Family-friendly holiday rentals in Olive
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Olive
Guests agree: these family-friendly homes 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 Olive family-friendly rentals
Family-friendly home rentals with a hot tub
Serviced apartment in Stone Ridge
4.94 out of 5 average rating, 274 reviewsStone Ridge Historic District Apartment
Home in Olivebridge
4.92 out of 5 average rating, 431 reviewsFamily Catskills Getaway Cabin with 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, 805 reviewsRomantic hot tub cottage. Hiking/breweries nearby.
Home in woodstock
4.86 out of 5 average rating, 487 reviewsCABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN
Home in Bearsville
4.92 out of 5 average rating, 192 reviewsA Cozy’s Woodstock Getaway Home
Home in Woodstock
4.94 out of 5 average rating, 883 reviews1822 Lewis Cottage - Sauna, Jacuzzi, Swimming Hole
Home in Mount Tremper
4.9 out of 5 average rating, 199 reviewsStunning Modern Barn minutes from Woodstock 21N195
Family- and pet-friendly home rentals
Home in Accord
4.97 out of 5 average rating, 117 reviewsThe Woods House, 40 secluded acres & speedy wifi!
Farm stay in High Falls
4.87 out of 5 average rating, 811 reviewsDave's Milk Barn
Cabin in Kerhonkson
4.94 out of 5 average rating, 179 reviewsThe Laurel Cabin
Tiny home in Shandaken
4.85 out of 5 average rating, 164 reviewsCute Cabin with Great Mountain Views
Cottage in Kerhonkson
4.89 out of 5 average rating, 449 reviewsMod Scandinavian! HudsonValley!tiny Flower Farm
Home in Accord
4.97 out of 5 average rating, 117 reviewsLittle Minka - Woodland Japanese Cabin.
Home in Stone Ridge
4.95 out of 5 average rating, 121 reviewsSecluded Contempo w Fireplace in Stone Ridge
Home in Kerhonkson
4.94 out of 5 average rating, 326 reviewsCountry House: Rustic Charm With Modern Feel
Family-friendly home rentals with a pool
Guest suite in New Paltz
4.84 out of 5 average rating, 181 reviewsPrivate apartment in rural home
Cabin in Saugerties
4.99 out of 5 average rating, 123 reviewsLovely cabin by the stream
Home in New Paltz
4.98 out of 5 average rating, 438 reviewsmidcentury modern in ground pool walk 2 trail/town
Cabin in Red Hook
4.96 out of 5 average rating, 307 reviewsModern Upstate Cabin, near Rhinebeck NY
Cabin in Livingston Manor
4.96 out of 5 average rating, 257 reviewsExperience The Zen House
Home in Woodstock
4.91 out of 5 average rating, 192 reviewsGlenford Studio & Pool w/Deck Mountain Views
Home in Woodstock
4.89 out of 5 average rating, 160 reviewsSecluded 7acres, Saline Heated Pool, Spa, Stream !
Home in Saugerties
5.0 out of 5 average rating, 133 reviewsUpstate Modern Scandinavian Barn in the Catskills
Quick stats about holiday rentals that are family-friendly in Olive
Total rentals
150 properties
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
80 properties allow pets
Total number of reviews
9.9K reviews
Nightly prices starting at
$81 SGD before taxes and fees
Destinations to explore
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