Vacation rentals in Pleasant Hill

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Top-rated vacation rentals in Pleasant Hill

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Top guest favorite

The exterior of the cabin is displayed at dusk, showcasing a welcoming porch with seating. Soft lighting highlights the entrance, while ample greenery surrounds the structure. Gravel pathways lead to the cabin, enhancing the naturally serene setting.

Cabin in Winchester

4.96 out of 5 average rating, 163 reviews

Container Home GREAT Countryside Views COZY Stay

Singing Hills Cabin is the ultimate getaway for fresh air and an unbeatable view of the countryside. Enjoy morning coffee as the sun rises from the large front porch. This newly renovated container home is perfect for small families looking for an outdoor escape or for couples seeking a romantic getaway. It is located on a 40 acre hobby farm, so do not be surprised if you see cows and other wildlife during your stay! The best deer hunting, river access, and restaurants are located minutes away.

Guest favorite

A table is covered with a patterned tablecloth, featuring a stylish UV lamp. The lamp emits a blue light and is positioned next to a decorative plant, enhancing the table's setup in the inviting space.

Guest suite in Pittsfield

4.82 out of 5 average rating, 134 reviews

Florence Guest House--Loft Unit

ONE DAY ADVANCE BOOKING NOTICE! Upper Loft Unit is the top floor of the guest house. With it's own entrance & deck area, No Interaction (if desired) from the lower unit is possible. Loft Supplies: Living room/kitchen area, private bathroom, large bedroom with 2 twins/1 full bed. Deck with an amazing view of the area. Guests DO HAVE FULL USE of the large yard. Guest House Has: Parking area, two Illinois river lots, charcoal grill, screened in porch. ALL linens, towels, Bed sheets!!

Top guest favorite

Two deer, one adult and one fawn, are seen standing in a grassy area beside a wooden fence. The lush greenery surrounding them emphasizes their natural habitat, while the soft sunlight highlights the gentle features of the deer.

Guesthouse in Jerseyville

4.97 out of 5 average rating, 139 reviews

Cozy cabin on farm near Jerseyville and Grafton IL

No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

Guest favorite

Cabin in Hardin

4.9 out of 5 average rating, 123 reviews

Private cabin between Mississippi/Illinois rivers

My place is close to St.Louis. You’ll love my place because of the location, the outdoors space, the ambiance, and the tranquility. My place is good for couples, solo adventurers, business travelers, or someone wanting some privacy and looking to escape the hustle and bustle of the big city. The cabin is secluded and very private and you won’t be able to see other homes. This is not a subdivision or a neighbor hood dwelling. You are in the boonies. Our guests especially love the star gazing.

Guest favorite

A collection of decorative items rests atop wooden cabinets. Two ceramic roosters and a chicken figurine are positioned on either side of a vintage-style 'Farm Fresh' sign, which features an image of a rooster. The warm wood tones enhance the rustic decor.

Home in Winchester

4.91 out of 5 average rating, 141 reviews

Winchester Guest Cottage

The Winchester Guest Cottage is a chance to experience the past while still enjoying the comforts of modern living. Guest will appreciate the living history of this mid 1800s home with much of its original architecture still intact. Enjoy the natural light from the tall windows while peering out through much of the original wavy glass. Most of the homes original wood work, doors and fireplace mantel are still there as they were in the 1800s. The floors were repurposed from WHS in the 1950s.

Guest favorite

A spacious sleeping area features a wooden bed frame with a light-colored bedding set. Decorative elements include wall art and a large mirror. Natural light enters through windows dressed in light curtains, highlighting the hardwood floors throughout the room.

Apartment in Carrollton

4.88 out of 5 average rating, 153 reviews

Farmhouse Loft

Experience the life and hospitality of a quintessential small town - Carrollton, Illinois. A historic community located just off the beaten path, Carrollton convincingly captures the spirit of rural America. Inspired by the peaceful charm of country life, we showcase century-old hardwood floors, exposed brick walls and thoughtful design. Farmhouse Loft is a charming retreat on the historic courthouse square --enjoy life in a loft apartment overlooking the courthouse lawn!

Top guest favorite

An antique cast iron soaking tub is situated on a wooden deck, enclosed by a yellow picket fence and decorative curtains. A wooden shelf is mounted on the fence, with natural elements visible in the background adding to the peaceful outdoor setting.

Cabin in Jacksonville

4.97 out of 5 average rating, 341 reviews

Bunkhouse Seventy-Four

Once used by seasonal farm labor in the 1930s, Bunkhouse Seventy-Four is a fully restored historic bunkhouse with all the modern amenities for a comfortable getaway. Perfect for couples, it features a full kitchen, bath, queen bed, a spacious porch, beautiful antique stained glass windows, a private outdoor soaking tub (Apr-Nov) on a 7 acre hobby farm. Also check out our listing, Audrey’s Abode, which is next door. Pets are welcome but we charge a $25 pet cleaning fee.

Top guest favorite

A white vase with a black label labeled 'Gather' is centered on a light-colored table. Sunflowers and green foliage are arranged in the vase. In the background, a wooden chair is visible, along with a decorative wall hanging.

Home in Bowling Green

4.95 out of 5 average rating, 133 reviews

Home away from Home

A relaxing and inviting home away from home with everything that you need for your stay in Bowling Green. During your stay here you will enjoy the smart TV, free Wi-fi, and washer and dryer. A comfortable night’s sleep is a given with a brand new mattress on all three beds (queen bed and two twin beds). Located on the north side of town, you are less than 1 mile from Wood’s Smoked Meats and Bankhead’s Chocolates. This is an ideal base for your Pike County, MO visit.

Guest favorite

A set of vintage double doors features a soft blue-green hue and tall, arched glass panels, allowing light to filter through. The doors are mounted on a rustic sliding track, complementing the warm wooden flooring beneath.

Loft in Winchester

4.97 out of 5 average rating, 122 reviews

The Bike Flat

Visit historic Winchester and explore what our quaint community has to offer! This stylish place to stay is perfect for a quiet getaway and can accommodate groups thanks to its ample space. You can bring the family or plan a getaway with friends. The flat is located above a newly opened bicycle and coffee shop that also offers craft beers and wine. We hope you will consider choosing our rural accommodations for a trendy and relaxing experience!

Top guest favorite

A serene lakeside view features a gentle slope of green grass leading to calm waters. A hammock hangs between two trees, offering a resting spot. A birdhouse and small structure are visible nearby, complemented by lush vegetation surrounding the area.

Place to stay in Virginia

4.99 out of 5 average rating, 327 reviews

Virginia Lake Getaway/Fishing/Hot Tub/Hammock

Welcome to your charming log cabin located in Virginia, IL. This 1-bedroom, 1-bathroom cabin is designed to provide you with rustic comfort, making your stay truly exceptional. Nestled on a bluff overlooking the serene Virginia Lake, this 1850's log cabin combines historic charm with modern luxuries. Set on 80acres of timber and water for you to explore. Hike, kayak, fish or just relax and enjoy!

Top guest favorite

Farm stay in Grafton

4.97 out of 5 average rating, 294 reviews

Pere Ridge Tree Escape

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a 10 minute drive to Grafton.

Top guest favorite

A spacious covered porch features a wooden deck, with views of a tranquil pond surrounded by lush greenery. The area is decorated with hanging lanterns and offers a barbecue grill. Trees provide shade, creating a relaxing outdoor space for guests.

Cabin in Camp Point

4.97 out of 5 average rating, 123 reviews

The Hunter's Cabin, a Rustic Retreat

Take it easy at this Rustic, Unique and Tranquil country getaway. Whether you are here to harvest the bounty of nature or just to get away from the city you are sure to enjoy your stay. I would like to extend a warm welcome to guests of all backgrounds looking to stay at the cabin who agree to treat the cabin with respect and abide by the house rules!