
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 $116 SGD per night before taxes and fees

Verified guest reviews
Over 910 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.

1 bdrm apt in Athens on the Hudson
Come enjoy village life right in the middle of this friendly and vibrant, yet quiet community in your own charmingly appointed 3 room apartment. Explore the Great Northern Catskills with its boating and paddling opportunities, antiquing, local history, art and music. The Thomas Cole House is minutes away in Catskill. Olana is right across the Rip Van Winkle Bridge. If sculpture is your passion, Opus 40 in Saugerties is not to be missed. Winerys abound and be sure not to miss Athens own brewery.

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.

Patchin Mills Quaint Country Cottage
Welcome to your cozy cottage in the bucolic Hudson Valley. Only 90 mi. north of NYC. We welcome small dogs, under 25 lbs. with prior host approval. Sorry, NO CATS. Enjoy biking, hiking, skiing, local culture or just relaxing. 1 mile outside a charming village in farm and horse country, your cottage has a full kitchen/LR, 2 BRS (1 queen, 1 full), bathrm, washer/dryer, deck, patio & yard. Close to colleges, dining & activities. We hope that you will love this corner of the world as much as we do.

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.

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

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.

Relaxing secluded stay with loving social animals.
Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

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!

Million Dollar View Cabin Great Northern Catskills
Nestled in the serene foothills of the Catskill Mountains, a hidden gem awaits in Gilboa - a charming cabin that embodies the perfect blend of comfort and rustic charm. Clad in warm knotty pine and enriched with hardwood floors, granite countertops, and unique touches like taxidermy and handcrafted stained glass, this cozy retreat beckons you to escape the hustle and bustle of your day to day life.

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

Hunter Manor, Creek Nearby, EV Charger

Explore the Woodland Areas at Circa 1804 Farmhouse

Catskills Spa BnB

Δ Scenic Hiking Paradise with Deck and Fire Pit!

New Paltz dog friendly retreat w/ salt water pool

Sleeps 16+ | Perfect for Groups & Weddings

Charming Historic Catskills Ski House by the Creek

Whisper In The Wind Country Home
Apartment rentals with breakfast

Former school house. Upstate serenity.

CATSKILL MTN HISTORIC BAKERY SUITES

Dove House on Trannery Brook in Woodstock

Private Hudson pied-à-terre; blocks from Amtrak

2 bedroom / Office - HEPA Air Purifier

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

The House By The Pond

Alpine Spa Retreat • Belleayre • Guest Favorite #8
Bed and breakfast rentals with breakfast

The Smithfield Room

Peaceful Room w/ Work Space

Room for 2 Shared Bath Double Bed

Arts Inn - The Matisse Room

Scandinavian Design Dutchess County - 1 of 3 rooms

Charming Eyebrow Colonial North Chatham, NY

Inn Room Double Twin

Brick Row House in the Woods, private 2nd floor
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $291 SGD | $292 SGD | $298 SGD | $314 SGD | $329 SGD | $333 SGD | $364 SGD | $451 SGD | $355 SGD | $407 SGD | $372 SGD | $306 SGD |
| 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
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Resorts World Catskills
- Windham Mountain
- Howe Caverns
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- June Farms
- Plattekill Mountain
- Bash Bish Falls State Park
- Taconic State Park
- Thacher State Park
- Zoom Flume
- Brotherhood, America's Oldest Winery
- Mohonk Preserve
- Kent Falls State Park
- Hunter Mountain Resort
- Mohawk Mountain Ski Area
- Storm King Art Center
- Storm King Art Center
- Hudson Chatham Winery





