Vacation rentals in New Middletown

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Top-rated vacation rentals in New Middletown

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Superhost

The exterior of a historic English Tudor home is showcased, featuring a brick facade and a steeply pitched roof with slate shingles. Large windows accentuate the structure, while lush green grass surrounds the property, providing a welcoming entrance. Mature trees are visible in the background.

Home in Newport

4.79 out of 5 average rating, 117 reviews

Mill Creek Park English Tudor circa 1934

Experience a 1934 English Tudor! Historic, unique, tasteful and cozy. The original Youngstown Airbnb and Superhost since 2015! This historic and architecturally significant example of the classic Tudor Revival homes built in early 20th century Youngstown. From the steeply pitched roof, elaborate crown moldings, original leaded windows, woodwork and gas fireplace will transport you to another era. Bordering Mill Creek, one of the most beautiful urban parks in the U.S. with miles of trails.

Top guest favorite

A rustic log cabin showcases warm wooden siding and a red metal roof. The entrance is adorned with seasonal decor, including a wreath. A covered porch features a soft glow from an outdoor light. A gravel path leads to the cabin, supplemented by landscaping elements.

Cabin in East Palestine

4.95 out of 5 average rating, 256 reviews

Michelle’s Cozy Cabin A/C &Heat &Walking trail

Cozy cabin w/ A/C tucked in the woods on my 9 acre farm. Overlooks pasture with horses. Horse treats provided. No running water but 2 five gallon jugs provided Showers available at main house. Also water available at spigot behind log cabin. Incinerator toilet. 1/2 mile hiking trail on property surrounding the pasture Great WI-FI/ cell svc, High speed internet and 32”TV with Netfix Heat and A/C Infrared sauna If bringing a pet, please check pet at booking and be mindful of cleanliness

Guest favorite

Apartment in Youngstown

4.93 out of 5 average rating, 206 reviews

Buckeye Bungalow

My place is located on west side of Youngstown in the middle of everything!Minutes away from restaurants,shopping and all kind of businesses,2 miles from I-80,5 miles from downtown Youngstown,3 miles from Casino,less than a mile from grocery store.There's also local food mart with gas station and laundromat right next door.For our guests we offer shampoo,conditioner,body wash,dish soap which are animal cruelty free.The apartment is on the first floor of the building and has separate entrance

Top guest favorite

The spacious living area features a modern kitchen with dark cabinetry and a granite countertop, accompanied by bar seating. A comfortable seating arrangement is visible, including a recliner and a coffee table. Decorative elements and artwork enhance the inviting ambiance in this open layout.

Apartment in Lowellville

4.97 out of 5 average rating, 129 reviews

Carlson’s Northside

Sorry…no instant booking available. Each request is to be reviewed. This listing is for the upstairs only and does not include the use of the downstairs with golf simulator, pool table, and cigar room. Please search and book that listing separately if you would like to use of the entire building with amenities. Located in downtown Lowellville, OH next to the beautiful Mahoning River, this historic building has been restored to its original beauty. The passing of trains adds character.

Guest favorite

Apartment in Youngstown

4.88 out of 5 average rating, 564 reviews

Woodland Oasis Cabin Apartment

Late Checkins are fine.This quaint Cabin style Apt is perfect for a quick stopover or longer stays.Having all the amenities you need at hand. This is a 575sq ft self contained apt .We are the perfect stop over being a half Way between Chicago and New York. 5 mins away from In I80 E or W ext 229 or route 711 ext 228a off Belmont ave ,5 min to St Elizabeth.Y.S.U, Covelli , Amphitheater 10 mins to Westside Bowl, fishing spots 5 mins away from Penguin city Brewery and past times arcade.

Top guest favorite

A modern living room features a comfortable sofa with a cozy throw. Large windows allow natural light to fill the space, which is accented by stylish decor. A fireplace with a dark mantel adds a focal point, while a standing lamp and potted plant enhance the inviting atmosphere.

Home in Youngstown

4.98 out of 5 average rating, 123 reviews

Stylish 2 King BR | Pool Table + Fire Pit & 75" TV

Welcome to our cozy and charming home in the heart of Millcreek Park, Ohio! Our home is the perfect place for singles, couples, families, business travelers, nature enthusiasts and outdoor adventurers looking for a peaceful getaway. The property is located just a stone's throw away from the stunning park trails, scenic waterfalls, and serene lakes of Millcreek Park. We have every amenity you will need for all your comforts. Cook like a chef in the fully stocked kitchen. We have it all!

Top guest favorite

A contemporary home features a large deck surrounded by lush greenery. A prominent tree is seen in the front, providing natural shade. Adjoining the deck, red seating adds a pop of color against the earthy tones of the house.

Apartment in Salem

4.92 out of 5 average rating, 220 reviews

Rustic Retreat

Our Rustic Frank Lloyd Wright inspired contemporary home is located on 10 wooded acres amidst nature's beauty. There are trails in the woods for hiking & cross country skiing. The floor to ceiling walls of glass in the apartment bring the outside in and the private deck provides additional spectacular views of the woods. When not enjoying the wonders of the outdoors, take advantage of our included streaming services. We have a brand new heating and cooling system with 24/7 service!

Guest favorite

A log home featuring a combination of timber and stone accents is nestled among greenery. A two-car garage with a wooden door is visible, alongside a stone pathway leading to the entrance. Trees provide natural shade around the property.

Chalet in New Castle

4.91 out of 5 average rating, 386 reviews

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.

Guest favorite

The exterior of a renovated guest house features a white façade and a distinctive metal roof. A gravel driveway leads to the entrance, framed by a well-kept lawn. Surrounding trees provide a natural backdrop, contributing to a sense of tranquility.

Home in North Lima

4.85 out of 5 average rating, 215 reviews

Boardman House

This is our guest house on our 2 acre park like property. We completely gutted and renovated this entire house. Pictures tell the story. Completely private and peaceful for all of our guests. Why book a hotel when you can stay in a home you’ll fall in love with? Probably not a better place in the area. We are less than 1/2 mile to St. Elizabeth Hospital, Boardman, Ohio. Close to all major shopping, restaurants, etc. My fiancé and I live in the main house and work full time.

Top guest favorite

A private hot tub is illuminated, featuring bubbling water and an inviting blue hue. Warm lighting from string lights surrounds the area, creating a cozy outdoor ambiance. The scene suggests a relaxing evening, with a golf cart visible nearby, ready for outings.

Home in Columbiana

4.99 out of 5 average rating, 296 reviews

“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.

Top guest favorite

A three-story white house features green shutters and a gabled roof. Steps lead to the front porch, framed by two large windows on each side. A tree provides shade, while neatly trimmed bushes line the yard. A fire hydrant is visible near the edge of the property.

Home in Youngstown

4.94 out of 5 average rating, 282 reviews

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!

Top guest favorite

A dining area features a large table surrounded by six wooden chairs, set against a backdrop of expansive windows overlooking trees. A unique chandelier hangs from the wooden ceiling, while a stone fireplace is positioned to the left, adding character to the space.

Home in Ellwood City

4.99 out of 5 average rating, 126 reviews

The Great Escape

As one of our guests noted: “This home is named perfectly. It was a great escape." We invite you to stay in our small but cozy house in the very quiet "Pittsburgh Circle" area of town. The property backs onto a greenbelt - down a sharp embankment you can see the Connoquenessing Creek - which you can enjoy from the covered patio or the breakfast table in front of the large window. We have seen deer, groundhogs, hawks, and even a bald eagle!