Kid-friendly holiday rentals in Olive
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Olive
Guests agree: these family-friendly rentals 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
Kid-friendly house rentals
Home in Stone Ridge
4.93 out of 5 average rating, 216 reviewsSchool house in the woods! Spring dates added.
Home in Woodstock
4.91 out of 5 average rating, 643 reviewsDutch Touch Woodstock Cottage
Home in Kingston
4.96 out of 5 average rating, 110 reviewsBRAND NEW! This New House Three
Home in Mount Tremper
4.96 out of 5 average rating, 217 reviewsOverlook Creek Cottage 1 Near Phoenicia
Home in Kerhonkson
4.99 out of 5 average rating, 121 reviews13 acres - Dogs OK - 100% Solar + Powerwall - BBQ!
Home in Kerhonkson
4.97 out of 5 average rating, 116 reviewsENTER HOME - Minimalistic style warm & inviting
Home in Olivebridge
5.0 out of 5 average rating, 102 reviewsOlive Outpost: Catskills 3BR House on Private Road
Home in Kerhonkson
4.94 out of 5 average rating, 326 reviewsCountry House: Rustic Charm With Modern Feel
Family-friendly apartment rentals
Flat in High Falls
4.97 out of 5 average rating, 117 reviewsSunset Garden Room in High Falls
Flat in Woodstock
4.99 out of 5 average rating, 136 reviewsRedbird 1926
Flat in Stone Ridge
4.91 out of 5 average rating, 437 reviewsRomantic Apartment in Historic Stone Ridge
Flat in Kingston
4.96 out of 5 average rating, 311 reviewsDog Friendly Uptown Apt Near Stockade + Huge Yard
Flat in Rosendale
4.94 out of 5 average rating, 101 reviewsCozy Rosendale Apartment
Flat in Rosendale
4.96 out of 5 average rating, 201 reviewsRosendale Trestle View
Flat in Arkville
4.94 out of 5 average rating, 166 reviewsCatskills Hideaway - East
Flat in Phoenicia
4.95 out of 5 average rating, 545 reviewsEsopus Studio, where serenity reigns
Family-friendly apartment rentals
Apartment in Lanesville
4.97 out of 5 average rating, 552 reviewsStylish Condo Ski on/ Ski off Hunter Mountain
Apartment in Windham
4.89 out of 5 average rating, 136 reviewsCozy Mountain hideaway Windham, Hunter
Apartment in Hunter
4.97 out of 5 average rating, 430 reviews*Great Reviews* Hunter Mtn. Cozy/Clean/Close Condo
Apartment in Hunter
4.98 out of 5 average rating, 540 reviewsHunter Mtn Liftside Ski In/Out, Slopeside!
Apartment in Hunter
4.8 out of 5 average rating, 283 reviewsMountain side ski and snowboard condo
Apartment in Windham
4.74 out of 5 average rating, 244 reviewsSummer getaway w/Pool & Tennis Court
Apartment in Poughkeepsie
4.97 out of 5 average rating, 226 reviewsSpacious and stylish entire one bedroom apartment.
Apartment in Hunter
4.87 out of 5 average rating, 254 reviewsMountainside Haven - walk to Hunter Mtn!
Quick stats about holiday rentals that are kid-friendly in Olive
Total rentals
60 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
5.1K reviews
Nightly prices starting at
€ 101 before taxes and fees
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