
Apartment vacation rentals in Woodstock
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Quick stats about apartment rentals in Woodstock

Total vacation rentals
Explore 20 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$20,909 GYD per night before taxes and fees

Verified guest reviews
Over 1,850 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Woodstock vacation rentals include wi-fi access

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

4.9 Average rating
Woodstock stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated apartment rentals in Woodstock
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Sweet apartment near downtown Woodstock
A newly renovated sweet apartment. This is located on the first floor of our house with a completely separate unit and entrance. We do live upstairs. There are granite countertops and the kitchen is equipped for guests to create special meals during their stay. New floors are accenting this warm space. There is one queen bed in a separate bedroom, and a pull out couch in the living room. You will probably hear noise from upstairs. The furnace and water pump are in the bathroom and can be noisy.
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Clean, cozy, beautiful studio in the heart of WRJ.
This beautiful studio is in a new building built in 2021. It is a clean, quiet, place to stay in a building of young professionals. Walking distance to restaurants, bars, art galleries, and all this historic town has to offer. Within a 3-min walk: Tuckerbox, Wolf Tree, Big Fatty’s, Northern Stage. 10 min: King Arthur Baking 10 min: Dartmouth College 15 min: Dartmouth Hitchcock Medical Center 25 min: VT Law School Perfect, cozy place for visiting parents, traveling nurses, professionals, etc.
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New Modern Apartment - Woodstock Village on Mt Peg
One bedroom apartment, private entrance, full kitchen and full bath on lower level of warm modern home located on Mt Peg above the village of Woodstock VT, at the edge of the Town Forest. Able to accommodate a maximum of two adults and one or two younger children, this apartment sits in a serenely peaceful location at the edge of extensive hiking, mountain biking and nordic ski trails and several minutes walk up a steep hill, above the beautiful Village of Woodstock Vermont. No service animals.
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The Old Farmhouse
This is a farm house style lodging with the apartment as seen on the second floor accessible with stairs. Bathroom with stand up shower. A furnished Kitchen. 2 Bedrooms with queen beds. There is Wifi ,TV, and work table. Located in the heart of the Upper Valley. In town on the Main Street. We are 5 miles to Dartmouth College and 2 Hospitals Retail and restaurants near by. We have been vaccinated and would like to remain contact-free when possible. We are available if you have any questions.
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Bread and Butter Apartment
Our house is located just a few minutes from Magic Mountain and less than thirty minutes from Bromley, Stratton and Okemo. Chester and Londonderry are a short drive away, and there are many wonderful hikes nearby. The apartment occupies the entire second floor of our house and has a private entrance. It includes two cozy bedrooms, a 3/4 bath, a small kitchen and a comfy living room. The apartment still has that old Vermont charm and is perfect for a relaxed weekend in the Green Mountains.
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Historic Wayside Farm - a working dairy farm
Located on a historic certified organic dairy farm, this lovely apartment offers guests a cozy retreat with one comfortable bedroom and a clean, well-kept bathroom. Whether you’re relaxing after a day of exploring or enjoying a quiet morning coffee, this marvelous spot provides a peaceful atmosphere. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We hope you'll enjoy your stay at our apartment.
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Quiet Vermont Farmhouse
Rent a quiet two-bedroom apartment in our 1850's farmhouse in historic Taftsville, Vermont. We are close to the fascinating history, arts, and shopping of Woodstock VT, and near several downhill and cross country ski and snowshoe centers, Marsh-Billings-Rockefeller National Historical Park, and lots of hiking trails, as well as within a short drive of Hanover NH and White River Junction VT. Come enjoy our warm hospitality, wander our gardens, and enjoy our shared patio.
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Your home away from home
Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, skiing, golf, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.
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Cute VT Bungalow With 180 Degree View of NH
Located on a quiet country dirt road you will find this cozy apartment perfect for a weekend getaway. A short walk and you will be amazed at the 360 degree views of Vermont and New Hampshire. Centrally located near Okemo, Sunapee and Killington mountains, ski all 3 mountains in a weekend. Explore covered bridges, walking trails, scenic bike rides, or tubing on the Connecticut River.
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Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub
Private first-floor apartment in a multi-family home, just 1 mile from Killington’s Skyeship Gondola. Sleeps 12 in 4 bedrooms, with its own entrance, porch, hot tub, kitchen, dining room, and living room—all private to your group. Nestled on a quiet, wooded hillside with plenty of parking and easy access to Route 4. Option to rent both units—see host profile for details.
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Private Hilltop farm apartment
Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!
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Vermont Country Suite
Located in Chittenden, VT, we are in the heart of the Green Mountains. We are just down the road from the Mountain Top Inn wedding venue and Cross Country Skiing Center. The apartment is an easy 15-20 minute drive to Pico and Killington ski areas. The suite is perfect for winter and summer adventuring or just a quiet get away in Vermont.
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Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

Vermont Retreat
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Baby Queens Barbie-core Studio Apt (dog friendly)
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Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB
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20 Minutes to Manchester/ Rutland/Pawlet/Landgrove
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Fairview
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Cozy Suite in a Historic Building Near Ski Resorts
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Red Rooster Fall Foliage Hub Near Downtown Rutland
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Trestle Farm
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Private apartment rentals

Private Apt. on Farm, Hot Tub with views!
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Waterfront cottage walk-out suite.
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Travelers Oasis in Montpelier
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Dog heavenly! Private, beautiful and relaxing.
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Charming & Peaceful Upper Valley 1BR Retreat
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Jack S'Bearo- AC, Pool, Mountain Views, Hiking Gym
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Vermont Getaway Apartment
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Mountain View Apartment
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Apartment rentals with a hot tub

Backyard Bunker Retreat
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Private Killington Retreat | Hot Tub | Fireplace
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Skier's Retreat | Hot Tub | Sauna | Free Shuttle
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Killington Vermont Ski Hideaway
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New Resort Condo Close to Lifts
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Cozy Vermont Escape - Spa & Pool Retreat
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Killington Sapphire
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Ski home to your front door! 2 bedroom unit.
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When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,755 GYD | G$40,355 GYD | G$36,591 GYD | G$36,591 GYD | G$41,819 GYD | G$40,982 GYD | G$32,619 GYD | G$36,591 GYD | G$38,473 GYD | G$39,519 GYD | G$36,591 GYD | G$41,610 GYD |
| Avg. temp | -7°C | -6°C | 0°C | 7°C | 14°C | 18°C | 21°C | 20°C | 15°C | 9°C | 3°C | -3°C |
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- 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
- Emerald Lake State Park
- Bromley Mountain Ski Resort
- Ice Castles
- Squam Lakes Natural Science Center
- Stinson Lake
- Mount Sunapee Resort
- Montshire Museum of Science
- Warren Falls





