
Apartment holiday rentals in Woodstock
Find and book unique apartments on Airbnb
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.

10 Min to HITS Summer Fest/ 20 Min to Manchester
We welcome you to come experience Vt. We are a quiet, private, cozy, clean, stay in the country. Located equal distances to all surrounding towns and ski areas. Drive the Green Mountain National Forest road #10 to Peru, Landgrove & Weston. Hike on the Appalachian and Long trail. Fish, bike, forage, swim and spelunk (caving) Dine & shop, Manchester, East Dorset, Wallingford & Rutland. Walk around Danby. Take a scenic drive to Pawlet & Dorset. Ski, Killington, Pico, Okemo, Bromley, Stratton.

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.

Waterfront cottage walk-out suite.
Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front or 4 wheel drive vehicles with good all season or snow tires required in the winter. Not suitable for toddlers or young children.

Canyons Unit: Skyeship Gondola 2 miles w/HOT TUB
The Canyons 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 Killington’s Skyeship Gondola. 15 minutes to Killington’s main base area and 20 minutes to Okemo. 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 Moguls 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!

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.

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.

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.
Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

~Serene Barn Retreat~

Quiet St in Town, gardens, terrace

A Suite Zenbarn 2BR Apt | VIP Perks Live Music

Quiet Vermont Farmhouse

Minimal organic hideaway inspired by nature

Private Dublin apartment nestled in the woods

Historic Wayside Farm - a working dairy farm

Entire 2nd Floor Walk to Montpelier
Private apartment rentals

A Peaceful Brookside Vermont Retreat

Historic Luxury Loft

Charming apartment on the Windsor Green

Hideaway studio: breweries, skiing, dogs welcome

Elegant Village Apartment

Doc's Lake House 1st floor, 2 bdrm full apartment

Hilltop Hideaway retreat in Woodstock

Hebard Hill Hideaway
Apartment rentals with a hot tub

A Lovely In-Law Apt Near Pat’s Peak and NEC!

Sophia's Place

Dog heavenly! Private, beautiful and relaxing.

Hilltop Haven

Lovely Southern Vermont Getaway for 2.

Summit’s Stratton Sneak Away II

Vermont Getaway Apartment

Ski home to your front door! 2 bedroom unit.
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $292 NZD | $330 NZD | $299 NZD | $222 NZD | $285 NZD | $292 NZD | $266 NZD | $299 NZD | $314 NZD | $323 NZD | $299 NZD | $340 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 |
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 $154 NZD per night before taxes and fees

Verified guest reviews
Over 1,820 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Chalet rentals Woodstock
- Rentals with a fireplace Woodstock
- Hotel rooms Woodstock
- Cottage rentals Woodstock
- Rentals with a washing machine and dryer Woodstock
- Rentals with breakfast Woodstock
- Fitness-friendly rentals Woodstock
- Rentals with an EV charger Woodstock
- Bed and breakfasts Woodstock
- Pet-friendly rentals Woodstock
- Condo rentals Woodstock
- Rentals with a patio Woodstock
- Rentals with outdoor seating Woodstock
- Cabin rentals Woodstock
- Waterfront rentals Woodstock
- Villa rentals Woodstock
- Family-friendly rentals Woodstock
- Rentals with a hot tub Woodstock
- Rentals with pools Woodstock
- Rentals with a fire pit Woodstock
- House rentals Woodstock
- Apartment rentals Windsor County
- Apartment rentals Vermont
- Apartment rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Tenney Mountain Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Killington Resort
- Dartmouth College
- Bromley Mountain Ski Resort
- Middlebury College
- Montshire Museum of Science
- Mount Sunapee Resort
- Squam Lakes Natural Science Center
- Emerald Lake State Park
- Ice Castles
- Stinson Lake





