
House holiday rentals in Olive
Find and book unique houses on Airbnb
Top-rated house rentals in Olive
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Olive
House rentals with a pool

Shula | Farmhouse | Pool, Fire pit, Hot tub

Woodstock Oasis Heated Pool, Deck & Prime Location

midcentury mod * POOL * walk out trail to mohonk

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Scenic River View Escape | New Paltz

4Br Mountain Brook House on 130 acres w/ trails

Little owl Japanese teahouse: pool is OPEN

Upstate Modern Scandinavian Barn in the Catskills
Weekly house rentals

Sunset Mountain Retreat - mins from Woodstock

New Paltz Guest Cabin Nestled In The Woods

Olive Woods House - Catskills Mountain Views

Hudson Valley Black Barn w Views, Pool and FP

Acorn Hill | Game-room + Fireplace + Firepit + BBQ

Hudson Valley Hygge House~ comfort in the country!

Clove Schoolhouse on Mohonk Preserve

High Point Meadows
Private house rentals

Modern Farmhouse | 7 Acres Catskill forest w/ Pond

Ridgeview A-Frame: Stylish Kerhonkson Escape

Private Retreat b/t Mohonk & Woodstock - Sleeps 8

Country Getaway with Mountain View

The Earthmover Inn

Stone Ridge Farmhouse, w/ hot tub

Olive Star Cottage & Garden

Bluestone Cove - Modern Escape in the Woods
Quick stats about house rentals in Olive
Total rentals
100 properties
Nightly prices starting at
£15 before taxes and fees
Total number of reviews
6K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
Destinations to explore
- Hudson Valley Holiday rentals
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- Rentals with a fireplace Olive
- Rentals with a washing machine and dryer Olive
- Pet-friendly rentals Olive
- Family-friendly rentals Olive
- Rentals with a patio Olive
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- Rentals with outdoor seating Olive
- Waterfront rentals Olive
- Rentals with a hot tub Olive
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- Belleayre Mountain Ski Center
- The Kartrite Resort & Indoor Waterpark
- Thunder Ridge Ski Area
- Taconic State Park
- Resorts World Catskills
- Zoom Flume
- Hudson Highlands State Park
- Walkway Over the Hudson State Historic Park
- Brotherhood, America's Oldest Winery
- Bash Bish Falls State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Windham Mountain
- Villa Roma Ski Resort
- Mohawk Mountain Ski Area
- Mount Peter Ski Area
- Opus 40
- Hunter Mountain Resort
- Bull's Bridge Golf Club
- Thaddeus Hait Farm
- Plattekill Mountain