Holiday houses in Middletown

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Top-rated holiday rentals in Middletown

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Top Guest favourite

Bungalow in Margaretville

4.97 out of 5 average rating, 301 reviews

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.

Guest favourite

Home in Fleischmanns

4.96 out of 5 average rating, 138 reviews

Hog Mountain House Stunning Catskill Mtn Views

Stunning location and a beautiful contemporary ranch on plenty of land to roam. The views are breathtaking from the wrap around, decking equipped with outdoor furniture and propane gas grill. Interior has an open floor plan that includes a great room with a gas fireplace and a large kitchen that will entertain most chefs. Master bedroom w/full bath; including Sauna. 1 bedroom across from master and another upstairs w/private balcony. Laundry room downstairs. Finished basement w:mini gym.

Guest favourite

Tiny home in Arkville

4.96 out of 5 average rating, 111 reviews

Modern Luxurious Tiny Home with Private Sauna Spa

Ever wondered what it’s like to live in a tiny yet highly luxurious and comfortable home that also has fast and dependable Wi-Fi? This newly renovated Tiny-Home offers the perfect relaxed getaway for your mountain escape. Our unique "carefully curated" combination of luxurious amenities will make this the perfect vacation getaway experience for couple's and families alike. The Hygge Cabin is an inspiring nature retreat that has been meticulously designed to meet the highest of standards!

Guest favourite

Cabin in Arkville

4.95 out of 5 average rating, 123 reviews

Cozy Catskill Ski Cabin Margaretville/Arkville

Contemporary & rustic log cabin, < 2. 5 hrs. from NYC nestled in the Catskills; well-appointed, perfect getaway/retreat/ski cabin - quiet, private - <15 minutes to Belleayre & Plattekill Mtns.- steps from Catskill fitness center w/Olympic-size pool, walk to Union Grove Distillery; kayaking and farmer’s market 5 min. drive. Fireplace indoors/ firepit out. Great for remote work, families, or romantic getaways. Enjoy hiking, fishing, local shops, antiquing, art galleries, restaurants.

Top Guest favourite

Apartment in Arkville

4.95 out of 5 average rating, 224 reviews

Catskills Hideaway - East

Enjoy the serenity of the scenic Catskill Mountains - relax in a lovely tranquil setting nestled in nature yet minutes from restaurants, galleries & shops. This spacious studio with private exterior stair access in a unique Brick House built in 1965 - the original "Guest House" on a spectacular estate - welcomes guests with breathtaking beauty & magnificent views. Luxurious amenities await in your perfect Hideaway: king size bed, en suite bathroom, kitchen, fireplace, & more!

Guest favourite

Cabin in Margaretville

4.94 out of 5 average rating, 167 reviews

Catskills log cabin in the sky with mountain views

Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

Top Guest favourite

Chalet in Fleischmanns

4.99 out of 5 average rating, 225 reviews

Crows Nest Mtn. Chalet

Elevated into the Mountainside, Crow’s Nest looks out onto a spectacular view of the Catskill Mountain range of Belleayre. Grab a cup of coffee and watch the sunrise from the back deck or bask in the glow of the sunset while relaxing in the hot tub or hammock. This is an incredible place to unwind and take in that fresh mountain air or retreat to one of the many hangout spots in this newly renovated home. Follow us on IG : @crows_nest_catskills

Guest favourite

Cabin in Arkville

4.97 out of 5 average rating, 329 reviews

Solace: perfect for all seasons; near Belleayre Mt

Less than 15 min from Bellayre Mountain and Pakatakan Reservoir. 4-wheel drive is necessary in winter months. The Catskill Forest Preserve is our backyard-literally (we have 5.9 acres that lead directly into the preserve). Only 5 min to Margaretville town center, grocery store, scenic train rides, restaurants. You'll love Solace for the secluded feel, views, cozy living space, and proximity to activities and necessities. Pets case by case.

Top Guest favourite

Cabin in Margaretville

4.98 out of 5 average rating, 406 reviews

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.

Superhost

Cabin in Arkville

4.92 out of 5 average rating, 149 reviews

Dry Brook Cabin

The Dry Brook Cabin design is inspired by the Scandinavian simplicity and functionality. Our goal was to create the space which gives you the comfort of modern leaving yet not to keep you inside but to be a part of the surrounding landscape. The soothing sound of the Dry Brook will make you detached from day-to-day worries and the nature will remind you where we all belong. Trust you will enjoy the stay here as much as we do.

Top Guest favourite

Guesthouse in Margaretville

4.98 out of 5 average rating, 167 reviews

Sunny Arts & Crafts Loft

Summer in the Catskills. Yes! Hiking, biking, swimming, fishing, golf. - all conveniently accessible nearby. Explore fun towns like Margaretville, Andes & more. The loft is a cozy, private place to unwind in a peaceful mountainside location. Super savings on longer stays, too! No need for AWD the rest of the year, but AWD & WINTER TIRES a must for smooth travels during WINTER visits.

Guest favourite

Apartment in Margaretville

4.95 out of 5 average rating, 172 reviews

Binnekill Views Apt.1 in the Catskill Mountains

Great location right in the Binnekill Square complex in the heart of Margaretville Village. We are walking distance to everything the village has to offer, accessible by bus for those that want a getaway without a car, we are in walking distance from Trailways bus stop in Margaretville. Close to skiing, golf, hiking, fishing, hunting, and wedding venues. Great for all seasons!