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Vacation Homes in Chittenden

Our top choices for Chittenden vacation homes

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

9.2 out of 10, Wonderful, (38)
"Fantastic location for easy ski on ski off."
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace

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

2.0 star property
9.8 out of 10, Exceptional, (76)
"Beautiful area and gorgeous leaves. Liked having a weber grill."
Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

Cottage on east side of Lake Bomoseen, on-site boat slip included

9.4 out of 10, Exceptional, (13)
"We enjoyed out stay here and will be coming back."
Cottage on east side of Lake Bomoseen, on-site boat slip included

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

10.0 out of 10, Exceptional, (55)
"Cozy accommodations, great location, beautiful property, wonderful hosts."
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms

10.0 out of 10, Exceptional, (17)
"It was a wonderful stay in a beautiful home close to all of the places we wanted to spend time!"
Crisp and Clean Lakefront Home sleeps 8 in 4 Bedrooms

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

9.6 out of 10, Exceptional, (25)
"Absolutely loved it!!! Amazing house. Will definitely stay again!"
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

10.0 out of 10, Exceptional, (110)
"Nice rental for our family and the owner was very rsponsive."
Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

9.8 out of 10, Exceptional, (222)
"Our stay was amazing! The house offered everything we needed, was spacious and clean. Working with the owners was also easy. Would definitely recommend and stay again!"
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC.

Totally remodeled year round LAKEFRONT home with stunning views of Lake Bomoseen

10.0 out of 10, Exceptional, (41)
"Our granddaughter was getting married at Lake Bomoseen, only a short 3 or 4 minute ride from this beautiful house. We had our 4 grandchildren and their parents with us, this house let us spread out and have fun. We did not have good weather but that didn't stop my 8 year old granddaughter from jumping in the lake. We wish we could have enjoyed the outside more, but with a rainy weekend, we were so happy we had the expanse of this home. We played charades, games, made puzzles. This home has...
Totally remodeled year round LAKEFRONT home with stunning views of Lake Bomoseen

Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!

10.0 out of 10, Exceptional, (48)
"Our family had a great stay in Ludlow for a four day ski vacation. Tom and Patti were great hosts and their home is convenient to both Okemo and Killington. The hosts communicated well with us and their place was perfect for our needs (family of 4), clean, and convenient to downtown Ludlow and restaurants. "
Lake Rescue Vacation Home- Pets Welcome-Okemo and Killington close!!!

BRIDGEWATER RETREAT

10.0 out of 10, Exceptional, (7)
"A true gem."
BRIDGEWATER RETREAT

New Listing - Luxury log home with stunning views

10.0 out of 10, Exceptional, (31)
"Beautiful house on an amazing piece of property. The house was very comfortable for two families of four. It has everything you could need and more. The hosts were very responsive. We will definitely stay here again."
New Listing - Luxury log home with stunning views

Recently updated home with shared hot tub, pool, and easy ski access

8.4 out of 10, Very Good, (44)
"Great place"
Recently updated home with shared hot tub, pool, and easy ski access

Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

9.0 out of 10, Wonderful, (4)
"Big and spacious. "
The price is AED 727
AED 2,220 total
includes taxes & fees
4 Sep - 5 Sep
Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

Valley View Retreat is a tastefully decorated home. Beautiful views

10.0 out of 10, Exceptional, (2)
"The home was so comfortable and had a gorgeous view of the mountains. It was so convenient to the ski slopes. Our family of 4 really enjoyed our stay."
Valley View Retreat is a tastefully decorated home. Beautiful views

Killington ski house

9.4 out of 10, Exceptional, (35)
"Property owner was excellent! We enjoyed our stay."
Killington ski house

Brand new Aframe btw Okemo and Killington with a dock on Lake Rescue

10.0 out of 10, Exceptional, (3)
"The house was fantastic, soft furnishings made us feel right at home. Pool room in the basement was great fun. Great location, peaceful, comfortable and immaculately maintained home. Owners were super responsive for any questions and made us feel at ease. Thank you!"
Brand new Aframe btw Okemo and Killington with a dock on Lake Rescue

Off Grid Glamping Shed with River Access

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AED 215
AED 344 total
includes taxes & fees
4 Sep - 5 Sep
Off Grid Glamping Shed with River Access

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

9.4 out of 10, Exceptional, (29)
"Very clean, great beach access, and quiet community. Would stay again."
Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC
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