Fitness-friendly vacation rentals in Olive

Find and book unique fitness-friendly rentals on Airbnb

Top-rated fitness-friendly rentals in Olive

Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern cabin is nestled among trees, with a gently flowing stream in the foreground. The landscape features scattered rocks and fallen leaves, showcasing a natural setting that blends seamlessly with the lush greenery in the background.

Cabin in Phoenicia

4.98 out of 5 average rating, 206 reviews

The Woodland Valley Spa Cabin (20min to Woodstock)

Get away from it all and connect with nature at our luxurious cabin located right in the heart of the highly coveted Woodland Valley neighborhood of the Catskills. Conveniently located 9 min from downtown Phoenicia, 20 min from Woodstock for dining and culture, and 4 min from hiking trailheads. We painstakingly and lovingly designed the spa cabin, and if you come take advantage of all that it has to offer, we have no doubt you'll come away feeling rested, rejuvenated, and at one with nature!

Guest favorite

A spacious two-story home is surrounded by lush greenery, featuring a combination of dark wood and orange exterior accents. A gray car is parked under a covered area, and two blue adirondack chairs sit on the lawn amidst colorful flower beds.

Home in Hurley

4.9 out of 5 average rating, 242 reviews

Comfortable Woodstock Getaway

Our peaceful property is 5 minutes from the Town of Woodstock, 15 minutes to historic Kingston and Exit 19 of the NYS-Thruway, and 45 minutes to ski areas. The house is large and spacious with a fully equipped kitchen, plenty of lounge space, a sunlit expansive library with a large variety of old and new books, a home gym, and a backyard with a fire pit. Great for families with or without kids and weekend getaways with friends. Our goal is to offer an affordable experience for all our guests.

Top guest favorite

A garden brimming with vibrant orange flowers is set in front of a dark structure. A red building is visible in the background, surrounded by lush trees, adding to the green landscape. This serene outdoor space emphasizes a natural and welcoming environment.

Bungalow in Margaretville

4.97 out of 5 average rating, 322 reviews

The Porch Upstate Super clean

Halcottsville is a tiny hamlet In the heart of the Catskills .The porch is a compound with an old general store built in 1890 which is available for rent .We also have a restored barn , gardens and Apple orchard . The Bungalow is super private and still right on Main Street in Halcottsville. We will definitely will share our veggies and fruit with you . We have 3 sheep , 10 chickens and 5 barn cats .Halcottsville has its own post office ,voluntary fire department and a beautiful Lake.

Top guest favorite

Two wooden Adirondack chairs are positioned on a dock overlooking a calm lake at sunset. A kayak with an oar rests nearby, and the water reflects vibrant hues of orange and pink, bordered by trees in the background.

Cabin in Ferndale

4.93 out of 5 average rating, 236 reviews

Charming Catskills Lakefront Home—2 hrs from NYC!

This beautiful lakefront cabin is located at the end of a peaceful road adorned with tire swings and wildflowers. It is situated in a private community on a SMALL 3 acre lake, offering the perfect setting to enjoy morning coffee on the dock, taking refreshing afternoon swims in the lake, going for evening kayaking rides, and stargazing. You can unwind in our hammock nestled amidst the ferns next to a tranquil stream. We offer 2 kayaks and 1 SUP for your enjoyment. Best of all, 2 hrs from NYC.

Top guest favorite

The exterior of a modern house is illuminated by warm lights during twilight. Large windows and multiple balconies showcase the architecture, surrounded by trees and natural greenery. A gravel path leads towards the house, enhancing the inviting ambiance of the mountain setting.

Home in Mount Tremper

4.96 out of 5 average rating, 110 reviews

Chef's kitchen, seclusion, and breathtaking views

This is an incredible house for groups, spacious, flooded with light, andd spectacular views from almost every room. The main level is a massive open living room/ chef's kitchen/ dining/ fireplace on one level and a sweeping sunny deck. The home features 3 main bedrooms with ensuites, plus 2 other big bedrooms, a total of 5 bathrooms, and a yoga room with views. The perfect, central Catskill location gives you access to restaurants, farm stands, hiking, skiing, Phoenicia, Woodstock, and more!

Top guest favorite

An aerial view of the villa showcases its spacious layout surrounded by greenery. The large deck is visible, along with a fire pit area that features circular seating. The property is bordered by trees, emphasizing its connection to nature.

Villa in Kerhonkson

4.97 out of 5 average rating, 277 reviews

Peaceful Forest Villa Escape w Private Yoga Studio

Nestled at the edge of the forest, Villa blends peaceful seclusion with refined comfort. Wake to birdsong, stretch in the private yoga studio or gather for movie night in the home theater. Large windows invite natural light and views of the trees, while indoor spaces flow naturally into the surrounding landscape. The open-concept living area is ideal for sharing meals or conversation. Whether you’r seeking stillness, inspiration, or connection, this space welcomes all with care and intention

Top guest favorite

An aerial view showcases a secluded log home surrounded by lush green trees on a mountainside. The property features a pool and well-maintained landscaping, creating a serene natural environment. Rolling hills and forest are visible in the background, enhancing the sense of privacy and tranquility.

Chalet in Olivebridge

4.99 out of 5 average rating, 166 reviews

Spruced Moose Lodge w. Hot Tub & open Pool to oct

*Pool Open Until Oct 21!* Secluded log home nestled in 5 acres of Catskill mountain forest, with 4 bedrooms & 3.5 baths (incl. basement with built-in full size bunks). Enjoy a sunroom, screened porch, pool+ brand new hot tub, projection screen home theater & a treehouse that resembles a floating pirate ship 30 feet up in the trees. We renovated the kitchen & master bed with new walls of windows in May - pics to come! Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

Guest favorite

A modern living area features large glass doors overlooking a lush green landscape. Natural light fills the space, highlighting the minimalist furnishings, including a stylish sectional sofa and a glass coffee table. Shelving along the wall displays books and decorative items.

Home in Woodstock

4.97 out of 5 average rating, 156 reviews

Woodstock Historic Artist Estate- The Museum House

The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

Top guest favorite

A spacious, well-manicured lawn is surrounded by lush greenery, offering a serene outdoor space. A stone fire pit surrounded by chairs is centered in the lawn, with a large weeping willow tree adding to the tranquil setting.

Home in Accord

4.98 out of 5 average rating, 132 reviews

Hudson Valley Home

Hudson Valley Home - Stylish, clean and comfortable 4 bedroom home with expansive outdoor double-deck, fireplace, fire pit, BBQ, on a 3-acre property. Amazing Hiking, Apple Picking, Scenic Golf Courses, Vineyards, Inness (4min. away), Minnewaska State Park, Historic Kingston, Hip Woodstock, and New Paltz are all easily accessible from this conveniently located gem on a private road in Accord directly off the 209. Comfortable for a large group yet cozy for a couple.

Top guest favorite

A spacious living area features a high A-frame ceiling with large triangular windows, allowing for abundant natural light and scenic views. A wood-burning stove sits in the center, surrounded by elegant seating arrangements on a plush area rug, enhancing a cozy atmosphere.

Cabin in Margaretville

4.98 out of 5 average rating, 420 reviews

Modern & Chic Log Home-Spectacular Mountain Views!

Welcome to Fox Ridge Chalet! Minimum age to book 21. A newly renovated, stylish log cabin nestled on 7 private acres above the village of Margaretville, in the heart of Catskills Park. Though the home is secluded, offering spectacular mountain views and total privacy, it’s just a three-minute drive to Margaretville’s restaurants, shops and galleries and under ten minutes to Belleayre Ski Resort as well many other local attractions.

Top guest favorite

The exterior of a Craftsman-style studio is shown, featuring a two-car garage with wooden doors. The building is accented with earthy tones of red and gray, while ambient lights illuminate the front in the evening glow. Surrounding trees enhance the natural setting.

Guesthouse in Margaretville

4.98 out of 5 average rating, 176 reviews

Sunny Arts & Crafts Loft

Autumn in the Catskills is truly special. Hiking, biking, swimming, fishing, golf - all conveniently accessible nearby. Explore fun towns like Margaretville, Andes & more. Spend evenings relaxing by the fire pit. The loft is a cozy, private spot to unwind in a peaceful mountainside location. Super savings on longer stays, too! Cool mountain evening breezes keep things comfy. Enjoy warm fall days and crisp nighttime air.

Top guest favorite

A sunlit living area features large windows offering panoramic views of the mountains and autumn foliage. A marble-topped table holds a vase of white flowers and candles, while various seating options, including plush cushions and wooden chairs, invite relaxation amidst a serene atmosphere.

Home in Mount Tremper

4.96 out of 5 average rating, 112 reviews

Florentine - Sunset Sanctuary near Woodstock

Florentine is a peaceful sanctuary on 15 acres of lawn, fruit trees, and forest near Woodstock. Designed by architect Barry Price, it invites rest, beauty, and reconnection. Mountain views, golden sunsets, a chef’s kitchen, fast Wi-Fi, and sacred stillness await. Autumn brings crisp air, vibrant foliage, cozy fires, and starry Catskill nights—ideal for couples, creatives, families & healers.