Find short term rentals in Woodstock, VT at the best prices
100 available short term rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Woodstock, VT
9.8 234 reviews
Woodstock, VT
02/09 – 08/09
$659/nighttotal: $3954 (6 )
Private & Affordable Charming Custom Ranch In S. Woodstock. Wifi And Ac.
4 2
apartment , Woodstock
This Woodstock, Vermont farmhouse, situated 4.8km from Woodstock village and 9.6km from Suicide Six ski area, offers a private 1.6-hectare setting with rolling fields and proximity to other Vermont attractions. The single-storey property boasts 139 square metres of living space, sleeping seven guests across four bedrooms and two bathrooms, and includes amenities such as a fully equipped kitchen, high-speed internet, and outdoor recreation space.
9.8 8 reviews
Woodstock, VT
10/12 – 16/12
$631/nighttotal: $3786 (6 )
Designer-restored 1870 Hideaway On Kedron Brook
2 2
apartment , Woodstock
This restored 1870 property, listed on the National Register, is situated in Kedron Valley, a short walk from the local country store and Kedron Valley Inn, and 8 kilometres from Woodstock village. This two-bedroom apartment accommodates four guests and offers a full kitchen, a private deck with brook views, on-site hiking and skiing access, and a firepit, providing an ideal base for exploring the area and stargazing.
9.9 135 reviews
Woodstock, VT
10/12 – 16/12
$278/nighttotal: $1668 (6 )
Studio Apartment In Beautiful South Woodstock
1 2
apartment , Woodstock
This self-contained studio is situated on a quiet dirt road just a 24km drive from Woodstock town centre, offering easy access to the Green Mountain Horse Association and hiking trails. The studio sleeps two guests and features a fully equipped kitchen, a private patio, and high-speed internet access, ideal for a peaceful retreat in the Vermont countryside.
Woodstock, VT
25/09 – 27/09
$615/nighttotal: $1230 (2 )
1br Apt | Full Kitchen | River | Pool | Woodstock
1 2
B&B , Woodstock
This recently updated top-floor apartment, offering 1 bedroom for 2 guests, is located on 6 acres along the Ottauquechee River, just a few minutes' drive from historic Woodstock village. Guests can enjoy a full kitchen, a private balcony overlooking gardens and the river, direct river access, and year-round use of an indoor heated swimming pool, sauna, and jetted hot tub, with an on-site restaurant and complimentary daily buffet breakfast also available.
10 60 reviews
Woodstock, VT
10/12 – 16/12
$622/nighttotal: $3732 (6 )
Woodstock Carriage House-280 Acres-views-gardens-skiing-farm-2.5 Miles From Town
2 2
apartment , Woodstock
This renovated carriage house, part of a 280-acre estate, is situated 3.2 kilometres from Woodstock town centre, near Killington, Pico, Okemo, and Suicide Six ski resorts. The 102-square-metre property sleeps four guests in two bedrooms and one bathroom, offering a kitchen with fridge and microwave, Wi-Fi, air conditioning, a garden, a spa, parking, and access to private hiking trails and fishing ponds on the estate.
Woodstock, VT
14/08 – 15/08
$690/nightfor 1 night
Stay At Jimmy's
1 2
B&B , Woodstock
"Stay At Jimmy's" is a pet-friendly guesthouse located in West Woodstock, just 3 kilometres from the town centre, making it convenient for exploring attractions like the Ottauquechee Health Centre, the Red Wagon Toy Company, and the Dana Museum. This adult-only guesthouse offers a quiet residential setting with free Wi-Fi, parking, and a microwave oven, perfect for couples seeking a peaceful retreat.
9.9 151 reviews
Woodstock, VT
10/12 – 16/12
$738/nighttotal: $4428 (6 )
The Cottage On Westerdale Road
1 2
apartment , Woodstock
This charming cottage is just a short distance from the centre of Woodstock, placing you within easy reach of the town's restaurants, shops and attractions. The property has consistently received excellent ratings for its location, cleanliness and overall experience, ensuring a comfortable and enjoyable stay. This three-bedroom, two-bathroom home can comfortably accommodate up to six guests. Amenities include a fully equipped kitchen, air conditioning, a private garden and access to nearby fields, offering plenty of space for relaxation and outdoor activities.
8.0 1 review
Woodstock, VT
02/09 – 08/09
$766/nighttotal: $4596 (6 )
Ottaquechee River, Woodstock | Riverside Vista
3 2
apartment , Woodstock
This riverside flat in Woodstock offers direct access to the Ottaquechee River, a short walk to the village's shops, restaurants, and historic sites, and proximity to Mt. Tom's hiking trails. This 179 square meter property accommodates up to six guests with three bedrooms, two bathrooms, two living areas, a kitchen equipped with a fridge, microwave, and dishwasher, air conditioning, free WiFi, and a terrace or balcony.
9.8 46 reviews
Woodstock, VT
02/09 – 08/09
$543/nighttotal: $3258 (6 )
Grange Hall, South Woodstock Historic Home
1 2
apartment , Woodstock
This charming home, located in the picturesque village of South Woodstock, is just a short distance from the Kedron Valley Inn, the Kedron Brook, and the South Woodstock Store. The apartment is highly rated for its excellent location, cleanliness, and user experience. The three-bedroom flat comfortably sleeps six guests and features an open-plan living, dining, and kitchen area. Amenities include a fully equipped kitchen, a patio with a grill, a garden, and parking, making it the perfect retreat for families or groups of friends.
8.5 275 reviews
Woodstock, VT
10/12 – 16/12
$323/nighttotal: $1938 (6 )
The Vesper Woodstock
1 2
B&B , Woodstock
The Vesper Bed and Breakfast is located on the Village Green in Woodstock, Vermont, a short walk from shops, restaurants, and the Billings Farm Museum. The B&B has excellent ratings for location, cleanliness, and overall experience. The accommodation is a charming 1835 Greek Revival home that can host up to two guests in a single bedroom with a private bathroom. The B&B offers a range of amenities, including free Wi-Fi, parking, and a jacuzzi, as well as access to hiking trails, skiing, and nearby attractions.
Woodstock, VT
14/08 – 15/08
$503/nightfor 1 night
1br Apt | Full Kitchen | River | Pool | Woodstock
1 2
B&B , Woodstock
The Farmhouse Apartments, a private annex offering seclusion, are located in Woodstock, Vermont, a short 500-meter walk from the town centre and its renowned attractions. These newly remodelled apartments provide a home-away-from-home experience for up to two guests, featuring a full kitchen, spacious living room, air conditioning, Wi-Fi, and access to a swimming pool and fitness centre.
9.6 16 reviews
Woodstock, VT
10/12 – 16/12
$365/nighttotal: $2190 (6 )
Golf, Lake Pinneo, Fireplace - Windsor Village 3d
2 2
apartment , Hartford
This Windsor Village condo is located in Quechee, a short walk from both award-winning golf courses and Lake Pinneo beach, offering a peaceful retreat in a picturesque setting. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The spacious two-bedroom apartment, covering 100 square metres, comfortably accommodates four guests. It features a fully equipped kitchen, a private terrace with a barbecue, and access to the Quechee Club’s amenities, including tennis courts, a fitness centre, and golf facilities.
Best family friendly Woodstock, VT Short term rentals
Among the 100 accommodations in Woodstock, VT, here are the 4 best family friendly rentals
10 11 reviews
Woodstock, VT
25/07 – 01/08
$1221/nighttotal: $8547 (7 )
Woodstock Vt Historic Shopkeeper's Home - Sleeps 8
1 2
apartment , Woodstock
This charming three-bedroom apartment is situated above the historic Taftsville Country Store, just a short walk from the village of Woodstock and the picturesque Taftsville Covered Bridge. It has received excellent ratings for location, cleanliness, and overall user experience. The apartment is spread across two levels and comfortably accommodates eight guests. Guests will enjoy a fully equipped kitchen, a spacious dining area, a comfortable living room, and a range of amenities including a gas stove, an electric fireplace, multiple televisions, a SoulCycle stationary bike, luxurious bath products, spa robes, slippers, and a welcome bottle of wine.
10 31 reviews
Woodstock, VT
25/07 – 01/08
$962/nighttotal: $6734 (7 )
Pomfret Retreat, Near Woodstock
1 2
apartment , Pomfret
This four-bedroom house near Pomfret, less than 3.2 kilometres from Woodstock village, offers easy access to restaurants, shops, and breweries. Sleeping nine guests, this recently renovated property boasts two living areas, a fully equipped kitchen with dishwasher, a garden, parking, and is ideal for multi-generational families enjoying hiking, skiing, and other outdoor pursuits in the area.
9.9 95 reviews
Woodstock, VT
25/09 – 27/09
$858/nighttotal: $1716 (2 )
Riverside Getaway! Minutes To Downtown Woodstock
1 2
apartment , Woodstock
This three-bedroom, two-bathroom apartment is situated near Woodstock, Vermont, a short drive from both Woodstock town centre and Killington Mountain. The riverside property, offering a fenced garden with a fire pit and barbecue, sleeps seven guests and includes a fully equipped kitchen, laundry facilities, and access to Wi-Fi.
10 14 reviews
Woodstock, VT
02/09 – 08/09
$1813/nighttotal: $10878 (6 )
New Vermont Luxury In Woodstock Village: Private Home, Pond & Mountain Views
3 2
apartment , Woodstock
This family-friendly house is located in the Woodstock mountains, just a short walk from Billings Park and Trail, Red Wagon Toy Company, and Woodstock Town Hall Theatre. It has received excellent reviews from previous guests. The property has three bedrooms and three bathrooms, accommodating up to eight guests, and offers a range of amenities including a fully equipped kitchen, a swimming pool, a jacuzzi, a terrace, a garden, and parking.
Best Woodstock, VT lodging with a kitchen
9.4 6 reviews
Woodstock, VT
02/09 – 08/09
$504/nighttotal: $3024 (6 )
Quechee Views And Ski - Kingswood 10b
3 2
apartment , Hartford
This apartment is located in a rural, mountainous area near White River Junction, Vermont, just a short walk from the Quechee Ski Area and a 9-minute drive (14.5 km) from Simon Pearce Mill. The surrounding area offers a wide range of outdoor activities, including hiking, biking, and birdwatching. The property has three bedrooms and three bathrooms, comfortably accommodating up to six guests. The apartment features a fully equipped kitchen, in-unit laundry, Wi-Fi, cable TV, air conditioning, a fireplace, a comfortable living area, and a garden.
10 2 reviews
Woodstock, VT
02/09 – 08/09
$586/nighttotal: $3516 (6 )
Highland Golf Course Getaway - Fairway Village 5b
3 2
apartment , Hartford
This three-bedroom condominium in Quechee, Vermont, offers direct access to the fairways of Highland Golf Course, just a short walk from the clubhouse and 24 kilometres from Woodstock. This property provides accommodation for up to seven guests, featuring two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a terrace, and parking, with exclusive access to The Quechee Club's extensive amenities including tennis courts and a beach at Lake Pinneo.
Woodstock, VT
21/08 – 23/08
$538/nighttotal: $1076 (2 )
Lincoln Inn & Gallery
1 2
B&B , Woodstock
Lincoln Inn & Gallery, a guesthouse in South Woodstock, is situated 5km from Woodstock town centre, offering a peaceful retreat yet convenient access to local shops and restaurants. This family-friendly lodging boasts a garden, parking, Wi-Fi, and a kitchen, plus a unique combination of inn and art gallery, creating a special atmosphere.
9.7 305 reviews
Woodstock, VT
02/09 – 08/09
$2644/nighttotal: $15864 (6 )
Woodbridge Inn Bed & Breakfast
1 2
B&B , Woodstock
Woodbridge Inn Bed & Breakfast is located in Woodstock, just a short drive from Killington Peak and Mount Tom, offering a peaceful retreat amidst stunning mountain scenery. The inn consistently receives excellent ratings for its location, cleanliness, and overall experience. The inn provides comfortable and well-appointed rooms with private bathrooms, and features a garden, a terrace, and a Jacuzzi for relaxation. Guests can enjoy a delicious American breakfast, take advantage of the free Wi-Fi and parking, and explore nearby attractions like Gifford Woods State Park.
Frequently Asked Questions about short term rentals in Woodstock, VT
What are the best short term rentals in Woodstock, VT?
This Woodstock, Vermont riverside property is minutes from downtown Woodstock and Killington Mountain, offering easy access to Quechee and Plymouth attractions. Sleeping eight guests, this three-bedroom, two-bathroom holiday home boasts a fully equipped kitchen, garden, spa, parking, and pet-friendly accommodation with excellent guest reviews.
9.8 9 reviews
Woodstock, VT
25/07 – 01/08
$1666/nighttotal: $11662 (7 )
Woodstock Vermont Private Retreat - 25 Acres
1 2
apartment , Woodstock
This secluded five-bedroom property is located in the lush Vermont countryside, just a short drive from both the Skyeship Gondola and Okemo Mountain Resort. It has received excellent ratings for its location, cleanliness, and overall guest experience. The house can accommodate up to 10 guests and features a separate guest house for larger groups. Amenities include a private swimming pond, a hot tub, a garden, and a fully equipped kitchen, perfect for enjoying a relaxing getaway in the heart of Vermont.
9.9 55 reviews
Woodstock, VT
25/07 – 01/08
$463/nighttotal: $3241 (7 )
Foliage And Ski Retreat By Woodstock & Killington
1 2
apartment , Bridgewater
This renovated farmhouse is located in Bridgewater, Vermont, just a short drive from Woodstock and Killington, both around 10km away. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience. The property is a two-bedroom apartment that can accommodate up to six guests. It offers a modern kitchen, a comfortable living room with a pull-out sofa bed, laundry facilities, and a garden, making it perfect for families or groups.
8.8 3 reviews
Woodstock, VT
02/09 – 08/09
$683/nighttotal: $4098 (6 )
Charming Ranch In The Woods - Woodstock Way
2 2
apartment , Woodstock
This 11-acre farm stay, situated just over 1.6 km from Woodstock village centre in the Upper Valley, offers easy access to shops, restaurants, and local attractions including nearby golf courses. The 130 square metre property features a two-bedroom ranch layout sleeping up to eight guests, complete with a fully equipped kitchen (Forno fridge, Zline range), a fireplace, and a detached garage; enjoy hiking trails, skiing at nearby resorts, and stunning mountain views.
Best Woodstock, VT lodging with air conditioning
9.5 4 reviews
Woodstock, VT
25/07 – 01/08
$239/nighttotal: $1673 (7 )
Sleep Woodstock Motel - King: Room #5
1 2
B&B , Woodstock
Sleep Woodstock Motel offers dog-friendly rooms with Wi-Fi and air conditioning, situated 6 kilometres from Woodstock and 19 kilometres from Quechee Gorge, with Killington Ski Resort 16 kilometres away. This guesthouse provides a communal "Family/Ohana Room" with complimentary refreshments, private bathrooms, and king-sized beds, all within a 6-kilometre drive of Woodstock's attractions.
9.6 5 reviews
Woodstock, VT
10/12 – 16/12
$502/nighttotal: $3012 (6 )
Standard King In Boutique Vermont Hotel
1 2
B&B , Woodstock
This charming B&B is located just a short walk from Woodstock town centre, offering easy access to its many shops, restaurants and attractions. It has consistently received excellent ratings from guests for its location, cleanliness and overall experience. The accommodation features a spacious King Room with an ensuite bathroom, perfect for a couple's getaway. Guests can enjoy modern amenities, stunning views, and the option to bring their pet along, making it a comfortable and convenient choice for exploring Woodstock.
Woodstock, VT
14/10 – 15/10
$1078/nightfor 1 night
New! Spacious 4 Bedroom Condo In Quechee
1 8
apartment , Hartford
This spacious four-bedroom, three-bathroom maisonette in Hartford offers convenient access to the city centre, with key attractions and cultural sites within easy reach. This property provides accommodation for up to eight guests and features a well-equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a gas fireplace, and a garden, alongside a dedicated den with a large television.
10 1 review
Woodstock, VT
14/08 – 15/08
$628/nightfor 1 night
"The Relax Suite" At Stay At Jimmy's
1 2
B&B , Woodstock
This Woodstock guesthouse offers a king-size bed, separate living room, and a wet bar with mini-fridge and microwave, sleeping up to two guests. The en-suite facilities include a rain shower and jet tub; the exact location in Woodstock and proximity to attractions requires further clarification.