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 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, 214 reviewsJapanese Teahouse & Onsen, outside shower, tennis
Home in Woodstock
4.91 out of 5 average rating, 192 reviewsGlenford Studio & Pool w/Deck Mountain Views
Home in Cottekill
4.96 out of 5 average rating, 245 reviewsPeace & Privacy - High Falls (hot tub & salt pool)
Home in Kerhonkson
4.94 out of 5 average rating, 326 reviewsCountry House: Rustic Charm With Modern Feel
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
Weekly house rentals
Home in Kerhonkson
4.99 out of 5 average rating, 121 reviews13 acres - Dogs OK - 100% Solar + Powerwall - BBQ!
Home in Stone Ridge
4.95 out of 5 average rating, 121 reviewsSecluded Oasis w/ Screened Porch In Stone Ridge
Home in Kingston
4.98 out of 5 average rating, 221 reviewsDeMew House in Historic Kingston
Home in West Shokan
4.86 out of 5 average rating, 119 reviewsQuiet, Peaceful & Secluded Streamside House,
Home in West Shokan
4.99 out of 5 average rating, 105 reviewsPanoramic Mountain views w/ hot tub, mins to hike
Home in Accord
4.97 out of 5 average rating, 117 reviewsLittle Minka - Woodland Japanese Cabin.
Home in West Shokan
4.87 out of 5 average rating, 118 reviewsWatson House 1850
Home in Phoenicia
4.89 out of 5 average rating, 271 reviewsCottage in the Country
Private house rentals
Home in Kingston
4.94 out of 5 average rating, 145 reviewsSecluded Scandinavian 3BR w/ workspace & fireplace
Home in Livingston Manor
4.96 out of 5 average rating, 251 reviewsRiver view:
Home in High Falls
4.85 out of 5 average rating, 156 reviewsHigh Falls Happy Home
Home in Phoenicia
4.94 out of 5 average rating, 144 reviewsHeart of Phoenicia: Serene. Cozy. Close To All!
Home in Bearsville
4.92 out of 5 average rating, 192 reviewsA Cozy’s Woodstock Getaway Home
Home in Olivebridge
4.92 out of 5 average rating, 432 reviewsFamily Catskills Getaway Cabin with Hot Tub
Home in Spring Glen
4.98 out of 5 average rating, 103 reviewsCreekside cottage on 65 acres
Home in Claryville
4.93 out of 5 average rating, 110 reviewsModern Catskills Tiny House Near Hiking Trails
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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