Cottage vacation rentals in Olive
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Top-rated cottage rentals in Olive
Guests agree: these cottages 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 cottage rentals
Cottage rentals with a hot tub
Cottage in Phoenicia
4.89 out of 5 average rating, 800 reviewsRomantic hot tub cottage. Hiking/breweries nearby.
Jun 21 – 28
Cottage in West Hurley
4.94 out of 5 average rating, 251 reviewsWoodstock Carriage House HotTub FirePit Pool
Oct 3 – 10
Cottage in Woodstock
4.9 out of 5 average rating, 376 reviewsFamous Architect - Streamside Cottage w/ hot tub
May 3 – 10
Cottage in Kerhonkson
4.84 out of 5 average rating, 141 reviewsGunks Cottage|Fire Pit|Pool|Near Minnewaska Park
Sep 14 – 21
Cottage in Mongaup Valley
4.98 out of 5 average rating, 159 reviewsHot Tub, Playground, 3 Acres, and Much More!
Sep 29 – Oct 6
Cottage in Denver
4.96 out of 5 average rating, 110 reviewsCountry Cottage w/ HOT TUB & Views
Jul 27 – Aug 3
Cottage in Kerhonkson
4.84 out of 5 average rating, 252 reviewsStony Kill Ranch - Hot Tub and Waterfall Access
Aug 18 – 25
Cottage in Glen Spey
4.87 out of 5 average rating, 158 reviewsCharming cottage with Hot Tub -PET FRIENDLY
Apr 14 – 21
Pet-friendly cottage rentals
Cottage in Kerhonkson
4.86 out of 5 average rating, 159 reviewsKerhonkson cottage in the woods with stream
May 30 – Jun 6
Cottage in Kerhonkson
4.9 out of 5 average rating, 155 reviewsPet-friendly private cabin—spring dates now open!
Sep 25 – Oct 2
Cottage in Bloomington
4.98 out of 5 average rating, 467 reviews'The Blue Jay Cottage' - Privacy With A View!
Jun 5 – 12
Cottage in High Falls
4.99 out of 5 average rating, 407 reviewsSun Cottage- "A view with a room(s)."
Jul 20 – 27
Cottage in Phoenicia
4.93 out of 5 average rating, 214 reviewsCharming creekside cottage in Phoenicia
Sep 23 – 30
Cottage in Woodstock
4.85 out of 5 average rating, 120 reviewsRock City Writer's Studio: bucolic•sauna•walkable!
Nov 8 – 15
Cottage in Catskill
4.96 out of 5 average rating, 231 reviews1930's Cottage unique charm near skiing
Mar 12 – 19
Cottage in Tannersville
4.9 out of 5 average rating, 207 reviewsSpruce House on Gooseberry Creek
Sep 12 – 19
Private cottage rentals
Cottage in Roxbury
4.98 out of 5 average rating, 480 reviewsThe Little House
Apr 12 – 19
Cottage in Ulster Park
4.94 out of 5 average rating, 186 reviewsHidden Gem Cottage — cozy escape to play or WFH
Mar 20 – 27
Cottage in Tillson
5.0 out of 5 average rating, 106 reviewsCozy cottage with local art
Jan 6 – 13
Cottage in West Park
4.84 out of 5 average rating, 195 reviewsRustic, Sunny, Little Red Cottage in the Woods
Dec 26 – Jan 2
Cottage in Saugerties
4.93 out of 5 average rating, 217 reviewsNew:Cozy Barn-Style Retreat Minutes From Woodstock
Oct 19 – 26
Cottage in Saugerties
4.98 out of 5 average rating, 177 reviewsBlue Mountain Cottage
Oct 22 – 29
Cottage in Accord
4.95 out of 5 average rating, 107 reviewsCozy Modern Getaway, Stunning Kitchen & Fireplace
Nov 15 – 22
Cottage in Parksville
4.97 out of 5 average rating, 240 reviewsRolling River Guest House ~ Cozy & Fun
Sep 16 – 23
Quick stats about cottage rentals in Olive
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
€ 112 before taxes and fees
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- Family-friendly rentals Olive
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