
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 $168 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 Apt. on Farm, Hot Tub with views!
Relax in a spacious private apartment on our 38-acre hillside farm with sweeping Vermont views. Two queen bedrooms, a queen loft, full kitchen, and private deck with keypad entry. Enjoy gardens, orchard, heritage livestock, and a shared hot tub. Observatory features a historic 8½" Cooke telescope https://www.airbnb.com/experiences/6812114?s=67&unique_share_id=f9d4ebb7-396a-4f65-9ed0-f2b464a4359c Centrally located near Stratton, Mount Snow, Magic, and Bromley. Sleeps 5; adjoining unit available.

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.

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.

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.

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!

Two-Bedroom apartment in the Green Mountains
Spacious, light-filled, private apartment in a quiet Vermont village. Full kitchen, dining, living. One bedroom with double bed and A/C; one bedroom with single/day bed, futon couch in living room. Private entrance. NOTE: We have a second, one-bedroom unit in our home titled: "Suite in the Green Mountains".

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

Lovely 2 Bedroom Apartment w/deck & pond view

Cozy Suite in a Historic Building Near Ski Resorts

20 Minutes to Manchester/ Rutland/Pawlet/Landgrove

Bread and Butter Apartment

Bog Mt Retreat Upstairs Suite

Lofty Dreams

Beautiful private village apartment with king bed
Private apartment rentals

A Peaceful Brookside Vermont Retreat

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

Peaceful Ludlow base for exploring Okemo valley

Hideaway Lodge Lakefront- Screen Porch & MTN Views

Sweet apartment near downtown Woodstock

Charming & Peaceful Upper Valley 1BR Retreat

Law Office Apartment

Travelers Oasis in Montpelier
Apartment rentals with a hot tub

Cozy Vermont Escape - Spa & Pool Retreat

Backyard Bunker Retreat

Sophia's Place

Private Killington Retreat | Hot Tub | Fireplace

Dover VT 2 Bdrm Condo - Mt Snow Shuttle

Lovely Southern Vermont Getaway for 2.

Skier's Haven | Hot Tub | Sauna | Free Shuttle

A Beautiful Secret Den - with a private hot tub!
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $288 NZD | $325 NZD | $295 NZD | $295 NZD | $337 NZD | $330 NZD | $263 NZD | $295 NZD | $310 NZD | $318 NZD | $295 NZD | $335 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
- Rentals with pools Woodstock
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- Cabin rentals Woodstock
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- Bed and breakfasts Woodstock
- Hotel rooms Woodstock
- Family-friendly rentals Woodstock
- House rentals Woodstock
- Condo rentals Woodstock
- Chalet rentals Woodstock
- Rentals with breakfast Woodstock
- Villa rentals Woodstock
- Rentals with a hot tub Woodstock
- Pet-friendly rentals Woodstock
- Apartment rentals Windsor County
- Apartment rentals Vermont
- 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
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Squam Lakes Natural Science Center
- Stinson Lake
- Ice Castles
- Montshire Museum of Science
- Mount Sunapee Resort
- Warren Falls





