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Luxury Condo Tucked in the Heart of Killington

Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!

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Topridge 3BR w Foliage Views & Private Hot Tub!

Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

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Luxury Mid-Century Modern Vermont Home, Okemo View

The Brewster House is a premiere destination for skiing, hiking, enjoying the country or just lounging by the pool. Designed by renowned mid-century modern architect turned painter George W.W. Brewster, the Brewster House has been lovingly restored and updated, and filled with original, local art. With gorgeous views of Okemo and Hawks Mountain Wildlife Area, the Brewster House is close to incredible dining, great art galleries, and antique shops. Come bask in beauty and relax completely!

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Specials Ski-in Ski-Out Cozy Mountainside Condo

Come relax at our cozy retreat after a day of skiing or golf. 36 challenging holes or Ski-in/out from your door. Sweeping mountain views, vaulted ceilings, huge sleeping loft & fireplace, this open concept home is a great escape for couples/families. Strong Wi-Fi & dedicated office space make it easy for distance working. 4 smart TVs & plenty of games/toys for relaxing at home too! Plus our guests have access to all Quechee Resort amenities like gym/sauna/pools/beach/racquet/dining & more…

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The Wheelock House- Family Home in Quechee

The Wheelock House is the ideal Quechee escape! Easy access to all Quechee and the Upper Valley has to offer. Under a mile to the club & ski hill, the location makes vacationing here a dream. In fall, pick apples at the orchard on our road. In winter, you can pop back-and-forth to the ski hill with ease, or snowshoe right out the back door on the green belt trails. In summer, enjoy two world-class golf courses, the lake, and beautiful rivers. Easy access to Dartmouth, Woodstock, & ski resorts.

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Premier Quechee Newton Village Condo: Pet Friendly

Welcome to our Quechee Condo. We are a Colorado family with roots in New England and wanted our kids to grow up and experience the best of what New England has to offer. Quechee! This well cared for 3 bedroom unit is located near Lake Pinneo, the Quechee Clubhouse, Tennis/Pickle, Ski hill and Golf Courses. The condo comfortably sleeps 6 guests with an additional pull out sofa for more capacity. Close to Woodstock, Dartmouth, Killington & Okemo Golf, tennis, & Ski Hill are open to renters

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Ski Mountain View Estate

Pool is open for the summer of '26 Have fun in Vermont with the whole family at this peaceful off the grid feeling private home. Come see the amazing, scenic views Vermont has to offer. We are located minutes to some great ski mountains if you are looking to ski or snowboard. Love hiking? Enjoy hiking right out back of our home. Great time for the kids and parents to have a sledding party with a fire and views. Then relax in the new hot tub right off the deck. Great multi family getaway

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Windfall~Condo @Quechee Lakes VT~ Golf. Ski. Renew

Welcome to Windfall - A freshly updated Townhome, Ideally located in the heart of Quechee Lakes resort. ∙Open floor plan, modern kitchen & 2 comfortable bedrooms. ∙ Ideal for 4 guests, Windfall can comfortably sleep 5 ∙ Walk to Quechee village, covered bridge & Simon Pearce. ∙ Guest access to all Quechee Lakes amenities (Fee required) ∙ Spotlessly clean, tastefully furnished, stocked with thoughtful amenities. ∙Fireplace, A/C, TV & WiFi, private deck ∙Hosted by Local VT owner & Super-host

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Cozy Vermont Cabin | Near Woodstock + Quechee

Escape to Pine & Plaid, our Guest Favorite four-bedroom reimagined 1970's cabin in Quechee, Vermont. Tucked into the woods just minutes from Woodstock, it’s made for crisp fall weekends and cozy November getaways. Explore Quechee Gorge, hike nearby trails, browse Woodstock’s shops and restaurants, then come home to gather around the fire pit. Sleeps 8 with plenty of space for families and friends looking for a stylish, relaxed New England escape. Follow us @pineandplaidvt for more.

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Woodstock retreat | 25 acres | private pond | spa

25 private acres in Vermont's Green Mountains, just 5 minutes from downtown Woodstock's shops and restaurants — seclusion without the drive. Spend evenings by the spring-fed pond, soak in the hot tub, or unwind in the sunset rockers as the mountains change color. Inside, a spacious, modern great room brings the whole family together after a day exploring. Rare to find the ultimate privacy and proximity like this — most estates this quiet are an hour from anywhere.

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Luxury Container Home Sauna-Heated Pool-Hot Tub

Escape to a luxury modern container retreat minutes from Okemo Mountain. Set on 3 private acres with mountain views, this unique getaway features a sauna, heated plunge pool and thoughtfully designed modern interiors. Perfect for skiing, hiking, fall foliage, or relaxing in nature, the home blends comfort, style, and privacy while still being close to restaurants, lakes, golf, and everything Ludlow has to offer year-round.

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Private Farmhouse with in ground pool!

Escape to Your Vermont dream vacation… Nestled in the heart of Vermont’s picturesque countryside, this charming farmhouse offers the perfect blend of rustic charm and modern comforts! Book your stay at this private retreat with serene surroundings, and the ultimate luxury—a private in-ground pool for warm summer days and an outdoor fire pit for s’mores!

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