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Holiday rentals with a fireplace in Olive

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Top-rated Accommodation with Fireplace in Olive

Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

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Cottage in West Shokan

4.96 out of 5 average rating, 141 reviews

Catskills Blue House on Three Acre Site by Ashokan Reservoir

You have the whole house and three acres to enjoy. The two bedrooms are upstairs, with skylights and a bright, airy feel to them. The wood burning stove is an awesome way to make things cozy. There's also a firepit and grill you're welcome to use. Guests have complete access to the home and three-acre property. The garage on the property is inaccessible by guests. We're available to contact anytime. Hike, ski, swim, bike, do yoga, or whatever comes to mind— all is possible in the Catskills. The Ashokan reservoir bike/walk path is a few miles down the road. Not far the other way is Marty's Mercantile for coffee, lunch, and basic supplies. There's plenty of parking in the driveway. Don't expect to Uber while up here. Walk, bike, or ride a horse instead. :) There's plenty of parking in the driveway.

26 Nov – 3 Dec

$611 NZD per night

Guest favourite

Home in West Shokan

4.99 out of 5 average rating, 105 reviews

Panoramic Mountain views w/ hot tub, mins to hike

Picturesque ranch house nestled in a valley w/ panoramic mountain views, our 3 bdrm, 2 bath is available for your next escape from the big city. Enjoy hiking, walking trails galore within 5 - 15 min of the house or skiing 30 min away. Work from "home" with mountain views and super fast wifi and end the night gazing at the stars from the hot tub then fall asleep in the luxurious king size bed. We are only 20 min from Woodstock and 30 min to the slopes. Not suitable for children under 8 nor pets.

22–29 Jul

$622 NZD per night

Guest favourite

Cabin in Kerhonkson

4.98 out of 5 average rating, 100 reviews

The Black Dymond A Private Streamside Cabin

A 2.5 hour drive from NYC to a serene, private, woodland, streamside home. This cabin sits on the very edge of the Catskill Mountains. It's cozy, modern, and minimalistic with a touch of rustic elegance. All new appliances with all the cooking necessities, a comfortable bed with large screen smart tv, excellent wifi service, a romantic gas-powered fireplace and the most private back deck away from the world to get lost for a weekend in the beauty of the woods.*Now offering mid-week price deals!

22–29 Jul

$272 NZD per night

Guest favourite

Barn in Stone Ridge

4.93 out of 5 average rating, 248 reviews

Hudson Valley Botanical Garden Rental

Located in Upstate New York on the edge of our Botanical Garden in the Lower Hudson Valley the "Barnette" is for nature lovers. This newly built repurposed barn is perfect for relaxing, exploring nature, and getting away from it all. Nearby are lots of hiking, rail trails, and farms. We are within driving distance of the Mohonk Mountain House, Minnewaska, Catskill Mountains, and a 2 hour drive from Manhattan. For winter enthusiasts there’s places to snowshoe, ski, and hike 20-60 minutes away.

30 Oct – 6 Nov

$289 NZD per night

Guest favourite

Home in Olivebridge

5.0 out of 5 average rating, 101 reviews

Olive Outpost: Catskills 3BR House on Private Road

Welcome to the Olive Outpost in The Catskills! (@oliveoutpost) Our light-filled, 1,600 SF, 3-bed, 2-bath house is on 32 acres off a private road and ideal for a small group (6 or under). We're close to the towns of High Falls, Stone Ridge & Accord (15 mins), Woodstock, Phoenicia (25 mins) & Kingston (30 mins). NOTE: There is a guest cabin on the property where the owners may be staying (or available for additional capacity) Photos courtesy of @nicoschinco Town of Olive STR Reg #: STR-22-6

24–31 Aug

$801 NZD per night

Guest favourite

Cabin in Kerhonkson

4.98 out of 5 average rating, 122 reviews

Lovely Catskill Cabin w/Piano and free firewood

When you truly want to get away from it all, come experience the wilderness of the Catskills. We're nestled next to 30k acres of the Sundown Wild Forest inside the 300k acres Catskill Park, 2 hrs from NYC. Enjoy any of the 3 fireplaces located in and around the cabin after your choice of 8 hiking trails you can take from our doorstep including the cascading pools of the secluded Vernooy Kill Falls. We are the closest Airbnb to the historic Vernooy Kills Falls and its 300-year-old ruins.

2–9 Sep

$280 NZD per night

Guest favourite

Cottage in Olivebridge

4.91 out of 5 average rating, 116 reviews

Highpoint House: historic farmhouse on four acres

Built in 1790 and fully renovated in 2015, this historic farmhouse is set on four private acres at the foothills of the Catskills. Enjoy the serenity of the extensive lawns, explore the woods that lead up to High Point mountain, or venture out to experience all that the region has to offer. Highpoint House is within a half-hour drive of Kingston, Woodstock, Phoenicia, and just two hours from NYC, making this the perfect, secluded, four season retreat. Registration No: STR-23-16

9–16 Oct

$604 NZD per night

Guest favourite

Guesthouse in Olivebridge

4.96 out of 5 average rating, 226 reviews

Black Olive Cabin in the Woods - Secluded, Tiny

The cabin is nestled into a mossy rock ledge covered with ferns in a secluded part of the Catskills just south of the Ashokan Reservoir. Constructed of large reclaimed hemlock beams and charred cedar siding on the outside, the cabin mixes the old with the new. The open concept design includes high ceilings, hardwood floors, a wood stove, lofted sleeping quarters, a full bathroom, and a kitchen with an induction cooktop and convection oven. It's the perfect weekend getaway.

28 Aug – 4 Sep

$321 NZD per night

Guest favourite

Cottage in Kerhonkson

4.91 out of 5 average rating, 379 reviews

Home Alone Woods

Small and charming cottage in quiet and secluded place surrounded by woods and nature with the hiking trails half a mile away. There is easy access to Hunter Mountain, Minnewaska State Park, Shawangunks, and many hiking trails. This is a perfect getaway for nature and outdoor enthusiasts, bikers, hikers, climbers, and skiers or people who look for peace and tranquility in the woods.The kitchen is equipped with cooking essentials such as pots, pans, and utensils.

31 Jul – 7 Aug

$278 NZD per night

Guest favourite

Chalet in Olivebridge

4.98 out of 5 average rating, 124 reviews

Spruced Moose Lodge & Treehouse w. Hot Tub & Pool!

Secluded log home on 5 acres, beautifully situated at the top of a no outlet road on a mountainside in the Catskills. The home has 4 bedrooms + 3.5 baths, with the 4th bedroom being a finished basement that has built-in full size bunk beds. There is also a sunroom, screened porch, pool, hot tub, and a treehouse that resembles a floating pirate ship 30 feet up in the trees. Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

29 Sep – 6 Oct

$1,244 NZD per night

Guest favourite

Cottage in West Shokan

4.91 out of 5 average rating, 160 reviews

Relaxing Cottage in the Catskill Mountains

1000 sq ft. cottage located on a 7 acre partially wooded property in the Catskills. Two bedrooms (one queen, one full), one bath, open floor plan with vaulted ceilings and sliding glass doors opening to a deck in the back yard. Cook and eat on the deck with both gas and charcoal grills, plus large dining table with umbrella. Fire pit outside and wood burning stove inside for extra warmth and ambience. Dogs considered, just ask.

4–11 Nov

$560 NZD per night

Guest favourite

Cottage in Shokan

4.9 out of 5 average rating, 241 reviews

Catskills 2 br Cottage

This sunny, 2br 1.5 bath cottage is perched on a mountainside, so you can enjoy the seasonal view of the Catskill Mountains and the Ashokan Reservoir as you bask in the warmth of the woodstove and cook great meals in the fully equipped kitchen. Located on a quiet, dead-end road, it is close to Woodstock and Phoenicia and less than 30 minutes from skiing at Belleayre. Just a 2-hour drive from NYC!

23–30 Jul

$253 NZD per night

Holiday rentals for every style

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Popular amenities for Olive Accommodation with Fireplace

Free parking on premises

Air conditioning

Holiday House Rentals with a fireplace

Guest favourite

Home in West Shokan

4.87 out of 5 average rating, 116 reviews

Watson House 1850

16–23 Oct

$398 NZD per night

Guest favourite

Home in Stone Ridge

4.93 out of 5 average rating, 215 reviews

School house in the woods! Spring dates added.

31 Jul – 7 Aug

$367 NZD per night

Guest favourite

Home in Kingston

4.96 out of 5 average rating, 259 reviews

Country Elegance with Beautiful Catskill Mt. Views

31 Dec – 7 Jan

$343 NZD per night

Guest favourite

Home in Woodstock

4.91 out of 5 average rating, 641 reviews

Dutch Touch Woodstock Cottage

8–15 Nov

$238 NZD per night

Guest favourite

Home in Kerhonkson

4.97 out of 5 average rating, 115 reviews

ENTER HOME - Minimalistic style warm & inviting

6–13 Jun

$633 NZD per night

Guest favourite

Home in New Paltz

4.97 out of 5 average rating, 680 reviews

Victorian Haven

27 Nov – 4 Dec

$228 NZD per night

Guest favourite

Home in Kingston

4.97 out of 5 average rating, 277 reviews

This New House

10–17 Jan

$272 NZD per night

Guest favourite

Home in Kerhonkson

4.94 out of 5 average rating, 325 reviews

Country House: Rustic Charm With Modern Feel

17–24 Sep

$1,117 NZD per night

Apartment rentals with a fireplace

Guest favourite

Apartment in Woodstock

4.99 out of 5 average rating, 144 reviews

Chic Country Apt in Woodstock, NY

23–30 Oct

$251 NZD per night

Guest favourite

Apartment in Arkville

4.92 out of 5 average rating, 234 reviews

Catskills Hideaway - West

9–16 Aug

$194 NZD per night

Guest favourite

Apartment in Wallkill

4.94 out of 5 average rating, 121 reviews

Log Cabin Apartment Great for Outdoor Enthusiasts

27 Apr – 4 May

$228 NZD per night

Guest favourite

Apartment in Stone Ridge

4.88 out of 5 average rating, 453 reviews

Cozy Apartment with Sauna in Historic Stone Ridge

28 Aug – 4 Sep

$394 NZD per night

Apartment in Ulster

4.92 out of 5 average rating, 198 reviews

Beautiful 2 BR barn house loft on hilltop

27 Sep – 4 Oct

$311 NZD per night

Guest favourite

Apartment in Copake Falls

4.93 out of 5 average rating, 260 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

20–27 Oct

$210 NZD per night

Guest favourite

Apartment in Halcott Center

4.97 out of 5 average rating, 130 reviews

Mountain View Apartment

24 Nov – 1 Dec

$199 NZD per night

Guest favourite

Apartment in Phoenicia

4.95 out of 5 average rating, 543 reviews

Esopus Studio, where serenity reigns

1–8 Jul

$307 NZD per night

Villas with a fireplace

Guest favourite

Villa in Hopewell Junction

4.96 out of 5 average rating, 279 reviews

The Mission House Sanctuary

13–20 Apr

$1,867 NZD per night

Guest favourite

Villa in Mount Tremper

4.96 out of 5 average rating, 97 reviews

Sunset Mountain Retreat - mins from Woodstock

19–26 May

$1,083 NZD per night

Guest favourite

Villa in Kerhonkson

4.94 out of 5 average rating, 51 reviews

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool

30 Aug – 6 Sep

$730 NZD per night

Villa in Clintondale

4.99 out of 5 average rating, 82 reviews

BEAUTIFUL MODERN VILLA WITH POOL SUANA HOT TUB...

4–11 Oct

$1,446 NZD per night

Guest favourite

Villa in Roxbury

4.97 out of 5 average rating, 79 reviews

Your tranquil escape w/ endless mountain views.

14–21 Jul

$837 NZD per night

Guest favourite

Villa in Newburgh

5.0 out of 5 average rating, 42 reviews

Ultra Modern Private Oasis with River Views

19–26 Jan

$560 NZD per night

Villa in Monroe

4.83 out of 5 average rating, 90 reviews

beautiful villa close to wdbury, legoland & wst pt

8–15 Mar

$310 NZD per night

Villa in Roscoe

4.89 out of 5 average rating, 9 reviews

New! Lakefront, cozy chic home in the Catskills

27 Jan – 3 Feb

$701 NZD per night

Quick stats about holiday rentals with a fireplace in Olive

Total rentals
140 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
11K reviews
Nightly prices starting at
$84 NZD before taxes and fees

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