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

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Winter Season - Skiing, VAST trail, snowshoeing, tubing
Property grounds
Property grounds
Ski home in the Green Mountains
fire pit in large backyard

Reviews

9.8 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 12

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Outdoor Space

Explore the area

View in a map
Stockbridge, VT
  • Place, Les Newell Wildlife Management Area
    ‪4 min drive‬
  • Place, Roger Clark Memorial Central Library
    ‪5 min drive‬
  • Place, Pittsfield Town Hall
    ‪5 min drive‬
  • Airport, Rutland, VT (RUT-Rutland Southern Vermont Regional)
    ‪41 min drive‬

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Bunk Beds

Bedroom 4

2 Twin 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

About this property

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

Fantastic 5BR ski house located in private neighborhood in prime location in the heart of the Green Mountains. Enjoy true mountain living and winter fun - 15 miles to Killington. Hiking, biking, and tubing just around the river bend. Central to Killington, Rochester, Woodstock and Rutland, short drive to Stowe and Waterbury. Close to many ski areas for all seasons. Enjoy breathtaking foliage from the expansive deck. 5 bedrooms, king size main bedroom suite on its own floor with wood burning stove, ensuite full bath and dual walk in closets. Bunk room sleeps 4 with its own bathroom. Main floor queen bedroom with ensuite bathroom. Large living room w/ stone fireplace. Kitchen with double oven.
Lower level has 2 additional bedrooms and full bathroom with laundry room. Game room/2nd Living room also located on walk out lower level with sliding doors to additional deck and expansive yard with fire pit.
Covered parking for two cars. Storage galore for ski gear!
House also contains pack & play for infants
Our prices include all fees. No hidden fees.

Add dates for prices

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Exterior
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  • Washer
  • Dryer
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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed
Dogs Welcome
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the neighborhood

Stockbridge

Located in Stockbridge, this vacation 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 White River Golf Club. Liberty Hill Farm and Black Dog Sports are also worth visiting.
View more Vacation Homes in StockbridgeOpens in a new window
Map
Stockbridge, VT

What's nearby

  • Les Newell Wildlife Management Area - 4 min drive - 2.2 km
  • Roger Clark Memorial Central Library - 5 min drive - 6.5 km
  • Pittsfield Town Hall - 5 min drive - 6.9 km
  • White River Golf Club - 6 min drive - 8.3 km
  • Belcher Library - 6 min drive - 9.4 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
  • ‪Tozier's Restaurant - ‬13 min drive
  • ‪Clear River Tavern - ‬9 min drive
  • ‪Wild Fern - ‬3 min drive
  • ‪Original General Store - ‬6 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 does it cost to stay at "Whispering Pines" Ski House in the heart of the Green Mountains ?

As of Mar 18, 2026, prices found for a 1-night stay for 2 adults at "Whispering Pines" Ski House in the heart of the Green Mountains on Mar 22, 2026 start from $771, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite 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 ?

Check-out is at 11:00 AM.

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

Situated on a river, this vacation 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 mi (10 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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

10/10 Excellent

Bill H.

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

8/10 Good

Matt G.

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

8/10 Good

Ellen T.

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

10/10 Excellent

Katy A.

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

10/10 Excellent

sean c.

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

10/10 Excellent

Carlos Z.

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

10/10 Excellent

Dan T.

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

10/10 Excellent

Amelie R.

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

10/10 Excellent

Kim S.

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

10/10 Excellent

Abby P.

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

10/10 Excellent

Jackie D.

Liked: Cleanliness, communication, location, listing accuracy

Family home

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

10/10 Excellent

John M.

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

10/10 Excellent

Ronald C.

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

10/10 Excellent

Tracy P.

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

10/10 Excellent

Theresa K.

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

10/10 Excellent

Anthony K.

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
Verified

10/10 Excellent

Steve C.

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

10/10 Excellent

Soleil C.

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

10/10 Excellent

Abby P.

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

10/10 Excellent

Laura C.

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
Verified

10/10 Excellent

Rob C.

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
Verified

10/10 Excellent

Abby P.

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
Verified

10/10 Excellent

Peter Y.

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

10/10 Excellent

Verified traveler

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

Cozy cabin!

Whispering Pines was such a nice, cozy getaway for our annual ski trip! There was plenty of space for a big group- with large bedrooms and plenty of bathrooms spread throughout the house. We also loved the wood fireplace and comfy couches. Thanks for hosting us!The listing makes this clear, but you really do want 4WD for the road the house is on. Otherwise it was perfect, and the instructions were all very clear. Thank you!
Stayed 2 nights in Feb 2025
Verified

10/10 Excellent

Han Z.

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

About the host

Hosted by Kara and Shawn

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Languages:

English

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