Vacation Rentals in Woodstock, NY
PRICE PER NIGHT
ACCOMMODATION TYPES
Spacious, Private, Close to Town, Work From Home
10
Excellent
·
Woodstock
·
3 br
·
Sleeps 7
·
Hot Tub · Workspace · Fireplace ·
From
$302/nightProperty
House · 3 Beds · 3 baths
Amenities
Hot Tub
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Workspace, Kitchen
Village Center: Gracious & Spacious Retreat "Above the Books"
9.9
Excellent
·
Woodstock
·
2 br
·
Sleeps 4
·
Assigned Parking · Mountains · Dishwasher ·
From
$163/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Assigned Parking
Mountains
Dishwasher
Air Conditioning
In Unit Laundry
Wifi
Furnished
Roof Deck
Other spaces
Kitchen
Romantic Luxury Chalet with Private Pool
9.8
Excellent
·
Woodstock
·
Studio
·
Sleeps 2
·
Pool · Private Pool · Balcony ·
From
$308/nightProperty
Apartment · Studio · 1 bath
Amenities
Pool
Private Pool
Ski In Ski Out
Fireplace
Air Conditioning
In Unit Laundry
Oven
Wifi
Other spaces
Balcony, Kitchen
Brookside Retreat: streamside patio•outdoor fireplace•fenced yard•walk to town!
9.9
Excellent
·
Woodstock
·
3 br
·
Sleeps 6
·
Balcony · Ski In Ski Out · Fitness Center ·
From
$345/nightProperty
House · 3 Beds · 2 baths
Amenities
Ski In Ski Out
Fitness Center
Mountains
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Other spaces
Balcony, Kitchen
TOP RATED! Romantic rustic luxury+flowing stream+walk to town=Brook Cottage
9.9
Excellent
·
Woodstock
·
2 br
·
Sleeps 4
·
Carpet · Ceiling Fan · Balcony ·
From
$341/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Carpet
Ceiling Fan
Fitness Center
Mountains
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Balcony, Kitchen
Gracious Woodstock Retreat -Walking Distance to Town
10
Excellent
·
Woodstock
·
4 br
·
Sleeps 10
·
Ev Charging · Lake · Waterfront ·
From
$295/nightProperty
House · 4 Beds · 3 baths
Amenities
Ev Charging
Lake
Waterfront
Ski In Ski Out
Fitness Center
Mountains
Fireplace
Dishwasher
Other spaces
Kitchen
Cosy Catskills Cabin, minutes to Woodstock Village.
No reviews
·
Woodstock
·
2 br
·
Fitness Center · Outdoor Space · Air Conditioning ·
From
$208/nightProperty
Apartment · 2 Beds · 1 bath
Amenities
Fitness Center
Air Conditioning
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Kitchen
Fabulous Newly Renovated Family House Near Woodstock Center
10
Excellent
·
Woodstock
·
4 br
·
Sleeps 8
·
Fireplace · Dishwasher · Outdoor Space ·
From
$425/nightProperty
House · 4 Beds · 3 baths
Amenities
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Kitchen
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Woodstock Country Guest Suite
9.7
Excellent
·
Woodstock
·
1 br
·
Sleeps 2
·
Fitness Center · Outdoor Space · Air Conditioning ·
From
$135/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Fitness Center
Air Conditioning
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Kitchen
New Luxury 5BR Woodstock Secret Retreat Near all Ski MT Heated Pool& Hot Tub
9.4
Excellent
·
Woodstock
·
5 br
·
Sleeps 13
·
Hot Tub · Pool · Private Pool ·
From
$1,153/nightProperty
House · 5 Beds · 3 baths
Amenities
Hot Tub
Pool
Private Pool
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Other spaces
Balcony, Workspace, Kitchen
Mountainside home, with pool , deck & 3mins to Woodstock
No reviews
·
Woodstock
·
4 br
·
Sleeps 6
·
Balcony · Workspace · Mountains ·
From
$542/nightProperty
House · 4 Beds · 3 baths
Amenities
Mountains
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Balcony, Workspace, Kitchen
Charming & Private Guest Cottage
9.5
Excellent
·
Woodstock
·
1 br
·
Sleeps 3
·
Workspace · Outdoor Space · Air Conditioning ·
From
$178/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Oven
Wifi
Furnished
Other spaces
Workspace, Kitchen
COUNTRY HOME Fenced Backyard, 1 mi. to Town, Kids & Dogs OK!
9.7
Excellent
·
Woodstock
·
3 br
·
Sleeps 6
·
Pool · Private Pool · Fitness Center ·
From
$430/nightProperty
House · 3 Beds · 2 baths
Amenities
Pool
Private Pool
Fitness Center
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Other spaces
Kitchen
SECLUDED POOL, SPA & STREAM on 7 Acres, JUST 5 MINUTES FROM TOWN
10
Excellent
·
Woodstock
·
3 br
·
Sleeps 8
·
High Ceilings · Hot Tub · Waterfront ·
From
$562/nightProperty
House · 3 Beds · 3 baths
Amenities
High Ceilings
Hot Tub
Waterfront
Pool
Private Pool
Fitness Center
Fireplace
Dishwasher
Other spaces
Kitchen
Magical Chalet with spectacular views
9.7
Excellent
·
Woodstock
·
4 br
·
Sleeps 8
·
Deck · Ev Charging · Lake ·
From
$824/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Ev Charging
Lake
Waterfront
Pool
Private Pool
Ski In Ski Out
Fitness Center
Mountains
Other spaces
Deck, Balcony, Workspace, Kitchen
Woodstock Mid-Century Gem in the Woods - Secluded Getaway Close to Town
10
Excellent
·
Woodstock
·
3 br
·
Sleeps 5
·
On Site Laundry · Workspace · Fireplace ·
From
$358/nightProperty
House · 3 Beds · 2 baths
Amenities
On Site Laundry
Fireplace
Dishwasher
In Unit Laundry
Oven
Wifi
Furnished
Fitness Center
Other spaces
Workspace, Kitchen
Charming Getaway in Woodstock
No reviews
·
Woodstock
·
5 br
·
Sleeps 10
·
Lake · Hot Tub · Waterfront ·
From
$500/nightProperty
House · 5 Beds · 3 baths
Amenities
Lake
Hot Tub
Waterfront
Ski In Ski Out
Mountains
Fireplace
Dishwasher
Air Conditioning
Other spaces
Workspace, Kitchen
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
10
Excellent
·
Woodstock
·
2 br
·
Sleeps 4
·
Hardwood Floor · Ski In Ski Out · Fireplace ·
From
$411/nightProperty
Apartment · 2 Beds · 3 baths
Amenities
Hardwood Floor
Ski In Ski Out
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Wifi
Other spaces
Kitchen
Streamside Cottage Walking Distance to Town of Woodstock
9.9
Excellent
·
Woodstock
·
1 br
·
Sleeps 4
·
Waterfront · Workspace · Fitness Center ·
From
$193/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Waterfront
Fitness Center
Air Conditioning
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Workspace, Kitchen
'Casa Reál' ~ Expansive Woodstock House w/ Hot Tub
9.8
Excellent
·
Woodstock
·
4 br
·
Sleeps 8
·
Hardwood Floor · Hot Tub · Ski In Ski Out ·
From
$225/nightProperty
House · 4 Beds · 4 baths
Amenities
Hardwood Floor
Hot Tub
Ski In Ski Out
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Other spaces
Kitchen
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace
10
Excellent
·
Woodstock
·
2 br
·
Sleeps 4
·
High Ceilings · Mountains · Fireplace ·
From
$290/nightProperty
House · 2 Beds · 1 bath
Amenities
High Ceilings
Mountains
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Wifi
Other spaces
Kitchen
EASY WALK TO TOWN Office, Fireplace, Game Room w. Pool Table HOT TUB!
10
Excellent
·
Woodstock
·
5 br
·
On Site Laundry · Ceiling Fan · Hot Tub ·
From
$303/nightProperty
House · 5 Beds · 4 baths
Amenities
On Site Laundry
Ceiling Fan
Hot Tub
Waterfront
Ski In Ski Out
Fitness Center
Fireplace
Dishwasher
Other spaces
Workspace, Kitchen
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
9.6
Excellent
·
Woodstock
·
1 br
·
Sleeps 2
·
Ski In Ski Out · Workspace · Fitness Center ·
From
$199/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Ski In Ski Out
Fitness Center
Mountains
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Workspace, Kitchen
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
10
Excellent
·
Woodstock
·
3 br
·
Ski In Ski Out · Workspace · Fitness Center ·
From
$317/nightProperty
Apartment · 3 Beds · 2 baths
Amenities
Ski In Ski Out
Fitness Center
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Wifi
Other spaces
Workspace, Kitchen
IMAGINE WOODSTOCK FIELD STUDIO
7.3
Very good
·
Woodstock
·
1 br
·
Sleeps 3
·
Ski In Ski Out · Fitness Center · Air Conditioning ·
From
$143/nightProperty
House · 1 Bed · 1 bath
Amenities
Ski In Ski Out
Fitness Center
Air Conditioning
Oven
Wifi
Furnished
Other spaces
Kitchen
Woodstock Paradise with Gardens & Private Heated Pool (seasonal)
10
Excellent
·
Woodstock
·
2 br
·
Sleeps 4
·
Carpet · Hardwood Floor · Pool ·
From
$388/nightProperty
House · 2 Beds · 1 bath
Amenities
Carpet
Hardwood Floor
Pool
Private Pool
Ski In Ski Out
Fitness Center
Mountains
Fireplace
Other spaces
Kitchen
Room 6- Twin Gables of Woodstock
8
Very good
·
Woodstock
·
1 br
·
Sleeps 1
·
Ski In Ski Out · Workspace · Mountains ·
From
$122/nightProperty
House · 1 Bed · 3 baths
Amenities
Ski In Ski Out
Mountains
Air Conditioning
In Unit Laundry
Wifi
Furnished
Other spaces
Workspace
Room 7- Twin Gables of Woodstock
10
Excellent
·
Woodstock
·
1 br
·
Sleeps 1
·
Ski In Ski Out · Workspace · Mountains ·
From
$123/nightProperty
House · 1 Bed · 3 baths
Amenities
Ski In Ski Out
Mountains
Air Conditioning
In Unit Laundry
Wifi
Furnished
Other spaces
Workspace
JUST LISTED! Romance +history +luxury +privacy in heart of village = Maple House
10
Excellent
·
Woodstock
·
2 br
·
Sleeps 4
·
High Ceilings · Hardwood Floor · Ceiling Fan ·
From
$330/nightProperty
House · 2 Beds · 2 baths
Amenities
High Ceilings
Hardwood Floor
Ceiling Fan
Fitness Center
Mountains
Fireplace
Dishwasher
Air Conditioning
Other spaces
Kitchen
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
9.9
Excellent
·
Woodstock
·
1 br
·
Sleeps 2
·
Carpet · Hardwood Floor · Waterfront ·
From
$271/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Carpet
Hardwood Floor
Waterfront
Ski In Ski Out
Fitness Center
Mountains
Fireplace
Dishwasher
Other spaces
Kitchen
Serene Woodstock 3 bedroom cottage with sweeping mountain views
10
Excellent
·
Woodstock
·
3 br
·
Sleeps 5
·
Workspace · Mountains · Dishwasher ·
From
$296/nightProperty
House · 3 Beds · 2 baths
Amenities
Mountains
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Wifi
Furnished
Onsite Management
Other spaces
Workspace, Kitchen
'Casa Reál' ~ Expansive Woodstock House w/ Hot Tub
9.6
Excellent
·
Woodstock
·
4 br
·
Sleeps 8
·
Toiletries · Garden · Tv ·
From
$150/nightProperty
House · 4 Beds · 4 baths
Amenities
Toiletries
Tv
Microwave
Assigned Parking
Central Heat
Free Parking
Ceiling Fan
Fireplace
Other spaces
Garden, Kitchen
NEW! Charming Cottage w/ Yard - 2 Mi to Tinker St!
9.4
Excellent
·
Woodstock
·
3 br
·
Sleeps 6
·
Walk In Closets · Toiletries · Garden ·
From
$295/nightProperty
House · 3 Beds · 1 bath
Amenities
Walk In Closets
Toiletries
Tv
Microwave
Central Heat
Free Parking
Ceiling Fan
Fitness Center
Other spaces
Garden, Kitchen
Gorgeous Villa w/ Mountain Views, pool, hot tub!
9.4
Excellent
·
Woodstock
·
3 br
·
Sleeps 8
·
Hot Tub · Pool · Private Pool ·
From
$488/nightProperty
House · 3 Beds · 2 baths
Amenities
Hot Tub
Pool
Private Pool
Mountains
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Other spaces
Balcony, Workspace, Kitchen
MONTH! History+art+luxury+style=Byrdcliffe Retreat w/separate office+heated pool
10
Excellent
·
Woodstock
·
3 br
·
Sleeps 6
·
On Site Laundry · Central Heat · High Ceilings ·
From
$778/nightProperty
House · 3 Beds · 3 baths
Amenities
On Site Laundry
Central Heat
High Ceilings
Pool
Private Pool
Fitness Center
Mountains
Dishwasher
Other spaces
Workspace, Kitchen
Wydeclove Artist Retreat
10
Excellent
·
Woodstock
·
1 br
·
Sleeps 2
·
Fitness Center · Mountains · Outdoor Space ·
From
$213/nightProperty
House · 1 Bed · 1 bath
Amenities
Fitness Center
Mountains
Air Conditioning
In Unit Laundry
Wifi
Furnished
Other spaces
Kitchen
NEW! Rock City Writer's Studio: Bucolic Setting, Nordic Sauna, Walk to Town!
9.7
Excellent
·
Woodstock
·
Studio
·
Sleeps 2
·
Assigned Parking · Ski In Ski Out · Fitness Center ·
From
$126/nightProperty
Apartment · Studio · 2 baths
Amenities
Assigned Parking
Ski In Ski Out
Fitness Center
Mountains
In Unit Laundry
Wifi
Furnished
Other spaces
Kitchen
Hotel Woodstock - Starflower 2D Suite
9.6
Excellent
·
Woodstock
·
1 br
·
Sleeps 3
·
Balcony · Kitchen · Furnished ·
From
$99/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Other spaces
Balcony, Kitchen
Hotel Woodstock - Iris suite
9.6
Excellent
·
Woodstock
·
1 br
·
Sleeps 3
·
Balcony · Air Conditioning · Kitchen ·
From
$99/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Celebrate Woodstock & the Surrounding Area, Walk To Town, Swimming Pond.
10
Excellent
·
Woodstock
·
2 br
·
Sleeps 4
·
Beach · Waterfront · Pool ·
From
$250/nightProperty
House · 2 Beds · 2 baths
Amenities
Beach
Waterfront
Pool
Private Pool
Ski In Ski Out
Fitness Center
Mountains
Air Conditioning
Other spaces
Balcony, Kitchen
Charming Cottage with Yard - 2 Mi to Tinker St!
9.2
Excellent
·
Woodstock
·
3 br
·
Sleeps 6
·
Free Parking · Dishwasher · Outdoor Space ·
From
$360/nightProperty
Apartment · 3 Beds · 1 bath
Amenities
Free Parking
Dishwasher
In Unit Laundry
Oven
Wifi
Furnished
Fitness Center
Other spaces
Kitchen
Woodstock Getaway with Hot Tub about 2 Mi to Dtwn!
No reviews
·
Woodstock
·
4 br
·
Sleeps 8
·
Free Parking · Hot Tub · Fireplace ·
From
$306/nightProperty
Apartment · 4 Beds · 3 baths
Amenities
Free Parking
Hot Tub
Fireplace
Dishwasher
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Kitchen
Cozy Woodstock Home with Fire Pit!
No reviews
·
Woodstock
·
1 br
·
Sleeps 4
·
Free Parking · Dishwasher · Outdoor Space ·
From
$230/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Free Parking
Dishwasher
Oven
Wifi
Furnished
Other spaces
Kitchen
Private apartment suite, dedicated WiFi, easy access to Woodstock village
10
Excellent
·
Woodstock
·
1 br
·
Sleeps 2
·
Pool · Private Pool · Balcony ·
From
$91/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Pool
Private Pool
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Balcony, Workspace, Kitchen
Newly built Modern Cabin walk to town
No reviews
·
Woodstock
·
1 br
·
Sleeps 2
·
Air Conditioning · Wifi · Furnished ·
From
$250/nightProperty
House · 1 Bed · 1 bath
Amenities
Air Conditioning
Wifi
Furnished
Modern Glass House, Minutes to Town
10
Excellent
·
Woodstock
·
3 br
·
Sleeps 8
·
Hot Tub · Waterfront · Pool ·
From
$1,250/nightProperty
House · 3 Beds · 3 baths
Amenities
Hot Tub
Waterfront
Pool
Private Pool
Mountains
Fireplace
Dishwasher
Air Conditioning
Other spaces
Balcony, Workspace, Kitchen
Romantic Mountaintop Studio🏡 Country Vibe Ski⛷️ Hike Dine Charming Private🥂
9.8
Excellent
·
Woodstock
·
1 br
·
Sleeps 3
·
Ceiling Fan · Waterfront · Pool ·
From
$225/nightProperty
Apartment · 1 Bed · 2 baths
Amenities
Ceiling Fan
Waterfront
Pool
Private Pool
Ski In Ski Out
Fitness Center
Mountains
Dishwasher
Other spaces
Balcony, Kitchen
Moutain home in world famous Woodstock, NY, great views, 2 hours from NYC
10
Excellent
·
Woodstock
·
3 br
·
Sleeps 4
·
Balcony · Workspace · Fitness Center ·
From
$223/nightProperty
House · 3 Beds · 3 baths
Amenities
Fitness Center
Mountains
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Wifi
Furnished
Other spaces
Balcony, Workspace, Kitchen
Extraordinary modern renovated 1840's barn with pool and privacy
9.9
Excellent
·
Woodstock
·
4 br
·
Sleeps 6
·
High Ceilings · Pool · Private Pool ·
From
$622/nightProperty
House · 4 Beds · 3 baths
Amenities
High Ceilings
Pool
Private Pool
Fireplace
Dishwasher
Air Conditioning
In Unit Laundry
Oven
Other spaces
Balcony, Workspace, Kitchen
Woodstock Hotel - Aster Suite
9.4
Excellent
·
Woodstock
·
1 br
·
Sleeps 2
·
Balcony · Air Conditioning · Kitchen ·
From
$99/nightProperty
Apartment · 1 Bed · 1 bath
Amenities
Air Conditioning
Furnished
Other spaces
Balcony, Kitchen
Showing 1 - 50 of 133 results
Updated: March 24, 2023
Learn about vacation rentals in
Woodstock
Explore 135 vacation rentals near Woodstock, New York. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Woodstock, you can see photos of Woodstock vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Woodstock vacation rentals in specific areas. Whether you’re looking for a Woodstock staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Woodstock is $91 per night and the highest price is $1,250 per night.
19 of the vacation rentals near Woodstock are
apartments or condos. The average bathroom count for this property type is 1. The median price for these vacation
units is $112 per night. There are
currently 10 vacation units under this
price. 81 of the vacation rentals near Woodstock are houses.
The average bathroom count for a vacation house near Woodstock is
2. The average price for vacation houses near Woodstock is $392 per night. There are 51 vacation homes under this price. The most common
amenities for vacation rentals near Woodstock are: furnished, kitchen, and wifi. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.
1 bed rentals
45 available
2 bed rentals
29 available
3 bed rentals
32 available
4+ bed rentals
23 available
Getting around Woodstock
Walking
3/10
Fewer daily needs are within walking distance (unless you’re up for a challenge).
Car
10/10
Commuting is easy with multiple accessible routes and plenty of parking.
Points of interest in Woodstock
Groceries
3/10
At least one grocery store within a 30-minute walk
Shopping
3/10
Some shops within walking distance
Cafes
2/10
Few or no cafés within walking distance
Restaurants
4/10
Some restaurants within walking distance
Nightlife
1/10
Few or no bars within walking distance
Vacation Rentals in Woodstock, NY FAQ
How many vacation rentals in Woodstock are available?
There are currently 135 vacation rentals in Woodstock available. Our vacation rentals in Woodstock include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.
Are there any pet friendly vacation rentals in Woodstock?
Yes, right now there are 43 pet friendly vacation rentals in Woodstock. A pet friendly vacation rental in Woodstock means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.
Are there any vacation rentals in Woodstock with a pool?
Yes there are vacation rentals with a pool available in Woodstock, NY. View more detailed vacation spots on Vacations by Zumper.
Are there any vacation rentals in Woodstock with internet access?
As of March 24, 2023, there are vacation rentals with internet access available in Woodstock, New York. Check out more enjoyable destinations on Vacations by Zumper.
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