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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.

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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, 113 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

4.93 out of 5 average rating, 201 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

4.97 out of 5 average rating, 293 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)

Guest favourite

Cabin

4.96 out of 5 average rating, 144 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

Home

4.99 out of 5 average rating, 106 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Guest favourite

Chalet

4.99 out of 5 average rating, 145 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

4.95 out of 5 average rating, 111 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, 128 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.)

Cabin

4.9 out of 5 average rating, 175 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, 755 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, 850 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 )

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for rentals with a hot tub in Olive

Free parking on premises

Air conditioning

House rentals with a hot tub

Guest favourite

Home

4.85 out of 5 average rating, 121 reviews

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Guest favourite

Home

4.92 out of 5 average rating, 238 reviews

Little owl Japanese teahouse: pool and tennis

Guest favourite

Home

4.99 out of 5 average rating, 107 reviews

Antique Uptown Charmer w/ Five-Star Modern Kitchen

Guest favourite

Home

4.92 out of 5 average rating, 453 reviews

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

Guest favourite

Home

4.96 out of 5 average rating, 209 reviews

Clove Schoolhouse on Mohonk Preserve

Home

4.86 out of 5 average rating, 504 reviews

CABIN WITH HOT TUB OUTDOOR FIREPLACE PIZZA OVEN

Guest favourite

Home

4.94 out of 5 average rating, 210 reviews

Barn Home - Solar! - Music Studio, Views & Hot Tub

Guest favourite

Home

4.97 out of 5 average rating, 157 reviews

Cooley Mountain House *Hot Tub*

Villa rentals with a hot tub

Guest favourite

Villa

4.98 out of 5 average rating, 49 reviews

Mid-Century Oasis Hudson Valley w/ hot tub & pool

Guest favourite

Villa

4.94 out of 5 average rating, 69 reviews

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

Guest favourite

Villa

4.91 out of 5 average rating, 78 reviews

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

Guest favourite

Villa

4.96 out of 5 average rating, 289 reviews

The Mission House Sanctuary

Villa

New place to stay

Goshen Retreat w/ Hot Tub & Fire Pit near Legoland

Villa

4.92 out of 5 average rating, 24 reviews

Country home with rock climbing gym, pond & creek.

Guest favourite

Villa

4.98 out of 5 average rating, 51 reviews

Windham Art House with HOT TUB, BAR, minz to ski

Cabin rentals with a hot tub

Guest favourite

Cabin

4.97 out of 5 average rating, 275 reviews

Spring Spa on a Cascading Brook - The Water House

Guest favourite

Cabin

4.98 out of 5 average rating, 367 reviews

Modern & Chic Log Home-Spectacular Mountain Views!

Guest favourite

Cabin

4.92 out of 5 average rating, 208 reviews

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Guest favourite

Cabin

4.97 out of 5 average rating, 378 reviews

Delightful Cabin with Extras

Guest favourite

Cabin

4.94 out of 5 average rating, 155 reviews

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna!

Cabin

4.92 out of 5 average rating, 258 reviews

The Barnhouse - Ski House near Hunter and Windham

Guest favourite

Cabin

4.98 out of 5 average rating, 126 reviews

Hot Tub- Fireplace - Minnewaska - Mini Golf -Pool

Guest favourite

Cabin

4.97 out of 5 average rating, 281 reviews

Experience The Zen House

Quick stats about holiday rentals with a hot tub in Olive

Total rentals
20 properties
Nightly prices starting at
£142 before taxes and fees
Total number of reviews
3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

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