
Holiday rentals with breakfast in Woodstock
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Woodstock

Total holiday rentals
Explore 10 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $170 NZD per night before taxes and fees

Verified guest reviews
Over 240 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

4.9 Average rating
Woodstock stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Holiday Accommodation with Breakfast in Woodstock
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

Peaceable Nation at Sugarbush Mt. Ellen
Peaceable Nation at Sugarbush Mt. Ellen, a world class experience at the foot of Mt Ellen Sugarbush and on the Catamount X-C ski Trail is available as a fun group rental for 2-4 people. The entire cabin complex is yours! Enjoy the The Bear Den, a rustic cabin with Loft (Queen) and pull out Queen, the Whiskey Bunkhouse with a full size and a drop down table twin bed if requested, This charming Village is part of a larger compound. Stunning views. Winter tubing run! One well behaved pet allowed

Deer Valley Retreat, Lovely Log Cabin
This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

The Farm Cottage- Quiet 1BR on Hobby Farm
Welcome to our peaceful 1-bedroom cottage on a small hobby farm, perfect for couples or solo travelers visiting the Bennington area. This cozy space is designed for rest and simplicity. Whether you're in town visiting family, exploring local trails, or just passing through for a few days, you’ll have a comfortable place to unwind and recharge. Thoughtful touches like fresh eggs from our chickens and homemade jams await you, while the cozy setup makes it easy to settle in and feel at home.

Howling Wolf Farm Yurt--A Magical Glamping Retreat
Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

Swiss Chalet Family Retreat!
Welcome to our family's Swiss style chalet! Inspired by trips to Davos, Switzerland, my grandparents built the chalet in the 1950s to be a family playhouse and gathering spot for their 6 children. It's kind of magical. Today, our large extended family still enjoys holiday celebrations here every year. Our kids love exploring the woodland trails and swimming in Center Pond. We hope you love it as much as we do! Note: the building also has two apartments on the first floor.

Kingsley Grist Mill Waterfall & Private Beach OMG
One of the "World's Most Amazing Vacation Rentals " as seen on the exciting NetFlix series, s.2, ep.7 and on HGTV's "You Live in What?, s.2, ep.1. Join us this season for the romance, the history, the breakfast, the natural mineral spring tap water, the concert, the rafting, the architecture and the legacy of the KGM, Vermont's Wright-esque falling water masterpiece. No cleaning fees added. Come make history with us ! Near Killington & Okemo Mtns.

Cozy Screen house on a waterfall
Glamping- Camping in a fully weatherized screen house overlooking the waterfalls on the grounds of the Historic Starksboro Millhouse. New fullXL 10 inch cooling memory foam mattress/ bed certipur certified. We provide single or double LL Bean flannel sleeping bags . No gear . No problem. Hot shower. Private toilet. Grill. Outdoor kitchen. The perfect retreat or romantic getaway for two. Third person ok if it works as a double and single

The North Country Cabin
Nestled between the White Mountains and Vermont’s Northeast Kingdom, North Country Cabin is your perfect basecamp—or quiet escape. Step outside to world-class hiking, biking, and skiing, then unwind back home with a wrap-around porch, vaulted ceilings, and cozy pellet stove. Take in mountain views from the deck, gather around the fire pit, read in the loft, or relax with a movie in the finished basement. You won’t want to leave.

Guest Suite in historic 1804 tavern, w/ Breakfast.
You'll have the whole 3rd floor to yourself with a new private bath, large bedroom with a/c, and a separate sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has been done. You'll have a continental breakfast in the house's original dining room. We're a four a minute drive from the center of historic Dorset village.

Treehut - Secluded Treehouse in the Forest
Discover the Treehut, a cozy off-grid escape nestled among four trees that we built by hand. This unique retreat features a tiny wood stove inside, an invigorating outdoor shower (with hot water), and a serene fire pit under the stars. Ideal for nature enthusiasts seeking peace and quiet, yet only 10 minutes from Randolph. Unplug and unwind in this magical hideaway.

Vermont Country Suite
Located in Chittenden, VT, we are in the heart of the Green Mountains. We are just down the road from the Mountain Top Inn wedding venue and Cross Country Skiing Center. The apartment is an easy 15-20 minute drive to Pico and Killington ski areas. The suite is perfect for winter and summer adventuring or just a quiet get away in Vermont.

Home with a spring fed Koi pond and mountain view
Country cottage, full kitchen, closets, pantry, washer and dryer, with deck overlooking spring fed koi pond with mountain view. Open space kitchen/living room/dining area. Upstairs full bedroom with king bed, bathroom with shower, and walk in closet. Daybed in living room with pull out trundle bed. Pet friendly.
Popular amenities for Woodstock Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Montpelier Forest Retreat

Post and Beam Guest Studio on NH scenic byway

Mountain Views, Meadow Blues,

Black Bear Lodge Corinth Vermont

Sunapee Harbor Comfy Get-A-Way

The Farmhouse

Luxe Farmhouse Mins to Okemo - Hot Tub & Fire Pit!

TUCKED ABOVE: 3 BDR/2 BATH IN TOWN
Apartment rentals with breakfast

Premium Suite (Mountain Sports Inn)

Bungalow Apt Farm Stay

Madbush Falls - Monroe Skyline Apartment

The Wolf's Den at Sugarbush Mt Ellen

Apartment on Main Street

Studio - For One - at Dartmouth College

Vermont Suite @Anderson-Key Farm

Cupola House on Lake Champlain
Bed and breakfast rentals with breakfast

Thorny Hills Farm

MT Retreat / Killington, Woodstock, Rutland, Okemo

Follansbee Inn on Kezar Lake

Eva Blake House-Margaret's Room

Corncrib Tiny House Glamping Cabin

Spacious private bed and bath

Charles Hewes Room- Shaker Hill B&B

The Fan House Vermont Country Home
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $493 NZD | $512 NZD | $524 NZD | $481 NZD | $505 NZD | $473 NZD | $500 NZD | $480 NZD | $480 NZD | $478 NZD | $488 NZD | $527 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 |
Destinations to explore
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- Okemo Mountain Resort
- Squam Lake
- Stratton Mountain
- Sugarbush Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Middlebury College
- Killington Resort
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Squam Lakes Natural Science Center
- Montshire Museum of Science
- Emerald Lake State Park
- Mount Sunapee Resort
- Ice Castles
- Stinson Lake
- Camp Plymouth State Park





