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"Whispering Pines" Ski House in the heart of the Green Mountains

Photo gallery for "Whispering Pines" Ski House in the heart of the Green Mountains

A wooden cabin with a sloped roof, large windows, and a stone chimney.
A stone fireplace with a built-in wood storage area and a metal door.
A hallway with a wooden door, a tiled floor, and a wall-mounted light fixture.
A wooden cabin with a balcony, surrounded by snow-covered trees.
A bedroom with a large bed, a desk, and a chair. There are curtains on the windows and a lamp on the nightstand.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Discover nearby landmarks
    Close to Green Mountain National Forest

Popular amenities

  • Patio
  • Barbecue
  • Pet-friendly
  • Refrigerator
  • Internet
  • Garage parking available

Explore the area

View map
Stockbridge, VT
  • Place, Killington Resort
    ‪20 min drive‬
  • Place, Pico Mountain at Killington Ski Resort
    ‪20 min drive‬
  • Place, Killington Peak
    ‪44 min drive‬
  • Airport, Rutland, VT (RUT-Rutland Southern Vermont Regional)
    ‪44 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Bunk Beds

Bedroom 4

2 Single Beds

Primary Bedroom 5

1 King Bed

4 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Garden
Dining area

Add dates for prices

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About the area

Stockbridge

Located in Stockbridge, this holiday home is in the mountains and on a river. Day Breaks Glass Studio and Playhouse Movie Theatre are cultural highlights, and some of the area's activities can be experienced at Killington Resort and Green Mountain National Golf Course. Liberty Hill Farm and Black Dog Sports are also worth visiting.
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Map
Stockbridge, VT

What's nearby

  • Killington Resort - 20 min drive - 28.6 km
  • Pico Mountain at Killington Ski Resort - 20 min drive - 28.3 km
  • Killington Peak - 44 min drive - 39.3 km
  • Sugarbush Ski Resort - 46 min drive - 63.7 km
  • Okemo Mountain Resort - 47 min drive - 67.5 km

Getting around

  • Randolph Station - 30 min drive
  • Rutland, VT (RUT-Rutland Southern Vermont Regional) - 45 min drive

Restaurants

  • ‪The Creek House Diner - ‬14 min drive
  • ‪Original General Store - ‬6 min drive
  • ‪Tozier's Restaurant - ‬13 min drive
  • ‪Clear River Tavern - ‬9 min drive
  • ‪Stony Brook Tavern - ‬7 min drive

Frequently asked questions

Is "Whispering Pines" Ski House in the heart of the Green Mountains pet-friendly?

Yes, pets are allowed at this property.

How much is parking at "Whispering Pines" Ski House in the heart of the Green Mountains ?

On-site parking is available at the property.

What time is check-in at "Whispering Pines" Ski House in the heart of the Green Mountains ?

Check-in begins at 4:00 PM.

What time is check-out at "Whispering Pines" Ski House in the heart of the Green Mountains ?

Checkout is at 11:00 AM.

Where is "Whispering Pines" Ski House in the heart of the Green Mountains located?

Situated on a river, this holiday home is steps from Green Mountain National Forest and 1.6 mi (2.6 km) from Les Newell Wildlife Management Area. Roger Clark Memorial Central Library and Pittsfield Town Hall are also within 6 miles (10 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 58 out of 67 reviews
Rating 8 - Good. 8 out of 67 reviews
Rating 6 - Okay. 1 out of 67 reviews
Rating 4 - Poor. 0 out of 67 reviews
Rating 2 - Terrible. 0 out of 67 reviews

9.4/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place, responsive hosts

Everything was great- perfect stay for a big group. 👍
Stayed 4 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was great for 2 families..Killington 20 mins away. Great fireplace.
Stayed 3 nights in Dec 2025
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy
Roomy house - perfect for two families.
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay for group trips!

Was with a group of 10 guys and the place was fantastic as had plenty of beds and bathrooms to accommodate all! Living and dining room offered lots of space, enjoyed the fireplace after a long day on the slopes!
Stayed 2 nights in Jan 2025
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy

Great Place.

We enjoyed the house. I will definitely come back.
Stayed 4 nights in Dec 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family trip

This is our second year staying here and it was fantastic. House has everything we need for a fun weekend of skiing/ snowboarding. Hope to keep coming back.
Stayed 3 nights in Mar 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

We really enjoyed our stay! The house is very spacious and we felt welcome. The hosts were nice and prompt to reply. Highly recommend!
Stayed 3 nights in Jan 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Killington Family Trip 2024

So much room! Well stocked, amazing fireplace. Would definitely stay there again.
Stayed 4 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Snowboarding Trip

We make this trip each year staying at different condos and this was by far one of the best. The condo has everything you need and it’s very clean.
Stayed 4 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Family home

Lovely large home for big family
Stayed 2 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent property!

We had a great stay! Semi-reunion with college friends, great location, quiet area, house was perfect for 4 couples, nestled in the trees. Plenty of room and kitchen had everything you would need. Back deck was great to relax outside amongst the trees.
Stayed 2 nights in Jul 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an amazing stay. house was perfect for a 12 person ski trip. Great location. Only issue we ran in to was - the weather was so cold that the pipes froze. Leaving 2 of the 4 bathrooms unusable.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

4th or 5th Time Staying

We love this house - it's perfect for a larger group, especially if there are kids in the mix. Plenty of space for everyone to spread out, but super cozy. Book it; you wont regret it :)
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy

Wonderful ski house !

House was perfect for our annual ski trip ! Fully stocked to cook meals, plenty of beds and extra space. Excellent communication with the house when I had a couple of questions. Would 100% stay there again !
Stayed 3 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Comfortable house for large group

House fit our group of 10 singles comfortably. Spent a couple nights where outside temp was—20F and house held up well and kept us warm and toasty! Host was easy to reach and great communication. Would stay again!
Stayed 2 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy and Warm

We had such a great time at this listing. It was the perfect distance away from Killington, but remote and secluded enough for us to unwind and relax in peace and quiet. The wood burning fireplace really gave it that cozy cabin feel and there was a lot of fun things to do in the house. We highly recommend this place and would stay again in a heartbeat.
Stayed 3 nights in Feb 2024
Response from VrboOwner on 26 Feb 2024
Thank you for the great review! We hope to host you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot!

Extended family stayed for a weekend wedding. The house had a great layout and all the bathrooms were convenient. Wi-Fi worked great and enough room in the living room for everyone
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

2nd Stay

This was our second time at Whispering Pines. We love it. It's the perfect house for large groups. We'll be back again next year :)
Stayed 3 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ski weekend

Whispering Pines was fantastic! After reading the positive reviews we decided to go with this property and we did not regret it. The house is spacious, clean and has everything we needed to make it an easy enjoyable weekend. The beds were comfy, location was great and we loved the large fireplace. Thank you for a great weekend, we would definitely stay here again!
Stayed 3 nights in Jan 2023
Response from VrboOwner on 7 Feb 2023
We're so glad you enjoyed your stay!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Accurately named

A few adults in my family gathered here for a long weekend together. The layout was great for shared meals and games as well as privacy when anyone needed to decompress. The setting is lovely, and the covered porches meant we could still sit outside during a persistent May rain
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Ski House

Had a wonderful time! Host was amazing!Inside was just perfect. Honestly….outside needed work. But hey….it is a winter place..you would never have noticed lolWill be back
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing stay at Whispering Pines!

From before reservation all the way through check out this has been one of my best rental experiences! Thank you Kara for being an excellent host. Communication was incredible throughout our stay and we truly enjoyed the home. So spacious for our group of 9 adults. If we come back to killington this will be our go to place! Thanks again!
Stayed 3 nights in Jan 2024
Response from VrboOwner on 1 Feb 2024
Thank you for the review! We're thrilled you enjoyed the home. We hope to host you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family get together

The house was great, everything we had hoped for and more. The pictures don’t do it justice. We had 9 adults in our group and there was plenty of room for us all on the sofas around the fireplace and we could all fit at the table to eat together.
Stayed 3 nights in Dec 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Third Stay! Wonderful Spot!

This is our third time staying - that should say enough :) We love it here. The house just has a great vibe & Is full of really wonderful memories for our group. Kitchen is smaller, but our big group watched the superbowl comfortably in the living room. Bedrooms are spread out (in a nice way). It's great location - we are skiers & Killington is an easy drive. We'll be back!
Stayed 3 nights in Feb 2024
Response from VrboOwner on 27 Feb 2024
Thanks for another great review! Hope to host you again next year!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent cozy wooded retreat

Whispering pines is everything that is advertised. It’s cozy, very clean, and close to ski resorts. This probably the most well-stocked stocked kitchen I’ve ever seen in a rental! Even the kitchen knives are sharp! There are also so many board games to play. We loved the setup of the upstairs living room that sows everyone to gather together.
Stayed 2 nights in Mar 2024
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