Holiday rentals in Middletown

Margaretville Village Views, Apt 3

Bright Cozy Apt in the heart of Margaretville Village features a queen-sized bed in the cozy sleeping loft, the couch opens to a twin size as well. The vaulted ceilings give the space a roomy feel, you can cook in and watch your favorite streaming channels on wifi, or go for a stroll out to dinner. We are within walking distance of all the amenities, hiking, fishing, antiques, shopping, cafes and more. We are close to Skiing, Fishing, Hiking, Wedding Venues, and all the Catskills have to offer.

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.

Cozy Catskills Cottage with Mountain Views

Beautiful home on 5+ acres in the Catskills Region! Enjoy the crisp air and mountain views while you relax near our firepit. Grill up some food and sit on the back patio with a view of the mountains surrounding you. At night enjoy the countless stars outside or hang out inside and put on the TV and get a fire going in our wood-burning furnace. Hi-Speed Internet & SmartTV which make for perfect work-cations! Quiet & safe neighborhood, dog-friendly, washer/dryer & fully equipped kitchen!

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!

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.

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

Sunny Arts & Crafts Loft

Autumn in the Catskills is truly special. Hiking, biking, swimming, fishing, golf - all conveniently accessible nearby. Explore fun towns like Margaretville, Andes & more. Spend evenings relaxing by the fire pit. The loft is a cozy, private spot to unwind in a peaceful mountainside location. Super savings on longer stays, too! Cool mountain evening breezes keep things comfy. Enjoy warm fall days and crisp nighttime air.

Dry Brook Cabin

The design of the Dry Brook Cabin is inspired by Scandinavian simplicity and functionality. Our aim was to create a space that offers the comfort of modern living while encouraging you to connect with the surrounding landscape. The calming sound of Dry Brook will help you escape the stresses of everyday life, and nature will gently remind you of where we truly belong. We hope you enjoy your stay here as much as we do.

The Lookout

Perfect getaway for friends and couples! Find a new state of relaxation as you wake up to a stunning mountain/pond view from the wrap-around, covered porch. Cozy up around the wood-burning stove while watching a good movie or take a stroll around the property. At night, watch the stars around the fire pit or solve a puzzle or two. You will feel truly connected to nature while only being 2 hours from NYC.