Holiday rentals in Pleasant Hill

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Top-rated holiday rentals in Pleasant Hill

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cozy sleeping area is defined by a soft white bed adorned with decorative pillows. Warm light is provided by unique hanging fixtures. A wooden table displays an arrangement of fruits and snacks alongside elegant candle holders, creating a welcoming and intimate setting.
Tower in Pleasant Hill
4.9 out of 5 average rating, 219 reviews

Kick Cancers Ass With A Stay

Unique. For a Cause. Fun. A place where your stay truly counts! Your stay… Enjoy a night(s) away in an old grain elevator silo that now is home to a fully open concept layout with the most comfortable bed, a soaking tub of your dreams, handmade exposed copper piping & every detailed covered for the perfect getaway! The Cause… 20% of every nights stay goes to Pink Ribbon Good helping local ladies fight cancers. On Site… Coffee & Ice Cream Shop Axe Throwing Sand Volleyball Yard Games Boutiques

Top guest favourite
The loft features exposed red brick walls and a raftered ceiling, creating a historic character. A spacious bed with a white coverlet is positioned beside two large windows with light curtains. A wooden table and chairs are situated in a cozy corner, complemented by decorative lighting.
Flat in Lewisburg
4.95 out of 5 average rating, 196 reviews

Leader Loft

Conveniently located less than a mile from I-70 exit 14, on State Highway 503. This loft is perfect for any stay length for every occasion, and with the electronic door lock system it is perfect for a last minute stop as you’re traveling down the interstate. The Loft shares our building with Flour Bakery, coffee and gift shop, and is a minute's walk from a delicious bistro, antique shops, other gift shops, the library and hardware store. Come explore all that our quaint village has to offer!

Top guest favourite
The guesthouse is nestled among lush greenery and trees, offering a serene view of the white exterior. Vibrant foliage surrounds the structure, while various plants and gardens enhance the natural landscape, creating a tranquil atmosphere.
Cottage in Dayton
4.98 out of 5 average rating, 317 reviews

The Blue Heron Guest House

Whether you are traveling solo for work, or for recreation with your family, our lovely two bedroom, 1200 square foot guest house is ideal. One of two houses on the property (we live in the other) designed and built in 1920 as a summer residence for a local family. These 5.5 acres of park-like setting are situated on the serene Stillwater River. Tucked away, in the midst of the suburbs, surrounded by trees, gardens and the sound of birds, this gem of a place is a perfect home away from home.

Top guest favourite
An aerial view of the Red Pump Inn farmstead is displayed, showcasing well-maintained landscapes surrounded by lush greenery. A circular driveway connects various buildings, including the farmhouse and red barns, with open farmland stretching beyond. Trees and manicured gardens enhance the serene countryside setting.
Home in West Milton
4.98 out of 5 average rating, 125 reviews

The Red Pump Inn~Est. 1812, One bedroom farmhouse

Welcome to the esteemed Red Pump Inn, a quaint and peaceful farmhouse built in 1812 seated on the outskirts of West Milton. This rare gem is believed to be the oldest brick home in Miami County. The property rests on acreage of vast farmland, including a natural spring, and rolling pastures available for exploring. Enter down a 1/4 mile long, driveway to this one bedroom farmhouse and experience country living at it's finest. We're located just 7 min. west of I-75 & local restaurants/retailers

Guest favourite
A two-story home is showcased, featuring a light-colored facade with dark green shutters. A well-maintained lawn and neatly trimmed bushes frame the entrance, which is highlighted by a red door. A two-car garage is visible on the right, with a paved driveway leading to it.
Home in Dayton
4.87 out of 5 average rating, 192 reviews

Tranquil Nest - Family Home with Spa Tub

Nestled in a wooded neighborhood, our home, ideal for family or friends, is just minutes away from I-75, local dining, entertainment, downtown Dayton, and Dayton International Airport. Enjoy a spacious backyard, a fully-equipped eat-in kitchen, a dedicated workspace, and an attached two-car garage. Unwind in one of the three plush bedrooms, one boasting an en-suite with a jacuzzi tub and seated shower. Experience comfort and convenience at our charming retreat. We look forward to hosting you!

Top guest favourite
A spacious home is presented in a scenic outdoor setting, with a charming garden of vibrant flowers in the foreground. The building features a combination of textured stone and siding, framed by a serene sunset sky that enhances the peaceful ambiance.
Guest house in Versailles
4.98 out of 5 average rating, 282 reviews

French B&B - Lower Level Apt w/ 2 bedrooms

The French Bed & Breakfast is nestled in the charming town of Frenchtown, Ohio. This B&B has been operating since 1999 and has accommodated many guests coming to visit Darke County. Lower level of our house - it has spacious and quaint accommodations for a reasonable rate. Included: Continental Breakfast, kitchen, great room & patio. Guest rooms on lower level: 2 bedrooms - can be rented individually or as a 2 bdrm apartment (pricing varies based on events - min $75 ea bdrm).

Top guest favourite
A cozy bedroom features a spacious bed with a decorative headboard. A 55" flat screen TV is mounted on the wall, and a work desk is nearby. Natural light enters through large windows with curtains, while a patterned area rug enhances the warm ambiance.
Guest suite in Troy
4.93 out of 5 average rating, 523 reviews

The Guest Suite, near I-75 and Hobart Arena

Budget conscious travelers look no further! For less than a hotel enjoy all the same amenities in a cozy, safe, clean, private space. Only $10 cleaning fee! Ideal for single travelers or couples, this space offers a queen size bed with attached full bathroom. The room is connected to our primary residence through a breezeway. Your entrance is private and you can come and go as you please. Located minutes from I-75, Hobart Arena, Arbogast Performing Arts Center, and downtown Troy.

Top guest favourite
The cabin exterior features a rustic wood façade with a green roof. A covered porch includes seating options, while gravel steps lead to the entrance. Surrounding the cabin, a spacious yard is adorned with trees and outdoor furniture, enhancing the serene woodland setting.
Cabin in Urbana
4.99 out of 5 average rating, 960 reviews

The Cabin at Maple View - Accepting Reservations

We are open for guests! The Cabin at Maple View is located a quarter mile off of the highway down a long twisting driveway. It is tucked back in the woods and away from it all. You notice the Amish craftsmanship as soon as you arrive. You are surrounded by 80 acres of manicured woods and a huge yard. The environment is welcoming. The atmosphere is warm. Call it your home for a night or for an extended stay. It is beautiful no matter the time of year.

Top guest favourite
Home in Vandalia
4.97 out of 5 average rating, 180 reviews

Home w/King Suite 4 Mins to DAY Airport

Open Floor Plan. King Suite with Work Station. Private Garage. Fenced in Backyard. Hard Top Canopy on Deck. Spacious 2nd Floor Bedroom. Pet Friendly ($50 fee) Coffee / Tea Bar. Wifi Door Locks. Wifi Available NO PARTIES ALLOWED

Top guest favourite
A comfortable living area features a brown leather couch with accent pillows, complemented by a wooden coffee table. A wall-mounted TV is positioned above a modern electric fireplace. Natural light filters through the large windows, enhancing the space's relaxed atmosphere.
Guest suite in Troy
4.98 out of 5 average rating, 145 reviews

Troy Guest Suite on Market

Relax in Troy's charm! Unwind in our newly renovated & beautifully decorated guest suite. Enjoy a private one bedroom, one bathroom with a fully equipped kitchen. Start your day with brunch at Red Berry (steps away!). Then explore vibrant downtown (a 15-minute walk) or cycle the scenic Miami River Trail that goes right through Troy. Ideal for solo travelers, business professionals, & couples seeking a relaxing escape. Book your Troy retreat today!

Guest favourite
A modern two-story building is framed by lush greenery and mature trees, featuring a mix of dark wood and stone accents. Large windows provide natural light, while a curved pathway leads to the entrance, enhancing the inviting exterior.
Flat in Tipp City
4.91 out of 5 average rating, 239 reviews

Heartland - 2nd Floor Upper Level

Kick back and relax in this calm, stylish space. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

Top guest favourite
Home in Troy
5 out of 5 average rating, 72 reviews

Family Home | Fenced Yard | Walk to Downtown Troy

Welcome to Hometown Haven — a 5-star, locally owned home in Troy, Ohio. Sleeps 6 across 3 bedrooms and 2 full baths. Private fenced backyard with fire pit and BBQ, comfortable workspace, and a fully stocked kitchen. 15-minute walk to downtown. Perfect for families, groups, and work travelers. Early check-in and late checkout may be available at an hourly rate, subject to calendar availability.

Popular amenities for Pleasant Hill holiday rentals

  1. Airbnb
  2. United States
  3. Ohio
  4. Miami County
  5. Pleasant Hill