Compare Town of Olive Guest House Rentals
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Featured Guest Houses in Town of Olive

The Wiltwyck
302 Clinton Ave, Kingston, NY
$186 nightly
The price is $208 total per night
$208 total
Jul 29 - Jul 30
Total includes 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
55 Shivertown Rd, New Paltz, NY
$249 nightly
The price is $279 total per night
$279 total
Jul 28 - Jul 29
Total includes 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 picnic area, barbecue grills, and a garden.
Breakfast included
Spa

The Herwood Inn
148 Tinker St, Woodstock, NY
$253 nightly
The price is $283 total per night
$283 total
Jul 29 - Jul 30
Total includes 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 garden.
Hot Tub
Pet friendly

The Gables of Rhinebeck Inn
Mill St, Rhinebeck, NY
$255 nightly
The price is $289 total per night
$289 total
Jul 28 - Jul 29
Total includes 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

Shadowcrest
973 Main St, Fleischmanns, NY
$145 nightly
The price is $160 total per night
$160 total
Jul 30 - Jul 31
Total includes taxes and fees
Guests staying at Shadowcrest have access to a terrace, a garden, and a picnic area. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with concierge services, and answer any questions about the accommodations. Additional amenities include a communal living room and barbecue grills.
Breakfast included
Pet friendly

Private one bedroom guesthouse with pool
Guests staying at this guesthouse enjoy an outdoor pool, a hot tub, and a garden. This smoke-free guesthouse also has barbecue grills.
Pool
Hot Tub

Tivoli Star Gazing Cabin - External 2
$12,113 nightly
The price is $13,801 total per night
$13,801 total
Jul 27 - Jul 28
Total includes taxes and fees
At this guesthouse, guests have access to features like laundry facilities.
Pet friendly
Air conditioning
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.
Town of Olive Guest Houses essential information
Accommodation | 18 Guest Houses |
---|---|
Lowest Price | $160 |
Highest Price | $13,801 |
Popular accommodation | The Wiltwyck, Moondance Ridge Bed & Breakfast, The Herwood Inn, The Gables of Rhinebeck Inn, Shadowcrest, Private one bedroom guesthouse with pool, Tivoli Star Gazing Cabin - External 2, Catskills Hideaway w/ Sauna Minutes from Hiking, Studio · Cozy Waterfront Cabin • Couples • Spa • Hiking |