Fitness-friendly holiday rentals in Olive

Mountain View Chalet: AC, Hot Tub, Firepit, Games

Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views, make smores, & soak in the hot tub. Catch up in the vaulted room by the fireplace w/ our wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Centrally located, 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mbps internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

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!

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.

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.

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.

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!

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

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..

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.

Sunny Arts & Crafts Loft

The Loft is a great base for your visit. Explore fun towns like Margaretville & Andes. The loft is a cozy, private spot to unwind in a peaceful mountainside location. Super savings on longer stays, too! Great holiday dates still open. Cold weather is coming. Fantastic skiing & boarding nearby at Belleayre and Plattekill. Our private road is plowed and sanded. To ensure smooth winter travels, you MUST have an AWD vehicle with WINTER tires. No AWD needed rest of year.

Catskill Cabin, Duplex Apartment * * * * *

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The lodge is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

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.