Holiday rentals with a hot tub in Olive

Find and book unique rentals with a hot tub on Airbnb

Top-rated rentals with a hot tub in Olive

Guests agree: these rentals with a hot tub are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Cabin

4.96 out of 5 average rating, 228 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.

Superhost

Home

4.89 out of 5 average rating, 147 reviews

Quiet Country Side Home With A Hot Tub

Olivebridge is a quiet and beautiful area! My home features an outdoor Hot Tub, Jacuzzi Jet Bathtub, High Speed Internet, Many walking/hiking areas nearby, Large Lawn to play a game of Horseshoes or sit by the fire pit and roast s’mores! All year round we have breathtaking views here in the Catskills. My home is only 20 minutes to the Town of WOODSTOCK! The upstairs of my home with all the amenities and property will be all yours during your stay! You have Access To Everything You Need & More!

Guest favourite

Home

5 out of 5 average rating, 112 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

Guest favourite

Home

4.92 out of 5 average rating, 199 reviews

The Mountain Wonder - Hot tub, sauna, great views

As featured in @Escape_Brooklyn. Not a cookie-cut Airbnb; a magical experience. Min. from Woodstock. Greatest view in Catskills; natural wonders include private river & forest; wood-burning hot tub & sauna. World-class king bed & second bedroom. Ideal for couples, families, friends. Kid-friendly. We host lots of anniversaries, b-days. Rustic & homey. Quiet. 18 forested acres. All season awesomeness. We listen to our guests. We are here for you, and it shows. We host with heart.

Guest favourite

Cabin

4.96 out of 5 average rating, 142 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.

Guest favourite

Chalet

4.99 out of 5 average rating, 143 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, oh, and now a Projector TV in the basement! Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

Guest favourite

Home

4.94 out of 5 average rating, 107 reviews

Modern Woodland Getaway with Hot Tub and Fire Pit

Get away from it all in this brand new, centrally located escape! Located in a private setting surrounded by quiet forest, you will feel isolated from the world, yet only a half mile away from Rt. 209. In 10 minutes you can be hiking around Lake Minnewaska or strolling through the quaint town of Stone Ridge. Fine Dining in New Paltz and shopping in Kingston are only 25 minutes away. All that or relax at the house and enjoy the chef's kitchen, vaulted ceilings, hot tub and firepit.

Guest favourite

Guest suite

4.98 out of 5 average rating, 126 reviews

Woodstock retreat with hot tub and deck with view

Guest suite in home of long-time Woodstock artist and resident. Separate entrance off 2nd story deck with meadow and mountain views. Space has everything you need for a retreat away from it all – a meditation nook for 2, yoga mats to use inside or out on the deck, hot tub to soak cares away and relax after a day out and about in the beautiful Catskill mountains. Hot tub is in 3-acre backyard with privacy enclosure, so bathing suits are optional (we provide bathrobes.)

Guest favourite

Cabin

4.9 out of 5 average rating, 173 reviews

Catskills 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.

Guest favourite

Treehouse

4.96 out of 5 average rating, 753 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

Guest favourite

Cottage

4.89 out of 5 average rating, 844 reviews

Romantic hot tub cottage. Breweries/skiing 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 )

Guest favourite

Cottage

4.99 out of 5 average rating, 135 reviews

Ye Little Wood | Cozy Forest Cottage with Hot Tub

Stay at our comfortable and private 2-bed/2-bath home with covered porch, hot tub, fire pit, outdoor shower, and additional office cabin (perfect for work, exercise, or meditation) all surrounded by beautifully wooded forest. Centrally located in Kerhonkson just 15 minutes from local farm markets, popular farm-to-table restaurants and breweries, and hiking and other outdoor activities.