
Vacation rentals with breakfast in Woodstock
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Top-rated breakfast rentals in Woodstock
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

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.

Woodstock Chalet - Peace & Quiet & Space (O my!)
Read the REVIEWS: Feel right at home in our spacious light-filled studio on a private drive (Reserve ahead for your dog.) 4 acres of surrounding forest ensure quiet… windows on 3 sides (plus a stargazer skylight) yet easy access to town and to the local bus. All the comforts of upscale suburbia. Great A/C PLUS Just a 2-minute drive to Woodstock center (galleries, parks & shops) 5 minutes to Levon Helm’s barn and Bearsville (live music.) Yr private woods are a photographers/birdwatchers delight.

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.

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

Panther Mountain Lodge
Spring is here!!..grab your fishing gear..the mountains are beautiful at this Suite with private entrance in the Catskills countryside!! this cabin is close to Hiking, skiing, fishing, and 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!

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.

Cottage with Private Deck on 8 acres of Woods
Pool Open! Guest house on 8 acre property with forest and pond. Rental includes your own tiny home with large bathroom, private deck with grill and fire pit and access to pool on main deck (May ish- September ish)via a path from your deck in warm months. Swim access from 10am to 6pm. Pool shared with others staying in main house.
Popular amenities for Woodstock breakfast rentals
House rentals with breakfast

Hunter Mtn Manor, 10-15 Mins to Skiing, EV Charger

Explore the Woodland Areas at Circa 1804 Farmhouse

Catskills Spa BnB

3-Bedroom Ranch Home 2 Full Bath

Hyde Parks Hideaway

New Paltz dog friendly retreat w/ salt water pool

Sleeps 16+ | Perfect for Groups & Weddings

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Apartment rentals with breakfast

Beacon Hills Retreat Apartment

Ground Floor Apartment on Hudson River

1 bdrm apt in Athens on the Hudson

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

Gunks EcoLodge Main Lodge, 3 Bedrooms and 3 Baths

Room for 2 Shared Bath Double Bed

Scandinavian Design Dutchess County - 1 of 3 rooms

Charming Eyebrow Colonial North Chatham, NY

Dove House on Trannery Brook in Woodstock, NY

Inn Room Double Twin

Brick Row House in the Woods, private 2nd floor

VlyHouse - Room 4
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,080 GYD | G$47,289 GYD | G$48,335 GYD | G$50,846 GYD | G$53,357 GYD | G$53,984 GYD | G$59,006 GYD | G$73,026 GYD | G$57,542 GYD | G$65,911 GYD | G$60,262 GYD | G$49,590 GYD |
| 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 |
Quick stats about vacation rentals with breakfast included in Woodstock

Total vacation rentals
Explore 20 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$18,832 GYD 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

Wi-Fi availability
20 of Woodstock vacation 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!
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Howe Caverns
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Windham Mountain
- Thacher State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Taconic State Park
- Mohawk Mountain Ski Area
- Hunter Mountain Resort
- Kent Falls State Park
- June Farms
- Storm King Art Center
- Walkway Over the Hudson State Historic Park
- Millbrook Vineyards & Winery
- Naumkeag





