Chittenden Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Chittenden vacation 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.
$897 nightly
The price is $1,005
May 5 - May 6
Total with taxes and fees
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.
$149 nightly
The price is $167
May 5 - May 6
Total with taxes and fees
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
$265 nightly
The price is $297
May 7 - May 8
Total with taxes and fees
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, (41 reviews)
"We had a great time staying in this house. For our family, it was comfortable, clean and bright and had everything we needed. "
United States
David R.
$215 nightly
The price is $241
May 5 - May 6
Total with taxes and fees
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.
$216 nightly
The price is $242
May 5 - May 6
Total with taxes and fees
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.
$171 nightly
The price is $187
May 5 - May 6
Total with taxes and fees
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.
$175 nightly
The price is $196
May 5 - May 6
Total with taxes and fees
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.
$391 nightly
The price is $438
May 5 - May 6
Total with taxes and fees
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
8.4 out of 10, Very Good, (36 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.
$247 nightly
The price is $279
May 5 - May 6
Total with taxes and fees
Comfortable mountain gem with pool, mountain views, & indoor parking space
Dining

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (7 reviews)
"Very nice place to stay in Rutland."
United States
Dave M.
$168 nightly
The price is $188
May 5 - May 6
Total with taxes and fees
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.
$221 nightly
The price is $250
May 5 - May 6
Total with taxes and fees
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.
$308 nightly
The price is $348
May 5 - May 6
Total with taxes and fees
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
$365 nightly
The price is $409
May 5 - May 6
Total with taxes and fees
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.
$318 nightly
The price is $356
May 6 - May 7
Total with taxes and fees
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.
$262 nightly
The price is $294
May 5 - May 6
Total with taxes and fees
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.
$273 nightly
The price is $309
May 5 - May 6
Total with taxes and fees
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
$316 nightly
The price is $345
May 5 - May 6
Total with taxes and fees
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.
$241 nightly
The price is $272
May 5 - May 6
Total with taxes and fees
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.
$259 nightly
The price is $292
May 5 - May 6
Total with taxes and fees
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.
$241 nightly
The price is $272
May 5 - May 6
Total with taxes and fees
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

8/10 Good
"The room was large and clean (except that the grout needed redoing) and the during the refresher night housekeeping appeared to leave our room before they finished (but it was basically done). The breakfast was really good and more than enough to keep us most of the day. There is a game room which looked good for the kids (or kids at heart). There is also a library with board games and a really old, broken and completely slanted pool table. The pool and sauna look really nice, although we did not use them. The hotel offered s'mores at dusk and had coffee and water available all day. It also has access to the river but, in early May, the yard area to the river was nothing special. The restaurant had good food and the drinks were worth the price. Although, generally, we liked the hotel, I'm still on the fence if it was worth $300/night. Generally, it probably is."
Jill A 2-night trip
Posted 3 hours ago
On The River Inn

Find out more about Chittenden

Everything you need to know about Chittenden vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chittenden vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chittenden vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chittenden in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $196 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chittenden rentals

At Expedia, we put the best Chittenden vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Chittenden?

Yes, we have vacation rentals close to top sights in Chittenden, or you can select a more secluded option if you're looking for relaxation. 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 vacation home rentals that Chittenden has to offer?

Water front home with large two tiered deck! 2 bathrooms 😂: This vacation home rental near Chittenden is located on a lake and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Chittenden?

Choose from 10 Expedia vacation rentals in Chittenden for a memorable vacation.

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 larger area.

What are vacation rentals like in Chittenden?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Chittenden. Vacation rentals feature amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.