
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$20,910 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.

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.

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.

Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB
The Mogul's Unit is a recently updated, fully separate, ground level, 2 bedroom/ 1 bathroom apartment in our four-family French Chalet. Located 1 mile to lakes and summer camps and 2 miles from Skyship Gondola. 15 minutes to Killington’s main base area and 20 minutes to Okemo or Woodstock. If you would like to book multiple units, check out our other listings by clicking my Host Profile Picture below. The units at this location are called "the Canyons Unit", "The Ledges", and "The Glades".

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.

Jack S'Bearo- AC, Pool, Mountain Views, Hiking Gym
Ahoy, ski enthusiasts! "Jack S'Bearo" - a renovated 1-bed, 1-bath on Pico Mountain, VT, offers an exhilarating ski experience steps from the lift and a shuttle to Killington Resort. The new kitchen, wood-burning fireplace, and balcony make it a haven for relaxation. This ski on/ski off treasure boasts a cool design for easy access to the slopes. Grab your gear from the ski locker, step outside, and set sail to the lifts. Make "Jack S'Bearo" your pirate's cove, where adventure meets comfort!

Hideaway Lodge Lakefront- Screen Porch & MTN Views
Wake up to mountain views in a cozy, rustic studio with full kitchen and bath. Step onto your screened porch overlooking Lake Dunmore's peaceful south cove, with a private dock, two kayaks, a canoe, and a paddleboard to use. Centrally located for year-round recreation: swim, kayak, hike, bike, or fish in summer; ski or skate in winter. 20 minutes to Middlebury, close to downhill and XC ski areas. Animal lovers welcome; friendly (if vocal) dogs may greet you. Helpful owners live upstairs.

Bog Mt Retreat Upstairs Suite
A unique crafty cozy 1 bedroom/1 bathroom UPSTAIRS suite with most of the comforts of home except a oven. Woodland trails on the property, moderate hikes nearby or bring your kayaks and explore the many ponds and lakes in the area. Ragged Mt and Mt Sunapee Ski Resorts are both under 30 minutes away. This uniquely designed suite is perfect for an individual or couple wanting to escape into the country but still be within an easy driving distance to local sites.

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.

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.

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!

LOG HOME APARTMENT IN WOODST. VILLAGE 3 night min.
While it has all the amenities of your own home (full kitchen, full laundry) you will definitely feel on vacation with the charm of pine and cherry cut from our very own woods. You'll have views of Mt Tom and of our flower garden.
Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

Private Riverside Studio* Upper Valley*Vermont

Private Apt. on Farm, Hot Tub with views!

Cozy Suite in a Historic Building Near Ski Resorts

10 Min to HITS Summer Fest/ 20 Min to Manchester

Cozy Cabin Studio

Dog Team Falls Apartment - Minutes from Middlebury

Lofty Dreams

Quiet Vermont Farmhouse
Private apartment rentals

Lovely 2 Bedroom Apartment w/deck & pond view

A Peaceful Brookside Vermont Retreat

Peaceful Ludlow base for exploring Okemo valley

Vermont Country Suite

Two-Bedroom apartment in the Green Mountains

Hilltop Hideaway retreat in Woodstock

Vermont Getaway Apartment

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub
Apartment rentals with a hot tub

Cozy Vermont Escape • Spa & Pool Retreat

Private Killington Retreat | Hot Tub | Fireplace

Sophia's Place

Peak & Pillow Condo w/Hot Tub, Pool

Dover VT 2 Bdrm Condo - Mt Snow Shuttle

Hilltop Haven

Lovely Southern Vermont Getaway for 2.

Summit’s Stratton Sneak Away II
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,756 GYD | G$40,356 GYD | G$36,592 GYD | G$27,183 GYD | G$34,919 GYD | G$35,756 GYD | G$32,619 GYD | G$36,592 GYD | G$38,474 GYD | G$39,519 GYD | G$36,592 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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- Okemo Mountain Resort
- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Killington Resort
- Middlebury College
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Squam Lakes Natural Science Center
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Ice Castles
- Stinson Lake
- Camp Plymouth State Park





