
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$35,503 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.

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.

Eva Blake House-Margaret's Room
Do you like the experience of staying in historic homes? Welcome to the Eva Blake House. A full menu breakfast is served in our dining room between 8 and 10 AM. Three common areas. Abundant amenities. A walk or short drive to The Square with its shops, art galleries, restaurants and our 1927 Opera House movie theater. Margaret's Room has one double bed. A walk down the hall: your large, private bathroom with walk in shower.

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.

Visit your Craftsman home away from home-Rm 2 of 2
Turn of the century Craftsman home with charm and great character! We have two bedrooms to offer and bedroom 2 has a full/double mattress perfect for one or two people. Full bathroom is dedicated to guests. Ample parking on and off street. See King bedroom posting (Craftsman Home Away from Home 1 of 2) if you'd like to rent both rooms or just want more space :)
Popular amenities for Woodstock bed and breakfast rentals
Family-friendly bed and breakfast rentals

The Oak Room - Ladoga

Luxury King with balcony in Historic Inn, rm 10

Mountain Meadow View BnB - Queen

YOKO: Modern design in the heart of the Village

Private Forest Suite in B&B Retreat near BTV

Yogi & artist retreat center

Yoga Room - Streeter Mountain Farm

Farm Stay in Antique Farmhouse
Bed and breakfast rentals with breakfast

King Room with Private Bath - The Trailside Inn

The Cambridge Retreat House LLC

Stay at the largest Colonial Revival Mansion in US

Follansbee Inn on Kezar Lake

Johnnycake Flats Inn, Birdhouse Room

The Governor's Inn - Lizzie's Room

Spacious private bed and bath

The Fan House Vermont Country 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.

Farm at Williams River House - Hawthorne Suite-ADA

Charming Inn 6/6 Wilderness room

The Chapman Room at the Waitsfield Inn

Weathersfield Inn - Boutique 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$50,749 GYD | G$54,299 GYD | G$55,135 GYD | G$50,122 GYD | G$54,717 GYD | G$57,223 GYD | G$57,850 GYD | G$55,552 GYD | G$55,970 GYD | G$58,267 GYD | G$49,705 GYD | G$52,629 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 |
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- Newark Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Mont-Tremblant Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Cabin rentals Woodstock
- Rentals with breakfast Woodstock
- Rentals with outdoor seating Woodstock
- Rentals with pools Woodstock
- Pet-friendly rentals Woodstock
- Condo rentals Woodstock
- Rentals with a patio Woodstock
- Rentals with an EV charger Woodstock
- Chalet rentals Woodstock
- Villa rentals Woodstock
- Rentals with a fireplace Woodstock
- Rentals with a hot tub Woodstock
- Fitness-friendly rentals Woodstock
- Family-friendly rentals Woodstock
- Rentals with a washer and dryer Woodstock
- Waterfront rentals Woodstock
- Hotel rooms Woodstock
- Apartment rentals Woodstock
- Rentals with a fire pit Woodstock
- Cottage rentals Woodstock
- House rentals Woodstock
- Bed and breakfasts Windsor County
- Bed and breakfasts Vermont
- Bed and breakfasts United States
- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Pats Peak Ski Area
- Stratton Mountain Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Mount Snow Ski Resort
- Killington Resort
- Dartmouth College
- Tenney Mountain Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Middlebury College
- Bromley Mountain Ski Resort
- Montshire Museum of Science
- Mount Sunapee Resort
- Squam Lakes Natural Science Center
- Stinson Lake
- Emerald Lake State Park
- Ice Castles





