Holiday rentals in West Middletown

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Top-rated holiday rentals in West Middletown

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Top guest favourite
The exterior of a rustic loft apartment is displayed, featuring a wooden facade and a stone base. Large windows allow natural light to fill the space, while a balcony offers outdoor access. The structure is set against a backdrop of a partly cloudy sky.
Loft in East Rochester
4.93 out of 5 average rating, 164 reviews

Studio Loft at Boogaba

This space is totally new! It was a yoga studio recently renovated into a studio, loft apartment! It is airy and bright with a fantastic lake view. The lake has kayaks, paddle boarding and a peddle boat that are accessible to guests. There are walking paths around the lake and a deck with a hammock to sit and enjoy some nature time. The studio apartment has its own entrance in the back above the family garage. The family house is next door. There is a resident friendly yellow dog named Pug!

Guest favourite
A cozy living room features a comfortable couch adorned with decorative pillows. A patterned area rug in blue and cream adds texture. Natural light fills the space through multiple windows, set in a calm green-painted room, enhancing the inviting ambiance.
Home in Wellsburg
4.78 out of 5 average rating, 114 reviews

Guesthouse on Genteel Ridge

Quiet, cozy cottage centrally located between Franciscan, Bethany, & West Liberty Universities! Two BRs boast one queen bed, one full, & a comfy sleeping couch in LR. Lots of natural light for reading, writing, & relaxing. Excellent restaurants within a 5 mile radius & many more slightly farther away! River access in downtown Wellsburg is just as close with plenty of nature trails and outdoor spaces in every direction! Star Lake Pavilion, Brooke Hills Park, and Oglebay within 1/2 hour.

Top guest favourite
A two-story house is set amidst greenery, featuring a brown exterior with a sloped roof and multiple decks. The building is positioned on a grassy area, complemented by gravel pathways and flowering plants in the foreground. A clear blue sky with scattered clouds is visible above.
Home in Weirton
4.98 out of 5 average rating, 100 reviews

The Retreat at Ralston

The Retreat at Ralston -- Nestled on a hillside down a private winding driveway, you'll find this peaceful country retreat. Located on 3.76 acres, the home offers an open floor plan with 2 bedrooms and 2 bathrooms. Double decks provide panoramic views. This home boasts high ceilings and skylights that allow natural light to reflect throughout each room. Features include a new hickory kitchen with quartz counter tops, updated bathrooms, and a bonus room downstairs featuring a pool table.

Guest favourite
A lofted bedroom is featured with wooden walls and a spacious bed adorned with neutral bedding. A stylish freestanding bathtub is positioned by the window, while a wooden table holds magazines. Warm light emanates from hanging fixtures, enhancing the inviting atmosphere.
Cabin in Triadelphia
4.88 out of 5 average rating, 363 reviews

3BR Cabin on a Pond - Fish and Kayak, Dog Friendly

*PLEASE READ INFO BELOW RE WINTER VISITS! Luxurious, secluded cabin nestled in the woods lakeside on the shore of a private fishing pond with bass, bluegill, and catfish. Minutes from Oglebay Park and close to the city of Wheeling - but a private and unique in-the-woods experience. Wake to the sunlight and birdsongs, fish the pond, walk the trails, and browse the library. This place has everything you need and nothing you don't. This countryside escape on a converted farm is a treat!

Top guest favourite
The entrance features a covered porch with two black chairs positioned on a geometric-patterned rug. Double glass doors with decorative wreaths provide access, and the surrounding area showcases neat landscaping, including well-maintained shrubs and a stone wall.
Flat in Canonsburg
4.98 out of 5 average rating, 212 reviews

Brush Run Cottage

A comfortable private lower level (no stairs) apartment in the lower level of our home. We are in a country setting near interstate 79. Casual decor in a private space. Attractions 10-25 minutes of this location include: Key Bank Pavilion, Montour Trail, Southpointe Business Park, Southpointe Golf Club, dining, Meadows Racetrack and Casino, Tanger Outlets, Cemetery of the Alleghenies, Washington & Jefferson College as well as all of the attractions downtown Pittsburgh has to offer.

Guest favourite
Double glass doors are framed by flowing curtains, revealing a cozy bedroom space in the background. A decorative wreath hangs at the center of the doors, adding a gentle touch to the inviting entrance.
Home in Steubenville
4.9 out of 5 average rating, 119 reviews

The Cedar House

This 2 bedroom home sits on a friendly residential street in Steubenville and is equipped with everything you need for your stay. Two queen comfortable beds and pillows, professionally laundered with hotel style linens, a coffee bar, and three smart TVs and wi-fi. Close to everything in the Steubenville-Weirton area, including Franciscan University of Steubenville, hospitals in Steubenville and Weirton and The Pavilion at Star Lake amphitheater. You’ll feel right at home!

Top guest favourite
An outdoor area features an oversized hot tub, complemented by a gas grill and two lounge chairs. The cabin's rustic log exterior is visible in the background, with trees providing a natural setting. A mix of cloudy skies and sunlight adds to the ambiance.
Cabin in Toronto
4.98 out of 5 average rating, 477 reviews

“Lil’ Cabin on the Hill” w Hot Tub and Pool Table

“Little Cabin” is a uniquely secluded hideaway perched on a private hillside setting. Warm and inviting, with indoor and outdoor areas of entertainment, the vibe is cozy and fun. Beautiful rustic interiors are highlighted with colorful modern design and comfort at every turn. Whether a getaway or business trip, your stay at “Little Cabin on the Hill” will be a memorable and welcome retreat. • • Gravel driveway is Steep with parking both at top and bottom of drive.

Guest favourite
An inviting private hot tub is situated in a fenced backyard area, surrounded by soft lighting and decorative plants. The brick wall of the house provides a rustic backdrop, creating a cozy ambiance at dusk.
Townhouse in Central Lawrenceville
4.92 out of 5 average rating, 399 reviews

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!

Top guest favourite
A tiny house made of natural wood blends harmoniously with the surrounding forest. A metal roof caps the structure, while large windows invite natural light inside. A wooden deck extends from the front, providing a welcoming entrance into the tranquil wooded setting.
Cabin in Wellsburg
4.99 out of 5 average rating, 222 reviews

Secluded Tiny “Ginseng House” Artist Retreat

"Ginseng House" - Our premiere off-grid tiny house! A hand-crafted work of art using our own sawmill lumber. Beautiful wooded setting surrounded by 180 acres of private land and two miles of beautiful Buffalo Creek frontage to enjoy. One very comfortable queen bed in the loft and a fold out double bed love seat on the main floor. Extra guests may pitch tents for $10/night/person. Pets welcome - $35/pet - see pet policy.

Top guest favourite
A house sign reading 'The Bungalow' is mounted on grey siding, surrounded by modern geometric decor. A vintage-style light fixture emits warm light, casting a welcoming glow, while greenery is visible in the background, enhancing the inviting atmosphere of the entryway.
Home in New Kensington
4.99 out of 5 average rating, 268 reviews

Cozy Cottage Bungalow

(Formerly the “MidCentury Burrell Bungalow) Located only 30 minutes from the beautiful city of Pittsburgh, this newly renovated home is nestled in a quiet, dog & family friendly rural neighborhood. While the home is playground-adjacent & located just up the hill from the rails-to-trails along the Allegheny River, the backyard is fenced in & perfectly suited for families & furry friends alike.

Guest favourite
A spacious living area is highlighted by a large, gray sectional sofa with a chaise. A wooden coffee table sits on a light area rug, complemented by two framed artworks on the white walls. Natural light filters through a window, creating a bright ambiance.
Home in Monaca
4.94 out of 5 average rating, 390 reviews

Key + Kin - Modern Rivertown Home

ENTIRE HOME, modern 2 Bedroom 1 Bath home centrally located in the small downtown Monaca area. Our warm, modern decor will be the perfect home away from home for you after a long day of work or play. We offer the privacy of a whole house, with little touches to make you feel at home. Come enjoy your own personal retreat in the heart of a quaint Pittsburgh river town.

Top guest favourite
Loft in Burgettstown
4.97 out of 5 average rating, 173 reviews

The Loft

The Loft is located on our homestead, which was a fruit farm. The Loft is a three bedroom apartment set above a storage garage. There is a beautiful picnic area with a fire pit and plenty of room to relax. We hope you will have a pleasant stay at the Loft. You will find it fully furnished and ready for a "home away from home"

Popular amenities for West Middletown holiday rentals