Chittenden Holiday Rentals

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Holiday Rentals in Chittenden

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (41)
"Like property— sad the lift that made it ski and in out was closed due weather conditions "
The price is AU$926
includes taxes & fees
26 Dec - 27 Dec
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Loft for two with Hot Tub

10.0 out of 10, Exceptional, (222)
"We had the best time at Jeff’s perfect cozy ‘little loft’! It exceeded expectations! We especially enjoyed the hot tub after long days of skiing!"
Cozy Loft for two with Hot Tub

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (178)
"We had a lovely time, and Dan was very accommodating, especially when we had to delay our trip by a day due to a snow storm!"
The price is AU$291
includes taxes & fees
6 Jan - 7 Jan 2025
Ultimate relaxing vacation

Stetson Hollow Cabin by Stetson Brook

9.8 out of 10, Exceptional, (134)
"Cabin had everything we needed and more. We found it to be a great location for the small day trips we did to surrounding towns. Location is just gorgeous. "
The price is AU$755
includes taxes & fees
23 Jan - 24 Jan 2025
Stetson Hollow Cabin by Stetson Brook

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

8.6 out of 10, Excellent, (26)
"We were a bit disappointed with this property. The pictures are a bit misleading as it felt dark and stuffy, which we didn’t expect. There was a strong cigarette odor that was hard to adjust to and the room kept dropping down to very cold temperatures (50s) even after we adjusted the thermostat. This was stressful since we have a 15 month old and were worried about her being too cold all night. The deck was completely blocked by a mound of treacherous ice from water dripping off the roof, which...
Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts

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

10.0 out of 10, Exceptional, (473)
"The cabin was amazing, the design and decor is perfect and the space is perfect. The hot tub and fire pit were so lovely in the evening, and the movie theatre was also excellent for watching TV and films. Jeff was an excellent host, super friendly and helpful and the area was lovely and quiet, very peaceful. Thanks again! "
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Amazing Mountain Condo - Right across the street to Killington Resort

9.8 out of 10, Exceptional, (167)
"Property was nice. Great pool area. "
Amazing Mountain Condo - Right across the street to Killington Resort

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

9.8 out of 10, Exceptional, (18)
"Gorgeous property with everything that we needed! It was relaxing and comfortable for everyone. The kids had a blast! The property management team was great with communication and offered early check in and late check out. Would absolutely stay here again!"
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (197)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Ski-in/ski-out condo with W/D, indoor pool, & hot tub

9.0 out of 10, Wonderful, (19)
"Property was great and was clean with exception of the shower curtain that could use replacing but other than that it was great. We would stay again."
Ski-in/ski-out condo with W/D, indoor pool, & hot tub

Dog-friendly cabin with forest setting, woodstove & deck - near Killington

8.8 out of 10, Excellent, (19)
"Very peaceful & relaxing. "
Dog-friendly cabin with forest setting, woodstove & deck - near Killington

Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

8.8 out of 10, Excellent, (13)
"The property was exactly as advertised and clean. The pool was open and it was a good option to relax. The acces to parking was terrible - muddy, sandy, icy gravel. It is clear that nobody was thinking about this at all. The access to lifts was not ski in/out, but shuttle was great, and running all time! There was a ski locker, which was convenient, though nobody told us about it and we figured it out ourselves. Card for pool did not work but the office was open and provided the correct one,...
The price is AU$687
includes taxes & fees
5 Jan - 6 Jan 2025
Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes

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

10.0 out of 10, Exceptional, (160)
"Wonderful property, gracious hosts, zero complaints"
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.

Dog-friendly cottage on acreage with nearby creek & wood stove

9.0 out of 10, Wonderful, (55)
"The house was cute, and the location was good. We liked the woods and stream around the house and the quiet road it was on. The views of the woods out the windows were lovely. There were a few old board games for the kids, but not much else for them to do when it was raining. The TV worked well, and we had internet. The bed downstairs was a little hard and the sheets looked old. Some of the furniture was obviously old, but we didn't use a lot of it anyway. The kids stayed in the loft and...
Dog-friendly cottage on acreage with nearby creek & wood stove

Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

9.2 out of 10, Wonderful, (66)
"Best place to visit for fall leaf peeping! Very enjoyable experience "
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail

Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

9.4 out of 10, Exceptional, (25)
"Beautiful property with amazing view of the lake the directions were a little off according to the website but we found it very enjoyable and relaxing stay"
Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi

9.0 out of 10, Wonderful, (18)
"The house was clean. The kitchen and rooms worked great for our Thanksgiving celebration. "
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi

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

8.4 out of 10, Very good, (25)
"Dishes were dirty, that's the plates, pots, pans, silverware, glasses, and cooking utensils. Parking garage was great. The dish washer leaked only to find out it was broken."
The price is AU$524
includes taxes & fees
30 Dec - 31 Dec
Comfortable mountain gem with pool, mountain views, & indoor parking space

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

9.8 out of 10, Exceptional, (30)
"We had a lovely time at the Arched Chalet for my family's annual vacation in Vermont. It was very comfortable, well-appointed, and in a great location. Even in the summer heat we did not need the AC - it was so comfortable with the fans and the lower level is naturally cool. Great location near Camp Plymouth (we went to the lake twice), and restaurants/shops in Ludlow and Woodstock."
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

☆ SKI ON & OFF ☆ Spruce Glen C on Great Eastern Trail w/AC, Sauna, Fireplace

9.6 out of 10, Exceptional, (60)
"Very comfortable stay. Convenient to Killington, Woodward reservoir, and Woodstock not far away. Great communication. "
☆ SKI ON & OFF ☆ Spruce Glen C on Great Eastern Trail w/AC, Sauna, Fireplace
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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Other types of properties in Chittenden you may be interested in

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (66)
"A beautiful place- great amenities and spectacular views. It is remote and we were very thankful that there were plenty of on site EV chargers"
The price is AU$567
includes taxes & fees
29 Dec - 30 Dec
The Mountain Top Inn & Resort

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 star property
7.2 out of 10, Good, (1002)
"Clean rooms great lobby decent food, amazing employees"
The price is AU$346
includes taxes & fees
15 Jan - 16 Jan 2025
Killington Mountain Lodge, Tapestry Collection by Hilton

Comfort Inn Rutland - Killington

2.5 star property
8.0 out of 10, Very good, (1008)
"Very Professional and Friendly."
The price is AU$268
includes taxes & fees
16 Jan - 17 Jan 2025
Comfort Inn Rutland - Killington
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.

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?

Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi: This holiday home rental outside of Chittenden offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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 can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Chittenden?

Choose from 8 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. Pico Mountain at Killington Ski Resort and Pico Peak 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.