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
Tower in Pleasant Hill
4.9 out of 5 average rating, 218 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
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, 123 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 modern kitchen features white cabinetry and granite countertops. Stainless steel appliances include a microwave and stove, with a sink positioned near a window. A patterned rug is located in front of the sink, adding a subtle touch to the functional space.
Flat in Vandalia
4.94 out of 5 average rating, 215 reviews

Fly away to this amazing modern 2 bedroom hangar.

Fly away to this amazing 2 bedroom apartment themed with the airport and Wright brothers in mind. With the airport within 2 miles from your front door you can be back to comfort after your travels. Located close to the center of town and within a mile of interstate 70 and 75 traveling is made easy. Enjoy the 2 bedrooms both with memory foam mattresses and fresh linens. There's a washer and dryer in the apt. for all your laundry needs. Complete kitchen and dining area for your family to enjoy

Superhost
A living area showcases a dark blue sofa adorned with pillows, positioned across from a flat-screen TV. A coffee table with geometric design is centered on a patterned area rug, complemented by side tables and a small plant in the corner. Natural light illuminates the space through a nearby window.
Home in Dayton
4.86 out of 5 average rating, 161 reviews

* Cozy 2 bedroom home with 2 TV’s *

Relax & unwind alone, or with your family in our cozy home! Fast WiFi Fully stocked coffee bar. Conveniently located 10 minutes from the Dayton Airport, and 14 minutes to downtown Dayton. 11 minutes to Rose Music Center. Restaurants and shopping within walking distance, and Metroparks bike trail at the end of our street. Dogs are welcomed for an additional fee. No cats. Unique quirks about our little home: the ceiling coming down the steps is lower, and the bathroom is a jack-and-jill.

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, 520 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.

Guest favourite
The arcade room features a pool table at the center, illuminated by vibrant blue lighting. Walls are adorned with vintage pinball machines and classic arcade cabinets. A bar area with stools is visible in the corner, enhancing the space's playful atmosphere.
Home in Dayton
4.96 out of 5 average rating, 175 reviews

Arcade + Hot Tub Retreat | Sauna | Near WPAFB

Relax in Style at Our Spacious Entertainment Retreat The space comfortably sleeps up to 8 guests, with two king-size beds a Queen Bed and a pull out sleeper sofa with memory foam mattress. Unwind after a long day in our luxurious Hot Tub or rejuvenate in the sauna and massage chair. Enjoy endless fun in the fully equipped game room with brand-new pinball machines, a pool table, slot machines, Golden Tee, and a Multicade arcade system with over 5,000 games — all free to play!

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, 955 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
The exterior of a historic three-story home is showcased, featuring white siding and contrasting red shutters. Landscaping with flower beds and decorative stone accents enhances the curb appeal. A covered parking area is visible on the right side, providing convenient access.
Cottage in Troy
4.96 out of 5 average rating, 292 reviews

Cottage at Fairwinds

Welcome to Fairwinds Cottage! You will be staying in the cottage that is attached to the back of our 1902 home. We are located in the historic district, one block from the square in charming downtown Troy, Ohio. You will find great restaurants and shopping, as well as a variety of hiking and biking trails nearby. There are two dedicated parking spaces for guests. Troy is on a train route and trains are required to blow their horns for safety.

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, 143 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!

Top guest favourite
Flat in Greenville
4.96 out of 5 average rating, 224 reviews

Cozy one bedroom apartment in a Century old house

This first floor one bedroom apartment is in a quiet neighborhood just 4 blocks from Wayne Hospital, 5 blocks from Darke County Fairgrounds and a short 5 minute walk to Downtown Greenville. It sleep up 4. The living room has a queen size sofa bed. IT has a TV with Spectrum streaming app. WiFi is available. It has a fully equipped kitchen with coffee maker and microwave. Other features include a washer and dryer and free street parking.

Guest favourite
A rustic two-story home is nestled among lush greenery, featuring a wooden deck with an umbrella. A stone pathway winds through natural landscaping, leading to the entrance, while trees frame the peaceful setting, enhancing the connection with nature.
Flat in Tipp City
4.88 out of 5 average rating, 279 reviews

Heartland - Ground Level, 1st Floor

Take it easy at this unique and tranquil getaway. 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.

Guest favourite
The Romantic Guest House, designed in Tudor style, is set against a backdrop of lush greenery. Its stucco exterior features wooden doors and large windows. Surrounding pathway is lined with grass and decorative lampposts, inviting guests to explore the picturesque estate.
Guest house in Piqua
4.91 out of 5 average rating, 264 reviews

Romantic Guest House at The Orrmont Estate

Old world feel of a Romantic Guest House at the historic Orrmont Estate. Built in 2019, it is a classic Tudor style, furnished in antiques, with all modern conveniences including WiFi and a smart TV. The beautiful Juliet balcony doors open so you can enjoy a breakfast overlooking the property. The windows are reflective on the outside for complete privacy.

Popular amenities for Pleasant Hill holiday rentals

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