Vacation rentals in Freehold

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Top-rated vacation rentals in Freehold

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Top guest favorite

Home in Cornwallville

4.99 out of 5 average rating, 147 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!

Guest favorite

A charming wooden cabin is nestled among lush green trees, with a front porch that invites relaxation. The cabin's large windows reflect the surrounding nature, while a path leads up to the entrance, blending seamlessly with the tranquil outdoor setting.

Cabin in Maplecrest

4.96 out of 5 average rating, 233 reviews

The Cabin - Ski House near Windham

The Cabin is set back, secluded, unbelievably cozy and wonderfully romantic. It's a place to reconnect and recharge, to listen to the river and hear the wind through the trees and indulge in slow lunches and long walks and truly marvel at the Catskills. There's hiking in the summer, skiing in the winter, mountain fresh air and dark, starry nights. This is a house, and you can treat it as such. But if you let go, and give in to the energy of a space created with love, this will feel like home.

Guest favorite

A park setting is depicted, featuring manicured green grass with basketball courts in the foreground. Lush trees surround the area, and a calm body of water is visible in the background. The sky is clear, with a few fluffy clouds, adding to the serene atmosphere.

Condo in Windham

4.89 out of 5 average rating, 196 reviews

Cozy Hideaway Windham, Hunter ,Pool,Pickleball.

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Top guest favorite

Cottage in Cornwallville

4.93 out of 5 average rating, 116 reviews

Cozy Catskills Reteat with Geothermal Heat

Enjoy a peaceful retreat at the cottage, or use as a home base for exploring the Catskills. Family-friendly, private 4 bed, on a secluded 6.4 acre property. Enjoy coffee on the deck. Grill dinner and gather at the picnic table. Read on a blanket or lounge chair on the spacious private lawn. Relax by an evening campfire at the fire pit. Enjoy the living room fireplace, play board games, stream a movie. Or choose a more active Catskills adventure! Explore area hiking and swimming holes.

Guest favorite

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

4.93 out of 5 average rating, 250 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 brand new home 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 WFH.

Top guest favorite

Home in Freehold

4.92 out of 5 average rating, 102 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.

Guest favorite

Home in Freehold

4.95 out of 5 average rating, 158 reviews

Come and Stay at Our Catskill Hideaway

Follow us at catskill_hideaway Come and Stay at our Catskill Hideaway. We have some of the best places for skiing, snowmobiling, snow tubing, shopping, eating, swimming, hiking, mountain biking, and much more. Within only 30 minutes of this haven.5-Star Super Host for three years. This 900 sq. ft. home is very cozy, with three bedrooms and two bathrooms. This location is perfect when you need a break from the hustle & bustle of life. Relax & enjoy the beautiful Catskill mountains.

Top guest favorite

The bathroom features a circular glass shower enclosure and modern fixtures. A toilet and a small waste bin are positioned beside the shower. Dark curtains frame a window, allowing natural light while maintaining privacy. A soft rug lies on the tiled floor below.

Guesthouse in Cairo

4.98 out of 5 average rating, 179 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.

Top guest favorite

A modern two-story home features a striking black exterior with white trim. Large windows allow natural light to fill the interior. A spacious deck with seating is accessible from the front, surrounded by lush trees that provide a sense of privacy.

Home in Cairo

4.96 out of 5 average rating, 109 reviews

Modern Mountain Retreat: Great for slopes & trails

Surrounded by trees with exceptional mountain views, this two-bedroom retreat has been carefully thought out to allow you to take in the scenery without having to give up modern conveniences. There's so much to discover in this rural area of NY, including Windham Mountain and Hunter Mountain, which are just 20 mins and 30 mins away, respectively. So if you're looking for a cozy spot after hitting the slopes, or a tranquil home to relax and curl up with loved ones, this is it.

Top guest favorite

A modern kitchen features a large solid wood island with three stools arranged around it. Pendant lights hang above, illuminating an open space filled with indoor plants. A stainless-steel microwave and other appliances are visible, along with a connection to a cozy living area.

Apartment in Freehold

5 out of 5 average rating, 305 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!

Top guest favorite

Large windows frame a view of vibrant autumn foliage, with shades of green and gold visible in the trees outside. Two stylish chairs are positioned in front of the windows, inviting relaxation while enjoying the scenic landscape.

Bungalow in Cairo

4.99 out of 5 average rating, 441 reviews

Riverfront-swim & float the river-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.

Guest favorite

The charming chalet-style A-Frame is surrounded by trees, featuring a triangular roof and wooden exterior. Warm lights illuminate the front entrance, highlighting the symmetrical windows. A pathway leads to the door, set against a tranquil outdoor setting with a gravel surface.

Cabin in Cairo

4.94 out of 5 average rating, 126 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.