
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 $143 AUD 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.

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

#5 - Owl's Branch Cabin
Owl’s Branch Cabin speaks warmth, nature and comfort as you walk through the door! Open year round, Robert Frost Mountain Cabins offers 7 fully furnished, artisan-crafted cabins at a picturesque & secluded setting in the Green Mtn National Forest. A true getaway of rustic charm and contemporary comforts! This award-winning, licensed, regulated & Health Dept inspected lodging establishment consistently receives a Sparkling Clean rating on AirBnB and 5 stars for cleanliness on TripAdvisor.

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.

The Wolf's Den at Sugarbush Mt Ellen
The Wolf's Den at Sugarbush Mt. Ellen is a brand new fully equipped custom 1st floor studio apartment at the foot of SUGARBUSH MT ELLEN enjoy the luxurious bedding, and accessories. Also provided is a continental breakfast with a Vermont flair! This property abuts the CATAMOUNT X-C SKI TRAIL!! From here you can walk or bike to many of the Valley's hot spots! Off of German Flats Road. THE VALLEY'S GREATEST LOCATION !!! One well-behaved pet is allowed!

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.

Deluxe Suite (Mountain Sports Inn)
This is a 2000 square ft home located right on the Killington Rd leading up to the mountain. This is a 3 bedroom(1 king, 1 queen & 2 twin), 2.5 bath, full kitchen & full living room. Hot Breakfast included Dec-Mid March. Continental Breakfast Included Memorial Weekend-Mid Oct & Mid Nov-Mid April (Message for specifics) Require 2 Night Minimum on most holiday weekends. Quiet Hours: 10pm

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.
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

Dorset - Manchester Lower Hollow House on River

Mountain Views, Meadow Blues,

Black Bear Lodge Corinth Vermont

Sunapee Harbor Comfy Get-A-Way

Simple Sanctuary/SouthwesternNH #simplesanctuarynh

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

Apartment on Main Street

Studio - For One - at Dartmouth College

Peaceful Forest Studio

Vermont Suite @Anderson-Key Farm

Cupola House on Lake Champlain
Bed and breakfast rentals with breakfast

King Room with Private Bath - The Trailside Inn

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
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $414 AUD | $430 AUD | $440 AUD | $404 AUD | $424 AUD | $397 AUD | $420 AUD | $403 AUD | $403 AUD | $401 AUD | $410 AUD | $443 AUD |
| 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
- Killington Resort
- Middlebury College
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Squam Lakes Natural Science Center
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Ice Castles
- Stinson Lake
- Camp Plymouth State Park





