
Apartment holiday rentals in Woodstock
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Woodstock

Total holiday rentals
Explore 20 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $170 NZD per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Woodstock holiday 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.

Private Riverside Studio* Upper Valley*Vermont
This unique place has a style all its own. Perfect for a traveling nurse or anyone who needs a relaxing getaway or a remote place to work. This studio apartment has river and garden views and is conveniently located in the New England Village of North Hartland. A 15-20 minute drive to Dartmouth College or DHMC. Take country walks across the twin covered bridges right from your doorstep. Relax on the front porch and watch the bald eagles and peregrine falcons search for prey along the river.
LocationFamilyIndoor spaces

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.
ValueFamilyCheck-in

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.
FamilyLocationSleep quality

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".
FamilyLocationWalkability

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.
ValueLocationSkiing

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.
ValueLocationSkiing

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.
LocationValueCondition

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.
FamilyValueView

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.
ValueLocationDecor

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!
ValueLocationLayout

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.
ValueFamilySkiing

Phil's Place: Neat apartment close to downtown
This place is next door to the movie theater and just a couple of blocks from restaurants and downtown shopping. Plenty of free parking. Clean and neat. Probably the most convenient apartment in Randolph.
FamilyLocationAccess
Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

Lovely 2 Bedroom Apartment w/deck & pond view
ValueLocationKitchen

Private Apt. on Farm, Hot Tub with views!
LocationFamilyQuiet

Cozy Suite in a Historic Building Near Ski Resorts
LocationFamilyBiking

20 Minutes to Manchester/ Rutland/Pawlet/Landgrove
LocationValueAmenities

Red Rooster: Cozy ADV hub on a urban micro-farm.
LocationFamilyAccuracy

Cozy Cabin Studio
ValueFamilyAmenities

Lofty Dreams
ValueFamilyAir conditioning

Hideaway Lodge Lakefront- Screen Porch & MTN Views
LocationFamilyLong stay
Private apartment rentals

A Peaceful Brookside Vermont Retreat
LocationValueSkiing

Charming apartment on the Windsor Green
LocationSkiingIndoor spaces

Peaceful Ludlow base for exploring Okemo valley
LocationFamilyHospitality

Elegant Village Apartment
ValueLocationNearby

Hilltop Hideaway retreat in Woodstock
FamilyValueSleep quality

Vermont Getaway Apartment
ValueFamilyBarbecue

Travelers Oasis in Montpelier
ValueLocationAmenities

Vermont Suite @Anderson-Key Farm
LocationValueParks
Apartment rentals with a hot tub

Cozy Vermont Escape • Spa & Pool Retreat
FamilyValueComfort

Sophia's Place
FamilyLocationNearby

Private Killington Retreat | Hot Tub | Fireplace
LocationComfortNearby

Empie's Igloo
LocationQuietCheckout

Dover VT 2 Bdrm Condo - Mt Snow Shuttle
FamilyLocationKitchen

Hilltop Haven
FamilyLocationCheck-in

Lovely Southern Vermont Getaway for 2.
LocationIndoor spacesKitchen

A Beautiful Secret Den - with a private hot tub!
LocationHot tubSkiing
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 NZD | $327 NZD | $297 NZD | $297 NZD | $339 NZD | $333 NZD | $265 NZD | $297 NZD | $312 NZD | $321 NZD | $297 NZD | $338 NZD |
| 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 |
Destinations to explore
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- Apartment rentals Windsor County
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- Apartment rentals United States
- Okemo Mountain Resort
- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Middlebury College
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Squam Lakes Natural Science Center
- Ice Castles
- Stinson Lake
- Montshire Museum of Science
- Mount Sunapee Resort
- Camp Plymouth State Park
- Warren Falls





