
Bed and breakfast vacation rentals in Woodstock
Find and book unique bed and breakfast rentals on Airbnb
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$35,573 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!
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

13 Hills - A Unique Earth-Sheltered Destination
Welcome to 13 Hills! Set in the picturesque Monadnock region, our earth-sheltered, open concept home offers magnificent views, serenity, and comfort. With an 1100 square foot terrace with firepit and year-round hot tub, and pool room with darts, this is not your usual B&B. Your room has a king-size memory foam bed, bureau, 42 inch TV, DVD & internet services, a full bath with tiled shower, a fridge with freezer, microwave and panoramic vistas. Full breakfasts of your choosing are our specialty!

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.

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.

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.

Hilltop Country Views Studio Apartment
Enjoy a relaxing stay in the country. Easy access to Vermont & Saratoga. Eat local produce. Fresh eggs, bread and butter or oatmeal for your first breakfast, coffee and tea provided. Go shop, ski, hike or stay put & enjoy a good book! (After you're confirmed, please let us know if you're vegan, and or glucose or lactose intolerant.)
Popular amenities for Woodstock bed and breakfast rentals
Family-friendly bed and breakfast rentals

The Oak Room - Ladoga

Stay at the largest Colonial Revival Mansion in US

YOKO: Modern design in the heart of the Village

The Victorian Lady, circa 1836

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

Farm Stay in Antique Farmhouse

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

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

The Elia Corte Suite at Maplecroft B&B

The Governor's Inn - Ann's Room

Follansbee Inn on Kezar Lake

Johnnycake Flats Inn, Birdhouse Room

Deluxe King, kitchenette,fireplace- Cider House 1

Green River Stately Home
Bed and breakfast rentals with a patio

Farm at Williams River House - Gloucester Suite

Farm at Williams River House - Essex Suite

Charming Inn room 3/6 (Travelers room)

The Clayton Room at the Waitsfield Inn.

Country Bed & Breakfast, White Birch Room

Yogi & artist retreat center

Farm at Williams River House - Hawthorne Suite-ADA

Charming Queen Monadnock Room in Historic Inn
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$50,849 GYD | G$54,406 GYD | G$55,243 GYD | G$50,221 GYD | G$54,825 GYD | G$57,336 GYD | G$57,963 GYD | G$55,662 GYD | G$56,080 GYD | G$58,382 GYD | G$49,802 GYD | G$52,732 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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