Chittenden Vacation Rentals

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Our top choices for Chittenden vacation rentals

Cozy Loft for two with Hot Tub & Mtn Views

Cozy Loft for two with Hot Tub & Mtn Views
Granville
10.0 out of 10, Exceptional, (272)
"Very beautiful little cabin and very private we are definitely keeping this on are favorites list so we can stay again "
United States
Kevin B.
Cozy Loft for two with Hot Tub & Mtn Views

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
Killington
9.0 out of 10, Wonderful, (53)
"Clean and beautiful scenery "
United States
David
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Mountain Green

Mountain Green
2.0 star property
Killington
7.0 out of 10, Good, (15)
"Great communication from Jeff."
United States
Dennis
$264 nightly
The price is $290
Dec 15 - Dec 16
Total with taxes and fees
Mountain Green

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (215)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
$160 nightly
The price is $179
Dec 15 - Dec 16
Total with taxes and fees
Ultimate relaxing vacation

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access
2.0 star property
Killington
$349 nightly
The price is $394
Jan 5 - Jan 6, 2026
Total with taxes and fees
Killington Ground-Level 2BR/2BA Condo Walk-Out Patio, Easy Access

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
Granville
10.0 out of 10, Exceptional, (529)
"Clean, quiet, adorable."
United States
Bella M.
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
Rutland
9.4 out of 10, Exceptional, (3)
"Absolutely adored our stay! The cabin was cozy and had everything we could need and the hot tub was a huge plus after a long day of snowboarding. Would definitely come back!"
United States
Erin M.
$172 nightly
The price is $193
Dec 13 - Dec 14
Total with taxes and fees
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE
Killington
9.6 out of 10, Exceptional, (92)
"This condo provided everything we needed for a nice stay of skiing. We very much enjoyed our stay."
United States
Shawn C.
Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE

Stetson Hollow Cabin by Stetson Brook

Stetson Hollow Cabin by Stetson Brook
Warren
9.8 out of 10, Exceptional, (159)
"Great location and a great price. Perfect for 2-4 people who just want to get away to the peace of Vermont."
United States
James N.
$390 nightly
The price is $437
Dec 14 - Dec 15
Total with taxes and fees
Stetson Hollow Cabin by Stetson Brook

Killington Sapphire

Killington Sapphire
Killington
9.4 out of 10, Exceptional, (8)
"Everything we needed to enjoy your family trip!"
United States
Kristen B.
Killington Sapphire

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Tinmouth
10.0 out of 10, Exceptional, (179)
"Beautiful log cabin near mountains. Quiet and relaxing vacation to get away from it all. "
United States
Sandra B.
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service
Killington
9.4 out of 10, Exceptional, (64)
"Condo well equipped- hosts very responsive-pool area great! "
United States
gail m.
$256 nightly
The price is $289
Dec 15 - Dec 16
Total with taxes and fees
Snowshed & Ramshead Ski Lodges in walking distance plus shuttle service

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts
Killington
8.2 out of 10, Very Good, (38)
"Room was constantly too hot. Otherwise a great stay"
United States
Cameron M.
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

The Cabin that brings people together

The Cabin that brings people together
Bridgewater
9.6 out of 10, Exceptional, (82)
"This was our 3rd visit for an annual family reunion. Nice house with great space, and the yard is a great space to really spread out. The manager is very responsive and checks in periodically; they really want you to have a great stay. I highly recommend this vacation rental, and we’ll be back!"
United States
Peter L.
The Cabin that brings people together

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!
killington
9.6 out of 10, Exceptional, (17)
"Great place to stay. Central location, bedrooms spacious and common areas w/plenty of space to hang out."
United States
Scott B.
5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
Killington
9.8 out of 10, Exceptional, (60)
"Ski in/ Ski out Great locationJoel was very helpful and friendly. Really enjoyed our stay. "
United States
cynthia c.
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated

Killington Retreat

Killington Retreat
2.0 star property
Killington
9.8 out of 10, Exceptional, (17)
"It was clean and check-in was simple. "
United States
David M.
Killington Retreat

Water front home with large two tiered deck! 2 bathrooms 😂

Water front home with large two tiered deck! 2 bathrooms 😂
Castleton
9.4 out of 10, Exceptional, (107)
"My family enjoyed their stay very much. "
United States
Miriam N.
Water front home with large two tiered deck! 2 bathrooms 😂

Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12

Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12
Fair Haven
10.0 out of 10, Exceptional, (21)
"Lovely well kept home . Would recommend for anyone looking to spend some quality time on the lake . "
United States
Charles B.
Charming 3-bedroom + loft log cabin at Lake Bomoseen in Castleton, VT. Sleeps 12

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly

Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Ludlow
9.4 out of 10, Exceptional, (41)
"Lovely property and great location to outdoor activities."
United States
Ellen C.
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
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 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 $179 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.

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?

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!: Located near Chittenden, this vacation home rental is located near skiing and has a patio, a selection of games, and laundry facilities to put you at ease in your new surroundings. It has 5 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 hot tub.

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 Pico Mountain at Killington Ski Resort 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.