
Bed and breakfast holiday rentals in Woodstock
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Top-rated bed and breakfasts 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.

Sugarbush Ski-On/Ski-Off and Family Gatherings
Located on the Out to Lunch Trail of the Sugarbush Resort, this Beautiful and Cozy House has a Remarkable View. Large Common Space with Open Kitchen makes magical family moments, while 3 Luxurious Master Suites each with private bathrooms create a special vacation. Relax and enjoy Vermont! Skiing, Hiking, Leaf Peeping is steps away from the Front Door, or just relax and enjoy the Views from the Cozy Indoor and Outdoor spaces. Pet Friendly. Parties and Events: not allowed; Great for 8-14 pp

Renovated new rental. Clean & comfy family home.
Our family friendly home is located in a desirable location, situated on a private road and beautiful setting. Peru, VT is minutes to Manchester, Bromley, Stratton, Okemo, and Magic Mnts. Renovated in 2016, our home has a gourmet kitchen, new bathrooms, washer/dryer, double sided fireplace, woodburning stove, wireless, and great room with HDTV dish network. All beds are new, and/or protected with "sleep tite" pillow & mattress protectors. Pillows are comfortable, blankets are soft and new.

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.

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.
Popular amenities for Woodstock bed and breakfasts
Family-Friendly Bed and Breakfasts

Brittany Cottage - The Featherbed Inn & Nordic Spa

Firefly B&B Main House -SIR ROCCO ROOM.

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

Vermont Bed & Breakfast - Sugar Maple Room

Economy Room at The Upper Pass Lodge

Quiet Country Estate FALL Views of Crotchet Mt.

Inn at Charlotte, Cottage Room (yes dog)

Coppertoppe Inn - Turquoise Room
Bed and breakfast rentals with breakfast

King Room with Private Bath - The Trailside Inn

The Cambridge Retreat House LLC

Kinsman Lodge Bed & Breakfast-Cannonball 1, 1 Twin

Stay at the largest Colonial Revival Mansion in US

Johnnycake Flats Inn, Birdhouse Room

Economy Queen (Mountain Sports Inn)

Spacious private bed and bath

Charles Hewes Room- Shaker Hill B&B
Bed and breakfast rentals with a patio

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

Queen bed + private bath, breakfast included

Charming Queen Monadnock Room in Historic Inn

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 | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $419 NZD | $449 NZD | $455 NZD | $414 NZD | $452 NZD | $473 NZD | $478 NZD | $459 NZD | $462 NZD | $481 NZD | $411 NZD | $435 NZD |
| 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 holiday rentals
Explore 10 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $293 NZD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Wi-Fi availability
10 of Woodstock holiday 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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