
Fitness-friendly vacation rentals in Philipstown
Find and book unique fitness-friendly rentals on Airbnb
Quick stats about vacation rentals that are fitness-friendly in Philipstown

Total vacation rentals
Explore 40 vacation rentals in Philipstown

Nightly prices starting at
Philipstown vacation rentals start at G$14,641 GYD per night before taxes and fees

Verified guest reviews
Over 2,070 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
40 of Philipstown vacation rentals include wi-fi access

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

4.9 Average rating
Philipstown stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated fitness-friendly rentals in Philipstown
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.
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.

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.

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.

Spacecraft Sanctuary x Stargate Self-Care Retreat
Nestled into a private forested locus in the charming hamlet of Halcottsville, NY is SPACECRAFTX1 SANCTUARY, a transformed single wide trailer with walls of glass sliders that showcase the ultimate designer, Mother Nature with her majestic mountain vistas, perennial x calming Japanese rock gardens. SPACECRAFTX1 STARGATE (separate structure) is a wellness studio for yoga, pilates, barre x meditation with an infrared sauna with chromotherapy for a “Design Your Own” self-care retreat experience.

Magnificent Log Cabin Getaway with Private Lake
Enjoy the comforts of a magnificent log cabin set on six private acres in the Hudson Valley! Newly furnished, this 4-bedroom home comes with multiple living rooms, an indoor wood-burning stove, sauna, pool table, theater room, large private pond with dock, fire pit, and more! You'll be minutes away from restaurants, wineries, breweries, and activities for all members of your group. Near many trails, Greenwood Lake, and Mount Peter. Also a perfect getaway for skiing. Come escape and relax!

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🐕

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

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.

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 + 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

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

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.

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.
Popular amenities for Philipstown fitness-friendly rentals
Fitness-friendly apartment rentals

ChillHouse Sun Filled 2BR Retreat Minutes to NYC

Luxury Reno w/ Private Entry

Rosy Retreat w/ NYC View & Free Park|10%OFF 5 days

Sun-flooded Gallery 15 mins to NYC & MetLife

Yellow House, East Wing

Catskills Duplex • 1st Floor • Near Belleayre

Luxurious 1BR Downtown Stamford

Luxury King 1BR 25 Min NYC 4Min to Prudential/Penn
Fitness-friendly condo rentals

One bedroom condo at Mountain Creek Resort

Sunsets at Mountain Creek! Walk to ski slopes!

Cozy Retreat | Pool & Hot Tub | Mountain Creek Res

Appalachian Lodge Top Floor w/views
Condo near Central Park, The Plaza, Tiffany, MOMA

Modern Ski in/out/waterpark/King Bed/WIFI/Parking

Resort Getaway @ Mtn. Creek -pool/hot tub/sauna

Discounted 1 Bed *patio closed during construction
Fitness-friendly house rentals

Hudson Valley Home

The Getaway: Beautiful Waterfront - New Milford CT

Gardiner Gunk House: Cozy Retreat near Minnewaska

Waterview House Walking Distance from Cove Beach

Beautiful Retreat w/Pool, Hot Tub & Fire Pit, 6 BR

Winter Home near Legoland, West Point & Outlet

Dutchess Chalet - Hudson Valley Home w/ Hot Tub

Chic Cozy Upstate Cabin Just 1 Hr From NYC!
When is the best time to visit Philipstown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$73,205 GYD | G$71,114 GYD | G$62,748 GYD | G$83,245 GYD | G$102,069 GYD | G$82,827 GYD | G$90,147 GYD | G$93,076 GYD | G$84,291 GYD | G$78,434 GYD | G$78,016 GYD | G$65,885 GYD |
| 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 |
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- Rentals with a washer and dryer Philipstown
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- Rentals with pools Philipstown
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- Family-friendly rentals Philipstown
- Pet-friendly rentals Philipstown
- Apartment rentals Philipstown
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- Rentals with a fire pit Philipstown
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- House rentals Philipstown
- Rentals with lake access Philipstown
- Rentals with a hot tub Philipstown
- Rentals with a patio Philipstown
- Fitness-friendly rentals New York
- Fitness-friendly rentals United States
- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Columbia University
- Mountain Creek Resort
- American Dream
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Bryant Park
- Citi Field
- Grand Central Terminal
- Radio City Music Hall
- Bear Mountain State Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Astoria Park
- Fairfield Beach
- New York University
- The Metropolitan Museum of Art
- USTA Billie Jean King National Tennis Center





