Vacation rentals in West Middlesex

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Top-rated vacation rentals in West Middlesex

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Top guest favorite

A charming exterior view of the house features a welcoming front porch adorned with patriotic bunting. Lush greenery surrounds the entrance, while a wooden bike rests against the railing. Steps lead up to the door, framed by hanging plants and vibrant shrubs.

Home in Sharpsville

4.98 out of 5 average rating, 195 reviews

The Bicycle House

Recently remodeled and tastefully furnished, this two-bedroom house boasts a unique charm, with many antiques and comforts to make you feel at home. Conveniently located within a few miles of Interstate 80 and the border of Ohio and Pennsylvania, this house is only an hour drive from both Pittsburgh and Cleveland. Whether you are coming home to visit friends and family, want to get away for the weekend, or are traveling for business or pleasure, the Bicycle House is a memorable place to stay.

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

The cozy living area features wooden walls and large windows with blinds, letting in natural light. A 55-inch television is positioned on a wooden stand, accompanied by a leather sofa, a patterned armchair, and a vibrant table with four chairs, creating a welcoming space for relaxation.

Apartment in Youngstown

4.88 out of 5 average rating, 563 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

The exterior of the cottage is set amidst a lush, green landscape, featuring a small seating area with Adirondack chairs. A gravel path leads to the welcoming entrance, surrounded by landscaped gardens. Towering trees provide natural shade in the background.

Tiny home in Burghill

4.97 out of 5 average rating, 258 reviews

The Creekside Cottage

The Creekside Cottage is quietly located on our 240 acre property. If you're looking for a quiet "get-away" then our quaint, studio cottage is for you. We have a queen bed. Outside, we have a fire ring with firewood, grill, outdoor seating, and beautiful view. We DO NOT have TV/internet, or WiFi, although most phones get service. There is a small kitchenette but there is NO oven/stove. We DO have a toaster oven, microwave, mini-fridge, coffee pot Keurig, coffee pods, and bottled water.

Top guest favorite

A modern kitchen is visible, featuring stainless steel appliances, including a refrigerator and microwave. A round dining table is set with plates and glasses, complemented by a small centerpiece. Light-colored cabinets provide ample storage, with a mosaic backsplash adding a subtle texture.

Apartment in Masury

5 out of 5 average rating, 48 reviews

Apt 4 Convenient Location

Welcome to this beautiful, quiet, convenient and spacious apartment. Newly renovated! A comfortable, private apartment for 2 non-smoking guests. Laundry available and parking included. This location is 5 minutes from downtown Sharon, PA with its 2 hospitals and multiple businesses. For your convenience we are a 20 minute drive to Youngstown and moments from access to Rt. 82 or I-80. Please tell us what your needs are so we may accommodate you during your stay near Amish Country!

Top guest favorite

A well-lit family room features large windows allowing natural light to fill the space. A comfortable sectional sofa and two armchairs are arranged invitingly around a central coffee table, with a soft area rug grounding the seating area. A ceiling fan adds a touch of modern convenience.

Home in Sharon

5 out of 5 average rating, 36 reviews

Acorn Ranch on Avalon Golf Course

Beautiful ranch house with 4 bedrooms, 2 bathrooms, eat in kitchen, large family room and living room with fireplace. Heated inground pool. (Pool is open June 1 to Mid September.) Enjoy your morning coffee on the front porch or a family barbeque on the back deck. Located in between Avalon country club golf course and Dum Dum( the only free golf course in the country). Walking distance to Buhl park and the bike pump tracks. Close proximity to restaurants, shopping and entertainment.

Top guest favorite

A covered outdoor patio is illuminated by string lights, creating a cozy ambiance. A dining table and several chairs are arranged, alongside a grill for cooking. The surrounding area remains dark, enhancing the warm glow of the lights above.

Home in Hermitage

4.94 out of 5 average rating, 311 reviews

Rustic 1.2 Acre Farmhouse Located In Town!

~35min from Grove City Outlet Mall and the Southern Park Mall (Boardman, OH) ~1hr from (2) international airports (Pittsburgh and Akron) ~1 hr from Cleveland Clinic and major UPMC Hospitals of Pittsburgh. ~1 hr from Lake Erie (Erie, PA) ~10 minutes from Shenango Reservoir ~25 minutes to Mosquito Lake Park ~45 minutes to Pymatuning State Park -Several local golf courses and wineries in the area. -TripAdvisor: Hermitage, PA ~Or search things to do in Northwest PA/Northeast Ohio.

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 rustic living area is featured with wood-paneled walls and a high, beamed ceiling. A patterned sofa and a recliner are positioned around a decorative area rug. A small electric fireplace adds warmth, while a TV hangs above the central seating. The room is adorned with a Christmas tree.

Cabin in Cortland

4.92 out of 5 average rating, 437 reviews

Cozy Countryside Cabin Near Multiple Wineries

Our cozy and inviting cabin, the Eagle's Nest, is nestled in a countryside setting behind Greene Eagle Winery and Brew Pub in rural Northeast Ohio. If you are looking for charm, and quiet relaxing comfort, this 384 sq. ft. cabin with exposed cedar beams is your perfect overnight or weekend retreat. Many activities available in the area with Mosquito lake nearby, bike trails, state park, golf, shopping, wineries, breweries, and restaurants within 10 to 30 minutes.

Top guest favorite

Two wooden chairs are positioned on a wrap-around deck, framed by large windows. A lush fern adorns the space, and a scenic view of rolling hills can be seen beyond the railing, with soft sunlight illuminating the landscape.

Home in New Castle

4.97 out of 5 average rating, 207 reviews

Amish Paradise

Amish Paradise has an open floor concept with the living room, dining room and kitchen on the first floor. There are 3 bedrooms on the second floor. Going up the stairs we have a side view looking out an arched window into the woods. However, our favorite part of this home is the view from the wrap around deck!! It has a knock out Vista over looking our property and beyond to Marti Park! Did I mention that this house was once a true Amish Home?😉

Top guest favorite

A serene outdoor view is presented, featuring a well-maintained green landscape under a partly cloudy sky. Rose bushes with vibrant pink blooms are positioned in the foreground, complementing the expansive grassy area that stretches out towards the horizon.

Guest suite in New Wilmington

4.96 out of 5 average rating, 217 reviews

Safe Haven - Modern Getaway in Amish Country

Come relax in our private 2 bedroom , full bath retreat. Your area has its own private entrance so you can come and go as you please. It includes a equipped kitchen and living room for your comfort. Located 0.8 mi. from Westminster College in the middle of Amish country. Start your day with complimentary Keurig or go for fresh local made Apple Castle donuts. You can also enjoy tax free shopping at the Grove City Outlets minutes away.

Guest favorite

A cozy sleeping nook is nestled within wooden beams and tree-like decorations. A green quilted coverlet featuring letters adds a playful touch to the bed. Soft lighting is provided by pendant lamps above, creating a warm ambiance in this unique space.

Cabin in New Wilmington

4.95 out of 5 average rating, 111 reviews

School's in Session at the Schoolhouse! A+ for fun

Welcome to the No. 8 Schoolhouse! This converted school was originally built by artist, Ronald Garrett as an artist retreat. 2024 brought many changes to the Schoolhouse retreat. Owners, Michael and Christina decided the Schoolhouse deserved a revamp. And revamp they did! They remodeled top to bottom while also redesigning to give their guests a funky experience! It's one of a kind. You'll never see another like it!