
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.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Welcome to The Boathouse! Waterfront/Boats/Hot tub
Perched on the water’s edge, you’ll look down from this bright, modern post at an expanse of winding river and broad tree-lined meadows. Let the mellow current and enveloping natural setting satisfy and soothe your senses. This special place is close to everything, making it an ideal launchpad to all the Hudson Valley has to offer. Kingston, New Paltz and Rosendale are all ten minutes away, surrounding you with a plethora of hiking trails, climbing, dining, drinking, entertainment and shopping.

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)

Mt. Wonder: Cozy Cabin w/ Hot Tub and Wow View
Welcome to the Wonder of the Catskills. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Just 10 min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub & an overall magical feel. Amenities galore incl the tub, BBQ, firepit, wood stove & stocked kitchen. Peruse our books, vibe in nature or enjoy hikes & cute towns nearby.

Modern Catskills Cabin with Hot Tub
Wake to forest views in a modern A-frame with 2 bedrooms, including a cozy loft. Hike nearby trails, soak in the cedar hot tub, or visit local breweries. In summer, barbecue or gather at the fire pit; in winter, warm up by the wood stove on the 2-acre Catskills property. Note: Guests must be 13 or older, and all teenagers must be listed on the reservation. Pets are welcome with prior approval, agreement to pet rules, and payment of the pet fee. Please contact the host before booking.

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.

Mahali Petu - A Big Little House
Mahali Petu is a five 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.

Creekside Couple's Retreat w/Hot tub, Sauna & More
Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

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.)

Private lake cabin w/hot tub, views and fruit
Catchers Pond is perched atop a hill with views overlooking a private pond featuring a swim platform, dock, Jacuzzi, outdoor shower, fire pit and a fruit orchard of peach, pear and apple. It is perfectly secluded and close to everything you might need for your stay being just 5 minutes outside Mountaindale. Its rustic, charming and wild. A great place to slow down, reconnect and watch seasons change. The cabin sits on 55 quiet acres with no other houses in sight.

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

Secluded Couples Spa Sanctuary with HotTub!
Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Fern Pond. Here are a few things I think you’ll especially enjoy about the house. Fern Pond is a cute-as-a-button secluded cottage with hot tub, pond, wood stove, and soaking tub sitting in the shadow of the Sundown Wild Forest. Enjoy its privacy, remoteness, and romanticism, while soaking in the hot tub and/or cozying up by the fire.
Popular amenities for rentals with a hot tub in Olive
House rentals with a hot tub

Stunning Modern Barn minutes from Woodstock 21N195

Beautiful Artist's Estate w/hot tub

Mossy Moody Cabin in High Falls, NY

Chef's kitchen, seclusion, and breathtaking views

4 BR Stunning Mountain Retreat w Hot Tub!

4Br Mountain Brook House on 130 acres w/ trails

Scandi A-Frame w/Hot Tub & Sauna

Antique Uptown Charmer w/ Five-Star Modern Kitchen
Villa rentals with a hot tub

Catskills Retreat-Pool, Hottub, Bar, Shuffleboard

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub

AK Lodge- 9 BR VILLA JUST FOR YOU AND YOUR FAMILY

Retreat to 56 Acres w/ Hot Tub, 2 Acre Pond, Pool

Windham Art House with private hot tub, Bar, games

Prime Woodstock Luxe 5BR-3Baths-Heated Ing Pool

Hudson Valley Haven in Hopewell

Welcome to Shangri-Lew! An idyllic mountain escape
Cabin rentals with a hot tub

Mountain View Hideaway

Modern A-Frame Cabin Hot-Tub | Games Room | Firept

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Catskill Cabin Pizza Oven Hot Tub Fire Pit Sauna!

The Barnhouse - Ski House near Hunter and Windham

4Br l Fire-pit l Hot Tub l 10 min to Belleayre

Container Cabin in the Catskills (Field)

Bright, Spacious Hunter/Catskills Mountain Getaway
When is the best time to visit Olive?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $405 SGD | $431 SGD | $382 SGD | $425 SGD | $421 SGD | $468 SGD | $436 SGD | $444 SGD | $389 SGD | $490 SGD | $508 SGD | $498 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Quick stats about holiday rentals with a hot tub in Olive

Total holiday rentals
Explore 30 holiday rentals in Olive

Nightly prices starting at
Olive holiday rentals start at $153 SGD per night before taxes and fees

Verified guest reviews
Over 3,180 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Olive holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Olive rentals

4.9 Average rating
Olive stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Rentals with outdoor seating Olive
- Cottage rentals Olive
- Rentals with pools Olive
- Fitness-friendly rentals Olive
- House rentals Olive
- Rentals with a patio Olive
- Rentals with a firepit Olive
- Cabin rentals Olive
- Rentals with a fireplace Olive
- Family-friendly rentals Olive
- Waterfront rentals Olive
- Pet-friendly rentals Olive
- Rentals with a washing machine and dryer Olive
- Rentals with a hot tub Ulster County
- Rentals with a hot tub New York
- Rentals with a hot tub United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- Mount Peter Ski Area
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Mohawk Mountain Ski Area
- Zoom Flume
- Taconic State Park
- Bear Mountain State Park
- Opus 40
- Warwick Valley Winery & Distillery
- Benmarl Winery
- Poets' Walk Park
- Walkway Over the Hudson State Historic Park
- Millbrook Vineyards & Winery




