
Apartment holiday rentals in Woodstock
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Top-rated apartment rentals in Woodstock
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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.

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.

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.

Apartment in Vermont Historic Home
This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

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.

Killington VT Chalet - Lower apartment
Entire lower apt of Austrian Style home in Killington across from Pico Mtn offers beautiful views in a quiet setting with preserved forest and the Appalachian & Long Trail in our backyard. Only 2 miles to Killington Access Road. The apartment is the lower unit, owners occupy the upper unit. We are a ski family and are up early each morning. Previous reviews REQUIRED, no 3rd-party bookings. No partiers, smokers, or loud gatherings. No pets including service animals.

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.

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub
Private first-floor apartment in a multi-family home, just 1 mile from Killington’s Skyeship Gondola. Sleeps 12 in 4 bedrooms, with its own entrance, porch, hot tub, kitchen, dining room, and living room—all private to your group. Nestled on a quiet, wooded hillside with plenty of parking and easy access to Route 4. Option to rent both units—see host profile for details.

Apartment on Main Street
One bedroom apartment with kitchenette (mini-fridge, coffee maker, microwave, dishes etc.), full bathroom with laundry, and open living space. I am an English teacher, so there are lots of books! Apartment is located in the Village of Saxtons River- within easy walking distance from the Market, Vermont Academy, our new Park, and Main Street Arts.

LilBear- Shuttle, FIreplace, Pool, Hot Tub.
Welcome to LilBear at Mountain Green Condo Discover your perfect getaway at LilBear, a charming one-bedroom, one-bathroom condo nestled in the heart of the Mountain Green Resort. Located just steps from Killington Resort, LilBear offers the ideal blend of convenience and comfort for your mountain retreat.

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

Cozy Suite in a Historic Building Near Ski Resorts

HeART Barn Retreat

49 River Street

Bog Mt Retreat Upstairs Suite

Bonnet St Barn

Vermont Country Suite

Light filled Lebanon Loft

East Wing 2nd Floor Apartment
Private apartment rentals

Steps away from lift- Okemo 1B

Lovely Duplex with Deck and Central Location

Quaint Vermont Village Apartment 2

Okemo Mountain Retreat

Red Rooster Air BnB

A Spacious 1 Bedroom Apartment

Cooper's Place

Hilltop Hideaway in Woodstock
Apartment rentals with a hot tub

Private Apt. on Farm, Hot Tub with views!

Cozy Studio/Onsite Spa w/Pool,Hot tub

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

Dog heavenly! Private, beautiful and relaxing.

Mt Snow 2 Bdrm Condo - Free Ski Shuttle

Hilltop Haven

Walk to main lift! The Handle Studio @ Mt. Snow!

Canyons Unit: Skyeship Gondola 2 miles w/HOT TUB
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £126 | £141 | £130 | £96 | £124 | £127 | £116 | £130 | £136 | £140 | £130 | £148 |
| 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 flat rentals in Woodstock

Total holiday rentals
Explore 20 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at £89 per night before taxes and fees

Verified guest reviews
Over 1,680 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Woodstock holiday rentals include wifi 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!
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- Flat rentals Windsor County
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- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Squam Lake
- Killington Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Fox Run Golf Club
- Hildene, The Lincoln Family Home
- Bromley Mountain Ski Resort
- Ice Castles
- Montshire Museum of Science
- Dartmouth College
- Mount Sunapee Resort
- Squam Lakes Natural Science Center
- Middlebury College
- Stinson Lake
- Southern Vermont Arts Center




