Holiday rentals with breakfast in Kingston

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!

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!

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.

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.