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Check prices for these dates

Next weekend
14 Mar - 16 Mar
In two weeks
21 Mar - 23 Mar
In one month
4 Apr - 6 Apr
In two months
2 May - 4 May

Compare 527 Vacation Homes in Chittenden with updated reviews, rates, and availability.

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

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

9.8 out of 10, Exceptional, (20)
"The gondola house was perfect for our group. It was spacious and comfortable. Loved having a bathroom on every floor. It was well stocked with everything we could’ve needed. I don’t have one bad thing to say about it. The hot tub was just lovely after a long day of skiing. Would not hesitate to rent this again and highly recommend it."
Private, new home near Skyeship gondola with four fireplaces, washer/dryer, WiFi
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
TV, fireplace

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

8.0 out of 10, Very Good, (2)
" short stay "
The price is AED 889
AED 1,971 total
includes taxes & fees
5 Mar - 6 Mar
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.
Modern Farm House…minutes to Okemo; 2 King beds!
Exterior

Modern Farm House…minutes to Okemo; 2 King beds!

9.4 out of 10, Exceptional, (10)
"We were a few families visiting for a ski weekend. Location was great and the house was clean, updated, and had plenty of space. Only thing we thought was inconvenient was the lack of spare TP! "
Modern Farm House…minutes to Okemo; 2 King beds!
BruinsDen - Ski On Ski Off (Home Stretch Trail)
Fridge, microwave, oven, stovetop

BruinsDen - Ski On Ski Off (Home Stretch Trail)

10.0 out of 10, Exceptional, (12)
"We had an absolute blast at this property. Perfect location for our intermediate skilled skiers. The large kitchen and dining area served our group so well. We just loved it!The hosts were extremely responsive and we would definitely rent this property again.loved having the hot tub already warmed for us when we arrived. The snow plow came to do the driveway so we could go in and out easily. Can’t wait to visit again! Thanks for a great stay."
The price is AED 1,015
AED 2,646 total
includes taxes & fees
31 Mar - 1 Apr
BruinsDen - Ski On Ski Off (Home Stretch Trail)
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
Fridge, microwave, oven, stovetop

Dog-friendly house with picturesque mountain view & near skiing - close to Okemo

9.8 out of 10, Exceptional, (49)
"This is a lovely home -- spacious, beautifully furnished, and well-located, about 15 minutes from Okemo & downtown Ludlow. 4wd recommended for winter visitors: the house is up a steep hill, and in January the road surface was packed-down snow, so it was slippery for cars without all-wheel-drive."
Dog-friendly house with picturesque mountain view & near skiing - close to Okemo
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (25)
"If you're looking for the perfect getaway near Killington, look no further than this incredible rental home! From the moment we stepped inside, we were blown away by how spacious and welcoming the property felt. It easily accommodated our large group, with plenty of room for everyone to relax and enjoy themselves.The home has such a cozy, homey atmosphere that made it hard to leave! We spent our evenings gathered around the real fireplace, which added so much warmth and charm to the experience....
Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Killington, Vermont Ski House w/ Hot Tub and Sauna
Property grounds

Killington, Vermont Ski House w/ Hot Tub and Sauna

9.4 out of 10, Exceptional, (84)
"The perfect home to come back to after a day of skiing with a sauna and hot tub to lounge in. So spacious and close to the mountain!"
Killington, Vermont Ski House w/ Hot Tub and Sauna
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
Interior

6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill

10.0 out of 10, Exceptional, (24)
"We had a great time and enjoyed our stay."
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn
Fridge, microwave, oven, stovetop

Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn

10.0 out of 10, Exceptional, (1)
"Was an amazing location with tons to do. Clean property and cozy!"
Peaceful house w/ mountain views, land, trails, fireplace, a/c, w/d, wifi, lawn
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
Outdoor dining

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

8.8 out of 10, Excellent, (23)
"Basic ski house, in cool spot. 10 mins from bear mtn. Would definitely stay here again. "
Dog-friendly cabin with forest setting, woodstove & deck - near Killington
Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!
5 bedrooms, desk, iron/ironing board, free WiFi

Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!

10.0 out of 10, Exceptional, (18)
"Our family’s ski getaway to Killington, Vermont, was absolutely unforgettable, thanks to this incredible house! From the moment we walked in, we felt at home. The spacious layout was perfect for our group—there was plenty of room for everyone to relax without feeling crowded, yet cozy enough to keep us all connected.One highlight was the amazing hangout spot for the kids. They were thrilled to have their own space to play, unwind, and make their own memories—it was a win for everyone! The...
Ideal Killington Escape! Hot tub, game room, grill, 2 fireplaces, pet-friendly!
Stunning 4 bed Timber Frame Ski Retreat on 6 acres
Fridge, microwave, oven, stovetop

Stunning 4 bed Timber Frame Ski Retreat on 6 acres

10.0 out of 10, Exceptional, (3)
"Loved our stay at this goegeous home! The house was beautifully appointed with very comfortable beds. We enjoyed preparing meals in the well equipped kitchen. Games and puzzles were provided for our enjoyment. The owner was super helpful and communication was easy and responsive. We didn't get to use the outdoor fire pit due to lots of snow and really cold temperatures, but it seems like it would be a highlight in better weather. Overall, this was a home run for our group! Highly recommend!!"
Stunning 4 bed Timber Frame Ski Retreat on 6 acres
NEW! Modern Log Cabin with Skiing & Work-Friendly Setup
Fridge, microwave, oven, dishwasher

NEW! Modern Log Cabin with Skiing & Work-Friendly Setup

10.0 out of 10, Exceptional, (1)
"We went skiing with another family at Sugarbush. Location was great. House was cozy and comfortable"
NEW! Modern Log Cabin with Skiing & Work-Friendly Setup
New w Views Of K, Sleeps 12-no bunks, Hot Tub, Sauna, 2mi to base 3 bd, 2.5b
Terrace/patio

New w Views Of K, Sleeps 12-no bunks, Hot Tub, Sauna, 2mi to base 3 bd, 2.5b

10.0 out of 10, Exceptional, (44)
"We had a spectacular stay! Ed was great. He was super helpful and a great host. His house was exactly what we needed. The pictures truly don’t do it justice. Plenty of room, high end finishes, charming decorations and breathtaking views of the mountain. Highly recommend this home!!!"
New w Views Of K, Sleeps 12-no bunks, Hot Tub, Sauna, 2mi to base 3 bd, 2.5b
Perfect Ski in Ski Out House with Fireplace & Hot Tub!!
Fridge, microwave, oven, stovetop

Perfect Ski in Ski Out House with Fireplace & Hot Tub!!

10.0 out of 10, Exceptional, (80)
"Our party enjoyed a great stay with epic snow!"
Perfect Ski in Ski Out House with Fireplace & Hot Tub!!
Luxury 7BR/6.5BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views
Outdoor dining

Luxury 7BR/6.5BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views

9.2 out of 10, Wonderful, (19)
"I loved the size and layout of this house. So many rooms and beds with lots of open communal space so we could all sleep comfortably but also all hang out in one room when we wanted to. The drive to Killington to ski everyday was so quick and easy and lots of food options around in both directions!"
Luxury 7BR/6.5BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views
Off Grid Glamping Shed with River Access
Property grounds

Off Grid Glamping Shed with River Access

2.0 star property
The price is AED 239
AED 370 total
includes taxes & fees
5 Mar - 6 Mar
Off Grid Glamping Shed with River Access
Cozy private country setting - 15 miles from Woodstock
Property grounds

Cozy private country setting - 15 miles from Woodstock

10.0 out of 10, Exceptional, (25)
"Stayed with my family for a long weekend and skied nearby. 4 of us total with two teenagers. House was immaculate and comfortable. Would definitely stay here again!"
Cozy private country setting - 15 miles from Woodstock
Roundabout Ridge
Exterior

Roundabout Ridge

9.2 out of 10, Wonderful, (22)
"The house was very stylish and clean! It was a stormy week - with lots of snow and wind - but the property manager came over to help clear out the snow mid-week and help us out. They even sent out an extra snow-plower to clean out the driveway. They really went above and beyond!"
Roundabout Ridge
Top of the Hill Modern Retreat
Interior

Top of the Hill Modern Retreat

10.0 out of 10, Exceptional, (1)
"I love this place! New and spacious. The kitchen has everything you need for the stay. My wife loves cooking in there. The only complaint is the water pressure is too weak. It is definite worth for families who love to cook."
The price is AED 744
AED 2,380 total
includes taxes & fees
26 Mar - 27 Mar
Top of the Hill Modern Retreat
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 property types in Chittenden

Mountain Green
Indoor pool

Mountain Green

2.0 star property
6.4 out of 10, (7)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is AED 686
AED 920 total
includes taxes & fees
10 Mar - 11 Mar
Mountain Green
Cozy Loft for two with Hot Tub & Mtn Views
Exterior

Cozy Loft for two with Hot Tub & Mtn Views

10.0 out of 10, Exceptional, (231)
"Lovely little cabin. Well built, well stocked, comfortable bed and great hot tub! Our host Jeff was helpful and all was well organized for a comfortable peaceful stay. Beautiful surroundings, set among trees and mountains."
Cozy Loft for two with Hot Tub & Mtn Views
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
TV, fireplace, DVD player, books

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

10.0 out of 10, Exceptional, (483)
"We had a great time at the cabin, our second year!! We plan to be back for a third season!!Everything was perfect, the coziness of the cabin was amazing. We were able to watch the Super Bowl again on the huge projection screen!! Hot tub was great after several long days of skiing and snowshoeing!!"
Romantic Retreat: Mt. Views, Hot Tub, Movie Theater
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.