Holiday rentals in Freehold

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Top-rated holiday rentals in Freehold

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A modern A-frame cabin is illuminated under the evening sky, featuring large glass doors that open to a spacious deck with outdoor seating. The surrounding wooded area is visible, adding to the tranquil setting of the nature retreat.
Cabin in Freehold
4.95 out of 5 average rating, 356 reviews

Tiny Home A-Frame with Hot Tub & Creek

Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our getaway has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to work in nature.

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Top guest favourite
A modern kitchen features natural wood cabinetry and shelves adorned with an array of dishes and glassware. A window above the sink offers a view of the outdoors, while warm wood paneling accentuates the ceiling.
Home in Cornwallville
4.98 out of 5 average rating, 196 reviews

Private Waterfall Retreat on 10 acres

Newly renovated 2 BR private home in the Catskill foothills perched next to a beautiful waterfall and stream. Furnished with quality and care, with an eye toward modern style and comfort. Gas Grill on covered porch, Campfire area, & outdoor table and benches for dining outside! Hiking trails and swimming holes nearby. Walking distance to Zoom Flume Waterpark, 12 mile drive to Windham Mountain, 30 minutes to Hudson. But really no need to go anywhere once you settle in to this quiet retreat!

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Top guest favourite
Chalet in Cairo
5.0 out of 5 average rating, 34 reviews

Catskills Lakehouse| lake boat fish hike grill tub

Escape to a stunning lakefront retreat on 6 private acres with sweeping Catskill Mountain views. This modern luxury home offers a private lake with dock, hot tub, wood‑burning fireplace, kayaks, SUP, ping pong, and a retro arcade. Just 20 minutes to Windham & Hunter Mountain. Perfect for families, groups, or couples seeking peace, privacy, and unforgettable experiences. Pets welcome with fee. 5% off stays of 4 -6 nights. 10% off stays of 7 or more nights. 15% off stays of 28 or more nights.

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Guest favourite
The charming exterior of The Be Jolly House is displayed, featuring a welcoming porch with colorful seating and decorative railings. A large tree stands nearby, providing shade. Signs indicating 'PUB PARKING' and 'SALON PARKING' are positioned prominently, contributing to the inviting rural atmosphere.
Home in Freehold
4.92 out of 5 average rating, 119 reviews

THE Be Jolly Bed & Pub a Unique Combination

The Be Jolly House (built in 1890) at the turn of the 19th century. It was restored with the intent to return you to that period, the late 1800's, early 1900's charm, & ambiance. We recently added a propane fire pit area with a roof over it as well as a roof over the large rear deck as well as a BBQ and refrigerator. In addition, we have added another room where we have installed a home bar area with high top tables and a 4-person cedar infrared sauna! We're located in a rural setting.

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Top guest favourite
A single-story cottage is set amidst lush greenery, featuring a welcoming porch and large windows. A stone pathway leads to the entrance, surrounded by well-maintained grass and shaded by surrounding trees.
Guest house in Cairo
4.98 out of 5 average rating, 215 reviews

Tomte Cottage in the Catskills!

Stay in the heart of the Catskills! 2 Bedroom Cottage with private entrance. One bedroom has a queen bed the other a twin/full bunk bed, suited for up to 5 guests! Cottage has full kitchen and bath w/shower. Wi-Fi and a 50 inch smart tv. Located 18 minutes to Windham and 30 to Hunter for skiing or snowboarding. Whether you are looking for a quiet weekend retreat or family weekend skiing trip, hiking or just exploring, this is the place for you! Self check in for your convenience.

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Top guest favourite
A spacious living area features a light grey sectional sofa adorned with neutral pillows. A round coffee table is positioned in front, while a shelf displays decorative items. In the background, a dining area with large windows is visible, framed by greenery.
Farm stay in East Durham
5.0 out of 5 average rating, 104 reviews

Luxury Farmhouse Retreat on 50 acres

Just two hours from NYC, on 50 acres in the Catskill Mountains, this sun-drenched home was renovated by a luxury hotel designer in 2021. Each bedroom has a full en-suite bathroom, while common spaces are large and abundant, making this a perfect place for groups. Large brand new kitchen and dining, dedicated office space, game room, outdoor fire pit, cedar wood hot tub, outdoor shower. 12 MIN: Windham 25 MIN: Hudson 10 MIN: Grocery/Pharmacy 5 MIN: Zoom Flume Waterpark

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Top guest favourite
A cozy seating area features a large, woven hanging chair with a white cushion and a bright green accent pillow. A textured pouf and a small side table complement the space, which is surrounded by large windows offering views of the mountains and natural light.
Flat in Freehold
5.0 out of 5 average rating, 373 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

Welcome to Sunny Hill Road ! We are located in a small community of private homes in an open space overlooking the mountains. This one bedroom unit has everything you need to enjoy your stay in the Catskills. Relax on the private deck or inside with amazing views from every window. The kitchen is fully equipped and ready to cook a full meal and then enjoy it in the dining room overlooking the mountains. It is quiet and restful here, amazingly beautiful in all four seasons!

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Top guest favourite
A modern bungalow is illuminated at dusk, featuring large glass doors that reveal a warm interior. A spacious deck area is adorned with string lights and includes comfortable seating options, inviting relaxation amid the surrounding trees.
Bungalow in Cairo
4.99 out of 5 average rating, 557 reviews

Modern Riverfront, Swim & Fish, 20 min to Hudson

Modern Scandinavia-style riverfront bungalow on 8 acres. Sit on your deck with twinkle lights for coffee/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing (stocked every April), skiing, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

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Top guest favourite
Home in East Jewett
4.99 out of 5 average rating, 156 reviews

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.

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Top guest favourite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top
4.99 out of 5 average rating, 183 reviews

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

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Top guest favourite
Home in Greenville
4.96 out of 5 average rating, 184 reviews

Paws & Pines | Fully Fenced Yard+Dog Park+Hot Tub

Welcome to Paws & Pines 🐾🌲 — a dog-focused Catskills getaway made for the whole pack! With a fully fenced yard + private dog park, your pups can run, sniff & zoom off-leash while you relax. Discover the Ball Library 🎾, agility fun & Happy Tails Boutique 🐶🛍️, while the humans enjoy the hot tub + arcade game room. Tucked away in the Catskills and thoughtfully designed with dogs in mind. Because the best getaways are the ones your dog gets to enjoy, too. 🐾

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Top guest favourite
The A-frame exterior features a steeply pitched roof and wooden siding, surrounded by tall trees. A stone pathway leads to the entrance, which is framed by two potted plants. Decorative stained glass adds a unique touch to the central door.
Cabin in Cairo
4.94 out of 5 average rating, 206 reviews

Cozy Catskill A-Frame on 4-Acres

30mins +/- to premier skiing/snowboarding at Hunter and Windham Mountains! Escape to our charming chalet-style A-Frame, nestled between the Catskills and Hudson Valley in the hamlet of Cairo, NY, minutes away from I-87. Perfect for friends, couples, or families, this cozy retreat offers easy access to Catskills hiking, quaint upstate towns, or a perfect staycation. Unwind on the expansive deck, gather around the fire pit, or cozy up inside this unique cabin.

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Popular amenities for Freehold holiday rentals