Pico Peak vacation rentals

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Top-rated vacation rentals in Pico Peak

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Top guest favorite

A rustic cabin nestled among tall trees, featuring a porch with sliding glass doors. A wooden picnic table is positioned on the deck, surrounded by a natural forest landscape. The ground is covered with pine needles and soft earth, enhancing the secluded atmosphere.

Tiny home in Castleton

4.99 out of 5 average rating, 107 reviews

Cabin-by-the-falls

One-bedroom cabin, one double bed, for those who want tranquility. Parking at the main house and then a short walk downhill, then a level rocky trail to the cabin, which is located at a stream and waterfalls. There is a composting toilet, electricity and water. Wifi at main house, on deck, 5 mins walk. Wood burner in cabin, and propane stove in outside kitchen. A stand pipe (potable) or water from nearby stream (non-potable). There is a deck overlooking the stream with a picnic table.

Guest favorite

A natural rock formation is seen beside a clear, turquoise swimming area, framed by lush greenery. Smooth, textured rocks lead to the water's edge, creating an inviting atmosphere for outdoor activities. Sunlight reflects off the water's surface, enhancing the serene setting.

Condo in Killington

4.85 out of 5 average rating, 265 reviews

Comfy ski in/out studio at base of Pico-Killington

Studio at the base of Pico with a balcony. Free shuttle service from my place to Killington, which is 10 minutes away.Brand new sofa bed with a pillow top. Room divider. Lots of TV channels with Xfinity. Luggage cart and elevator for easy access. Fast Wi-Fi. Free ski locker with one key for each guest. There is a laundry room with coin operated machines. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for one day. No daily cleaning service. No parties. Free parking

Top guest favorite

Two red adirondack chairs are positioned on a grassy area overlooking a calm pond. The water reflects a tree-lined shoreline under a partially cloudy sky. A wooden dock extends into the water, enhancing the tranquil outdoor setting.

Apartment in Pittsford

4.99 out of 5 average rating, 138 reviews

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.

Guest favorite

A close-up of a modern keypad lock is displayed, featuring numeric buttons and a lever handle. The lock is mounted on a wooden door, showcasing the wood grain texture.

Condo in Mendon

4.93 out of 5 average rating, 107 reviews

Hotel Chic - Home Comfort -Ski Easy.

HOTEL CHIC - SKI EASY Elegant - Cozy - Spotless Our condo is located minutes from Pico & Killington, 🥾AT&LT, 💍wedding venues, 🚴‍♀️mountain biking, ⛳️golf and many local events. Superhost level comfort welcomes you! OUR ULTRA COZY RETREAT WAITS JUST FOR YOU ⛷️Pico -5 minutes ⛷️Killington -15 minutes 🥾Minutes from LT/AT •Squeaky Clean •Fireplace, TV, WIFI •Seasonal Pool(towels provided) •Private covered porch •Keypad check in •Smoke free/Pet free NOTE: Condo regs allow 2 adults(21yrs)

Guest favorite

A set of glass doors opens to a spacious outdoor area featuring a stone fire pit surrounded by blue chairs. Lush greenery forms the background, enhancing the tranquil setting. Natural light streams in, highlighting the inviting atmosphere of the space.

Tiny home in Clarendon

4.9 out of 5 average rating, 229 reviews

Secluded tiny house resort - DOG FRIENDLY

New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

Top guest favorite

The exterior of a historic guesthouse is shown, featuring white siding and classic black shutters. The structure is located amidst lush green grass and trees, with a red barn visible in the background. A gentle sunset casts a warm glow over the scene.

Guesthouse in Wallingford

4.98 out of 5 average rating, 697 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Top guest favorite

A stone fireplace is seen with warm flames flickering from burning logs. The fire creates a cozy ambiance against the rustic stone backdrop, while the wooden floor reflects the light from the fire, enhancing the inviting atmosphere of the space.

Cottage in Windsor

4.97 out of 5 average rating, 393 reviews

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.

Guest favorite

An inviting loft space features wooden ceiling beams and warm lighting on the walls. A spacious bed with a textured coverlet is positioned on a wooden platform, inviting restful sleep. A small window allows natural light to filter in, enhancing the cozy atmosphere.

Cabin in Pittsfield

4.98 out of 5 average rating, 157 reviews

Tiny Vermont Cabin!

Newly built tiny cabin in the woods of Vermont! Perfect for a quiet get away and close by outdoor fun! Killington and Pico Mountain is 15 minutes away! Sugarbush is 50 minute drive. Coming to Pittsfield for a wedding? Riverside Farm is only .7 of a mile down the road! MUST have AWD/4x4 for winter access on dirt road and driveway. Cozy up by the newly added propane fireplace with an easy click of a button! Come experience the winter beauty Vermont has to offer!

Guest favorite

Condo in Killington

4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy electric fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

Top guest favorite

A wide road is seen lined with trees, providing shade on a sunny day. Buildings of various heights, including historic red brick structures, line the street. A clear view of the skyline is provided, showcasing the local architecture and inviting outdoor space.

Apartment in Rutland

4.96 out of 5 average rating, 609 reviews

Your home away from home

Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

Top guest favorite

A natural river setting is displayed, with smooth, light-colored rocks lining the water's edge. Three guests enjoy the space; one is seated on a rock near the water, while another sits above, and a third is partially submerged in the gentle current.

Castle in Clarendon

4.98 out of 5 average rating, 468 reviews

Kingsley Grist Mill, w/ Private Beach & Waterfall

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 history, the romance, the breakfast, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. Come make history with us ! Near Killington & Okemo Mtns.

Top guest favorite

A rustic red shed is situated in a landscaped area surrounded by trees. Four green Adirondack chairs are arranged around a stone fire pit, creating an inviting space for outdoor gatherings. The lawn is well-kept, providing a serene setting.

Apartment in Chittenden

5 out of 5 average rating, 248 reviews

Vermont Country Suite

Located in Chittenden, VT, we are in the heart of the Green Mountains. We are just down the road from the Mountain Top Inn wedding venue and Cross Country Skiing Center. The apartment is an easy 15-20 minute drive to Pico and Killington ski areas. The suite is perfect for winter and summer adventuring or just a quiet get away in Vermont.