
Bed and breakfast vacation rentals in Woodstock
Find and book unique bed and breakfast rentals on Airbnb
Top-rated bed and breakfast rentals in Woodstock
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

Thorny Hills Farm
Private upstairs suite that sleeps up to 6 people. 1 bedroom with a queen sized bed & a bedroom suite with 4 single beds. Sitting area with tables allow for relaxing or group meals. Private bath serves the suite. Mini frig, microwave & coffee maker with grill outside. Private entrance & patio. Perfect for local horse events. No smokers. NOT suitable for young children under 10. No infants. Check in is 4PM but can be adjusted if needed. Check out is 10AM. Additional guests $35/night

Spooner House - Atwater Room with Clawfoot Tub
The Spooner House – your retreat in the Upper Valley. This spacious suite features a cozy fireplace, mountain views, and a private bathroom with a clawfoot tub and shower. Enjoy the luxurious king-sized bed and serene ambiance. Located just 15 minutes from Quechee, Norwich, Hanover, and Lebanon, and close to Woodstock (25 min) and Killington (39 min). Your stay includes a self-serve breakfast with granola, yogurt, fruit, espresso drinks, and tea. You'll also have access to the guest kitchen.

MT Retreat / Killington, Woodstock, Rutland, Okemo
We also offer our beautiful grounds as a venue for tented events. Bewitching views. Quiet, private suite. C. bkfst. Winter garage! COVID: “VT Forward” guidelines followed. Consider a private cooking class from award-winning Chef Ted and enjoy the foods of your labor in a lovely natural setting. BYOB. See Odyssey Events VT & Airbnb Experiences for cooking options. FYI, Bedroom size: 9' x 14'. Adjoining bathroom: 8' x 9'. The ante-room/office: 8' x 12', which is also yours to use.

~Serene Barn Retreat~
Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Middlebury Private Suite, walk to campus.
A pleasant walk to Middlebury town and college from this handsome 1827 Federal home which is licensed with the state. The suite has two bedrooms with one private bathroom and it’s own entrance. Each room has a queen bed with a comfortable mattress fitted with sun dried cotton sheets. The suite has a small refrigerator, microwave, electric kettle and French press. If the reservation is for 2 persons but both bedrooms are required, there is an additional $80 per night charge.

HotTub FirePit Games Huge Backyard Family Friendly
The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres

Endless Brook Farm B&B w Sauna, Hot Tub, Breakfast
Our home is located in a quiet, beautiful valley, surrounded by 175 acres of gardens, fields, hills, trails, streams, ponds and woods. Our bedrooms are bright and airy, with private bathroom upstairs on your own floor. Breakfast is provided each day -- all natural foods, special diets accommodated. 3-5 mins from Slate Valley Trails and Lake St. Catherine/State Park. 5 mins to Wells center. 10 mins to Poultney. 30 mins to Manchester or Rutland, VT.

The Victorian Lady, circa 1836
This is a Victorian home built in 1836 and totally restored in 1991. Was operated as a B&B for over 20 years and now available for vacation rental ( entire home) starting June 1, 2023. Located at 6447 Main Street Main St. in Westport, New York with views of Lake Champlain. PLEASE NOTE: ALL PRICES SHOWN ON THIS LISTING ARE PER NIGHT for the entire house. This price does not include breakfast. Discounts apply to length of stay.

Longview Cottage on Lake Sunapee
Enjoy wonderful summertime moments and make everlasting memories with loved ones, family and friends at this charming historic cottage built in the 1890’s. Relax at one of the most beautiful locations on Lake Sunapee, with long open 180 degree views of the pristine lake, rolling tree covered hillsides, Mount Sunapee, and the Fells Estate, an 83 acre nature preserve with undeveloped shoreline.

Charles Hewes Room- Shaker Hill B&B
Charles Hewes Room- Named for the first occupant of the house, the room has a queen-sized bed with an antique headboard, wide board floors, comfortable chair and a large private bathroom. Decorated in forest greens with cream accents, this room receives morning sun. The room includes breakfast. *A rollaway is available for this room. Please inquire. There is a small additional fee.

Private Garden Suite in B&B Retreat Near BTV
Nestled in 8 acres of private forest, our B&B style guesthouse offers the cherished rural Vermont experience while being wrapped in modest luxury only 2 mi. from restaurants and shops, minutes from beaches and sunsets on Lake Champlain, a stones throw from vineyards, museums and breweries, a mere 8 miles from Burlington, and 30-45 minutes to top ski areas.

Corncrib Tiny House Glamping Cabin
Queen-sized bed in historic corncrib cabin in the heart of Vermont with gorgeous views of fields and forest. We also have several other rooms available. The tiny house comes with a queen sized bed in the loft. It has a private full bathroom with clawfoot tub and shower, tiny living room, dining area and full kitchen. It can accommodate one or two people.
Popular amenities for Woodstock bed and breakfast rentals
Family-friendly bed and breakfast rentals

The Oak Room - Ladoga

The Fan House, A Vermont Country Home

Mountain Meadow View BnB - Queen

YOKO: Modern design in the heart of the Village

E and E’s B and B Queen Bed Rm+ Pool & Hot Tub

Visit your Craftsman home away from home-Rm 2 of 2

Economy Queen (Mountain Sports Inn)

Eva Blake House-Margaret's Room
Bed and breakfast rentals with breakfast

King Room with Private Bath - The Trailside Inn

Hubble Shire Farm French Queen Suite

Fenn Farmstead - w/farm-to-table breakfast 1 BR

Stay at the largest Colonial Revival Mansion in US

Johnnycake Flats Inn, Birdhouse Room

Deluxe King, kitchenette,fireplace- Cider House 1

The Governor's Inn - Lizzie's Room

Green River Stately Home
Bed and breakfast rentals with a patio

Farm at Williams River House - Essex Suite

Charming Inn room 3/6 (Travelers room)

"The Inn at Weathersfield" - Arlington Roon

Purple Chef's Cozy Apartment

Yogi & artist retreat center

Charming Queen Monadnock Room in Historic Inn

The Chapman Room at the Waitsfield Inn

Bed & Breakfast - 2nd Floor Guest Room 1 King Bed
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$50,834 GYD | G$54,390 GYD | G$55,227 GYD | G$50,206 GYD | G$54,809 GYD | G$57,319 GYD | G$57,947 GYD | G$55,646 GYD | G$56,064 GYD | G$58,365 GYD | G$49,788 GYD | G$52,717 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 |
Quick stats about bed and breakfast rentals in Woodstock

Total vacation rentals
Explore 10 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$35,563 GYD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Wi-Fi availability
10 of Woodstock vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodstock rentals

5 Average rating
Woodstock stays are highly rated by guests—averaging 5 out of 5!
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