Holiday rentals in Middleville

Amazing Tree House on Black River Near Old Forge

Perched in privacy on the Black River is a rustic Tree House designed for adults only who are looking to be off the grid and connect with Mother Nature. Glamping at its best! The very private Tree House is perched on a hill overlooking the peaceful river. The quaint treehouse has five sides of glass and screens to view the river. This is built around trees but you enter from ground level. A power pack is available to charge cell phones and make coffee. Relax by a campfire at river's edge.

Breckenbrick On Broad

This fully equipped Utica Loft is an absolute eye-catcher! The open floor plan met with beautiful finished concrete floors boasts incredible views bringing the outdoors in. Teak counters, stainless steel appliances, and a breakfast bar to host all your coffee necessities. This Loft is located in a neat quiet area tucked away from all noise and distraction. With this, Breckenbrick Loft is only 3 minutes from Downtown and houses some of the best restaurants and activities the area has to offer.

Herkimer Hideaway woodland retreat.

A woodland private drive and bubbling brook in front of this unique southwestern design home. Seasonally your senses will come alive with the sights & sounds of nature at its best! See wild flowers, attracting hummingbirds, butterflies, and deer from your deck. Enjoy morning coffee on the deck , a stroll on the private walking trail; or a beverage stargazing by the fire pit. For the adventurer, both the Adirondacks and many famous Herkimer Diamond mines are only a short drive away!

Chez Coco - A shabby chic, bohemian flat.

A shabby chic, bohemian flat put together with a Paris apartment in mind. You have an entire two bedroom apartment to yourself. The flat is right in the middle of the City within walking distance to all (i.e. restaurants, bars, bakery and shopping). Both brand new mattresses are dressed in new super soft sheets and have extra pillows for comfort. The bathroom is stocked with new Egyptian cotton wash and towel sets. The kitchen has the essentials to make meals on the premises during your stay.

The Hillside at Diamond Falls

Whether you’re looking for a peaceful getaway or a rustic adventure, The Hillside at Diamond Falls is a slice of heaven located at the foothills of the Adirondacks. Wake up to the sound of a rooster’s crow and the gentle chorus of birdsong & fields of fireflies at night. Step outside and breathe in the fresh country air, where life slows to the rhythm of nature. Explore nearby snowmobile trails in the winter, or simply unwind on the wraparound deck as the countryside rolls out before you.

Peaceful 10-Acre Hideaway in Adirondack Foothills

Escape to your own 10-acre sanctuary at the foothills of the Adirondacks. Our stylish cabin perfectly balances rustic charm with modern comfort - ideal for both adventure and complete relaxation. With a full kitchen, three comfortable bedrooms, and mid-century furnishings, you'll have everything you need for the perfect getaway. Hikes, lakes, skiing, and antiquing are all nearby! From the Herkimer Diamond Mine (25 mins) to Howe Cavern (53 mins), you'll have endless options to explore.

Luxury cabin on private Dr. waterfront access

Start your next adventure and step into The Den on Bear View Drive, our picturesque 3-bedroom cabin in the rolling landscape of the Adirondacks, where you’ll be greeted with incredible views. Our carefully designed cabin is the quintessential outdoor getaway, central to many of the adventures found in the Adirondacks. Perfect for family fun, steps from Hinkley Lake, short commute to two different Ski resorts, located on the C4B snowmobile Trail, and other activities for up to 7 guests!

Spacious 4 bedroom home nestled in the village.

Bring the whole family to this great place with lots of room for fun. This newly renovated home is a perfect spot for visiting family or exploring the local attractions. We have a large open concept living, kitchen, and dinning area. We are located 30 miles from the Baseball Hall of Fame, 35 miles from the Turning Stone Casino, 10 miles from the Herkimer Diamond mines, and the beautiful sights of the Adirondack Mountains are located in our back yard. Located near the NYS Thruway!

River Retreat: Sauna, Hot Tub, Cold Plunge & More

Escape to the Upstate River Retreat—a haven for wellness and design lovers alike. Relax in the hot tub, rejuvenate in the cedar sauna with a stunning glass front overlooking the river, and refresh with cold plunges & an outdoor shower. Every detail has been thoughtfully designed with ultimate comfort and impeccable style at the forefront. This river-front escape is the perfect destination for a full reset of mind, body, and soul—leave real life behind and return renewed.

Romantic Stay with Hot Tub and Scenic Views

Relax & enjoy the beautiful views that stretch for miles while staying at this luxurious, private shipping container tiny home nestled in the foothills of the Adirondack Mountains on a 100-acre estate. The high-end amenities, peaceful atmosphere & special added touches make this more than just a stay but a beautiful experience you’ll remember for years to come. Enjoy the scenic views, lounge in the hot tub & sit by the fire pit while feeling at peace.

The Treehouse at Evergreen Cabins

Welcome to The Treehouse at Evergreen Cabins! Experience luxury in the Adirondacks with stunning views, an elevated design, unique suspension bridge, and upscale decor. Enjoy your coffee on the wrap-around porch, relax by the fire, or roast marshmallows by the pond. ✔ 2 Comfortable Bedrooms ✔ Open Design ✔ Fully Equipped Kitchen ✔ Yard (Fire Pit, BBQ, Pond, Waterfall) ✔ High-Speed Wi-Fi ✔ Hold Harmless Agreement See more below!

Porchlight Pines | Hot Tub + Cold Plunge

BNB Breeze Presents: Porchlight Pines! Set on a peaceful horse pasture, Porchlight Pines is a charming one-bedroom, one-bath retreat that blends countryside calm with a cozy, modern feel. Located in scenic Sharon Springs, guests can also enjoy easy access to the area’s small-town charm, local shops, and nearby outdoor attractions. - Hot Tub - Cold Plunge - Fire Pit - Swinging Egg Chairs - Beautiful horse Pasture - & More!