House vacation rentals in Olive
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Top-rated house rentals in Olive
Guests agree: these houses 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 house rentals
House rentals with a pool
Home in Kerhonkson
4.94 out of 5 average rating, 326 reviewsCountry House: Rustic Charm With Modern Feel
Home in Woodstock
4.91 out of 5 average rating, 214 reviewsJapanese Teahouse & Onsen, outside shower, tennis
Home in Cottekill
4.96 out of 5 average rating, 245 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Home in Woodstock
4.98 out of 5 average rating, 101 reviewsWoodstock Historic Artist Estate- The Museum House
Home in New Paltz
4.98 out of 5 average rating, 440 reviewsmidcentury modern in ground pool walk 2 trail/town
Home in Woodstock
4.85 out of 5 average rating, 193 reviewsWoodstock Retreat: Heated Pool/Private/Walk 2 town
Home in woodstock
4.86 out of 5 average rating, 487 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
Home in Woodstock
4.91 out of 5 average rating, 192 reviewsGlenford Studio & Pool w/Deck Mountain Views
Weekly house rentals
Home in West Shokan
4.86 out of 5 average rating, 119 reviewsQuiet, Peaceful & Secluded Streamside House,
Home in Phoenicia
4.94 out of 5 average rating, 522 reviewsZen Cottage retreat to nature
Home in Lanesville
4.92 out of 5 average rating, 211 reviewsRoseland, Streamside 1865 house. 7 min to slopes
Home in Kingston
4.94 out of 5 average rating, 145 reviewsSecluded Scandinavian 3BR w/ workspace & fireplace
Home in Kerhonkson
4.97 out of 5 average rating, 109 reviewsFarmhouse Fantasy!
Home in Accord
4.97 out of 5 average rating, 117 reviewsLittle Minka - Woodland Japanese Cabin.
Home in Napanoch
5.0 out of 5 average rating, 161 reviewsCozy Home on the Hill (Welcome to the country!)
Home in Olivebridge
4.92 out of 5 average rating, 432 reviewsFamily Catskills Getaway Cabin with Hot Tub
Private house rentals
Home in Chichester
4.98 out of 5 average rating, 120 reviewsStunning Pvte Lake House•Swim•Mntn Views•Phoenicia
Home in West Shokan
4.8 out of 5 average rating, 102 reviewsNature lovers paradise
Home in Spring Glen
4.98 out of 5 average rating, 102 reviewsCreekside cottage on 65 acres
Home in Olivebridge
4.94 out of 5 average rating, 106 reviewsHigh Point Mtn House~Views~Special~Unique~Getaway!
Home in Shandaken
4.97 out of 5 average rating, 120 reviewsBalsam Mountain House
Home in New Paltz
4.99 out of 5 average rating, 173 reviews1890 Modern Industrial Farmhouse*Views/Rail Trail*
Home in Stone Ridge
4.97 out of 5 average rating, 147 reviewsCatskills Country Retreat: Hike | Relax | Unwind
Home in High Falls
4.85 out of 5 average rating, 156 reviewsHigh Falls Happy Home
Quick stats about house rentals in Olive
Total rentals
110 properties
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
6.2K reviews
Nightly prices starting at
$20 before taxes and fees
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- Rentals with outdoor seating Olive
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