
Apartment holiday rentals in Woodstock
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Top-rated apartment rentals in Woodstock
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Vintage-Inspired Revitalized Historical Bau Guesthaus, A
Re-capture the allure of the past while indulging in modern luxury in this home originally built in the 1890s. The residence showcases original detailed ceilings, a mid-century design aesthetic, repointed original brick, and bright splashes of color. Entire 900sqf 1st floor unit. Includes 1 bedroom(Queen), private kitchen/dinning room, living room and a bathroom. The townhouse is restored with beautiful, vintage details but also with all the comforts of modern living like high speed Wifi, digital thermostats and entry to the home via smart lock. *additional one time fee of $25 to set up air mattress for 2 guests. All guests are welcome to use all facilities on our property; including our backyard. The property is centrally located in the heart of historical uptown Kingston. Explore the weekend farmers market just steps from the front porch, as well as local cafes, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible. It is 7min walk from the Kingston Trailways bus stop and 5min drive from I-87 throughway exit 19. Parking on our street is metered Monday - Friday 9am to 5pm. Also free street parking is available just around corner from us.

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

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.

DeMew Place
Enjoy the historic Rondout district of Kingston while relaxing in this beautiful, one-bedroom, one bath unit on the first floor of a brick building from 1900. Historic charm meets modern amenities, with 12' ceilings, in-floor heating, and an open concept kitchen, living and dining area across the street from the Hideaway Marina on the Rondout Creek. Take a relaxing walk along the water to the historic waterfront area on Broadway for dining, shopping or a boat ride on the Hudson River.

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.

Main St. Apt (2-3 bedrooms) with Outdoor Space
Come enjoy our beautiful, comfortable home in a historic building (c 1900) in the village of Saugerties. The spacious and bright 2 to 3 bedroom apartment is located on Main Street, steps away from fantastic shops, restaurants and galleries. Enjoy a large private 2nd floor deck and a shared 1st floor garden. Note: The listed price is for up to 4 people in 2 bedrooms. If you would like to use the third bedroom please make the reservation for 6 people.

The Treehouse, lush Parisian inspired Studio
The Treehouse, a lush Parisian inspired Studio high in the treetops in the heart of the village of New Paltz. Private entrance leading to private rooftop deck, lovely sun filled space to enjoy the treescape or sunset. The Treehouse strives to be more than a place to sleep. If you’re looking for a place that will move your heart as well as place to call home while staying in New Paltz please consider The Treehouse.

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.

Historic Loft in Stone Ridge near the Gunks
Stay in the upper level of a historic 1920 Hudson Valley farmhouse at the crossroads of Stone Ridge. This cozy second-floor retreat offers a peaceful base for exploring the Rondout Valley, with nearby hiking, historic hamlets, and scenic country drives. Perfect for guests who want a quiet Hudson Valley stay with authentic character and easy access to the region’s outdoor adventures.

Colonel Hasbrouck’s 1735 Stone House, Garden Level
Right in Kingston's historical Stockade District, this garden-level apartment blends original 18th-century decorative features like dutch doors and a large stone hearth with modern amenities like a washer/dryer and easy keyless entry. It's part of the Colonel Abraham Hasbrouck House, a registered historical landmark built in 1735.

Huge Luxury Retreat- Walk To Uptown Kingston
Escape to this beautifully renovated, oversized Kingston retreat just steps from vibrant Uptown restaurants, shops, galleries, and historic charm. With nearly 3,000 sq ft of stylish living space, this rare property offers the space, comfort, and privacy that most rentals simply can’t match.

Above SpringRise
Newly renovated, top floor apartment on Main Street in the historic district of Catskill. Overlooking both the Catskill Creek and the Catskill Mountains, this floor-through apartment is just 10 minutes to Hudson, 5 minutes to three Nature preserves and 15 minutes to Kaaterskill Falls.
Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

*The Ridge House*

Historic Strand House - Unit 2 Woolsey Suite

Studio/Guest Suite Minutes from Warren St.

Rhinebeck Village Apartment

Mountain View Retreat~Sunny Hill Golf / Skiing

Historic Hyde Park Studio | Minutes from FDR & CIA

Charming Getaway in Historic Poughkeepsie

Newly renovated cutie
Private apartment rentals

In the Heart of Kingston

Studio Oasis nr Warren St w porch & yard

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

Thomas Jenkins Guesthouse hudson

Rhinebeck Ridge - A Woodland Studio Retreat

Modena Mad House

Cozy Private Apartment In Beacon/Fishkill

Main St. Steps to everything. Comfort & Design.
Apartment rentals with a hot tub

Esopus Creekfront Getaway | Sauna & Kayak I HotTub

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Hot Tub Escape • 1 Min to Belleayre • Paloma #000

Private Hunter Getaway-HotTub, Firepit, BBQ, Games

Burnt Knob Mountain Escape

Dragonfly Den at The Fern Haven

Mountain Top Hot Tub Suite Hiking & Falls 5 min

Majestic Walk-Out Apartment - Farm Stay
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 £52 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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- Hunter Mountain
- Belleayre Mountain Ski Center
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