
Condo holiday rentals in Woodstock
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Woodstock holiday rentals start at $719 NZD per night before taxes and fees

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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!
Top-rated condo rentals in Woodstock
Guests agree: These condos are highly rated for location, cleanliness and more.

Killington-Pico ski in/out Studio at base of Pico
At the base of Pico and 10 minutes from Killington. Free shuttle service from my place to Killington. I have a free ski locker and free wood for the fireplace. There is a laundry room with coin operated machines. There is a brand new 50” flat screen tv with cable. It’s a smart tv, that’s hooked up to WiFi, so you can use your Netflix, Amazon or Hulu account if you want. The kitchen is fully equipped. Towels, soap, shampoo and conditioner provided for 1 day. No daily cleaning service. No parties.

Luxe Trailside Ski + Bike On/Off. Next to hot tub
Enjoy the best location in Trail Creek! Nearest building to the Snowshed lifts (5 min walk on), Snow Tubing, Grand Hotel Spa, Adventure Center/Bike Park, Ski Home Trail and Sports Center with pool & hot tubs. Renovated living area with VT stone fireplace, new rustic modern kitchen, updated baths, beds and more. Unit backs to private woods and directly to the ski home trail. No stairs & right next to pool/hot tubs (no long walk in the cold). Pop next door for Starbucks or Apres ski at Prestons!

Foliage and Ski Retreat by Woodstock & Killington
Our charming home in Bridgewater can sleep 6 and offers a comfortable space for you to return to after a day of exploring! Located between the towns of Woodstock and Killington, there are an abundance of activities at your fingertips. Enjoy incredible hiking views, epic skiing, beautiful golf courses, boutique shopping, leaf peeping, delicious dining and more. A perfect spot to call home during your trip for families, couples or small groups looking to explore all that Vermont has to offer!

Luxury, downtown apt w/ balcony close to skiing
A luxurious apartment in the center of it all. Enjoy all Historic Downtown Rutland has to offer with some of the best restaurants, pubs, and lounges in the state just steps away. Snuggle up on the couch in front of the fireplace, or enjoy a local craft beverage on the balcony overlooking Center Street. This newly renovated apartment is the perfect base camp to quickly access the region's most sought after attractions. 17 minutes to Pico Mountain Ski Resort, 20 minutes to Killington Ski Area.

Alpine Condo - AC & Pool - Golf & Bike
Updated 1-bedroom Whiffletree condo with stylish alpine feel—steps from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Relax at the onsite outdoor pool (open Memorial Day–Labor Day). Sleeps 4 with a king bed and queen pullout sofa. Portable AC unit in the living room helps keep the condo comfortable Pack & Play crib, mattress and sheets available upon request for $25 per stay. Reg #007718

#45 Luxury Ski & Summer Condo with Private Sauna
Contactless checkin steps from Killington Skiing/ Mountain Biking/ Adventure Center, refurbished ski-home condo with its own private sauna, hotel-style condo amenities, excellent common area (pool, jacuzzi, showers, etc) in idyllic central Vermont. Travel guide provided after booking! The resort includes an indoor pool, two hot tubs, pool table, treadmills, and is nestled at the base of the mountain with its own ski-home trail (or mountain bike-home in the summer).

Pleasantly Decorated with pool accessl C1
Escape to Highridge Condo C1, a beautifully decorated 2-bedroom, 2-bath retreat that sleeps 6, located at the base of Killington Mountain on East Mountain Road. Just moments from the base lodges, this condo is part of the premier Highridge Condominiums, designed with your comfort in mind. The resort offers an array of amenities, including a fitness room, community game room, hot tubs, and private saunas, making it an ideal destination for relaxation and fun.

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.

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.

Winterplace - Steps away from Slopes
Newly updated condo at Winterplace Okemo. This sunny corner 3 bedroom unit is just steps to the top of the A-B Quad. Completely renovated from floors to ceiling The delightful fireplace place will keep you toasty in the cozy living area. Outdoor ski locker just outside back door. Front door parking, and firewood included. Pool is open and available to renters all year. Hot tub in winter months and tennis courts in summer.

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. Please note there is no AC at this condo complex summer time
Popular amenities for Woodstock condo rentals
Weekly condo rentals

Cozy Studio for 4 - Walk to Mountain w/Balcony

Renovated unit, prime location! Shuttle on/Ski off

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

Cozy at the Mill

Condo on Quechee Golf Course with Private Feel

Studio Condo: Shuttle. Close to Resort. Pool.

Cozy 1BR/1BA Condo

Walk to lift, Ski home, Sunny with loft
Pet-friendly condo rentals

Cozy Ski Condo In Historic Mill - on shuttle route

Killington Tree House: 2 Room Modern Condo 432

Powder Hound - Modern, Open Floorplan, New Patio

Christian Street Condo w/ Screened In Balcony

Dorset, Vermont mountain retreat

4 Bedroom condo in Quechee

5 min to killington resort with cozy fireplace

Trailside Village #1: Ski In Ski Out 1BR. Hot Tub.
Condo rentals with a pool

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

Cozy Slopeside Studio at Pico

Cozy Mountain Retreat w Views | Pool, Hot Tub, Ski

Mtn Green Condo-Ski/Bike Lifts, Covered Parking

PeeP Hike Golf with Pool and Tennis 2 Bed on Mtn

Starry Nights At KVR

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
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- Okemo Mountain Resort
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- Sugarbush Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Tenney Mountain Resort
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- Middlebury College
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