
Family-friendly rentals near Pico Mountain Ski Resort
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Top-rated family-friendly rentals near Pico Mountain Ski Resort
Guests agree: these stays are highly rated for location, cleanliness and more.

Hotel Chic - Home Comfort -Ski Easy.
HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS OUR ULTRA COZY RETREAT WAITS FOR YOU. MINUTES TO SEASONAL EVENTS, WEDDINGS, HIKING, MOUNTAIN BIKING, GOLF, PRIVATE POOL - JUNE/SEPT EASY ACCESS TO AT/LT. Pico-5 minutes Killington-15 minutes SUPERHOST RATED Air conditioned Fireplace, WIFI TV/living room & bedroom Adjustable queen bed Private covered porch Keypad check in Smoke free/Pet free Seasonal private pool NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children/pets.

Killington-Pico ski in/out Studio at base of Pico
At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

Ski on Ski off killington/ Pico mountain condo
Beautiful ski on ski off condo at the foot off Pico mountain ski resort. Free shuttle bus to Killington and Rutland at front door. 4th floor (top floor) condo with elevator. Balcony with view of Dears Leep overlook. Quiet top floor end unit. Full kitchen, 1 bedroom with seperate living room. Living room has pull out sofa bed and 54 inch t.v. and WIFI. Hike the Appalachian, Long and Catamount trails from your back door. 30 minutes from Woodstock. Please be sure to read and agree to house rules.

Updated large condo across from AT and skiing
Family friendly, large 3 bedroom condo across the street from hiking and skiing in Killington. WiFi, cable TV, large gathering areas, spacious bedrooms, updated kitchen, and unlimited free firewood in winter. Plenty of après-ski chic touches make this a stylish yet comfortable retreat. 2 minute drive to Pico, 2 min walk to Appalachian Trail! Whether skiing, hiking, playing tennis, swimming, or game nights and cooking at-home meals with friends, this updated condo is a perfect spot to get away.

Jack S'Bearo- AC, Pool, Mountain Views, Hiking Gym
Ahoy, ski enthusiasts! "Jack S'Bearo" - a renovated 1-bed, 1-bath on Pico Mountain, VT, offers an exhilarating ski experience steps from the lift and a shuttle to Killington Resort. The new kitchen, wood-burning fireplace, and balcony make it a haven for relaxation. This ski on/ski off treasure boasts a cool design for easy access to the slopes. Grab your gear from the ski locker, step outside, and set sail to the lifts. Make "Jack S'Bearo" your pirate's cove, where adventure meets comfort!

Weasley's Enchanted Treehouse @ Vermont ReTREEt
Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

THE LOFT, stunning views from a timber framed barn
Welcome to "The Loft". A lofted space on the top floor of a timber framed barn. The owners are designer/builders who have combined the elements of old world craftsmanship with high tech efficiency to create a living space that is bright, airy and yet cozy. Powered by solar, this attached carriage barn is located on a quiet back road 3.5 miles from Woodstock Village and 3 miles from GMHA. The Loft has its own private entrance, parking and a sunset balcony. For more go to @theloft.vt

Ogden's Mill Farm
Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins. Please note not handicapped accesible.

105 Fox Hollow Village Pvt - Red Fox - Unit B-4
105 Fox Hollow Village is located near Pico and Killington ski areas. There are year round outdoor activities including access to trails for skiing/snowboarding, mountain biking, golfing, and hiking. Accommodations include 2 bedrooms, 2 full bathrooms (newly renovated), fully updated kitchen, living room, separate dining area, a mudroom at entrance, backyard access with sliding door, and a common pool area. No smoking/vaping, and no pets are allowed in or around the condo.

Killington VT Chalet - Lower apartment
Entire lower apt of Austrian Style home in Killington across from Pico Mtn offers beautiful views in a quiet setting with preserved forest and the Appalachian & Long Trail in our backyard. Only 2 miles to Killington Access Road. The apartment is the lower unit, owners occupy the upper unit. We are a ski family and are up early each morning. Previous reviews REQUIRED, no 3rd-party bookings. No partiers, smokers, or loud gatherings. No pets including service animals.

3BR at base of Pico Mountain!
Ski-on/Ski-off!! Our condo is at the base of Pico Mountain and offers amazing views from the private balcony. Enjoy all the benefits of being slope side of Pico Mountain while just 10 minutes away from Killington Resort! Pico Mountain offers 57 trails with 6 lifts and is a family-favorite to avoid some of the weekend crowds at Killington. Less then 1 mile from the Long Trail and Deer Leap overlook hiking trail. Both fantastic must-do hikes when in the area!

AC • Vermont Retreat • Dogs Welcome • Pool & Spa
Coffee on the patio. Mountains turning gold. Your dog already halfway down the trail. That’s summer and fall at The Woods. This spacious dog-friendly 2BR sleeps 6 and features a full kitchen, fireplace, private deck, and access to the indoor pool, hot tub, and spa. Minutes from Killington Bike Park, hiking, golf, and restaurants, it’s the perfect home base for Vermont adventures. Bring the crew. Bring the pup. This is the place guests rebook before checkout.
Popular amenities for family-friendly rentals near Pico Mountain Ski Resort
Family-friendly home rentals with a hot tub

Cozy Bow House Perched in Trees w/ Hot Tub & View

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub

Steps to Golf and Mountain Biking

Killington Chalet - Hot Tub, Sauna, Boot Dryer

Scandinavian design Chalet hiking trail + hot tub

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST

Canyons Unit: Skyeship Gondola 2 miles w/HOT TUB

Newly Renovated, Hot tub, 2min to Killington lift
Family- and pet-friendly home rentals

Hillside Cottage @ The Mettawee Retreat

Treehut - Secluded Treehouse in the Forest

Mountain Getaway Pet friendly

100 Acres Views & Creek near Woodstock/Killington

Sculpted Earthen Yurt in Green Mtns

Love Shack Yurt on Star Lake (100% off grid)

1958 Classic "Hunting Cabin" w/ Breathtaking Views

The Guest House at Sky Hollow
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Ranch at Mendon Mt Orchards

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Moon Valley Country Retreat no clean fee pets yes

Lower Yurt Stay on VT Homestead

Dream Catcher Farm

Beautiful Spacious Condo at Killington Resort

Newly renovated ski retreat at Killington
Family-friendly home rentals with wifi

Kingsley Grist Mill Waterfall & Private Beach OMG

Charming Vermont Schoolhouse

Howling Wolf Farm Yurt--A Magical Glamping Retreat

Ski On/Ski Off Condo Pico/Killington Mountain

The Barnbrook House

Cedar Wood Lodge

One Room School House. No Cleaning Fees!

The Slippery Slope Chalet: Ski-In/Ski-Out Pico
Quick stats about family-friendly rentals near Pico Mountain Ski Resort

Total holiday rentals
Explore 30 holiday rentals in Pico Mountain Ski Resort

Nightly prices starting at
Pico Mountain Ski Resort holiday rentals start at $193 SGD per night before taxes and fees

Verified guest reviews
Over 910 verified reviews to help you choose

Holiday rentals with a pool
10 properties feature pools

Wifi availability
30 of Pico Mountain Ski Resort holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pico Mountain Ski Resort rentals

4.8 Average rating
Pico Mountain Ski Resort stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washing machine and dryer Pico Mountain Ski Resort
- Ski-in/ski-out rentals Pico Mountain Ski Resort
- Rentals with a patio Pico Mountain Ski Resort
- Rentals with pools Pico Mountain Ski Resort
- Apartment rentals Pico Mountain Ski Resort
- Rentals with a fireplace Pico Mountain Ski Resort
- Fitness-friendly rentals Pico Mountain Ski Resort
- Family-friendly rentals Mendon
- Family-friendly rentals Rutland County
- Family-friendly rentals Vermont
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