Vacation rentals with a hot tub in Olive

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Top-rated hot tub rentals in Olive

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Guest favorite

Cabin in Accord

4.97 out of 5 average rating, 216 reviews

Modern Catskills Cabin with Cedar Hot Tub

Wake up to serene forest views from the modern, minimal four-poster, then start the day with a scenic woodland hike. Tour local breweries and browse nearby flea markets before lighting the fire and snuggling up. NOTE: All pets & children need to be approved by Host. Additions of pet and/or child will require a pet/child fee. Please inquire with Barclay for approval. We love that our home has all the qualities of a classic cabin in the woods — an A-frame shape, wood-plank ceilings, forest views from every room — while still appealing to the sensibilities of modern, urban travelers. This is the perfect spot to get a little dose of summer camp nostalgia, while keeping every modern comfort close at hand. Barbecue on the porch or gather around the outdoor fire pit in the summer and into the fall. In the winter, get cozy in front of the wood-burning stove and take in the snowy woodland landscape. Guests can access the entire house and two-acre property. I'm available to answer any questions via phone, text or email at any time. Please note, my primary residence is in New York City and I will not be on site at the house. The cabin is located in the hamlet of Marbletown, at the southern edge of Catskill Park. The property is nestled between the many farms, orchards, and preserves of the Rondout Valley and the protected mountains and woodlands of the Catskills. The Trailways bus stop with service from Port Authority is located in Rosendale, about 20 minutes from the house, but you'll need a car to get around once you're up here. Amtrak trains stop at Rhinecliff, just across the Hudson, about 35 minutes from the house.

Jun 19 – 26

ﺩ.ﺇ1,333 per night

Guest favorite

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.

Aug 27 – Sep 3

ﺩ.ﺇ1,265 per night

Guest favorite

Cabin in Mount Tremper

4.94 out of 5 average rating, 173 reviews

The Mountain Wonder - Hot tub, sauna, great views

As featured in @Escape_Brooklyn. Not an everyday Airbnb; a magical experience. Greatest view in the Catskills; natural wonders include private river & hiking forest; amenities include a wood-burning hot tub & sauna. World-class king bed & second bedroom. Ideal for couples, families, friends. Playground & games. Rustic charm. 18 forested acres. 10min to Woodstock; by hikes & eateries. Grateful hosts. @TheMountainWonder on IG. Would you add us to your favorites? STR Permit #21N-201

Nov 26 – Dec 3

ﺩ.ﺇ1,432 per night

Guest favorite

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

May 30 – Jun 6

ﺩ.ﺇ1,535 per night

Guest favorite

Cabin in Boiceville

4.95 out of 5 average rating, 126 reviews

Catskills Cabin Surrounded by Mountain Views+Spa!

Location is Everything! Our 3BR Catskills home is surrounded by breathtaking mountain views, and close to all including Woodstock Village, Phoenicia, Rivers, Hikes, Breweries, Ski Areas and more. Home is set high on a ridge overlooking nature from all angles on 3 private acres of land. Enormous brand new deck facing mountains with fire pit, grills. Perfect location for exploration. Tastefully decorated with brand new beds and furniture, fully stocked kitchen. Town of Olive STR-22-12.

Jul 5 – 12

ﺩ.ﺇ1,943 per night

Guest favorite

Cabin in Big Indian

4.97 out of 5 average rating, 263 reviews

Romantic Cabin with Sauna & Wood Fired Hot Tub

Voted GQ 18 Best Airbnbs with Hot Tubs. Under three hours from NYC and just 10 minutes off of Route 28, our rustic cabin is tucked away far from the rest of the world. Nestled in the woods perfectly situated on a hill the five acres of land make you feel completely removed from the city. The property includes a sweeping lawn, a deck for dining or star gazing, an outdoor fire pit, outdoor charcoal grill. Then there's the outdoor wood fired hot tub and sauna - the highlights! (#2022-STR-003)

Oct 19 – 26

ﺩ.ﺇ1,040 per night

Guest favorite

Home in High Falls

5.0 out of 5 average rating, 194 reviews

Our Place - A Big Little House

Mahali Petu is a three year old guest house situated well off the road with meadow views. It is built of high quality materials and finishes. The kitchen is fully equipped and offers custom cabinetry & granite countertops. The full bath offers a walk-in European shower with dual shower heads. There is extensive outdoor decking with seating, a gas grill, fire pit, hot tub and an outdoor shower. Peaceful and quiet, yet walking distance to High Falls restaurants and shops.

May 31 – Jun 7

ﺩ.ﺇ1,165 per night

Guest favorite

Home in West Hurley

4.99 out of 5 average rating, 139 reviews

The Monarch | Modern luxury | hot tub, firepit

Featured in Domino Magazine's "Best Vacation Rentals" Meet The Monarch, your sun-drenched Catskills escape. Sleek and modern, yet comfortable and cozy. It has all the amenities- hot tub, fire pit, yoga room, Weber grill, outdoor dining, and kid toys. Ideal for couples, families, friends, and groups up to 4. On 7 acres in the forest, The Monarch is amazing in all seasons. 1.5 mi to Ashokan Reservoir; 20 min drive to Woodstock/Kingston/Stone Ridge.

Nov 19 – 26

ﺩ.ﺇ1,212 per night

Guest favorite

Cabin in Kerhonkson

4.9 out of 5 average rating, 147 reviews

Adorable Cottage w/ Hot Tub, Pond, and Fireplace

Highlights: Cute-as-a-button secluded cottage with hot tub, pond, wood stove, and soaking tub. Very private, close to great hiking.. Welcome to Fern Pond, a modern but enchanting cottage in quiet Kerhonkson. In the shadow of the Sundown Wild Forest, this sweet house offers a cozy base to explore Accord, Stone Ridge and the Ashokan Reservoir. Enjoy its privacy, remoteness, and romanticism, while soaking in the hot tub and/or cozying up by the fire.

Dec 8 – 15

ﺩ.ﺇ996 per night

Guest favorite

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

Sep 30 – Oct 7

ﺩ.ﺇ2,488 per night

Guest favorite

Treehouse in Willow

4.96 out of 5 average rating, 711 reviews

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

Mar 3 – 10

ﺩ.ﺇ1,611 per night

Guest favorite

Cottage in Phoenicia

4.89 out of 5 average rating, 804 reviews

Romantic hot tub cottage. Hiking/breweries nearby.

Your perfect romantic country cottage with private courtyard, steamy outdoor hot tub and fire pit offering the feeling of complete seclusion yet only a couple of minutes walk from fabulous Main Street speciality stores and restaurants. 2 minutes to Woodstock Brewing and the famous Phoenicia Diner . Bike the rails with Rail Explorers just around the corner or hike the beautiful Ashokan Rail Trail from Boiceville ( 8 minutes )

Sep 27 – Oct 4

ﺩ.ﺇ665 per night