Holiday rentals in Raymond

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Top-rated holiday rentals in Raymond

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Top guest favourite
An inviting interior features a rustic design with wooden accents and a cozy double bed covered in a patterned blanket. A wooden staircase leads to additional sleeping space. A flat-screen TV is mounted on the wall, and details of nature-themed decor can be seen throughout.
Tiny home in Springfield
4.99 out of 5 average rating, 542 reviews

Tiny Home Cabin - No Cleaning Fee

You won’t forget the peaceful surroundings of this rustic destination. It maybe small at 375 sf, but it has all the features of most hotels with one queen bed and a full bed in the loft. Located near downtown Springfield, IL and many Abraham Lincoln attractions. Deer often walk around the property which is on a quiet dead-end residential street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows. Watch Netflix, Hulu, and Disney also.

Superhost
A bright sleeping area features a white bedspread over a spacious bed, adorned with mustard-colored pillows and a soft throw. The walls are decorated with framed art and calming phrases. A potted plant adds a touch of greenery, enhancing the cozy environment.
Guest suite in Springfield
4.82 out of 5 average rating, 176 reviews

Modern Central location 1B1B Suite near Downtown

This historic home has the charm of the old house with the new Modern style set up. It is 3 mins drive from downtown Springfield. Within 5 mins drive to the medical district and the historical sites. This basement unit offers a full-sized memory foam mattress with a private bathroom. 55” TV. A dedicated work space, a romantic dining area. It has microwave, coffee machine,toaster and portable stove,front-load Samsung washer & dryer. (Washer & dryer are shared with main floor unit guests!)

Guest favourite
A tastefully decorated bedroom features a spacious bed layered with a quilt and decorative pillows. Flanking the bed are two nightstands with lamps. A comfortable armchair sits in the corner, complemented by an area rug and framed art on the walls.
Home in Springfield
4.93 out of 5 average rating, 282 reviews

Spacious Two Bedroom Apartment Near the Capitol.

The apartment is centrally located and allows easy access to everything Springfield has to offer. Two large bedrooms with queen beds and a large living room. The kitchen is fully stocked with all the essentials. We can easily accommodate six guests with a queen-sized air mattress. We also have a pack-n-play available for little guests. Wi-Fi, smart TV, off-street parking and a front porch with Edison lights & a porch swing. We are confident you will enjoy your stay. * NO PARTIES ALLOWED *

Top guest favourite
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
4.95 out of 5 average rating, 302 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 favourite
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
4.98 out of 5 average rating, 377 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.

Guest favourite
A comfortable sleeping area featuring a queen-sized bed with a soft blanket, accompanied by a twin bed upon request. A cozy armchair sits nearby, and natural light filters through large windows, illuminating some indoor plants and decorative elements.
Flat in Springfield
4.94 out of 5 average rating, 349 reviews

Full studio apartment by the best Springfield park

Historic home attic converted to a private 3rd floor apartment, featuring private kitchen and bathroom. Located just two blocks from what many would agree is the best park in Springfield, with a pond, a botanical garden, tennis courts, a playground, and nice roads to run, walk, bike, or skate on. We are also very close to downtown as well as other commercial areas. This space is on the 3rd floor with private access from outdoor stairs and keypad entry.

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, 122 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.

Top guest favourite
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, 116 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.

Top guest favourite
The exterior of the house is presented, showcasing a light gray vinyl siding. A white stairway with railings leads to the front door, which is flanked by simple landscaping. Windows on the façade allow natural light, and a sign indicating the address is visible.
Home in Litchfield
4.94 out of 5 average rating, 387 reviews

Rt 66 House; PETS WELCOME; FENCED YARD

The Rt 66 house is on Historic Rt 66. It is 50 miles North of St. Louis; Right off I-55: PET FRIENDLY; FENCED BACK YARD. There is plenty of room to park a large U-Haul trailer. It is loaded with warm and updated furnishings. It has LOTS of 5* reviews. It has a thick memory foam queen bed. It has a coffee bar. You will hear trains. Two tracks run thru middle of town. 100 meg internet. This is a non smoking house.

Top guest favourite
The cottage is set against a backdrop of lush greenery and large trees, providing shade. Outdoor seating is arranged around a stone fire pit, while kayaks are visible nearby. The spacious patio extends from the cottage, allowing for seamless enjoyment of the surrounding nature.
Cottage in Vandalia
4.84 out of 5 average rating, 378 reviews

The Lake House

Quaint, cozy, cottage nestled on Beautiful Lake Vandalia. 1870’s farm house with all original decor. Full size granite bar located in 4 seasons room overlooking lake. Full size commercial kitchen. Stand up walk in shower, washer and dryer. Plenty of free safe parking. Perfect for a night stay or a full week vacation with family.

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, 13 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!

Guest favourite
A well-equipped kitchen and dining area is highlighted by wooden cabinetry and a stone wall. A dining table with dark chairs sits across from modern appliances. A wood-burning stove is positioned beside large windows that invite natural light and views of the outdoor space.
Cabin in Hillsboro
4.95 out of 5 average rating, 250 reviews

3 Bedroom, 2 bath cabin with deck and hot tub

Take it easy at this unique and tranquil getaway. Nestled across from Hillsboro Country Club Golf Course this location will have scenic views and be a great place to unwind and get away. Located near Sherwood Forest Campground, Glenn Shoals Lake, Hillsboro Lake as well as city parks.

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