Vacation rentals in Raymond

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Top-rated vacation rentals in Raymond

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Guest favorite

A serene view of a calm lake is framed by trees with bare branches. A small fishing dock extends into the water, bordered by grass and a white flowering plant. Reflections of the surrounding landscape can be seen on the water's surface.

Home in Mount Olive

4.85 out of 5 average rating, 74 reviews

Lake House off Route 66

Lake House Cabin is the best property in the area and offers a 2 acre lot at the end of a peninsula off Route 66. This is where you can unwind from it all! *Includes private lake access with fishing dock. *House has a fenced in dog area with doggie door. *Includes a 2 person foot petal paddle boat. *Swimming, paddle boat and fishing allowed* *Crappie, bass bluegill, blue cat and channel cat. *Smoking allowed outside* *Pets 2 max *Crate pets when left alone. *4 Guests Max No parties

Top guest favorite

The living area features a dark leather sofa accented with patterned cushions, paired with a wooden coffee table. A breakfast bar with two stools separates the space from a modern kitchen, equipped with white cabinetry and ample counter space. Window blinds provide natural light.

Home in Litchfield

4.98 out of 5 average rating, 125 reviews

Edwards House; PETS WELCOME; FENCED YARD

Find all of our Litchfield homes by searching "softstays" on the internet. PETS ARE WELCOME. Back yard is fenced. There's a tiled shower, a butcher block bar, king size memory foam bed. Rt 66 is close by. It has 100 meg wireless. There's NO CABLE TV and no local stations. It is a perfect place to relax or “work from home”. There is digital door access. We'll give you the code, and wont bother you.There is a ring camera on the porch. You will hear trains. Two tracks run thru middle of town.

Top guest favorite

The bedroom features a queen-sized bed, complemented by exposed brick walls and two windows allowing natural light to fill the space. Soft drapes frame the windows, while nightstands with lamps provide gentle illumination, creating a calm and inviting atmosphere.

Loft in Vandalia

4.94 out of 5 average rating, 284 reviews

Modern Loft in Historic Downtown

Lincoln’s Loft is close to everything making it easy to plan your visit to downtown Vandalia. This loft offers a bedroom, full kitchen and bath, dining room, living room with a pull out sofa, and large smart TV. This loft also offers beautiful views of the oldest State Capitol in IL and is within walking distance to many restaurants, bars, and local shops. It is located on the 3rd level and will require you to climb 2 flight of stairs. For events please contact the host!

Top guest favorite

A cozy dining area is highlighted by a wooden table surrounded by four chairs. Antique stained glass windows illuminate the space with soft colors. A small kitchen area is visible in the background, featuring modern appliances and bright cabinetry.

Cabin in Jacksonville

4.97 out of 5 average rating, 353 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 welcoming living area features a light gray sofa with decorative pillows and a square glass coffee table. A modern accent chair is positioned beside the table, and a shelf displays simple décor. Natural light enters through a large window, creating a bright atmosphere.

Home in Greenville

4.95 out of 5 average rating, 173 reviews

Cozy Home on College Ave

Welcome to our adorable two-bedroom home in the heart of Greenville! Nestled less than half a mile from Greenville University, this cozy retreat offers easy access to 1-70 and Greenville Square. Skip the traditional hotel and enjoy the comfort of a simple home at an affordable rate. With St. Louis just under an hour away, you'll experience the perfect blend of charm, convenience, and proximity to local attractions. Book now for a delightful stay in this inviting space!

Top guest favorite

A small, modern building is presented with blue siding and a stone foundation. A wooden pathway leads to a white front door, bordered by simple landscaping with gravel. Lush greenery is visible on both sides, enhancing the sense of privacy.

Guesthouse in Carlinville

4.98 out of 5 average rating, 100 reviews

ThE HiDeAwAy

You’ll be surprised by what’s inside! We’ve designed this space to be more than just a place to stay — it’s an experience, because isn’t that what life’s all about? Perfectly located just two blocks from the town square and only steps from the iconic Million Dollar Courthouse, you’ll also be close to great restaurants and shops. Whether you’re visiting for family, business, or a well-deserved getaway, we hope your stay with us creates lasting memories.

Guest favorite

A compact kitchenette is featured, showcasing black appliances including a refrigerator and stovetop oven. A sink with a modern faucet is set against a wooden countertop. Storage cabinets are present, and a clock is mounted on the wall. Natural light illuminates the space.

Apartment in Hillsboro

4.97 out of 5 average rating, 97 reviews

Lakehouse Studio Unit - The Historic Red Rooster Inn

The building has been renovated and two very special overnight accommodations have been created. The location is close to 4th of July Point, Sherwood Forest Campground, Glenn Shoals Lake South Marina, Hillsboro Country Club Golf Course, and is just a few miles from downtown Hillsboro. The tranquil lake setting will prove to be a peaceful retreat from hectic life and a wonderful place to unwind while visiting local family and friends

Guest favorite

A single-story house features a light-colored exterior with a gray roof. Large windows allow natural light to enter. Shadows cast by nearby trees create a peaceful setting, while a gravel driveway leads to an open outdoor space with seating and rustic decor.

Home in Carlinville

4.97 out of 5 average rating, 112 reviews

The Campground House

Escape to a private retreat just an hour from St. Louis! Our charming getaway offers a peaceful, country atmosphere where you can relax and unwind or dive into nature. Need more space or a unique experience? Check out our sister property, Timberline Ridge - Tiny Piney! Perfect for additional accommodations or a unique change of scenery, Tiny Piney offers cozy and rustic charm that complements your stay at The Campground House.

Guest favorite

An open studio space features a spacious bed covered with a gray throw blanket. A comfortable sofa and a coffee table are positioned nearby, with warm light emitted from two lamps. Exposed brick walls and large windows enhance the industrial charm of the setting.

Apartment in Nokomis

4.88 out of 5 average rating, 16 reviews

Old Printing Press Loft

Located in the heart of Historic downtown Nokomis, this studio apartment, located above the historic Free Press Progress newspaper, is perfect for the quiet getaway or for the business traveler coming to town. Full kitchen, bath, laundry and Wi-Fi is provided. Convenient dining, gift shops and a beautiful park just one block away. Due to stairs, this property is not recommended for anyone with difficulty climbing stairs.

Guest favorite

A comfortable sofa is positioned in front of a vibrant accent wall featuring orange and blue geometric patterns. Natural light filters through a nearby window, illuminating the space, which is complemented by light wood flooring and neutral-colored walls.

Loft in Hillsboro

4.91 out of 5 average rating, 81 reviews

Downtown Hillsboro Loft

Two bedroom loft space in downtown Hillsboro located above a book and game store and next to a coffee shop and candy store! It’s also walking distance from a brewery, movie theater, live theater, ice cream shop and several local retail stores. The living space displays works of local artisans to complement the hint of mid-century style. With 1200 ft. of living space you will have room for everyone!

Guest favorite

The exterior of the historical home features a charming brick facade with a welcoming front porch. Colorful flowers are arranged along the walkway, and steps lead to the entrance. Large windows allow natural light to brighten the space, creating an inviting atmosphere.

Home in Hillsboro

4.9 out of 5 average rating, 49 reviews

Whitledge-Canaday House

This historical house is perfect for those who are deemed history buffs. This location brings back the old memories of the Canaday family while highlighting the little town of Hillsboro. This house embraces its past while incorporating a modern twist. Perfect for guests that are passing through, visiting family around the area, or those who simply want to relax.

Top guest favorite

A serene view of a calm pond reflects vibrant autumn foliage along its banks. Tall trees with orange and yellow leaves surround the water, creating a tranquil natural setting under a clear blue sky.

Cottage in Franklin

4.95 out of 5 average rating, 184 reviews

Peaceful Lake House in the Pines

Take it easy at this unique and tranquil getaway. Perfect spot to relax and get away from it all. The house sits on a beautiful 4 acre lake surrounded by amazing pine trees and 18 acres of meadow full of wildflowers. This property is more than just a place to stay, it is a destination.