Chittenden Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Chittenden holiday rentals

Smart TV, fireplace, DVD player, video library

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 family gathering at this property while enjoying a family wedding! Perfect space to enjoy time together."
United States
Kristen W.
The price is HK$4,583
HK$7,871 total
includes taxes & fees
9 May - 10 May
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
Outdoor dining

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, (4 reviews)
"All was so nice. The bed the coziness the cleanliness the location. "
United States
Sara B.
The price is HK$697
HK$1,308 total
includes taxes & fees
9 May - 10 May
Glamping hut with WiFi in Ripton, biking, hiking, skiing
Terrace/patio

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, (8 reviews)
"The accommodations were very lovely. The host was friendly."
United States
Serge
The price is HK$1,079
HK$2,376 total
includes taxes & fees
12 May - 13 May
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!
Property grounds

Secluded retreat in the trees

Secluded retreat in the trees
Roxbury
10.0 out of 10, Exceptional, (43 reviews)
"Lovely location with babbling brook next to the home. Everything was well stocked with nice amenities. Memory foam mattress was the most comfortable I slept on. Well maintained dirt road for about a mile or so to get there. All & all, excellent place to stay. "
United States
Tina
The price is HK$987
HK$1,913 total
includes taxes & fees
10 May - 11 May
Secluded retreat in the trees
Private kitchen

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 HK$776
HK$1,895 total
includes taxes & fees
10 May - 11 May
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Property grounds

Vermont Suite | 10 Min to Killington & Woodstock

Vermont Suite | 10 Min to Killington & Woodstock
Bridgewater
9.2 out of 10, Wonderful, (7 reviews)
"Overall, a great stay. "
United States
Meghan J.
The price is HK$627
HK$1,526 total
includes taxes & fees
18 May - 19 May
Vermont Suite | 10 Min to Killington & Woodstock
Fridge, microwave, oven, stovetop

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, (74 reviews)
"Welcoming host, nice amenities!"
United States
Aba E.
The price is HK$776
HK$1,308 total
includes taxes & fees
10 May - 11 May
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Fireplace, books

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (167 reviews)
"Highly recommend. It was the coziest cabin and in great location. We loved having a fire each night after skiing. Perfect pet friendly lodging. "
United States
Leah V.
The price is HK$1,692
HK$3,422 total
includes taxes & fees
11 May - 12 May
Stetson Hollow Cabin by Stetson Brook
Property grounds

Comfortable mountain gem with pool, mountain views, & indoor parking space

Comfortable mountain gem with pool, mountain views, & indoor parking space
Killington
8.6 out of 10, Excellent, (37 reviews)
"Property was just as advertised. Shuttle to the mountain is only a short 2-3 ride. The spa area was amazing. "
United States
Quinten M.
The price is HK$494
HK$2,185 total
includes taxes & fees
8 May - 9 May
Comfortable mountain gem with pool, mountain views, & indoor parking space
Dining

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 HK$599
HK$1,470 total
includes taxes & fees
10 May - 11 May
Cozy Rutland Retreat
Exterior

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk

5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Killington
9.0 out of 10, Wonderful, (15 reviews)
"The apartment was very comfortable, including a very convenient bathroom. There was everything we needed. Though the apartment did not look like the photo on the internet site. There was no street number on the building which made it difficult to find it. "
United States
lilya l.
5th-floor mountain-view condo, easy access to the slopes free shuttle or walk
Indoor pool

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 HK$580
HK$2,729 total
includes taxes & fees
8 May - 9 May
Resort condo with mountain views, full kitchen, and free WiFi
Fridge, microwave, oven, stovetop

Dreamy Artist Chalet in Secluded Historic Village

Dreamy Artist Chalet in Secluded Historic Village
East Warren
9.6 out of 10, Exceptional, (17 reviews)
"Loved the property. Clean, modern, great location."
United States
Richard
The price is HK$1,592
HK$3,204 total
includes taxes & fees
8 May - 9 May
Dreamy Artist Chalet in Secluded Historic Village
Fridge, microwave, oven, stovetop

Magnificent any time of year

Magnificent any time of year
East Warren
10.0 out of 10, Exceptional, (40 reviews)
"Magnificent Any Time of the Year was the perfect place for our family to stay and ski. The home is warm and cozy, well-equipped for cooking, and beautifully furnished. We especially loved that our lab was welcome—and he absolutely loved the heated floors!"
United States
Carol S.
The price is HK$1,097
HK$2,896 total
includes taxes & fees
22 May - 23 May
Magnificent any time of year
Exterior

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 HK$1,403
HK$2,291 total
includes taxes & fees
8 May - 9 May
Unique family-friendly Vermont cabin!
Living area

Killington condo 5 min to killington resort

Killington condo 5 min to killington resort
Killington
9.4 out of 10, Exceptional, (9 reviews)
"Great location!!"
United States
Nicholas C.
The price is HK$698
HK$2,418 total
includes taxes & fees
12 May - 13 May
Killington condo 5 min to killington resort
Exterior

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Ripton
10.0 out of 10, Exceptional, (12 reviews)
"Excellent facilities enjoyed staying there very much"
United States
Linda
The price is HK$2,005
HK$2,715 total
includes taxes & fees
10 May - 11 May
Private pet-friendly cabin in the woods w/ private campfire pit & screened porch
Fridge, microwave, oven, stovetop

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

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (14 reviews)
"Host was very responsive and the home was great! "
United States
Rebecca B.
The price is HK$987
HK$2,134 total
includes taxes & fees
9 May - 10 May
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Indoor pool

Welcoming condo near the slopes with free WiFi and full kitchen

Welcoming condo near the slopes with free WiFi and full kitchen
Killington
7.4 out of 10, Good, (32 reviews)
"Great location."
United States
Dustin S.
The price is HK$627
HK$2,290 total
includes taxes & fees
11 May - 12 May
Welcoming condo near the slopes with free WiFi and full kitchen
Interior

CozyDen - AC, Grill, Bike to Mountain, Porch!

CozyDen - AC, Grill, Bike to Mountain, Porch!
Killington
9.0 out of 10, Wonderful, (2 reviews)
"Place was clean and location was great"
United States
Berni H.
The price is HK$987
HK$2,134 total
includes taxes & fees
12 May - 13 May
CozyDen - AC, Grill, Bike to Mountain, Porch!
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

On The River Inn

On The River Inn

10/10 Excellent
"I booked a last minute reservation and was very pleasantly surprised. The hotel is beautiful! My room was large and I had a porch that looked out into a small pond and a park that had picnic tables. There were many areas throughout the hotel to socialize, including an outdoor area with a fire pit. Large game room in the second floor. Indoor pool on the ground level. Staff were friendly and professional. Highly recommend!"
Jane 2-night trip
Posted 11 hours ago
On The River 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?

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 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.