Apartment vacation rentals in Woodstock

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Top-rated apartment rentals in Woodstock

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Guest favourite

Apartment in Staatsburg

5.0 out of 5 average rating, 188 reviews

Through the Woods Farm

Through the Woods Farm is our 23-acre home. Located in northern Dutchess County; we're minutes from Omega, and the villages of Rhinebeck, Red Hook, Millbrook, and Hyde Park. The apartment is ideal for a single guest or a couple; maximum allowed is 4 adults. Each additional adult over 2 adds $50/per night. The second bedroom is small - two adults in it is a tight fit! If you're looking for a peaceful, rural getaway in an immaculate, private apartment that's close to everything, you've found it!

Dec. 4 – 11

$209 CAD per night

Guest favourite

Apartment in Rhinebeck

4.99 out of 5 average rating, 161 reviews

Rhinebeck Ridge - A Woodland Studio Retreat

Nature surrounds this tranquil space nestled within a heavily wooded scenic ridge district, far off the road. Near Omega, Rhinebeck Village, Bard, Walkway over the Hudson, hiking, parks, wineries, swimming, antique stores, farmers markets. Newly constructed & lovingly designed by its builder owner, great attention has been given to quality details designed to soothe your soul. Ideal for singles or couples of any orientation wishing to elegantly commune with nature with all the comforts of home.

Aug. 14 – 19

$229 CAD per night

Guest favourite

Apartment in Phoenicia

4.95 out of 5 average rating, 543 reviews

Esopus Studio, where serenity reigns

This lovely apartment is a comfy place to unwind, work remote and as a hub to experience the majestic beauty of the Catskills: quality linens, full kitchen, smart TV, strong internet. Guests love the heatable, light-filled porch. (Inquire re: 1-night stays from Sunday to Thursday at a special rate!) Superhosts for 10 years, we have over 500 five-star reviews. We are committed to stellar customer service and making your vacation a memorable and restorative experience. License # 2023-STR-055P.

Jul. 9 – 16

$222 CAD per night

Guest favourite

Apartment in Kingston

4.96 out of 5 average rating, 305 reviews

Dog Friendly Uptown Apt Near Stockade + Huge Yard

SAVE 10% on entire stay by choosing the non-refundable option! ~2 hours from NYC, escape to this pet-friendly outdoor oasis in Uptown Kingston. Renovated in 2020, this 1 bedroom apartment is accented with retro decor, indoor plants and access to the 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

Jul. 5 – 12

$229 CAD per night

Guest favourite

Apartment in Woodstock

4.89 out of 5 average rating, 303 reviews

Hotel Woodstock - Tiger Lily Suite

Overlooking the Woodstock village center, this antique hotel has 148 years of history and charm. From the front steps you will feel the same energy that travelers have felt since President Ulysses S. Grant visited Woodstock in 1872. This room 3B is a 1 bedroom apartment with a separate living room with a queen sized sofa bed. There is a full kitchen and a private bath. You do not need a car! The Trailways bus from NYC stops directly across the green, and walk to everything in the village.

Aug. 16 – 23

$188 CAD per night

Guest favourite

Apartment in Woodstock

4.99 out of 5 average rating, 136 reviews

Redbird 1926

A charming one 1 BR apartment attached to the house with a private deck and entry. It's located in a quiet county area 5 min. from the center of Woodstock and 15 min. from Kingston. This lovely apt. includes central A/C, WiFi, Roku, refrig., microwave, toaster, coffee maker, sink- no stove, no oven. The BR has a new queen size bed and the LR has a day bed for added sleeping space. Come spend time in a tranquil setting. Picnic table and gas grill added to the side yard for your enjoyment.

Aug. 31 – Sep. 7

$187 CAD per night

Guest favourite

Apartment in High Falls

4.98 out of 5 average rating, 112 reviews

Sunset Garden Room in High Falls

Welcome to the Sunset Garden room. You will be staying in a hand built studio apartment featuring a Queen bed, a kitchenette, a small table, and a sitting/reading nook. There is a well lit handicap accessible private entrance, and sliding glass doors to a bluestone patio. The bathroom features a wheelchair accessible shower, and a soaking tub. You will be walking distance from the town , with a fine selection of eateries and shops . Nature abounds, with close access to trails.

May 31 – Jun. 7

$172 CAD per night

Guest favourite

Apartment in Kingston

4.96 out of 5 average rating, 186 reviews

DeMew Townhouse in Historic Kingston

DeMew Townhouse is beautiful duplex apartment located in a renovated 1850s building overlooking Hideaway Marina in the Rondout district of Kingston. The building boats a rich history: the main floor of the building served as a speakeasy during Prohibition. It has hand rubbed oak floors, a renovated kitchen and bath and 14 windows providing views of the Rondout. With a spacious open plan, the DeMew Townhouse is the perfect location from which to explore Kingston and the Hudson Valley.

Sep. 22 – 29

$221 CAD per night

Guest favourite

Apartment in Stone Ridge

4.88 out of 5 average rating, 451 reviews

Cozy Apartment with Sauna in Historic Stone Ridge

First floor apartment in historic colonial house in the middle of Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original pieces of art. It has a fireplace stove and a wood fired sauna in the backyard. Full kitchen is equipped with everything guests need to prepare a great meal. It is perfect for all seasons. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

Dec. 8 – 15

$181 CAD per night

Guest favourite

Apartment in Hudson

4.95 out of 5 average rating, 100 reviews

Restored 19th century farm house apartment

Brought back from the original bnb boarding days of the 19th century is our 1 bedroom top floor apartment located on a peaceful country road 15 minutes from downtown Hudson or Red Hook. You can still see the original numbers of the old boarding house on the doors! The house is surrounded by 12 acres of fields and forest that we welcome you to explore. It’s a small homestead with animals, a geo dome greenhouse and garden. Hope you enjoy!

Nov. 4 – 11

$161 CAD per night

Guest favourite

Apartment in Woodstock

4.89 out of 5 average rating, 278 reviews

Nook above the Pub!

1-bedroom, new construction, 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.

Oct. 14 – 21

$330 CAD per night

Guest favourite

Apartment in Saugerties

4.93 out of 5 average rating, 198 reviews

Peter’s Space

Beautiful brand new quiet clean studio w full kitchen & bathroom w shower. Private entrance w parking right next to entrance. Lovely mountains view with nice walking on property. Centrally located to Katterskill Falls, Hunter Mountain, towns of Catskill, Hudson, Woodstock, Kingston...all booming with the arts, music, great restaurants & bars.

Feb. 17 – 24

$203 CAD per night