
Apartment holiday rentals in Woodstock
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Woodstock holiday rentals start at €375 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 apartment rentals in Woodstock
Guests agree: these apartments 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.
4.88 out of 5 average rating, 269 reviews
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!
4.96 out of 5 average rating, 57 reviews
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.
4.93 out of 5 average rating, 75 reviews
PeeP Hike Golf with Pool and Tennis 2 Bed on Mtn
Come enjoy this peaceful retreat, a warm fire and ski-in trail (depends on snowfall) with beautiful Mountain views! Our cozy 2 bedroom 1 bath is nestled away right on the golf course near Snowshed; Minutes away from ski lifts, restaurants and night life. Enjoy a warm space by the fire after skiing, snowmobiling, tubing and shopping! Shuttle every 30 min weekend & holiday weeks- Common laundry room -free washer/dryer Ski Locker- Pool heated in the summer Enjoy the Beast of the East!
4.91 out of 5 average rating, 109 reviews
Alpine Condo - Close to Ski, Golf & Bike
Updated 1-bedroom condo with stylish alpine feel in the heart of Killington! Just minutes from the ski slopes, Bike Park, Adventure Center, golf, hiking, and scenic drives. ⛷️🚴🏻♂️🍂 Enjoy Vermont’s spectacular fall foliage, winter adventures, or a relaxing mountain getaway. After a day outdoors, cozy up by the gas fireplace. Sleeps 4 with king bed + queen pullout. Ski Shuttle available weekends (Dec–April) & ski home trail. Pack & Play available upon request. Reg #007718
4.99 out of 5 average rating, 185 reviews
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.
4.95 out of 5 average rating, 194 reviews
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!
4.79 out of 5 average rating, 337 reviews
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.
4.93 out of 5 average rating, 244 reviews
Mtn Green Condo-Ski/Bike Lifts, Covered Parking
Your four-season basecamp at Mountain Green Resort — walk to the lifts for skiing or summer mountain biking, plus hiking and golf nearby. This renovated 1-bedroom sleeps 4, with a reserved garage parking spot and a winter shuttle to Snowshed every 15 min. Enjoy a renovated kitchen, Wi-Fi, and smart TVs. Resort amenities include an indoor pool, hot tub, sauna, and gym year-round, plus an outdoor pool Memorial Day–mid-September.
4.91 out of 5 average rating, 227 reviews
Killington Swell Suite: 2RM/2BA Condo | Pool. 642
Welcome to the Swell Suite at Killington, a stylish condo minutes from Killington Resort. Enjoy a full kitchen, dining area, living room, gas fireplace, AC, and balcony. The bedroom features two queen beds, Smart TV, and ensuite bath. Both bathrooms offer heated floors and rainfall showers. A shared washer/dryer is in the entryway. In summer, enjoy the seasonal outdoor pool. A comfortable home base for your Killington getaway!
4.81 out of 5 average rating, 78 reviews
Swirl Suite Annex: Studio w/ Kitchenette|Workspace
This cozy 2nd-floor studio sleeps 4 with a queen bed & sleeper sofa. Features include a kitchenette w/ microwave, mini-fridge, sink & coffee maker, plus a full bath w/ high-pressure shower & heated floors. Enjoy Wi-Fi, smart TV, desk, shared washer/dryer, & serene garden views. Located 2 miles from Killington Ski Resort, on the shuttle route & close to bars, shops, & restaurants. Book your Killington escape today!
4.81 out of 5 average rating, 16 reviews
Ski-In/Out, Pools, Hot Tub, Pet-Friendly
Escape to a spacious, pet-friendly 1-bedroom mountain condo in Killington, comfortably sleeping 4. Enjoy year-round adventures with easy access to hiking, biking, golf, and skiing. The condo is 488 ft to the sunrise lift! Relax on your private balcony, by the gas fireplace, or at the resort's indoor/outdoor pools, hot tub, and fitness center. Perfect for a serene mountain getaway with all amenities.
4.95 out of 5 average rating, 182 reviewsPopular amenities for Woodstock apartment rentals
Weekly apartment rentals

Cozy 1BR/1BA Condo
4.91 out of 5 average rating, 69 reviews
Entire Condominium for your base camp
5.0 out of 5 average rating, 69 reviews
Moonridge condo
4.85 out of 5 average rating, 48 reviews
Fall Getaway. Cozy, Modern & Convenient Everything
4.96 out of 5 average rating, 47 reviews
Cozy Slopeside Studio at Pico
5.0 out of 5 average rating, 35 reviews
3BR Whiffletree Condo!
4.72 out of 5 average rating, 43 reviews
FUN 2BR/2BA Condo – Pool, Spa & Walk to Lift!
4.96 out of 5 average rating, 90 reviews
Ski-on/Ski-off Killington Condo – 2BR/2BA sleeps 6
5.0 out of 5 average rating, 56 reviewsPet-friendly apartment rentals

Cozy Light-filled Condo in Charming Eastman
4.97 out of 5 average rating, 155 reviews
Cozy Ski Condo In Historic Mill - on shuttle route
4.96 out of 5 average rating, 153 reviews
All Season Lovely and Zen Okemo Mt Lodge Condo
4.93 out of 5 average rating, 182 reviews
Stylish downtown loft - walk to restaurants/shops
4.97 out of 5 average rating, 119 reviews
2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
4.97 out of 5 average rating, 158 reviews
5 min to killington resort with cozy fireplace
4.74 out of 5 average rating, 57 reviews
Fully walkable 2BR condo in Ludlow’s village!
4.9 out of 5 average rating, 41 reviews
Charming Vermont Hideaway (Unit 2)
4.94 out of 5 average rating, 31 reviewsApartment rentals with a pool

Elegant 3BR Escape | Hiking & Nature Nearby
4.8 out of 5 average rating, 115 reviews
Updated large condo across from AT and skiing
4.87 out of 5 average rating, 127 reviews
Bright Ski on/off Condo Full Kitchen-Free Shuttle!
4.95 out of 5 average rating, 216 reviews
Newly renovated ski retreat at Killington
4.94 out of 5 average rating, 232 reviews
Luxe Trailside Ski + Bike On/Off. Next to hot tub
4.89 out of 5 average rating, 104 reviews
Hotel Chic - Home Comfort -Ski Easy.
4.95 out of 5 average rating, 134 reviews
⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
4.94 out of 5 average rating, 111 reviews
Winterplace - Steps away from Slopes
4.96 out of 5 average rating, 116 reviewsDestinations to explore
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- Apartment rentals Windsor County
- Apartment rentals Vermont
- Apartment rentals United States
- White Mountain National Forest
- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Pats Peak Ski Area
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Ice Castles
- Squam Lakes Natural Science Center
- Stinson Lake
- Mount Sunapee Resort
- Montshire Museum of Science
- Warren Falls





