
Condo holiday 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

Another Day in Paradise at Sugarbush Mountain
Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.

⭐️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.

Hotel Chic - Home Comfort -Ski Easy.
❄️HOTEL CHIC - SKI EASY ❄️ELEGANT - COZY - SPOTLESS ❄️OUR ULTRA COZY RETREAT ❄️WAITS JUST FOR YOU ❄️PERFECT WINTER RETREAT 🏂⛷️❄️❄️❄️❄️⛷️🏂 ⛷️ 🏂Pico-5 minutes ⛷️ 🏂Killington-15 minutes ❄️❄️SUPERHOST RATED❄️❄️ ❄️Squeaky Clean ❄️Fireplace, WIFI ❄️TV in living room & bedroom ❄️Adjustable queen bed ❄️Private covered porch ❄️Keypad check in ❄️Smoke free/Pet free NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children.

Lovely 1-Bedroom condo with indoor fireplace!
This cozy condo is exactly what a close group of 4-5 people need for a wonderful ski experience. Located centrally in the beautiful town of Ludlow this location is close to everything you could want. It sits on the bus route for Okemo Mountain, and is walkable to groceries, restaurants and bars. "Eight Oh Brew" tap house is located on the base floor of the building. This location has free onsite parking, free firewood and coin laundry machines.

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!

Winter Dream! The Handle Lodge at Snowtree Condos
The Handle Lodge at Snowtree Condos is a modern 1BR condo at the base area of Mount Snow. Comfortably sleeps 6 adults and is fully equipped with everything you'll need for a fun getaway with friends and family. Make a meal in the beautiful kitchen or step out on the balcony for stunning mountain views. Our modern and cozy decor, the lovely views, and proximity to the mountain make it a great place to relax and recharge.

Cozy Light-filled Condo in Charming Eastman
Light, bright and cozy three level condo with cathedral ceilings, two bedrooms, and a family room in the lower level with multiple sleeping arrangements. The lower level walk out makes a two minute walk to a beautiful beachfront on Eastman Pond. Close to Sunapee Mountain Ski Resort, and cross-country and snow shoe trails too numerous to list! Easy access to Rt 10 and I-89 for convenient commuting.

Chic Mountainside Studio at Bolton Valley
Ski and stay in style at Bolton Valley Resort in our newly renovated condo with tons of amenities! The "Snowlight Suite" is a chic ski in ski out studio in the heart of the base area village featuring a private balcony with stunning views, sleeping for four and a full kitchen. Ski, ride, hike and bike steps from your door. Conveniently located within 30 minutes of Burlington and Waterbury Center.

FirBear- Pool, Gym, Hot tub.
Revel in this bright and modern ski condo just off Killington's main road and close to everything. Relax after a day on the mountain streaming on one of your 3 smart TVs. Indulge with the fabulous condo amenities including the pool, hot tubs, spa, gym, and tennis courts, or settle in by the wood-burning fire. Spread out in this spacious condo and enjoy all that Killington has to offer.
Popular amenities for Woodstock condo rentals
Weekly condo rentals

Renovated condo 3 miles from Mtn. (unit #32)

Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area

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

Killington Condo-Indoor Pool/HotTub/FitnessCenter

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

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

Cozy 1BR/1BA Condo

Cozy, Modern & Convenient Place for Skiing
Pet-friendly condo rentals

Cozy Ski Condo In Historic Mill - on shuttle route

Foliage and Ski Retreat by Woodstock & Killington

Centrally Located, Light-Filled Apartment

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

Cascade - 2nd Floor at the Powder Day Chalet*

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

Magical Ski-In/Ski-Out Condo at Magic w/ game room

The Otto: A Warm and Cozy Ski In + Ski Out Lodge
Condo rentals with a pool

Northlands at Trail Creek

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

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

Great Deal Cozy 2 Bedroom .2 mi to lift

Serene Top Floor Condo (resort style amenities)

Updated large condo across from AT and skiing

Adventure Winter Ski & Spa Escape

Pleasantly Decorated with pool accessl C1
Quick stats about condo rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $650 AUD 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
- Sugarbush Resort
- Squam Lake
- Killington Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
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- Ragged Mountain Resort
- Fox Run Golf Club
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- Hildene, The Lincoln Family Home
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- Montshire Museum of Science
- Dartmouth College
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