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

Elegant Alpine Condo - Golf, Bike & Pool!
Stylishly updated 1-bedroom Whiffletree condo with an upscale alpine feel—minutes from Killington Resort, golf course, and access road. Thoughtfully stocked with essentials, plus a private gear locker for convenience. Unwind at the onsite outdoor pool (open Memorial Day–Labor Day) or explore nearby hiking, biking, and Vermont’s scenic beauty. Comfortably sleeps 4 with a king bed and queen pullout sofa. Pack & Play crib, mattress and sheets available upon request for $25 per stay. Reg #007718

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.

Mountainside condo at Sugarbush!
Sugarbush at your doorstep! Ski, walk, hike, or bike from this cozy 1-br slope-side condominium steps from all resort amenities. Enjoy multiple dining options and mountain activities without getting in your car. Located on the first floor of the Center Village Condominium building, this unit offers ground-level access and designated parking. Enjoy the Mad River Valley with a short drive to Warren Village and Waitsfield for shops, dining, breweries and more. Please read all listing details.

Hotel Chic - Home Comfort -Ski Easy.
HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS OUR ULTRA COZY RETREAT WAITS JUST FOR YOU. MINUTES TO WEDDINGS, GRADUATIONS, HIKING, MOUNTAIN BIKING, GOLF, SEASONAL PRIVATE POOL. EASY ACCESS TO AT/LT. Pico-5 minutes Killington-15 minutes SUPERHOST RATED Air conditioned Fireplace, WIFI TV/living room & bedroom Adjustable queen bed Private covered porch Keypad check in Smoke free/Pet free Seasonal private pool NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children.

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. Reserved parking spot in the garage. 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.

⭐️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.

Slope-side posh little condo at Sugarbush!
Walk to the chairlift from this sleek little condo in the historic Sugarbush village, just 500 yards from the base of Lincoln Peak. This newly renovated and thoughtfully decorated condo is the perfect place to relax after a day of skiing, hiking, canoeing, or rock jumping. This location is amazing! There is one restaurant IN THE BUILDING, the chair lifts and the Recreation Center with pools, tennis, & fitness gym are a short 500 yard walk away.

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.

Spring Deals • Quiet Dog-Friendly Mountain Escape
🌸 Spring deals now available — enjoy one of the best values in Killington this season Escape to a quiet, dog-friendly mountain retreat surrounded by nature. Close to hiking trails and outdoor adventures, this cozy condo features an electric fireplace, Xbox, arcade game, cable TV, and fast Wi-Fi for a fun and relaxing stay. While on-site amenities are temporarily closed for maintenance, alternate access is available upon request.

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.

CozyCub- Pool, AC, Hiking, Mountain Biking, Tennis
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.

3BR Mt Green Condo Minutes from the Slopes!
Our 3 bed/2 bath unit is located within Mountain Green Resort, steps away from everything! Take the free shuttle to the resort and ski home! Mtn Green Resort is undergoing construction now through the end of 2026. Located next to Killington Golf Course, near Killington Adventure Center, and across the street from Killington Resort and the slopes of Snowshed Lodge. Sleeps up to 8 guests. Fully equipped kitchen and bath.
Popular amenities for Woodstock condo rentals
Weekly condo rentals

Above the Mat - Downtown 1 Bedroom Condo

Cozy Studio for 4 - Walk to Mountain w/Balcony

NEW 2025 Sugarbush Bridges Resort Outpost

Northlands at Trail Creek

Cozy at the Mill

*Renovated* Designer Sugarbush Condo Amazing View

Killington two bedroom condo

Mountain Escape Retreat | Hiking & Sugarbush Base
Pet-friendly condo rentals

Cozy Ski Condo In Historic Mill - on shuttle route

Foliage and Ski Retreat by Woodstock & Killington

Dorset, Vermont mountain retreat

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

5 min to killington resort with cozy fireplace

Hike, Bike, Fish, or Golf! A/C at home!

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

Magical Ski-In/Ski-Out Condo at Magic w/ game room
Condo rentals with a pool

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

Best skiing in yrs; reduced rates

Sugarbush Mountainside Retreat - Ski in Ski out

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

Serene Top Floor Condo (resort style amenities)

Cozy condo within walking distance to the slopes.

Luxe Trailside Ski On/Off. Next to hot tub

Walk to Mt. Snow-Spa-Summer Pool
Quick stats about condo rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$92,048 GYD per night before taxes and fees

Verified guest reviews
Over 50 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
- Stratton Mountain Resort
- Magic Mountain Ski Resort
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- Pico Mountain Ski Resort
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