Fitness-friendly vacation rentals in Philipstown

Woodstock Historic Artist Estate - The Pond House

Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Parks · Biking · Walkability

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Hiking · Outdoor spaces · View

Entire Home (private pool), Event Friendly

This unique specious and tranquil getaway private home includes an indoor heated swimming pool, hot tub, an outdoor space of 34 acres for you to enjoy nature, work out equipment, movie theater. Complete eat in kitchen, outdoor grill. washer and dryer, three bathrooms. Huge open space basement equipped with LED changing color light. Rooms have Wi-Fi LED light to connect music. The place sleeps 8 guests, in beds. Two additional twin mattresses.16 guests maximum. Hot tub take a while to heat up.

Hiking · Pets · Decor

Spring Farmhouse | Pets Ok | Mtn View | Fire Pit

Welcome to the Minnewaska Mountain House! A 2.7k sq ft getaway to hike, unwind, and disconnect. Named for its proximity to Minnewaska State Park, the house is a 3-min drive to the most popular trailheads, rock climbing, swimming & breathtaking scenic overlooks. Highlights: -360 views of mountains -Walking distance to local brewery -10-15 mins to restaurants/bars/breweries/distilleries/farms/stores -Fire pit & gas grill -Fully stocked kitchen -Game room & home gym -Dog Friendly-W/ PRE-APPROVAL

Biking · Hiking · Nearby

Cozy Lake Cottage

Make wonderful memories on pristine Walton Lake. 1 hr from NYC . This ALL INCLUSIVE Waterfront Cabin is like a mini resort! Rustic, rugged, off grid feel yet 2 miles from town. It has 2 docks, over water hammock & fire pit🔥. Enjoy sunsets in any temps from inside or out, or coffee in the tree hut! Hungry? Paddle🛶 across the lake for tacos🌮 & drinks🍸. Inside has retro & antique decor, modern appliances, fireplace♨️, & strong WIFI. Includes COMPLIMENTARY Firewood, NO CLEANING/PET FEES🐕

Biking · Hiking · Family

Spa Cabin with 2 Suites & Hot Tub

Welcome to Your Dream Retreat! Enjoy our custom-built cabin on a scenic 5-acre lot in the Mid Hudson. With 5 bedrooms, 3.5 baths, & curated amenities, this home blends comfort & elegance for an unforgettable stay. Whether soaking in the hot tub, strolling nearby trails, or gathering around the fire pit, our cabin is your perfect home away from home. We’re proud to be in the top 1% of Airbnb listings—earned through thoughtful touches, warm hospitality & a space guests love coming back to.

Biking · Hiking · Pets

Peaceful mountain-top cabin - 5 acres and a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Biking · Parks · Amenities

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

Escape just 2 hrs from NYC > our dreamy mountain facing A-Frame cabin in the Catskills foothills. Close Hike's to some of the most beautiful trails, Swim Waterholes, or even climb waterfalls, and explore charming towns, farms & breweries/wineries by day. By night, grill on the overhanging deck, stargaze by the firepit, watch a movie in the cozy cinema/game room or soak in the hot tub under the stars. A magical retreat for couples, families & friends to relax, play, and reconnect

Hiking · Parks · Shared spaces

Creekfront Cabin Sauna & Hot Tub Hikers Hollow

Tucked away in the small town of Cuddebackville, you will find a wonderful rough cut cabin with all the comforts and amenities for a relaxing stay. The cabin is situated on 3+ acres on a quiet dead end road with very minimal car activity. Enjoy the wonderful nature that surrounds you, with the calming sound of the stream in the background. The interior of the cabin has been updated to ensure an exceptionally comfortable stay while still holding true to its original 1940's charm.

Hiking · Condition · Layout

Δ Scenic Hiking Paradise with Deck and Fire Pit!

Relax at this peaceful place atop the Shawangunk Mountain Ridge. You'll enjoy plenty of room at this wooded oasis! • On 2 wooded acres • Beautiful area • Deck off kitchen w nice grill • Lawn fire pit w seating & string lights • Adjacent to 1600 acres of State Forest with official hiking trails & Amazing Views right near house • Professional Cleaning • Home Gym • 3 bedrooms • Large living room with 2 sleeper sofas • Near great outdoor and indoor attractions

Parks · Hiking · Wifi

4 BR Stunning Mountain Retreat w Hot Tub!

Experience the mountains in elevated style. This 4-bedroom retreat offers refined comfort, generous space, and serene mountain views—perfect for group gatherings or families seeking a high-end escape surrounded by nature. ⛰️ Private hot tub, sauna + fire pit 🐶 Pet friendly with pet fee 💪 Home gym ☕ Coffee/tea bar 🍽️ Fully functional kitchen 🛁 Plush linens + towels 🎲 Family amenities—pack & play, games, kid-friendly items 🎹 Finely tuned piano for music lovers

Biking · Hiking · Air conditioning

Country Tiny Home w/ King Bed & Hot Tub 18 Acres

Escape to a romantic rustic tiny home nestled on 18 private acres in the Catskills, just 90 miles from NYC. This charming one-bedroom cottage is perfect for couples seeking quiet mornings, forest views, and cozy evenings under the stars. Sip coffee surrounded by nature, explore nearby trails, then return to your peaceful retreat to unwind and reconnect. A secluded hideaway with warm, five-star hospitality and true Hudson Valley charm.

Hiking · Kitchen · Checkout