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

Total holiday rentals
Explore 20 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at £66 per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Woodstock holiday rentals include wifi 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 rentals with breakfast in Woodstock
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

Woodstock Hideaway
Escape to our cozy 3-bedroom, 2.5-bathroom home in the Catskill Mountains! Ideal for families, couples, or friends seeking a relaxing break. Unwind in front of the fireplace, whip up culinary delights in our chef's kitchen or grill out on the back deck. Relax and enjoy breathtaking mountain views by the firepit. Minutes away from hiking, swimming and ski slopes, offering endless outdoor adventures. Explore nearby Woodstock, known for its entertainment, shopping, and farm to table dining options.

Charming private cape house in Woodstock
Charming 3 bedr. house(3queensize beds,1 Futon) with 2 full baths, kitchen, living/dining room, front & back decks, front & backyards. Open feel with lots of windows that let the sun shine in. Close to Woodstock village, Bellaeyre, Hunter, Minnewaska State Park, Kaaterskill fall etc. Outdoor activities such as hiking, biking, skiing, swimming, fall foliage, music, art galleries, theatre, unique shopping and dining. All people are welcome! Se habla español. On parle francais. Si parla italiano.

Embrace nature in style @ #killercatmountainhouse
Natural splendor meets seductive style at #killercatmountainhouse, a design-focused retreat 5 minutes from Hunter Mountain—and 13 minutes to Windham Mountain—that delivers a fresh & unexpected Catskills experience. Embrace summer from our expansive deck, hot-barrel sauna, fire pit & roomy hot tub, or unwind by the fireplace w/records & games. Our Parisian-chic décor provides Insta-worthy moments inside & out, while our epic views & amenities allow outdoor enthusiasts to indulge all season long.

Peaceful Retreat in the Heart of Kingston
The Winchell is a thoughtfully designed space in the heart of Kingston, with 2 bedrooms, and 1 bath. The home, the oldest on the block with many original details preserved, is located in a quaint & quiet part of Midtown (the Arts district), ¼ to 2 miles away from the local restaurants, cafes, shops, and bars that's made Kingston a prime Hudson Valley destination. It is also a hub to nearby trails, outdoor adventures, and towns such as Rhinebeck, Phoenicia & Woodstock. Licensed STR: 004980

Modena Mad House
Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

Catskills Glamp Oasis w. Breakfast by the Pond
Namahai Retreat is about communing with nature, trees, the elements, pond, fire, birds, flowers, and frogs, and most importantly, yourself. Situated on a 5-acre homestead in the heart of the Catskills Mountains, privately tucked in a Pine Grove, we hope you enjoy the serenity, nature, and magic found here. Botanically, it is a feast for the eyes. Bird watcher's paradise. Night sky full of stars. Your stay includes one complimentary breakfast, bonfire, and firewood for the tent stove.

Cliff Top at Turtle Rock
Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Panther Mountain Lodge
Fall will soon be here..bring your hiking boots and smell the fall air.. the Suite has a private entrance, and the location is close to Hiking, skiing, fishing..Shopping and restaurants are just a short drive away. this house is situated where the Pantherkill Brook empties into the Woodland valley stream, which then runs into the Famed Esopus Creek, all in the heart of the Catskill state park. experience the Catskills with some of its most prolific History!

Hibiscus Suite - Priv. Studio - Rhinebeck Village
This modern studio apartment is ideal for a weekend retreat or remote working base. Just 17 minutes from Omega, we offer a Queen-size bed, free WiFi, and a Smart TV. The fully-equipped kitchenette and work/eating bar make meal prep and productivity easy. The bathroom features a rain shower head and Bluetooth speaker. With its own entrance and ample street parking, it ensures privacy and convenience. Give it a try – you won’t be disappointed!

Chic Waterfront w/ Hot Tub, Sauna and Sky Deck!
Highlights - You’ll love the: • Location - quiet, waterfront position but close to Kingston and Woodstock • Hot tub and sauna (both all year) - a relaxing treat after hiking, skiing, or exploring • Family-perfect layout - crib nook tucked for quieter sleep + full suite of baby items • Ping pong table - game shed for group activities • Fast WiFi & dedicated workspace - ideal for remote work • Kayaks and life-vests - for safe, water fun!

Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
This charming location is perfect for a weekend (or longer!) getaway. With enough sleeping arrangements for 5 people, the cabin is ideal for a couple or a small group of close friends/family. Linens and toiletries are provided, as well as a fully stocked coffee bar. Escape from the everyday & enjoy experiences like Art Omi, local wineries, downtown Hudson & Chatham, skiing, hiking and so much more!

Woodstock Secluded Close to Town
Our beautiful family vacation home is a 1/2 mile to town and sits on a 3 acre parcel with a stunning Mountain View. It is situated amongst the trees, on a private road nestled in the woods. Amazing location 1/4 of a to the Millstream. Sit on our large fenced in deck and listen to the birds, soak in the hot tub, enjoy the outdoor fire place and have a peaceful getaway.
Popular amenities for rentals with breakfast in Woodstock
House rentals with breakfast

New Paltz dog friendly retreat w/ salt water pool

The Quaint House: Modern Heritage in Kingston

Catskills Spa BnB

Charming Historic Catskills Ski House by the Creek

Sleeps 16+ | Perfect for Groups & Weddings

Rural retreat in the “Queen of the Catskills”

Explore the Woodland Areas at Circa 1804 Farmhouse

Whisper In The Wind Country Home
Apartment rentals with breakfast

1 bdrm apt in Athens on the Hudson

Spacious, new renovated 1BR in a Victorian mansion

Bright, Charming 3-BR with Garden in Heart of Town

Ground Floor Apartment on Hudson River

Private Hudson pied-à-terre; blocks from Amtrak

Alpine Spa Retreat • Belleayre • Guest Favorite #8

Tranquility Getaway- Minutes from Hudson

Uptown 2 bedroom with Garden
Bed and breakfast rentals with breakfast

Charming Eyebrow Colonial North Chatham, NY

Hudson Pond · Hideaway King Suite · GF Breakfast

Scandinavian Design Dutchess County - 1 of 3 rooms

Brick Row House in the Woods, private 2nd floor

Highlanders View - Hot Breakfast incl.-The Suite

Tiny space double bed corner privacy screen #6

VlyHouse - Room 4

Premium East Lodge Room
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £166 | £167 | £170 | £182 | £206 | £209 | £208 | £258 | £203 | £232 | £213 | £175 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bethel Woods Center for the Arts
- Resorts World Catskills
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Storm King Art Center
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Thacher State Park
- Bash Bish Falls State Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Storm King Art Center
- Millbrook Vineyards & Winery





