
Cottage vacation rentals in Olive
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Top-rated cottage rentals in Olive
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Olive cottage rentals
Cottage rentals with a hot tub

Hot Tub, Playground, 3 Acres, and Much More!

Lovely Cottage w/ Jacuzzi+Woodstove!

Renovated Country Cottage w/ Hot Tub & View

Country Cottage w/ HOT TUB & Views

Stream Come True | Hot Tub, Ski, Hike, Relax

Woodstock Carriage House HotTub FirePit Pool

Lakehouse, Sunset View, Big Deck, Hot Tub, Dogs OK

Gunks Cottage|Fire Pit|Pool|Near Minnewaska Park
Pet-friendly cottage rentals

Lake house-lake drained for repairs

Peace Cottage

Tiny cottage on DiR mini farm

Woodstock Dog Friendly Cozy Cottage in Town + Yard

The Hickory Cottage - perfect!

Catskills Country Cottage

Ridgetop 2 Br Cabin- Views, 130acre forest & falls

Cozy Cottage with Stunning Mountain Views
Private cottage rentals

Catskills Stream-side Home Hike & Relax

Cottage with Private Deck on 8 acres of Woods

Little Cottage Under the Ridge

Carriage House on Falls, Walk to Village

Woodstock Mountain Cottage

Creekfront Cottage between Phoenicia & Hunter Mtn.

Catskills Modern Amber Lake Cottage

Hidden Pines - Downtown Woodstock by Millstream!
Quick stats about cottage rentals in Olive
Total rentals
20 properties
Nightly prices starting at
R2,081 ZAR before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
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- Rentals with a patio Olive
- Rentals with outdoor seating Olive
- Rentals with a fireplace Olive
- Pet-friendly rentals Olive
- Family-friendly rentals Olive
- Cabin rentals Olive
- Rentals with a washer and dryer Olive
- Rentals with pools Olive
- House rentals Olive
- Rentals with a fire pit Olive
- Rentals with a hot tub Olive
- Waterfront rentals Olive
- Fitness-friendly rentals Olive
- Cottage rentals Ulster County
- Cottage rentals New York
- Cottage rentals United States
- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Bash Bish Falls State Park
- Zoom Flume
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Catamount Mountain Ski Resort
- Windham Mountain
- Taconic State Park
- Villa Roma Ski Resort
- Mount Peter Ski Area
- Opus 40
- Mohawk Mountain Ski Area
- Plattekill Mountain
- Hunter Mountain Resort
- Benmarl Winery
- Bull's Bridge Golf Club