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
4.89 out of 5 average rating, 157 reviewsThe Shula | Farmhouse | Fire pit, Hot tub, Pool
Home in Mount Tremper
4.93 out of 5 average rating, 200 reviewsZen, Modern, Glass - Indoors meets Outdoors
Home in Woodstock
4.85 out of 5 average rating, 204 reviewsWoodstock Retreat Fireplaces/Private/4 mins 2 town
Home in New Paltz
4.98 out of 5 average rating, 468 reviewsmidcentury mod fireplace walk 2 hiking trl/village
Home in Woodstock
4.99 out of 5 average rating, 250 reviewsThe Woodstock Barn House - Sauna, Gym, Jacuzzi
Home in New Paltz
4.87 out of 5 average rating, 127 reviewsRiverfront modern house with beautiful views
Home in Woodstock
4.85 out of 5 average rating, 121 reviewsGorgeous Villa Mntn Views, salt H2O pool, hot tub!
Home in Woodstock
4.92 out of 5 average rating, 238 reviewsLittle owl Japanese teahouse: pool and tennis
Weekly house rentals
Home in Kerhonkson
4.97 out of 5 average rating, 128 reviewsThe Nest at Minnewaska
Home in Accord
4.93 out of 5 average rating, 160 reviewsNewly Renovated 3BR Home in the Hudson Valley
Home in Accord
4.97 out of 5 average rating, 105 reviewsCatskill Capehouse ★ Hot Tub ★ Firepit ★ BBQ
Home in Prattsville
4.91 out of 5 average rating, 295 reviewsYanity House
Home in Kingston
4.97 out of 5 average rating, 265 reviewsDeMew House in Historic Kingston
Home in Hurley
4.94 out of 5 average rating, 153 reviewsStunning Mountain Views, 5 minutes to Woodstock
Home in New Paltz
4.94 out of 5 average rating, 224 reviewsWelcome to The Boathouse! Waterfront/Boats/Hot tub
Home in Chichester
4.97 out of 5 average rating, 142 reviewsStunning Pvte Lake House•SKI 15min •Mntn Views•
Private house rentals
Home in Shokan
4.96 out of 5 average rating, 82 reviewsWest Wing - a unique private space w/deck
Home in Mount Tremper
4.9 out of 5 average rating, 213 reviewsStunning Modern Barn minutes from Woodstock 21N195
Home in High Falls
5 out of 5 average rating, 218 reviewsOur Place - A Big Little House
Home in Bearsville
4.93 out of 5 average rating, 217 reviewsA Cozy’s Woodstock Getaway Home
Home in Spring Glen
4.99 out of 5 average rating, 147 reviewsCreekside cottage on 65 acres
Home in Mount Tremper
4.91 out of 5 average rating, 187 reviewsRippleside Retreat - Stay and Relax
Home in Claryville
4.99 out of 5 average rating, 119 reviewsThe Blue House on the Hill Catskills
Home in Newburgh
5 out of 5 average rating, 120 reviewsHillcrest Glasshouse - a minimalist modern retreat
Quick stats about house rentals in Olive
Total rentals
110 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
6.6K reviews
Family-friendly rentals
100 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
20 properties have a pool
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