Holiday rentals with a patio near Killington Resort

Killington/Okemo, 7p Hot tub, Spacious, Mtn.views!

Mid week deals! Killington Mnt-20min drive, Lake Bomoseen-20min, Pico Mnt-15min Okemo-30min, Downtown Rutland-5min (bars/dining/shopping) Mnt Top Inn-18min, Hiking-10 min. , Neighborhood pool with tennis courts, basketball courts, playground. Beautiful mnt views, peaceful brook on 1+ acre. Spacious home with hot tub, AC, firepit, fooseball table, grill, deck, patio, screenroom, 2 kitchens, 2 living rooms, washer/drier, fully stocked kitchens. Very fast wifi/netflix/youtubeTV/nintendo switch.

Pine Ridge Log Cabin Minutes to Okemo & Killington

Get away to Pine Ridge Cabin! A secluded quintessential Vermont log cabin nestled below a pine filled ridge. Have your morning coffee on the large wrap around deck overlooking Elm Brook before your day hiking, brewery hopping, or hitting the slopes! The cabin provides open floor plans centered around the large stone face fireplace, the perfect space for gatherings of family, friends, or a couples retreat! Pine Ridge Cabin is only a few minutes to town, shopping, restaurants, bars, and spa!

New Luxury Cabin-Sauna, Hot Tub, Arcade, King Beds

Escape to this brand new 5BR/2BA cabin, just minutes from Killington Resort! Perfect for families,skiers,hikers, and remote workers, the home sits minutes from ski lifts and features a fully equipped kitchen, hot tub, cedar barrel sauna, pool/pingpong, Arcade games and stunning mountain views. With a dedicated office space, wood-burning fireplace, AC, and a cozy atmosphere. Relax on the deck with a BBQ, enjoy fast Wi-Fi, and bring your pets. Close to dining, trails, and year-round activities.

Trestle Farm

Trestle Farm, formerly a 50-year horse rescue ranch, which we are transforming into a floriculture farm. 12 acres of open meadows to enjoy. If you’re looking for a bit of old, rustic Vermont, Trestle Farm offers all you need for a peaceful getaway, and yet it is just minutes to Rutland. With over 30 years of estate caretaking experience, we're now opening Trestle Farm to share the experience. Access is NOT suitable for a 2-wheel-drive vehicle in winter. Our cars are 4-wheel with snow tires!

Luxury Condo - with Garage Parking and Pool

Experience the comfort, convenience, and upscale mountain living in this beautifully renovated condo. The primary suite features a king bedroom, while the living room converts into a second private king bedroom with a high quality pull down mattress and a privacy screen. Spacious for 2. Cozy for 4. Located directly across the street from skiing, mountain biking, and adventure center, and next door to a golf course and tubing hill. This is one of the most desirable locations in Killington.

POW Fantastic year Cozy 2 Bedroom .2 mi to lift

Come enjoy this peaceful retreat, a warm fire and ski-in trail (depends on snowfall) with beautiful Mountain views! Our cozy 2 bedroom 1 bath is nestled away right on the golf course near Snowshed; Minutes away from ski lifts, restaurants and night life. Enjoy a warm space by the fire after skiing, snowmobiling, tubing and shopping! Shuttle every 30 min weekend & holiday weeks- Common laundry room -free washer/dryer Ski Locker- Pool heated in the summer Enjoy the Beast of the East!

Birdie's Nest Guesthouse

Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

Ground Floor, Okemo True Ski-in/Ski-Out

Put your gear on the patio and just walk out to the slopes! Okemo Mountain Lodge ground floor unit. C-building is the closest property to the A-Quad/B-Quad lift. Come enjoy convenient skiing, free parking and fast internet. Ski school gathers right outside the patio. How convenient it is to make your own meal during a powder day! Please note there is no AC at this condo complex summer time. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

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.

Lg Renovated Mtn View • Shuttle • Hot Tub • Xbox

Savor stunning mountain views from this oversized 1BR/1BA in Mountain Green Building 3—just a short walk or shuttle ride to Killington Resort and the tube park. Inside you’ll find a modern kitchen and bath, new flooring, cozy furnishings, plus an Xbox and arcade game. Best of all, the resort amenities are in the same building: indoor pool, hot tub, fitness center, ski shop, and restaurant. Ideal for couples, small families, or friends—your mountain escape awaits!

FUN 2BR/2BA Condo – Pool, Spa & Walk to Lift!

Relax and Recharge in the Heart of Killington: Cozy 2-Bedroom Condo with Resort Amenities Escape to beautiful Killington, Vermont, and experience the perfect getaway in this charming 2-bedroom, 2-bathroom condo. Whether you’re seeking outdoor adventure or a peaceful retreat, this condo provides the ideal home base. Just minutes from Killington Resort, with an array of amenities and breathtaking mountain views, you’ll be able to relax in style and comfort.

Trail Creek - ski home!

Enjoy Killington at competitive pricing without sacrificing comfort! Located in Trail Creek Condo Association. • Ski, hike, bike, or golf just steps away • Cozy up by the wood fireplace (free wood) • Pool, hot tubs, sauna, and game room at community center • 6-minute walk to Snowshed or shuttle (winter weekends/holidays) • Ski home trail (snow-dependent) • Minutes to restaurants, bars, and shops • Convenient bus stop Adventure and relaxation await!