Chittenden Vacation Rentals

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Vacation Rentals in Chittenden

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (209)
"Very clean. Well equipped. Close to the ski slope."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (43)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (244)
"Would definetly go back. Enjoyable, quiet, just an enjoyable stay!"
Cozy Loft for two with Hot Tub & Mtn Views

Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D

8.6 out of 10, Excellent, (4)
"It was a great stay! Highly recommend "
Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D

Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

3.0 star property
9.6 out of 10, Exceptional, (9)
"Excellent location"
Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub

Ultimate relaxing vacation

9.8 out of 10, Exceptional, (194)
"The cottage was so cozy and comfy."
The price is ¥21,914
¥28,143 total
includes taxes & fees
Jul 10 - Jul 11
Ultimate relaxing vacation

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

10.0 out of 10, Exceptional, (496)
"Fantastic, will be back!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater

Classic Vermont Cabin on 2.5 acres Lake Frontage

9.8 out of 10, Exceptional, (108)
"Very quiet, well appointed cottage! So peaceful, beautiful scenery and VERY accommodating host!"
Classic Vermont Cabin on 2.5 acres Lake Frontage

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

2.0 star property
9.8 out of 10, Exceptional, (74)
"Beautiful area and gorgeous leaves. Liked having a weber grill."
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond

9.8 out of 10, Exceptional, (6)
"This property is absolutely amazing inside and out. It was perfect for our crew as we traveled through the area with a peaceful location to enjoy a warm wood-burning fireplace, and it's close enough to some great restaurants and local interest points to help make your trip a great time. I will 100% stay there again if/when I am back in the area."
The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond

SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

10.0 out of 10, Exceptional, (172)
"Great location for ski on/off, updated kitchen and bathrooms, quiet, spacious and comfortable. Plan on coming back."
SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (53)
"It was such a lovely stay. Everything was super tidy, clean, comfortable and cozy. We especially loved reading about the story of the build. Would absolutely recommend! "
The price is ¥17,750
¥28,226 total
includes taxes & fees
Jun 25 - Jun 26
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Secluded retreat in the trees

10.0 out of 10, Exceptional, (19)
"Quiet, comfy, large windows looking out on autumn foliage. Perfect for our central Vermont adventures."
The price is ¥20,380
¥36,735 total
includes taxes & fees
Jun 29 - Jun 30
Secluded retreat in the trees

Spacious country home, beautiful sunsets, 40 acres

10.0 out of 10, Exceptional, (32)
"Awsome place to stay for a week! "
Spacious country home, beautiful sunsets, 40 acres

5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

9.4 out of 10, Exceptional, (76)
"Great place to stay and great host!"
The price is ¥14,609
¥46,796 total
includes taxes & fees
Jul 6 - Jul 7
5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush

Beautiful, well-appointed, 1-bedroom apt with gorgeous views

10.0 out of 10, Exceptional, (45)
"Great stay and fantastic location. You will not be disappointed!!! "
Beautiful, well-appointed, 1-bedroom apt with gorgeous views

Yurt in Middlebury, Vermont

10.0 out of 10, Exceptional, (1)
"We thoroughly enjoyed staying in the yurt. It was a fun filled learning adventure and reminded us of how to wisely regenerate our resources (i.e. composting toilet) for supporting the land. It was a beautiful and peaceful location. "
Yurt in Middlebury, Vermont

Off Grid Glamping Shed with River Access

2.0 star property
The price is ¥8,546
¥13,664 total
includes taxes & fees
Jun 23 - Jun 24
Off Grid Glamping Shed with River Access

*Downtown Middlebury Waterfall Studio Apartment*

10.0 out of 10, Exceptional, (2)
"fantastic!"
*Downtown Middlebury Waterfall Studio Apartment*

Killington Mountain Ski resort five minutes away

9.6 out of 10, Exceptional, (124)
"Good location. Fit a few guys on a ski trip comfortably. Good sized rooms. Good communication with owner. "
The price is ¥15,924
¥52,032 total
includes taxes & fees
Jun 23 - Jun 24
Killington Mountain Ski resort five minutes away
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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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?

Lakefront home near ski resorts with water view, dock, deck, fireplaces, & W/D: This vacation home rental near Chittenden is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Chittenden?

Choose from 9 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.