
Apartment vacation rentals in Woodstock
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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$20,924 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.
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.
4.89 out of 5 average rating, 213 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.
4.85 out of 5 average rating, 516 reviews
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 children.
4.99 out of 5 average rating, 166 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.
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!
4.89 out of 5 average rating, 100 reviews
Baby Queens Barbie-core Studio Apt (dog friendly)
Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.
4.86 out of 5 average rating, 293 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.
4.96 out of 5 average rating, 699 reviews
Trestle Farm
Trestle Farm, formerly a 50-year old horse rescue ranch, which we are transforming into a floriculture farm. 12 acres of open meadows to enjoy. If you’re looking for a bit of old, rustic Vermont, Trestle Farm offers all you need for a peaceful getaway, and yet it is just minutes to Rutland. With over 30 years of estate caretaking experience we welcome you to Trestle Farm to share this special Vermont hideaway.
4.98 out of 5 average rating, 102 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.
4.97 out of 5 average rating, 158 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.
4.95 out of 5 average rating, 213 reviews
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.
4.99 out of 5 average rating, 237 reviewsPopular amenities for Woodstock apartment rentals
Weekly apartment rentals

Vermont Retreat
5.0 out of 5 average rating, 103 reviews
Private Hilltop farm apartment
4.97 out of 5 average rating, 481 reviews
Vermont Country Suite
5.0 out of 5 average rating, 289 reviews
Fairview
4.94 out of 5 average rating, 366 reviews
Cozy Suite in a Historic Building Near Ski Resorts
4.91 out of 5 average rating, 423 reviews
Historic Wayside Farm - a working dairy farm
4.98 out of 5 average rating, 238 reviews
Doc's Lake House 1st floor, 2 bdrm full apartment
4.91 out of 5 average rating, 222 reviews
Bread and Butter Apartment
4.99 out of 5 average rating, 104 reviewsPrivate apartment rentals

Killington Skyeship 4 BR | 1 Min Gondola + Hot Tub
4.85 out of 5 average rating, 133 reviews
Charming & Peaceful Upper Valley 1BR Retreat
4.98 out of 5 average rating, 156 reviews
Private Apt. on Farm, Hot Tub with views!
4.93 out of 5 average rating, 283 reviews
The Loft at Weathersfield
4.99 out of 5 average rating, 196 reviews
Private Riverside Studio* Upper Valley*Vermont
4.84 out of 5 average rating, 147 reviews
Travelers Oasis in Montpelier
4.92 out of 5 average rating, 131 reviews
Mountain View Apartment
4.91 out of 5 average rating, 141 reviews
Dog heavenly! Private, beautiful and relaxing.
4.95 out of 5 average rating, 368 reviewsApartment rentals with a hot tub

Vermont Getaway Apartment
4.96 out of 5 average rating, 620 reviews
Hilltop Haven
4.93 out of 5 average rating, 344 reviews
Private Killington Retreat | Hot Tub | Fireplace
4.87 out of 5 average rating, 23 reviews
Skier's Retreat | Hot Tub | Sauna | Free Shuttle
4.93 out of 5 average rating, 29 reviews
Empie's Igloo
4.92 out of 5 average rating, 13 reviews
Cozy Vermont Escape - Spa & Pool Retreat
4.92 out of 5 average rating, 50 reviews
Killington Vermont Ski Hideaway
4.84 out of 5 average rating, 19 reviews
New Resort Condo Close to Lifts
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$35,780 GYD | G$40,383 GYD | G$36,617 GYD | G$36,617 GYD | G$41,848 GYD | G$41,011 GYD | G$32,641 GYD | G$36,617 GYD | G$38,500 GYD | G$39,546 GYD | G$36,617 GYD | G$41,638 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
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- Ice Castles
- Squam Lakes Natural Science Center
- Stinson Lake
- Mount Sunapee Resort
- Montshire Museum of Science
- Warren Falls





