Cottages in Town of Olive

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Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Town of Olive cottages

House (3 Bedrooms) | Interior
Mountain Views & Brook Access: Home in Arkville!

Mountain Views & Brook Access: Home in Arkville!

Mountain Views & Brook Access: Home in Arkville!
3.0 star property
Arkville
Mountain Views & Brook Access: Home in Arkville!
House (3 Bedrooms) | Interior
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish

Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish

Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
3.0 star property
Fleischmanns
10.0 out of 10, Exceptional, (1 review)
"We had a great time during our stay. The house was nicely setup. We would go back again."
United States
Christopher J
Cabin 4 Mi to Belleayre Mountain: Ski, Hike & Fish
House (4 Bedrooms) | Front of property
Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool

Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool

Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool
3.5 star property
Saugerties
9.0 out of 10, Wonderful, (2 reviews)
"Great house"
United States
Magdiel
Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool
House (4 Bedrooms) | Interior
Charcoal Chalet by Avantstay A+ Design w/ Firepit

Charcoal Chalet by Avantstay A+ Design w/ Firepit

Charcoal Chalet by Avantstay A+ Design w/ Firepit
3.0 star property
New Paltz
10.0 out of 10, Exceptional, (1 review)
"We enjoyed the quiet and beautiful outdoors area. The house was very nice, clean and had everything we needed such as laundry facilities and detergent, cookware, utensils, coffee, tea, sugar and so much more. We felt very at home in this house. The dining room was beautiful with the long table and many windows overlooking the back yard. It was perfect for a small dinner gathering. Parking was great and the area felt safe and was quiet. I will most likely book again for next year."
United States
Christina
Charcoal Chalet by Avantstay A+ Design w/ Firepit
House (4 Bedrooms) | Interior
Charming Gardiner Home w/ Yard & Sunroom

Charming Gardiner Home w/ Yard & Sunroom

Charming Gardiner Home w/ Yard & Sunroom
3.0 star property
Gardiner
10.0 out of 10, Exceptional, (1 review)
Charming Gardiner Home w/ Yard & Sunroom
House (3 Bedrooms) | Interior
Walk to Ski Lift! Charming Hunter A-frame

Walk to Ski Lift! Charming Hunter A-frame

Walk to Ski Lift! Charming Hunter A-frame
3.0 star property
Hunter
7.6 out of 10, Good, (4 reviews)
"A cozy place to spend the weekend"
United States
Sergei
Walk to Ski Lift! Charming Hunter A-frame
Cottage (3 Bedrooms) | Outdoor dining
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn

Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
3.0 star property
Elka Park
Catskills Cottage w/ Deck, 7 Mi to Hunter Mtn
House (2 Bedrooms) | Interior
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!

7 Mi to Kaaterskill Falls: Home w/ Mountain Views!

7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
3.0 star property
Palenville
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
House (3 Bedrooms) | Interior
Peaceful Hurley Retreat ~ 1 Mi to Main Street

Peaceful Hurley Retreat ~ 1 Mi to Main Street

Peaceful Hurley Retreat ~ 1 Mi to Main Street
3.0 star property
Hurley
Peaceful Hurley Retreat ~ 1 Mi to Main Street
House (4 Bedrooms) | Front of property
3 Mi to Main St: Modern New Paltz Home

3 Mi to Main St: Modern New Paltz Home

3 Mi to Main St: Modern New Paltz Home
3.0 star property
New Paltz
10.0 out of 10, Exceptional, (1 review)
"Great house and great owner! Highly recommend!"
United States
GLENN
3 Mi to Main St: Modern New Paltz Home
House (3 Bedrooms) | Interior
Creekside Catskills Getaway Near Hunter Mountain

Creekside Catskills Getaway Near Hunter Mountain

Creekside Catskills Getaway Near Hunter Mountain
3.0 star property
Tannersville
Creekside Catskills Getaway Near Hunter Mountain
House (1 Bedroom) | Interior
Fully Remodeled Saugerties Retreat on 7 Acres!

Fully Remodeled Saugerties Retreat on 7 Acres!

Fully Remodeled Saugerties Retreat on 7 Acres!
3.0 star property
Saugerties
Fully Remodeled Saugerties Retreat on 7 Acres!
House (3 Bedrooms) | Interior
Waterfront Wallkill Duplex Home w/ Fire Pits!

Waterfront Wallkill Duplex Home w/ Fire Pits!

Waterfront Wallkill Duplex Home w/ Fire Pits!
3.0 star property
Wallkill
10.0 out of 10, Exceptional, (1 review)
"Great for my kids and family for options to play outdoors and indoors games together. Loved the coffee bar and the details in the bathrooms with all the little things we could use down to the qtips and things. Really great for our family trip memories!!"
United States
Gessel
Waterfront Wallkill Duplex Home w/ Fire Pits!
House (5 Bedrooms) | Interior
Hot Tub + Fire Pit: Eclectic Ulster County Cabin

Hot Tub + Fire Pit: Eclectic Ulster County Cabin

Hot Tub + Fire Pit: Eclectic Ulster County Cabin
3.0 star property
Pine Bush
10.0 out of 10, Exceptional, (1 review)
"Was nice and secluded and felt very intimate"
United States
Brandon
Hot Tub + Fire Pit: Eclectic Ulster County Cabin
House (3 Bedrooms) | Interior
Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes

Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes

Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes
3.0 star property
Hunter
10.0 out of 10, Exceptional, (1 review)
Hunter Hideaway w/ Yard & Deck: 3 Mi to Ski Slopes
House (3 Bedrooms) | Interior
Private 7-acre Retreat: On-site Pond, Streams

Private 7-acre Retreat: On-site Pond, Streams

Private 7-acre Retreat: On-site Pond, Streams
3.0 star property
Jewett
Private 7-acre Retreat: On-site Pond, Streams
Cottage (2 Bedrooms) | Interior
Charming Cottage w/ Yard - 2 Mi to Tinker St!

Charming Cottage w/ Yard - 2 Mi to Tinker St!

Charming Cottage w/ Yard - 2 Mi to Tinker St!
3.0 star property
West Hurley
Charming Cottage w/ Yard - 2 Mi to Tinker St!
House (4 Bedrooms) | Interior
Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!

Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!

Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
3.0 star property
Woodstock
Woodstock Getaway w/ Hot Tub ~ 2 Mi to Dtwn!
House (3 Bedrooms) | Interior
Quaint Woodstock Escape - 2 Mi to Tinker St!

Quaint Woodstock Escape - 2 Mi to Tinker St!

Quaint Woodstock Escape - 2 Mi to Tinker St!
3.0 star property
West Hurley
Quaint Woodstock Escape - 2 Mi to Tinker St!
House (2 Bedrooms) | Interior
Secluded Elka Park Cabin: Hot Tub & Fire Pit!

Secluded Elka Park Cabin: Hot Tub & Fire Pit!

Secluded Elka Park Cabin: Hot Tub & Fire Pit!
3.0 star property
Tannersville
Secluded Elka Park Cabin: Hot Tub & Fire Pit!
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.
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Top Town of Olive Hotel Reviews

Urban Cowboy Lodge

Urban Cowboy Lodge

10/10 Excellent
"Unique western style, Renovated. Room needed better lighting, and sound insulation. Restaurant was excellent with great service"
Steven 1-night trip
Posted 17 hours ago
Urban Cowboy Lodge

Find out more about Town of Olive

Town of Olive Cottages information

Number of reviews
10
Accommodation
84 Cottages
Lowest Price
Highest Price