Holiday rentals with a pool in Woodstock

Glamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Experience the charm and beauty of Killington like never before.

A Village location, Steps to the Lifts & Village

Steps (literally) from the lifts & village, down the from the year-round heated pool, sauna & hot tubs A 1-BR condo with King in the BR, Queen pullout couch in the LR, fully equiped kitchen, gas fireplace, indoor parking w/elevators, balcony w/ chairs, view overlooks the skating pond & mountains to the east. This is one of the nicer units in Long Trail. Freshly painted throughout, comfy sofa & love seat in the living area, matching dishes glasses, it is super clean & well maintained.

Contemporary 4-BR Cabin 5-min to Okemo

Contemporary, newly-renovated cabin perched on a hill overlooking the Green Mountains, 5-minutes to Okemo Base and 2-minutes in to town. Enjoy 4 bedrooms, atrium-style living room, separate dining room, breakfast nook, and basement game room. Grounds include a private pool, expansive yard, and sweeping views. Get the best of the traditional log cabin-feel with modern comfort and contemporary design; renovated in 2023 with AC and updated finishes throughout. Winter reservations: 4x4 required

Newly renovated ski retreat at Killington

Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shuttle that will pick you up outside the entrance. After your day of skiing ends and you return to the unit, to experience the many amenities that the resort has to offer: indoor pool, eucalyptus steam room, two spas, sauna, fitness center,. You may prefer to stay in the unit and watch skiers come down the mountain. check VRBO.1532508 mention this for a better deal

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

3 bedroom townhouse with 2 full baths. Third bedroom is an open loft with 2 twin beds. The Woods is a luxury condo development located 3 miles from the lifts at Killington. Pool, gym and spa facilities. New: Killington Cafe & Wine Bar at the The Woods! 6 guests max per law. ONE well-behaved DOG upon approval (NOT 2 DOGS); $90 pet fee per stay. *INCLUDE YOUR PET AS A GUEST AND TELL ME ABOUT YOUR DOG WHEN BOOKING. Sorry, NO CATS. Summer guests, NO A/C in the unit.

Modern Dog-Friendly/Fireplace/Spa/Pool/Tennis/AC

This beautifully renovated, dog-friendly 2-BD, 2-BA home in The Woods combines comfort and modern style. It boasts a spacious living area with a cozy wood-burning fireplace, a fully equipped kitchen, and entertainment options like an arcade game system and Xbox S. Just steps away, enjoy premium amenities including an indoor pool, hot tub, and spa. Plus, the Killington Café and Wine Bar next door offers the perfect spot to relax and unwind—an ideal retreat for any getaway!

Beautiful Spacious Condo at Killington Resort

This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

Cozy condo within walking distance to the slopes.

Cozy condo within walking distance of the slopes and restaurants and shops at Stratton Mountain Village. After a day on the slopes relax in the hot tub or take a dip in the heated pool or maybe enjoy some time in the sauna. Then enjoy sitting in front of the gas fireplace and maybe watch a movie. TV is a smart TV, basic cable is included - personal password needed for Netflix, Hulu, etc.

Stylish Ski Condo with Pools, Hot Tub, and Gym

Welcome to our beautiful two bedroom condo located next to Sugarbush Mountain in the Mad River Valley, where you will find top notch skiing and snowboarding. Our condo is ideal for couples or families, and offers easy access to the mountain being one shuttle stop away or a short 10 minute walk. There is ample onsite parking in addition to all the amenities that the Bridges has to offer.