Compare Woodstock Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Woodstock

The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St Woodstock NY
$194 nightly
The price is $217 total per night
$217 total
Apr 30 - May 1
Total with taxes and fees
At The Herwood Inn, guests have access to free WiFi in public areas, a hot tub, and free use of bicycles. Free parking is available if you drive. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury guesthouse include express check-out, a terrace, and a gift shop.
Hot Tub
Pet friendly
The Wiltwyck

The Wiltwyck

3.5 out of 5
302 Clinton Ave Kingston NY
$146 nightly
The price is $164 total per night
$164 total
Apr 6 - Apr 7
Total with taxes and fees
Guests of The Wiltwyck have access to free WiFi in public areas. You can take advantage of free parking if you drive.
Parking included
Free WiFi
Moondance Ridge Bed & Breakfast

Moondance Ridge Bed & Breakfast

3 out of 5
55 Shivertown Rd New Paltz NY
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $228 total per night
$228 total
Apr 6 - Apr 7
Total with taxes and fees
Guests of Moondance Ridge Bed & Breakfast enjoy access to a full-service spa, spa services, and laundry facilities. Free parking is included with your stay. Other amenities at this spa guesthouse include a garden, a picnic area, and barbecue grills.
Breakfast included
Spa
The Gables of Rhinebeck Inn

The Gables of Rhinebeck Inn

3 out of 5
Mill St Rhinebeck NY
$227 nightly
The price is $257 total per night
$257 total
Apr 5 - Apr 6
Total with taxes and fees
Guests of The Gables of Rhinebeck Inn enjoy free WiFi in public areas, refrigerator in a common area, and a garden. Free parking is available if you drive. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations.
Parking included
Free WiFi
The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
400 Game Farm Rd Catskill NY
Guests of The Old Catskill Game Farm Inn enjoy a sauna, free WiFi in public areas, and coffee in a common area. If you decide to drive, there's free parking. Other amenities at this historic guesthouse include a meeting room, free newspapers, and laundry facilities.
Pet friendly
Parking included
Beds on Clouds

Beds on Clouds

3 out of 5
5320 Main Street Windham NY
$189 nightly
The price is $204 total per night
$204 total
Apr 6 - Apr 7
Total with taxes and fees
Guests of Beds on Clouds enjoy free WiFi in public areas, express check-in, and express check-out. You can take advantage of free parking, along with an area shuttle for a fee. Front-desk staff can assist with tours/tickets and luggage storage. Additional amenities include a terrace, barbecue grills, and a garden.
Parking included
Free WiFi
Catskills Hideaway w/ Sauna Minutes from Hiking

Catskills Hideaway w/ Sauna Minutes from Hiking

Mount Tremper NY
Guests staying at this guesthouse have access to barbecue grills and a garden.
Pet friendly
Air conditioning
Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

Unequalled Views of Reservoir & Mtns, Affordable, Totally Private

West Hurley NY
At this guesthouse, guests have access to features like laundry facilities.
Pet friendly
Air conditioning
Hits | Catskills Views | Pet Friendly | Studio

Hits | Catskills Views | Pet Friendly | Studio

Saugerties NY
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Free WiFi
Air conditioning
Don't see what you're looking for?
See all available properties in Woodstock
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Woodstock

    Woodstock Way Hotel

    Woodstock Way Hotel

    10 Waterfall Way Woodstock NY
    $277 nightly
    The price is $305 total per night from Apr 13 to Apr 14
    $305 total
    Apr 13 - Apr 14
    Total with taxes and fees
    9.6/10 Exceptional! (253 reviews)
    The Herwood Inn

    The Herwood Inn

    148 Tinker St Woodstock NY
    $194 nightly
    The price is $217 total per night from Apr 30 to May 1
    $217 total
    Apr 30 - May 1
    Total with taxes and fees
    9.8/10 Exceptional! (105 reviews)
    Twin Gables of Woodstock

    Twin Gables of Woodstock

    73 Tinker St Woodstock NY
    $149 nightly
    The price is $167 total per night from Apr 13 to Apr 14
    $167 total
    Apr 13 - Apr 14
    Total with taxes and fees
    9.8/10 Exceptional! (203 reviews)

Woodstock Guest Houses essential information

Accommodation
15 Guest Houses
Lowest Price
$164
Highest Price
$305
Popular accommodation
The Herwood Inn, The Wiltwyck, Moondance Ridge Bed & Breakfast, The Gables of Rhinebeck Inn, The Old Catskill Game Farm Inn, Beds on Clouds, Catskills Hideaway w/ Sauna Minutes from Hiking, Unequalled Views of Reservoir & Mtns, Affordable, Totally Private, Hits | Catskills Views | Pet Friendly | Studio

More to Explore