Cottage holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Olive
Cottage rentals with a hot tub
Cottage in West Hurley
4.94 out of 5 average rating, 251 reviewsWoodstock Carriage House HotTub FirePit Pool
Cottage in Phoenicia
4.89 out of 5 average rating, 808 reviewsRomantic hot tub cottage. Hiking/breweries nearby.
Cottage in Woodstock
4.9 out of 5 average rating, 377 reviewsFamous Architect - Streamside Cottage w/ hot tub
Cottage in Kerhonkson
4.85 out of 5 average rating, 143 reviewsGunks Cottage|Fire Pit|Pool|Near Minnewaska Park
Cottage in Andes
4.97 out of 5 average rating, 101 reviewsSecluded Romantic Cottage
Cottage in Kerhonkson
4.84 out of 5 average rating, 255 reviewsStony Kill Ranch - Hot Tub and Waterfall Access
Cottage in Denver
4.96 out of 5 average rating, 110 reviewsCountry Cottage w/ HOT TUB & Views
Cottage in Mongaup Valley
4.98 out of 5 average rating, 162 reviewsHot Tub, Playground, 3 Acres, and Much More!
Pet-friendly cottage rentals
Cottage in Kerhonkson
4.86 out of 5 average rating, 164 reviewsKerhonkson cottage in the woods with stream
Cottage in Saugerties
4.93 out of 5 average rating, 222 reviewsChic & Cozy Cottage 10 mins to Woodstock
Cottage in Stone Ridge
4.91 out of 5 average rating, 100 reviewsWhimsical Woodland Cottage in Stone Ridge NY
Cottage in Bloomington
4.98 out of 5 average rating, 472 reviews'The Blue Jay Cottage' - Privacy With A View!
Cottage in High Falls
4.99 out of 5 average rating, 415 reviewsSun Cottage- "A view with a room(s)."
Cottage in Woodstock
5.0 out of 5 average rating, 127 reviewsLuxury+firepit+stream+walk/town=Brook Cottage Too
Cottage in Kerhonkson
4.9 out of 5 average rating, 157 reviewsPet-friendly private cabin—spring dates now open!
Cottage in Phoenicia
4.93 out of 5 average rating, 218 reviewsCharming creekside cottage in Phoenicia
Private cottage rentals
Cottage in Woodstock
4.99 out of 5 average rating, 279 reviewsGrapevine Cottage
Cottage in High Falls
4.92 out of 5 average rating, 199 reviewsLeggett Cottage
Cottage in Roxbury
4.98 out of 5 average rating, 483 reviewsThe Little House
Cottage in Tillson
4.99 out of 5 average rating, 109 reviewsCozy cottage with local art
Cottage in Ulster Park
4.94 out of 5 average rating, 186 reviewsHidden Gem Cottage — cozy escape to play or WFH
Cottage in Saugerties
4.93 out of 5 average rating, 221 reviewsNew:Cozy Barn-Style Retreat Minutes From Woodstock
Cottage in Saugerties
4.97 out of 5 average rating, 131 reviewsCozy Cottage, just off exit 20, 1/2 hr to Hunter
Cottage in Parksville
4.97 out of 5 average rating, 243 reviewsRolling River Guest House ~ Cozy & Fun
Quick stats about cottage rentals in Olive
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
€ 111 before taxes and fees
Destinations to explore
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- Rentals with outdoor seating Olive
- Rentals with a firepit Olive
- Pet-friendly rentals Olive
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