
Apartment vacation rentals in Woodstock
Find and book unique apartments on Airbnb
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$20,931 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.
ValueLocationTV
4.8 out of 5 average rating, 146 reviews
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.
ValueFamilySleep quality
4.89 out of 5 average rating, 213 reviews
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.
LocationValueKitchen
4.88 out of 5 average rating, 151 reviews
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".
FamilyLocationHiking
4.93 out of 5 average rating, 210 reviews
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.
LocationValueKitchen
4.85 out of 5 average rating, 515 reviews
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.
LocationFamilyGrill
4.99 out of 5 average rating, 104 reviews
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.
ValueLocationDecor
4.81 out of 5 average rating, 201 reviews
BearNecessities- Pool, Hot Tub, Gym
BearNecessities is your cozy Killington escape! This 1BR/1BA condo boasts a unique queen-over-king bunk, perfect for families & adventure seekers. Enjoy top-tier amenities: hot tub, sauna, indoor & outdoor pools, gym, spa, restaurant, & ski store—all onsite! Relax by the electric fireplace or on your private deck. Walk to the ski shuttle for easy mountain access. Self check-in for a hassle-free stay. Perfect for skiing, hiking, biking, & nightlife!
LocationFamilyDecor
4.89 out of 5 average rating, 100 reviews
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.
FamilyValueSkiing
4.96 out of 5 average rating, 698 reviews
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.
FamilyValueParking
4.97 out of 5 average rating, 158 reviews
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!
ValueLocationCheckout
4.97 out of 5 average rating, 481 reviews
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.
FamilyValueComfort
4.95 out of 5 average rating, 213 reviewsPopular amenities for Woodstock apartment rentals
Weekly apartment rentals

Historic Wayside Farm - a working dairy farm
ValueLocationGetting around
4.98 out of 5 average rating, 238 reviews
Fairview
LocationValueRiver
4.94 out of 5 average rating, 366 reviews
Trestle Farm
FamilyValueNearby
4.98 out of 5 average rating, 102 reviews
Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub
LocationValueKitchen
4.85 out of 5 average rating, 133 reviews
Vermont Retreat
LocationFamilyCleanliness
5.0 out of 5 average rating, 103 reviews
20 Minutes to Manchester/ Rutland/Pawlet/Landgrove
FamilyLocationIndoor spaces
4.93 out of 5 average rating, 143 reviews
Red Rooster Fall Foliage Hub Near Downtown Rutland
ValueLocationAmenities
4.94 out of 5 average rating, 113 reviews
Doc's Lake House 1st floor, 2 bdrm full apartment
ValueFamilyHospitality
4.91 out of 5 average rating, 222 reviewsPrivate apartment rentals

Beautiful private village apartment with king bed
FamilyValueQuiet
4.96 out of 5 average rating, 167 reviews
Two-Bedroom apartment in the Green Mountains
ValueFamilyWifi
4.99 out of 5 average rating, 138 reviews
Mountain View Apartment
FamilyValueAccuracy
4.91 out of 5 average rating, 141 reviews
Private Riverside Studio* Upper Valley*Vermont
FamilyLocationHeating
4.84 out of 5 average rating, 147 reviews
Cozy Suite in a Historic Building Near Ski Resorts
LocationValueSleep quality
4.91 out of 5 average rating, 422 reviews
Home Sweet Grove Street
ValueFamilyHiking
4.88 out of 5 average rating, 285 reviews
Charming & Peaceful Upper Valley 1BR Retreat
ValueLocationView
4.98 out of 5 average rating, 156 reviews
Nice, Large Modern Apartment
ValueLocationParking
4.95 out of 5 average rating, 104 reviewsApartment rentals with a hot tub

Dog heavenly! Private, beautiful and relaxing.
LocationValueLayout
4.95 out of 5 average rating, 368 reviews
Vermont Getaway Apartment
ValueFamilyAccess
4.96 out of 5 average rating, 620 reviews
Hilltop Haven
ValueFamilyView
4.93 out of 5 average rating, 344 reviews
Skier's Retreat | Hot Tub | Sauna | Free Shuttle
ValueLocationWalkability
4.93 out of 5 average rating, 29 reviews
Private Killington Retreat | Hot Tub | Fireplace
FamilyLocationHospitality
4.87 out of 5 average rating, 23 reviews
Killington Vermont Ski Hideaway
FamilyValueComfort
4.84 out of 5 average rating, 19 reviews
Empie's Igloo
LocationNearbyIndoor spaces
4.92 out of 5 average rating, 13 reviews
New Resort Condo Close to Lifts
FamilyLocationWalkability
4.95 out of 5 average rating, 82 reviewsWhen is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,792 GYD | G$40,397 GYD | G$36,630 GYD | G$36,630 GYD | G$41,862 GYD | G$41,025 GYD | G$32,653 GYD | G$36,630 GYD | G$38,513 GYD | G$39,560 GYD | G$36,630 GYD | G$41,653 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





