Chittenden Rentals
From $448 per night (USD)VRBO
Songbird Haven–majestic VT Timberframe, Dog-Friendly Home Along The White River
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the Vermont countryside any time of the year on over 7 acres alongside the White River. This home offers full amen ...
From $448 per night (USD)VRBO
From $1642 per night (USD)VRBO
Killington Big House: Largest Vacation Rental in Killington
- Bedrooms:
- 11
- Bathrooms:
- 12
- Sleeps:
- 30
Killington Big House is a large luxury vacation rental house renovated and fully upgraded, located in Killington, Vermon ...
From $1642 per night (USD)VRBO
From $507 per night (USD)VRBO
Private Post & Beam Home Ideal for Family or Group Gatherings
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This lovely 3,000 sq. ft. Post & Beam home is situated on a private 5 acre homestead in Killington, VT. The open floor ...
From $507 per night (USD)VRBO
From $476 per night (USD)VRBO
Beautiful Killington VT Ski & Mountain Bike 5 Season House
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Location: Killington, Vermont, USA (Pittsfield - 8 miles to Killington slopes) Accommodations: House, 5 Bedrooms + livi ...
From $476 per night (USD)VRBO
From $829 per night (USD)VRBO
Breathtaking Views & Walking Distance to the Fabulous Mountain Top Inn Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The mountain retreat has stunning views of the Chittenden Reservoir and horse pasture. Take in all of the beauty of the ...
From $829 per night (USD)VRBO
From $1167 per night (USD)Expedia
Beautiful New 5-bedroom Home Near Skiing, Hiking, Golf, Weddings, Lake, Foliage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Newly Constructed 5000 SF Home with five (5) large bedrooms, three (3) large bathrooms and a large wrap around cedar dec ...
From $1167 per night (USD)Expedia
From $1174 per night (USD)VRBO
5 BR 3.5 Bath Killington Home with Hot Tub, Huge Dining Table, K1 Parking pass
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
95 Rock offers a unique Killington vacation experience. It's hard to say which season is best suited for this secluded ...
From $1174 per night (USD)VRBO
From $726 per night (USD)Expedia
Lovely home close to hiking & skiing w/WiFi, firepit, balcony, wood stove, & W/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Mountain Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $726 per night (USD)Expedia
From $1069 per night (USD)VRBO
The Ridge Chalet, an A-Frame Killington home
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Ridge Chalet, Killington 3 Bedrooms plus 2 Bonus Rooms. NEWLY BUILT SOPHISTICATED A-FRAME STYLE HOME WITH CATHEDRAL ...
From $1069 per night (USD)VRBO
From $716 per night (USD)VRBO
Quintessential Vermont Cabin - 4 fireplaces, hot tub, and fire pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Currier Cabin is a home that offers quintessential Vermont living with both privacy and convenience. Property is located ...
From $716 per night (USD)VRBO
From $628 per night (USD)VRBO
Family & dog-friendly house in Killington
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Big open plan house, lots of light. Great for skiing, hiking, golf, or just taking it easy. Plenty of space to hangout, ...
From $628 per night (USD)VRBO
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Farmhouse: Fabulous views/Killington sking/, near MountainTop, & Midd/Castleton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful Farmhouse that sleeps up to 8 available for Castleton Univesity or Middlebury College campus weekends, ski vac ...
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From $1584 per night (USD)VRBO
New Listing - Luxury log home with stunning views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Situated on 31 acres this gorgeous 5 bedroom/4.5 bathroom, custom-built log home offers amazing views of the Green Mount ...
From $1584 per night (USD)VRBO
From $360 per night (USD)Expedia
Killington Vermont Ski and Snowmobiling House
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
This peaceful home is far enough from the commercial Killington Access Road and its crowds, yet not completely isolated. ...
From $360 per night (USD)Expedia
From $156 per night (USD)VRBO
Seasonal Rental! Luxury home w/hot tub 20 minutes to Killington
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3,000SF home located on 6 very private acres with lovely westerly views and a new hot tub in the private back yard. Pro ...
From $156 per night (USD)VRBO
From $889 per night (USD)Expedia
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This luxury home with scenic mountain views was designed for a relaxing getaway for a ski trip or summer adventure. Loca ...
From $889 per night (USD)Expedia
From $671 per night (USD)VRBO
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 9-10, Pet Friendly, Views & Grill
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Relax with family or friends at this pet friendly country cottage, sleeps 9-10, with mountain views. Sit on the deck ove ...
From $671 per night (USD)VRBO
From $400 per night (USD)Expedia
Cozy 3 Bedroom home near Killington
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our boutique style mountain chalet nestled in tall birch trees. Our fully equipped modern home is 5 mins to P ...
From $400 per night (USD)Expedia
From $266 per night (USD)VRBO
Pond View Cabin-Rustic 2 Bedroom-Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Pond View Cabin has two sleeping areas one is a private one-bedroom and an additional sleeping loft. The rustic cabin is ...
From $266 per night (USD)VRBO
From $806 per night (USD)Expedia
Spacious 4BR / 5 Bath Home - Hot Tub / Pool Table / Ample Private Outdoor Space!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled in the heart of the Green Mountains, this spacious and welcoming home is conveniently located just off Vermont's ...
From $806 per night (USD)Expedia
From $354 per night (USD)VRBO
Wonderful condo located near the pool and hot tub Highridge J6
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Highridge J6 Condominium Welcome to Highridge J6, a charming one-bedroom, one-bathroom condo perfectly situated at the b ...
From $354 per night (USD)VRBO
From $775 per night (USD)Expedia
House on The Rocks with EV Charger
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to "House on the Rocks" — the perfect place to bring your family on a unforgettable vacation. Nestled in Chitten ...
From $775 per night (USD)Expedia
From $630 per night (USD)VRBO
Luxury 4BR Wedding & Ski Retreat by Mountain Top Inn, Killington, and Pico!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Perfect for Families, Groups & Wedding Guests Welcome to your four-season Vermont getaway! This spacious 4-bedroom retr ...
From $630 per night (USD)VRBO
From $361 per night (USD)VRBO
Duplex Unit, 2 Mi to Chittenden Reservoir!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you’re looking to ski, hike, or boat in the beauty of Vermont, this 2-bedroom, 1-bath Chittenden vacation rental ...
From $361 per night (USD)VRBO
From $291 per night (USD)VRBO
Inviting Chittenden Apartment Near Pico Mountain!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Hike, boat, and ski from this wooded retreat. Nestled in nature's embrace, this serene 2-bed, 1-bath vacation rental is ...
From $291 per night (USD)VRBO
From $598 per night (USD)VRBO
Maple Mountain Lodge - Skiing, Mountain Biking, Hiking and More
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Maple Mountain Lodge! We are two sisters who are passionate about traveling and being exceptional hosts to ou ...
From $598 per night (USD)VRBO
From $641 per night (USD)VRBO
The Getaway: Relax with hot tub, fire pit, and mountain views—just 15 mins from Killington slopes!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this stunning 4-bedroom, 2-bathroom Cape nestled on 2.4 private acres with panoramic mountain views and the so ...
From $641 per night (USD)VRBO
From $528 per night (USD)Expedia
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
QUIET, WOODED PROPERTY ON KILLINGTON BORDER, minutes from slopes! Peak Hill is a newly rebuilt ski home on the border o ...
From $528 per night (USD)Expedia
From $892 per night (USD)VRBO
Rockwell Haus: modern cabin 14 min from Killington
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to Rockwell Haus, a newly-renovated 70s-inspired cabin nestled just 14 minutes away from Killington Mountain and ...
From $892 per night (USD)VRBO
From $1073 per night (USD)VRBO
Charming 3-bedroom house with WiFi, Hot tub, fitness room in Killington
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Unwind in Killington at this wonderful house. With 3 cozy bedrooms featuring a mix of queen, full, and twin beds, guests ...
From $1073 per night (USD)VRBO
From $265 per night (USD)VRBO
Welcoming 3-bedroom house in Mendon 15 minutes from Killington 9 minutes to Pico
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to this lovely house in Mendon. With 3 bedrooms including 2 queen beds and 1 bunk bed, this property offers a co ...
From $265 per night (USD)VRBO
From $736 per night (USD)Expedia
Window Seat to the Peaks: 4BR/3BA Retreat with Stunning Mountain Views, Near Killington Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled on 5.26 private acres just a mile from Green Mountain National Golf Course and 10 minutes from Killington Resort ...
From $736 per night (USD)Expedia
From $651 per night (USD)VRBO
NEW! Large 5-bedroom family-friendly home with WiFi and office
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to De Berg ("The Mountain" in Dutch), your perfect four-season mountain retreat in Pittsfield, Vermont! This spa ...
From $651 per night (USD)VRBO
From $502 per night (USD)VRBO
Blue Ridge Retreat-NEW Hot tub/Mountain Top Inn/Killington/VAST
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
*BRAND NEW HOT TUB!* *5 MINUTES TO MOUNTAIN TOP INN, PERFECT FOR WEDDING GUESTS!* We invite you to go off the beaten pa ...
From $502 per night (USD)VRBO
From $766 per night (USD)VRBO
NEW! Large 5-bedroom family-friendly home with WiFi and office
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Located in Pittsfield, VT this house is perfect for families or large groups. With 5 bedrooms including 3 full beds, 3 q ...
From $766 per night (USD)VRBO
Click For PricingExpedia
Chalet Suite - 2BR+Loft w/ Secure Mtn Bike Storage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the Killington Chalet Suite, located in picturesque Pittsfield, VT, just over the Killington border. Whether y ...
Click For PricingExpedia
From $161 per night (USD)VRBO
Cozy Apt Close to Chittenden Wedding Venue & Ski Areas
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A charming, woodland apartment just 2 miles from Mountain Top Inn & Resort and 20–25 minutes to Killington and Pico. Nes ...
From $161 per night (USD)VRBO
From $584 per night (USD)Expedia
Sugar Hollow-Summer Ready! 4BR w/ Pool & Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Sugar Hollow – A Serene Summer & Fall Retreat in Chittenden, Vermont Brought to you by GetAway Vacations Esc ...
From $584 per night (USD)Expedia
From $642 per night (USD)VRBO
Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Killington A-Frame is a stylish two-bedroom, two-bathroom mountain home tucked into a quiet hillside neighborhood in ...
From $642 per night (USD)VRBO
From $753 per night (USD)Expedia
5 minutes to Killington Access Rd. 3-bedroom house with AC.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Just 5-minutes to the Killington Access Rd! Our 3 bedroom / 2 Full bathroom home is perfect for your family and friend s ...
From $753 per night (USD)Expedia
From $416 per night (USD)VRBO
Bob's Sled Lodge – 2BR Killington Retreat Near Slopes & Trails
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up to forest views and the sound of a mountain stream at Bob's Sled Lodge, formerly Bob's Bungalow, your perfect ho ...
From $416 per night (USD)VRBO
From $533 per night (USD)Expedia
VT Cabin, close to Killington Mountain and lakes.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
This warm and welcoming Pittsfield/Killington cabin is ready to serve as your crew’s home-away-from-home! The bedrooms ...
From $533 per night (USD)Expedia
From $720 per night (USD)VRBO
Fern and Fox Chalet newly renovated secluded and private perfect family vacation home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Step inside to a beautiful 3-bedroom, 2-bath home with AC throughout and all-new furniture. The first floor offers a bri ...
From $720 per night (USD)VRBO
From $697 per night (USD)Expedia
4BR Killington Home Perfect for Families, Pet-Friendly
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Welcome to The Currier Crossing, a warm and welcoming 4-bedroom, 3-bathroom home nestled in the heart of Killington, Ver ...
From $697 per night (USD)Expedia