Holiday rentals in New Middletown

Staycation Lake View HUGE Year Round Spa Firepit

SAVE 10% for 3 days 12% for 4 days 15% for 5 days 20% for 7 days 40% for 28 days This mid 1800's log cabin, built as humble servant's quarters, has been completely transformed. It's now a spacious lake home with multiple additions and an unexpectedly gigantic swim spa for year-round relaxation, romance or fun! Feel at peace and at home connecting with loved ones in a tranquil natural setting. 8 Adults plus space for young kids! WIFI & Smart Roku TVs Boardman and Youngstown attractions.

Clean Ranch, Sleeps 10, Game Room, 2 Full Baths

The 80 is exceptionally clean—every linen, including the comforter, is freshly laundered for each guest, so you can rest comfortably. Sleeps up to 10 guests and features 3 bedrooms, 2 full bathrooms, a stocked kitchen, fast Wi-Fi, washer & dryer, and a finished game room *No pets allowed to maintain an allergy-friendly home. Unauthorized pets will result in a $500 fee and cancellation of your reservation. Guests with service animals must notify us before arrival and may not be left unattended.

Fishing pond Lower Level Guesthouse with hot tub

Forget your worries in this spacious 6 acre serene spot. Lower level guesthouse is yours to enjoy to yourself. Complete with a queen bedroom, closet, Full kitchen, living room, full bathroom, & laundry. Exercise equipment, hot tub on outside deck, Fishing pond, room to roam, fire pit, collect chicken eggs for breakfast. One Dog is welcome w/deposit. Our family lives above in the main house, but gone most of the summer. You'll have a relaxing time being close to downtown Poland & Boardman

Cozy Pet-Friendly Home w/Fenced Yard Near YSU

Step into comfort the moment you arrive. This warm and inviting two-story home is made to make every stay feel cozy, and completely stress-free. Whether you’re visiting family, for work, exploring Youngstown, or passing through, you’ll have the entire house to yourself—with every comfort thoughtfully prepared for you. ✨Fast WiFi ✨Pets stay for FREE! ✨Quiet, safe neighborhood ✨Stocked kitchen ✨Cozy living room + office ✨Fenced yard ✨Entire home *stairs are semi steep!* *No oven, only stove*

The Farmhouse at Lanterman’s Village

The house is completely updated while keeping its Farmhouse charm. Business professionals, families, singles or couples will enjoy a unique and relaxing experience at your home away from home. A comfortable workstation, variety of family friendly board games, arcade’s, children toys, BBQ grill, fire pit and a safe box are just some of the many offered amenities. Only a three minute walk to Mill Creek Park. Five minute drive to many restaurants, shops, casino, movie theaters and hospitals.

Stien Oasis:Heated Indoor Pool W/Bar&Tennis Court

Welcome to this cozy vacation rental in Canfield! This home is ideal for large groups and families, boasting eight bedrooms, 3 full bathrooms, 2 half bathrooms, and a 4,000-square-foot natatorium with a heated pool. Enjoy the multiple entertainment spaces, play a match on the private tennis court, or simply relax on the 5-acre property with a pond. Movie buffs will love the theater room, and the wet bar is ideal for socializing — this gem truly offers endless options for leisure and fun!

The Power Haven

Escape to The Power Haven, where tranquility meets adventure! Set on a serene acre, this unique retreat is perfect for family escapes, golf trips, girls’ getaways, and rejuvenating retreats. Stay in themed rooms—Inspiration, Positivity, Power, and Confidence—each designed to uplift. Melt stress away in the Relaxation Room’s massage chair, soak in the Tranquility Tub, or gather by the fire pit. With a game room and top attractions minutes away, your perfect getaway awaits. Book now!

Rainbow Bend

The home is situated on 13 acres of land bordering both sides of the Neshannock Creek. With towering old growth forest on all sides, you truly connect with nature. The property boasts exclusive access to the Neshannock Creek, including a creek side deck. A cascading waterfall borders us to the north. The log home is constructed with rough hewn timbers, granite countertop, and hardwood floors throughout. A towering buck stove stone hearth is the centerpiece of the great room.

Michelle’s Log Cabin @ Horse Farm

Secluded log cabin getaway on a peaceful farm. Relax and enjoy the sounds of nature, pasture views, and beautiful sunrises. Note: Incinerator toilet. Feed the horses at the fence—treats provided! Enjoy a ½-mile winding trail around the pasture. Comcast Wi-Fi, 3 TVs, gas grill, gas fire table, fire ring, cornhole Please book for the correct number of guests. Pets welcome with approval—please keep them off furniture, bedding & carpets. Must be crated when unattended

“The Henry” House with Private Hot Tub

A picturesque countryside getaway with the convenience of shopping and restaurants nearby. If you love breweries, hot tubbing, golfing, cruising the neighborhood in a Model T golf cart, or just relaxing in a really cool house, this place is for you! Antiquing and open summer concerts minutes away. Comfort awaits with beautiful cozy interiors and a vintage vibe. With a touch of history and a lot of charm, your stay at “The Henry” will be a fun and welcome retreat.

Halfway between NY and Chicago, 1 hr to PGH or CLE

Cross posted on Home Exchange and available for guest points This cozy, four-bedroom home is close to everything! Located in the charming working-class Neighborhood of Brownlee Woods, it’s located 8 minutes from both Youngstown State University and Boardman shopping. If you are looking to explore Pittsburgh or Cleveland, there are both within an hour’s drive. We’ve worked hard to create a relaxing place for you to unwind. We hope you’ll come to stay!

Cheerful 4 bd Pet Friendly Home By Millcreek park

Keep it simple at this peaceful and centrally-located place. Enjoy the hiking or casual walking of Millcreek Park or take a short drive to the shoppes in Boardman. There are lots of local eateries within a short drive and even more to explore in the Youngstown area. Enjoy the full kitchen, coffee maker, toaster, gas stove, microwave and brand new food network pot set. This smart home has a smart TV, keyless entry and integrated ring alarm system.