
Apartment holiday rentals in Woodstock
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Top-rated apartment rentals in Woodstock
Guests agree: these apartments are highly rated for location, cleanliness and more.

The Ivy on the Stone
The oldest house you can stay at in the historic heart of Kingston! Walkable! This landmark 1680 stone house has been featured in Upstate Diary and Houzz. Enter this 350 sq ft luxe apartment through a secret garden and a shared porch. The private spa-like bathroom features a clawfoot tub, and rain shower. Featuring an organic queen bed, an electric fireplace, workspace, William Morris wallpaper, and a Nespresso maker. If you want to stay in the larger house visit: https://abnb.me/EexspArCAIb

Romantic Apartment in Historic Stone Ridge
Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Redbird 1926
A charming one 1 BR apartment attached to our home with a private deck. Entrance to deck and apt. is up eight stairs. Located in a quiet country setting 5 min. from the center of Woodstock and 15 min. from Kingston. This lovely apt. includes central A/C, WiFi, Roku, refrig., outdoor gas grill, microwave, toaster, coffee maker, sink, counter top electric burners, no oven. The bedroom has queen size bed. LR has a day bed for added sleeping space. Come spend time in a tranquil setting.

Dog Friendly Uptown Apt Near Stockade + Backyard
2 hours from NYC, escape to this pet-friendly outdoor oasis in Uptown Kingston only a short walk from the Historic Stockade District. Renovated in 2020, this 1-bedroom apartment is accented with vintage decor, indoor plants and has a huge backyard for your pup. Use the full kitchen or walk to the many restaurants in the Stockade. The expansive backyard includes a stone patio, outdoor table for dining, Adirondack chairs & hammock. Free driveway parking, WIFI, and Netflix!

Comfy 2-BR Apt. Cozy & Convenient
Indulge in the charm of our delightful Kingston, NY apartment! Relax in two luxurious full beds amidst stunning trails, exquisite dining, and charming boutiques. Immerse yourself in vibrant Midtown, steps from the historic Stockade District. Rejuvenate, cook in our well-equipped kitchen, or dine on the private patio. Book now for an unforgettable stay! FUN FACT: Discover the fascinating historical gem of America's oldest corner, just a leisurely 10-15 minute stroll away.

Majestic 3000 Sq ft Midtown Escape
Close to Polar Express & Frosty Fest! More room then you can ever imagine in our 3000 sq foot, 2 BR retreat In the heart of Kingston NY. 90 minutes from NYC. We offer modern amenities, cozy blankets, games and endless star gazing from our many windows at night. Just a 5 min walk to Ulster Performing Arts Center where you can catch a show, walking distance to local breweries, restaurants, bakery & coffee shop. Explore the boutiques in uptown Kingston and the waterfront!

Shack in the Heart of Rosendale
This unique, centrally located 500 sq ft ground-floor, 1.5 story apartment is in an ideal location to explore Rosendale and the surrounding areas. Located in a 1890s Brownstone, the Shack is a comfortable refurbished studio with hand hewn beams, brick walls and a wood burning stove. Sleep in a queen Murphy bed (pulls down) and prepare food in the kitchenette. Keep in mind nobody above you and the town shuts down at 10 PM so you have a decent amount of peace and quiet.

Woodland Neighborhood Retreat
Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

Black Cat Suites bright spacious garden suite
Come enjoy our beautiful, comfortable vacation home in a historic building (c 1900) in amazing downtown Saugerties, New York. The spacious and bright studio apartment is located on Main Street literally seconds from fantastic shops, restaurants and galleries. In the summer months enjoy a private patio and shared garden. Double bed is great for a couple and the daybed in the living room is set up to make a comfy kids bed.

Nook above the Pub!
1-bedroom, above the historic Woodstock Pub. Full Futon, able to accommodate 3 people. On local and Trailways Bus lines. Walk to shops, restaurants & The Colony. Plenty of hiking trails, skiing, kayaking, music, theatre, etc. Noise from pub below on weekends fluctuates. Bar/restaurant last seating at 9pm Fri/Sat. $10 food voucher, courtesy of your hosts. Twin mattress available on request for extra guest. $25 fee.

Art Room at Old Stone Farmhouse
Downstairs Victorian style private suite with it's own entrance to large front hall, bedroom & bathroom in an old stone farmhouse filled with mid-20th-century artwork. Easy access to outdoors. The house is one of the original deeds in Clove Valley dating back to the 1700s. The home has lots of character on a sustainable farm adjacent to the Mohonk Preserve & 7 miles to Minnewaska State Park.

Historic Strand House - Unit 2 Woolsey Suite
Brand new luxury apartments in a restored historic building located in the heart of the historic Rondout District in downtown Kingston. A five minute walk from the waterfront, restaurants, bars, galleries, shops and marina. The Strand House consists of 4 units: (2) studios and (2) two-bedrooms all individually decorated and thoughtfully curated.
Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

Stylish Hudson Getaway

Cozy Log Cabin Vibes at a Peaceful Studio on a Small Farm

Gorgeous Getaway, close to everything!

Peter’s Space

Modena Mad House

Main St. Steps to everything. Comfort & Design.

Cozy, charming guesthouse in uptown Kingston NY

Private Studio Close to Downtown Rhinebeck
Private apartment rentals

Lovely 1 bedroom apt. with free parking in Rondout

Lower Warren Street Picture-Perfect 2-Bedroom Apt

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

Serving Sexy Historic Hudson Realness Steps from Warren St

Homey Haven:Inviting Airbnb Suite with kitchen

Studio/Guest Suite Minutes from Warren St.

Hudson River Beach House

Cozy room in Catskill hotel near Kaaterskill Falls
Apartment rentals with a hot tub

Esopus Creekfront Getaway | Sauna & Kayak I HotTub

Mountain view apartment, 5mins to Ski Area!

Relaxing Spa Retreat~Gorgeous View~Walk to Village

The Catskills Paloma, Chill Apartment w/ AC

Full Moon Resort-Satellite2-HikingTrails-Belleayre

Burnt Knob Mountain Escape

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Dragonfly Den at The Fern Haven
Quick stats about flat rentals in Woodstock

Total holiday rentals
Explore 20 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $89 SGD per night before taxes and fees

Verified guest reviews
Over 1,710 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

4.8 Average rating
Woodstock stays are highly rated by guests – averaging 4.8 out of 5!
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- Flat rentals Ulster County
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Howe Caverns
- Thacher State Park
- Windham Mountain
- Hunter Mountain Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
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- Plattekill Mountain
- Brotherhood, America's Oldest Winery
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- Taconic State Park
- Norman Rockwell Museum
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- Hancock Shaker Village




