & fees
24 Mar - 25 Mar
Robert Frost Mountain Cabins
Aerial view

The Suites at Killington Center

The Suites at Killington Center
3.5 star property
Killington
The price is HK$768
HK$2,568 total
includes taxes & fees
24 Mar - 25 Mar
The Suites at Killington Center
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (164 reviews)
"The cabin location was ideal for us , very convenient to outings and very cozy in a gorgeous setting . "
United States
judy c.
The price is HK$1,692
HK$3,413 total
includes taxes & fees
23 Mar - 24 Mar
Stetson Hollow Cabin by Stetson Brook
Aerial view

Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (23 reviews)
"I enjoy the location "
United States
troy
The price is HK$1,392
HK$1,868 total
includes taxes & fees
8 Apr - 9 Apr
Mountain Green
Interior

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
3.0 star property
Fair Haven
10.0 out of 10, Exceptional, (1 review)
" Great property!! Very nice place everything you need you can find in this home from cookware to glassware, baking needs.. i was reading lot's of reviews about this property and was worried , poor wifi, low water pressure.. i had none of those problems with 7 people total in the home.. Only thing i could say is this mattresses can use an upgrade .. but I'd definitely come back again especially in The summer.. this place must be amazing!! In the winter 4 by 4 is a must have...
United States
Angel
The price is HK$2,875
HK$7,024 total
includes taxes & fees
23 Mar - 24 Mar
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
Exterior

Adorable cabin with screened porch and private fire pit

Adorable cabin with screened porch and private fire pit
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful place to stay tucked away in the woods. The owners are extremely thoughtful and personable. Can’t wait to go back. "
United States
Sorin
The price is HK$2,005
HK$2,723 total
includes taxes & fees
26 Mar - 27 Mar
Adorable cabin with screened porch and private fire pit
Property grounds

Trailside Village #3: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals

Trailside Village #3: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Killington
9.6 out of 10, Exceptional, (24 reviews)
"Loved it, great base of operations"
United States
josh B.
Trailside Village #3: Slopeside 1BR w/ Hot Tub and Sauna. Ski In/Out with Discounted Ski Rentals
Dining

Slopeside Estate Luxurious Home in Killington - Ski On Ski Off, Hot Tub, Private Shuttle

Slopeside Estate Luxurious Home in Killington - Ski On Ski Off, Hot Tub, Private Shuttle
Killington
9.8 out of 10, Exceptional, (52 reviews)
"This home was exactly as pictured, very clean, had everything we needed "
United States
Michelle M.
The price is HK$10,187
HK$21,275 total
includes taxes & fees
23 Mar - 24 Mar
Slopeside Estate Luxurious Home in Killington - Ski On Ski Off, Hot Tub, Private Shuttle
Interior

The Mountainside House - Luxury Home in Killington

The Mountainside House - Luxury Home in Killington
Killington
9.6 out of 10, Exceptional, (55 reviews)
"Had a great stay as usual for our company trip!"
United States
Anonymous traveller
The price is HK$12,624
HK$24,579 total
includes taxes & fees
29 Mar - 30 Mar
The Mountainside House - Luxury Home in Killington
Dining

Ski-In/Ski-Out Sunrise Village Condo | 2BR, Fireplace, Pool

Ski-In/Ski-Out Sunrise Village Condo | 2BR, Fireplace, Pool
Killington
10.0 out of 10, Exceptional, (36 reviews)
"Great ski-in, ski-out property."
United States
Kristi C.
The price is HK$3,302
HK$6,464 total
includes taxes & fees
23 Mar - 24 Mar
Ski-In/Ski-Out Sunrise Village Condo | 2BR, Fireplace, Pool
Exterior

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is HK$1,403
HK$2,299 total
includes taxes & fees
23 Mar - 24 Mar
Unique family-friendly Vermont cabin!
Interior

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Ripton
9.4 out of 10, Exceptional, (12 reviews)
"Our group booked this place for a ski trip to sugarbush. A remote area, but the cabin was very cool and our host were the best. The warm cinnamon twists in the morning were a big hit and the hot tub was perfect after a day of skiing. Would definitely look into booking this in the summer/fall. "
United States
John H.
The price is HK$2,005
HK$2,697 total
includes taxes & fees
23 Mar - 24 Mar
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest
Property grounds

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (41 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 HK$1,102
HK$1,997 total
includes taxes & fees
1 Apr - 2 Apr
Secluded retreat in the trees
Smart TV, fireplace, DVD player, books

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Ripton
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful place. Lots to do around the cabin and in the area. The hosts are very helpful. The cabin has everything you could want for a great stay. "
United States
Susan
The price is HK$2,005
HK$2,697 total
includes taxes & fees
23 Mar - 24 Mar
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns
Terrace/patio

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.

The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Killington
10.0 out of 10, Exceptional, (63 reviews)
"Great stay, everything was clean and location was amazing."
United States
John D.
The price is HK$4,219
HK$10,601 total
includes taxes & fees
23 Mar - 24 Mar
The Navillus House: Hot Tub, Ski On/Ski Off, A/C. Discounted Ski Rentals.
Property grounds

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (224 reviews)
"The cabin was absolutely amazing. We will be coming back."
United States
Scott B.
The price is HK$1,097
HK$1,404 total
includes taxes & fees
24 Mar - 25 Mar
Ultimate relaxing vacation
Exterior

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!

Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Mount Holly
10.0 out of 10, Exceptional, (11 reviews)
"Stayed here for a long weekend and the house was perfect. Plenty of room, well stocked kitchen, so much to keep the kids entertained and close proximity to lots of activities. Hiked Okemo and Killington, visited Buttermilk Falls and explored Ludlow. Will go back for sure!"
United States
Jill B.
The price is HK$3,122
HK$8,155 total
includes taxes & fees
5 Apr - 6 Apr
Luxury Farmhouse Mins 2 Okemo w/Hot Tub & Fire Pit!
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (6 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is HK$599
HK$1,470 total
includes taxes & fees
23 Mar - 24 Mar
Cozy Rutland Retreat
2 bedrooms, travel cot, WiFi, bed sheets

Dacha Bear Chalet- Fireplace, Sauna, Hot Tub, Pool

Dacha Bear Chalet- Fireplace, Sauna, Hot Tub, Pool
The Woods
The price is HK$1,966
HK$4,454 total
includes taxes & fees
31 Mar - 1 Apr
Dacha Bear Chalet- Fireplace, Sauna, Hot Tub, Pool
Exterior

Cozy and pristine timberframe cabin

Cozy and pristine timberframe cabin
Ripton
10.0 out of 10, Exceptional, (4 reviews)
"It is a gorgeous property with lots of fun amenities...perfect for a winter getaway"
United States
Karen H.
The price is HK$2,005
HK$2,697 total
includes taxes & fees
23 Mar - 24 Mar
Cozy and pristine timberframe cabin
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

Middlebury Inn

Middlebury Inn

10/10 Excellent
"A wonderful historical place to stay. Wonderful staff and facilities. "
Christopher 1-night trip
Posted 8 hours ago
Middlebury Inn

Find out more about Chittenden

Search for holiday rentals in Chittenden on Expedia! You can easily find your home rentals, villas, holiday apartments in Chittenden using one of the methods below:

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Look no further and take a look at our great range of rental properties in Chittenden!

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?

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly: This holiday home rental outside of Chittenden is located on a lake, 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 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.