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Our top choices for Chittenden holiday rentals

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
chittenden
10.0 out of 10, Exceptional, (30 reviews)
"We had a great time and enjoyed our stay."
United States
Nicole R.
The price is £751
includes taxes & fees
19 May - 20 May
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill

Glamping hut with WiFi in Ripton, biking, hiking, skiing

Glamping hut with WiFi in Ripton, biking, hiking, skiing
Ripton
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful, magical location, and prompt communication."
United States
Alex
The price is £128
includes taxes & fees
20 May - 21 May
Glamping hut with WiFi in Ripton, biking, hiking, skiing

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (43 reviews)
"Very cozy and easy check in!"
United States
Emily R.
The price is £180
includes taxes & fees
20 May - 21 May
Secluded retreat in the trees

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (18 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
The price is £309
includes taxes & fees
19 May - 20 May
Dreamy Artist Chalet in Secluded Historic Village

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Sharon
10.0 out of 10, Exceptional, (9 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is £226
includes taxes & fees
20 May - 21 May
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (167 reviews)
"Perfect spot for our 3 day ski trip. Very nice and cozy cabin! Quiet area and the owners were great with making sure all was good. "
United States
Jeffrey C.
The price is £331
includes taxes & fees
24 May - 25 May
Stetson Hollow Cabin by Stetson Brook

Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful stay at a new and clean cabin. It was very cozy!"
United States
Emily J.
The price is £221
includes taxes & fees
1 Jun - 2 Jun
Unique family-friendly Vermont cabin!

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (8 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
The price is £143
includes taxes & fees
19 May - 20 May
Cozy Rutland Retreat

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 £260
includes taxes & fees
19 May - 20 May
Adorable cabin with screened porch and private fire pit

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!
Killington
10.0 out of 10, Exceptional, (2 reviews)
"Location near gondola was clutch (short 1 min drive). Super clean and layout of cabin was perfect for our group. We had a fair amount of snow and icy weather and our host kept the road and driveway clear."
United States
Jeremy F.
The price is £506
includes taxes & fees
19 May - 20 May
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

Vermont Suite | 10 Min to Woodstock & Killington

Vermont Suite | 10 Min to Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (5 reviews)
"We had a lovely time in Woodstock Vermont. The Bridgewater Inn was cozy and perfect for our weekend get away"
United States
Rosie L.
The price is £146
includes taxes & fees
19 May - 20 May
Vermont Suite | 10 Min to Woodstock & Killington

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (75 reviews)
"Welcoming host, nice amenities!"
United States
Aba E.
The price is £124
includes taxes & fees
25 May - 26 May
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

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 £260
includes taxes & fees
19 May - 20 May
Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Killington Condo: Walk to Mountain, Pool & Hot Tub

Killington Condo: Walk to Mountain, Pool & Hot Tub
Killington
9.8 out of 10, Exceptional, (32 reviews)
"Excellent VRBO. Perfect location to the mountain. Condo was modern and clean and very comfortable. Would go back again!! "
United States
Sheri L.
The price is £253
includes taxes & fees
19 May - 20 May
Killington Condo: Walk to Mountain, Pool & Hot Tub

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 £260
includes taxes & fees
19 May - 20 May
Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

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

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
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 £183
includes taxes & fees
24 May - 25 May
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

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

Resort condo with mountain views, full kitchen, and free WiFi
Killington
8.8 out of 10, Excellent, (46 reviews)
"Great location. Great amenities. Great communication. "
United States
Jason B.
The price is £256
includes taxes & fees
19 May - 20 May
Resort condo with mountain views, full kitchen, and free WiFi

The Tower House | Hot Tub | Firepit | Dog-Friendly

The Tower House | Hot Tub | Firepit | Dog-Friendly
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Great place, near everything and great customer service!!"
United States
Patrick B.
The price is £490
includes taxes & fees
19 May - 20 May
The Tower House | Hot Tub | Firepit | Dog-Friendly

Gnome Home Mountain Ski Chalet w/Sauna Killington

Gnome Home Mountain Ski Chalet w/Sauna Killington
Stockbridge
10.0 out of 10, Exceptional, (4 reviews)
"Nice property in a beautiful location. Host was very responsive and informative. Thanks for the stay!"
United States
Gerald S.
The price is £368
includes taxes & fees
2 Jun - 3 Jun
Gnome Home Mountain Ski Chalet w/Sauna Killington

Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (41 reviews)
"Very nice place great owner"
United States
Joe
The price is £210
includes taxes & fees
19 May - 20 May
Robert Frost Mountain Cabins
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, apart-hotels, 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 £124 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?

Water front home with large two tiered deck! 2 bathrooms 😂: This holiday home rental outside of Chittenden is located on a lake, and has a patio, a garden 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Chittenden?

Choose from 11 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.