
Condo vacation rentals in Woodstock
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Top-rated condo rentals in Woodstock
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Cozy Mountain Condo
Updated 1 Bdr Whiffletree condo in the heart of Killington minutes from everything. The condo is fully stocked with all of the essentials you will need for your Vermont get away. Ski locker for all your gear! Sleeps up to 4 with a king bed and queen pullout sofa. Baby Pack & Play crib, mattress and sheets available upon request for $50 per stay. Shuttle in/out service available weekends (Dec–April), or ski home when conditions allow (check Killington trail status). Killington Reg #004858

Lovely, light-filled condo in Eastman
This Eastman condo is centrally located for year-round outdoor fun! This multi-level, open concept home can accommodate a large family or three couples looking for a fall color tour, or a ski getaway. Lower level features a game/tv room with a comfy sofa bed. Main floor has a living room with television, dining table that seats six, and a full service kitchen. Upstairs has king bedroom, full bath and cozy reading nook.The charms of New Hampshire surround you in this cozy, light-filled getaway.

All Season Lovely and Zen Okemo Mt Lodge Condo
Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the wood-burning fireplace*, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

CozyCub- Location, Fireplace, Ski Off/Shuttle On!
Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
Ski On-Ski Off cozy mountain condo with Real Wood Fire Place and King Size Bed in Sunrise Village on Killington Mountain. Updates include all new furniture in the Master Bedroom & Guest Bedroom, all new top of the line Stainless Steel Appliances in the gourmet kitchen, Tastefully decorated Living Room with new queen size sleep sofa & matching chairs. Simply walk to the end of the parking lot to the Ski On/Off trail. I own the adjoining unit -more info below.

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…
This rustic Mountain Green Resort condo offers easy access to ski/mtn bike lifts with resort style amenities. Features include 4K Smart TVs, High speed WiFi, private balcony with mountain views, board games, and full kitchen. On-site health spa including pool, sauna, hot tub, gym, masseuse. Restaurants and nightlife are minutes down the road. Restaurant/bar and ski/rental shop also within resort. Free shuttle to lifts available during ski season.

Serene Top Floor Condo (resort style amenities)
Welcome to Killington! We offer a year round accommodation with the convenience of walking to the lifts, free covered parking, private balcony, full kitchen, and 24/7 keyless entry. The Mountain Green condos have great seasonal amenities in our building such as indoor/outdoor pool, hot-tub, fitness center, ski rental , full service bar/restaurant, outdoor lockers. This is the ideal setup for anyone enjoying the mountain without driving to it!

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.

Okemo Ski-in/Ski-out, Steps to lift Condo
Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

Dog-Friendly Mtn Escape/Pool/Gym/Hiking Trails
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 gas 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!

Right at Killington !
The only place closer to the Snowshed is the Grand Hotel. If you are young and agile you can walk to Snowshed Base - about 10 minutes. Welcom to Trail Creek Condo's. After the races enjoy indoor salt water pool or 2 hot tubs or hot sauna in the Trail Creek Amenities building (a couple of buildings away). Great for couples or families. We provide all linens, towels & firewood. FREE WIFI, cable and HBO. Fully stocked kitchen.

Cozy 1BR, Shuttle/Walk to Lifts, Covered Parking
Our bright and cozy 1-bedroom condo in Building 3 at Mountain Green Resort is the perfect home base for your Killington getaway. Walk to Snowshed Base Lodge or hop on the winter shuttle that runs every 15 minutes. Enjoy a renovated kitchen, dedicated Wi-Fi, and smart TVs for easy streaming. Resort amenities include an indoor pool, hot tub, sauna, and gym year-round, plus an outdoor pool from Memorial Day through mid-September.
Popular amenities for Woodstock condo rentals
Weekly condo rentals

Luxury Condo - with Garage Parking and Pool

2 BR/2BA Ski In/Ski Out Condo on Okemo- Sleeps 6

Renovated unit, prime location! Shuttle on/Ski off

Perfect 2 Bedroom Ski in/out at Killington

Bright & Cozy Ski-in Condo with Mountain View

Ski In/Out, Cozy 3Bed condo steps to Village

Ski in-out Seasons Condo on mtn-sports center-pool

Luxury, downtown apt w/ balcony close to skiing
Pet-friendly condo rentals

Cozy Ski Condo In Historic Mill - on shuttle route

Foliage and Ski Retreat by Woodstock & Killington

Killington Tree House: 2 Room Modern Condo 432

Great 2 bedroom condo at Stratton Mountain

Christian Street Condo w/ Screened In Balcony

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

Cascade: Second Floor at the Powder Day Chalet*

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
Condo rentals with a pool

Stratton Long Trail House: Quick Walk to Lifts!

Serene 1-BR Ski-In/Ski-Out Retreat on Okemo Mtn.

Winter Dream! The Handle Lodge at Snowtree Condos

No Cleaning Fee~10% OFF~Walk To Mountain~Amenities

1 BR Best Location w/ Pools/Massage Chair/Hottub!

Killington Getaway 2bed/1.5 bath

The Fox's Den. Two bedroom 2 bath couple's retreat

Hotel Chic - Home Comfort -Ski Easy.
Quick stats about condo rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$96,113 GYD per night before taxes and fees

Verified guest reviews
Over 40 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodstock rentals

5 Average rating
Woodstock stays are highly rated by guests—averaging 5 out of 5!
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- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Killington Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
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