
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.

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.

Waterfront cottage walk-out suite.
Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front or 4 wheel drive vehicles with good all season or snow tires required in the winter. Not suitable for toddlers or young children.

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.

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

The Overlook - Views | Hot Tub | Fire Pits | Games
Escape to stunning mountain views at The Overlook. Just 5 min from Killington Resort, restaurants, and shops. Enjoy the peacefulness of this private cozy mountain chalet after a long day of adventure and unwind in the hot tub, game room, or by the fireplace. Convenient Level 2 EV charger compatible with all EVs at the chalet. 🏔️ Mountain View 🌄 Large decks and balcony 🏖️ Hot tub ⚽️ Game room 🍗 Propane grill 🍳 Fully stocked kitchen 🪵 Fire pit 🔥 Fire table ⚡️Level 2 EV Charger

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.

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

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!
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

Killington Chalet · Hot Tub · Sauna · Bikes & Skis

Dog heavenly! Private, beautiful and relaxing.

Scandinavian design Chalet hiking trail + hot tub

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba

Gorgeous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Luxury Glass Tiny House - Mountain View + Hot Tub
Family- and pet-friendly home rentals

Cabin on the Hill

Epic Views of the Green Mountains

Treehut - Secluded Treehouse in the Forest

Ranch at Mendon Mt Orchards

Mountain Getaway Pet friendly

Hideaway Cabin by the Stream on 27 Acres

Sculpted Earthen Yurt in Green Mtns

Stylish Vermont Cabin | Views · Trails · Luxe
Family-friendly home rentals with a pool

Luxury Condo Tucked in the Heart of Killington

Steps to Golf and Mountain Biking

Dog Friendly Mountain Condo w/Spa, Pool, Sauna

Lower Yurt Stay on VT Homestead

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking

Dream Catcher Farm

AC • Vermont Retreat • Dogs Welcome • Pool & Spa

Beautiful Spacious Condo at Killington Resort
Family-friendly home rentals with wifi

Kingsley Grist Mill Waterfall & Private Beach OMG

BEST Views! Close to Silver Lake + Woodstock VT

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

The Pico Pad - Base Condo - Ski in/Ski out
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 £113 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
- Rentals with a fireplace Pico Mountain Ski Resort
- Ski-in/ski-out rentals Pico Mountain Ski Resort
- Rentals with pools Pico Mountain Ski Resort
- Apartment rentals Pico Mountain Ski Resort
- Rentals with a patio Pico Mountain Ski Resort
- Fitness-friendly rentals Pico Mountain Ski Resort
- Family-friendly rentals Mendon
- Family-friendly rentals Rutland County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
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