Holiday rentals in Raymond

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Top-rated holiday rentals in Raymond

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Top guest favourite
A living room area features a beige sofa, complemented by two table lamps. A round wooden coffee table sits in front, and the space leads to a dining area with a wooden table and chairs. Light-colored walls create a bright and open atmosphere.
Loft in Vandalia
4.9 out of 5 average rating, 146 reviews

Unique Apartment with Amazing Views

Abe’s Apartment 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, and a remote work space. 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 2nd level and will require you to climb 1 flight of stairs. For events please contact the host

Top guest favourite
The spacious living area features a combination of modern and rustic elements, with three windows allowing natural light to illuminate the space. Plush seating includes two recliners and a small table, complemented by a stylish desk for work. Exposed brick walls add character to the setting.
Flat in Litchfield
5 out of 5 average rating, 26 reviews

Loft Living | Small Town Charm

Welcome to your stylish home away from home in the heart of downtown Litchfield! This 2nd floor loft blends modern updates with old-town charm, featuring 3 comfy bedrooms, 1.5 bathrooms, and soaring ceilings that create an airy, open feel. Enjoy a space with plush seating, high-speed internet, and a workspace - perfect for both relaxation and work. Whether you're here for a weekend escape or an extended stay, this downtown loft is the perfect mix of comfort, style, and convenience.

Top guest favourite
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
4.96 out of 5 average rating, 207 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 favourite
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.
Guest house in Carlinville
4.98 out of 5 average rating, 133 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.

Superhost
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.
Flat in Nokomis
4.88 out of 5 average rating, 24 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 favourite
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
4.93 out of 5 average rating, 98 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!

Top guest favourite
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
4.99 out of 5 average rating, 142 reviews

Edwards House; PETS WELCOME; FENCED YARD

PETS ARE WELCOME. Backyard 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. The TV is a smart tv with apps. 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.

Top guest favourite
Tent in Girard
4.98 out of 5 average rating, 126 reviews

Hidden Ridge at Otter Lake

We invite you to stay at Hidden Ridge, a private wooded hideaway located at Otter Lake, Girard, Illinois, for an authentic camping experience. A 14 x 16 wall tent with a queen size bed and separate bathroom facility with an area for outdoor cooking is provided. There is plenty of space for additional tents, cots or air mattresses.

Guest favourite
A simple exterior view of the house reveals a white, one-story structure with black accents. The front porch features a small bench and a light fixture beside the door. Lush greenery and freshly mulched beds line the walkway that leads to the entrance.
Home in Raymond
5 out of 5 average rating, 16 reviews

Willow's New House

Kick back and relax in this calm, stylish space. Located in a quaint, quiet community within walking distance to a golf course and ice cream. This new construction is easy to get to and not far from Historic Route 66 or I-55. Whether you're visiting family, or on your way through, Willow's house will feel just like your home!

Top guest favourite
A single-story house is shown with a light-colored exterior. Steps lead to a covered porch, where a light fixture is visible beside the door. A gravel driveway and patches of green grass are present, surrounded by trees and a peaceful landscape.
Home in Hillsboro
4.95 out of 5 average rating, 19 reviews

Hillsboro Home

Centrally located in Hillsboro, our cozy 3-bedroom, 1-bath Airbnb offers comfort and convenience. Just minutes from downtown, restaurants, shops, laundromat, it's perfect for families or business travelers. Enjoy a fully equipped kitchen, fast Wi-Fi, and a relaxing stay in a quiet neighborhood.

Guest favourite
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, 197 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.

Top guest favourite
A spacious living room contains soft beige sofas and armchairs, complemented by a wooden coffee table. Two lamps provide soft lighting, and a television is positioned opposite the seating area. Light hardwood floors add warmth to the inviting space.
Flat in Vandalia
4.98 out of 5 average rating, 186 reviews

The Hidden Gem

Bring the whole family to this great place with lots of room for fun. This spacious 2,000 sq. feet apartment offers a quiet place for a family to spend some time. It is located approximately one mile from the interstate. It offers a workspace for those working on the road.

Popular amenities for Raymond holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Montgomery County
  5. Raymond