Holiday houses in Pico Peak

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Top-rated holiday rentals in Pico Peak

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Guest favourite
A cozy living space features a large window providing natural light. A comfortable couch and chair are positioned around a coffee table. The room includes a spacious bed with a blue and black patterned blanket, while a 50-inch TV is mounted on the wall.
Condo in Killington
4.88 out of 5 average rating, 268 reviews

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.

Top Guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 180 reviews

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

Top Guest favourite
Cabin in Poultney
4.94 out of 5 average rating, 401 reviews

Waterfront Vermont Lake House w/ Panoramic Sauna

Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

Guest favourite
Home in Killington
4.95 out of 5 average rating, 73 reviews

Killington Chalet: Hot Tub, Fireplace, spacious 4b

Welcome to the Skye Ship Chalet, a brand new construction, PET FRIENDLY 4 bedroom 2 full bath cabin in beautiful VT. Enjoy our new 7 person hot tub which is open all year round. Our cabin is nestled in the beautiful green mountains of Vermont, Ideally located right in the heart of the Killington ski resort. Ample seating in kitchen for large family gatherings! Cozy up next to the wood stove in the winter months and feel comfortable in the summer months with AC in each room of the house.

Top Guest favourite
Chalet in Killington
4.97 out of 5 average rating, 109 reviews

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

Top Guest favourite
Tiny home in Ludlow
4.95 out of 5 average rating, 111 reviews

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Guest favourite
A bright living area features large windows that frame views of the surrounding forest. Natural light enhances the wood-paneled walls. A comfortable sofa and chair are positioned around a central coffee table. A small, modern wood stove provides warmth, creating a cozy atmosphere.
Cabin in Goshen
4.97 out of 5 average rating, 146 reviews

The Berghüttli: Glowing Swiss Hut in the Forest

The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

Top Guest favourite
Condo in Killington
4.98 out of 5 average rating, 184 reviews

Cozy Condo - AC & Pool. Close to Golf & Bike

Comfortable 1-bedroom Whiffletree condo with air conditioning & pool —minutes from Killington Resort, golf course and access road. Fully stocked with essentials and includes a locker for your gear. Relax and enjoy the onsite outdoor pool (Open Memorial Day - Labor Day). Easy access to summer fun and scenic Vermont trails! Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request. Killington Reg #004858

Top Guest favourite
The Kingsley Grist Mill is positioned alongside a flowing river, surrounded by trees showcasing autumn colors. A historic covered bridge is visible in the distance, enhancing the landscape. The building features multiple stories with varying textures and roof styles, reflecting its rich history.
Castle in Clarendon
4.98 out of 5 average rating, 515 reviews

Kingsley Grist Mill Waterfall & Private Beach OMG

One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.

Top Guest favourite
Home in Barnard
4.98 out of 5 average rating, 45 reviews

The Looking Glass, a modernistic escape

Welcome to The Looking Glass, a modernistic escape located in Barnard, Vermont! Nearby attractions include: • Woodstock – 11 miles (approximately 21 minutes) • Killington Resort – 25.4 miles (approximately 40 minutes) • Okemo Mountain Resort – 36 miles (approximately 53 minutes) • Mount Tom & Prosper Pogue hiking trails • Silver Lake State Park • Local coffee shops, restaurants, breweries, and Vermont shops

Guest favourite
A modern cabin stands surrounded by lush greenery, featuring a dark exterior that contrasts with the natural landscape. A spacious deck is supported by wooden beams, and large windows invite natural light. A stone wall borders the property, adding character to the setting.
Home in Killington
4.95 out of 5 average rating, 41 reviews

Skye Ridge Lodge: Private Hot Tub, Open Concept

Escape to this brand-new 3BR/2.5BA cabin just minutes from Killington Resort! Enjoy an open-concept living space with a full kitchen, outdoor sauna, A/C, wood-burning fireplace, and fast Wi-Fi. Relax on the deck with a BBQ, soak in the private hot tub, and take in stunning Green Mountain views. Perfect for summer getaways—hike, bike, or unwind in your peaceful Vermont retreat!

Top Guest favourite
A two-story gray house with an A-frame design is surrounded by trees. Large windows fill the front facade, allowing natural light inside. A spacious wooden deck features multiple seating areas and an umbrella, promoting outdoor relaxation.
Home in Mendon
5.0 out of 5 average rating, 53 reviews

The Old Home Place!

Find your happiness here! After a day of skiing, breathe in the fresh air and enjoy stunning views of Pico Mountain from our four season wrap around deck. Our 2023 home is a 4-bed, 4-bath home with fully equipped kitchen, high-speed Internet, streaming services, electric fireplace, work area, and more.

Popular amenities for Pico Peak holiday rentals