Holiday houses in Litchfield

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Top-rated holiday rentals in Litchfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost
A well-lit interior space features warm wooden flooring and a soft area rug. Natural light filters in from a nearby window, enhancing the inviting atmosphere of the room. The layout suggests a cozy and functional space suitable for relaxation or entertaining.
Home in St. Louis
4.79 out of 5 average rating, 238 reviews

Cheerful 1-bedroom, red brick, historic home

Keep it simple at this peaceful, historic, and centrally-located place. This red brick home is a piece of long-standing history (built in 1928), on a quiet one way street. It is just 5 minutes away from the airport & University of Missouri Saint Louis, and just 15 minutes from down town and central west end. It is literally central to just about any place you wish to visit in the Saint Louis area! There’s convenient and free on-street parking too! Come enjoy your time at The Ruby Brick Stay!

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.
Apartment in Litchfield
5 out of 5 average rating, 25 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 front porch features a sturdy wooden door with decorative glass panes. Two wicker chairs with plush cushions are positioned beside a small table, creating a cozy seating area. Natural light highlights the brick exterior and surrounding greenery.
Apartment in Edwardsville
4.98 out of 5 average rating, 137 reviews

Cozy Historic Downtown Edwardsville Charmer

Spacious and cozy with hardwood floors throughout. Beautifully restored to its original 1920’s glory. Set up to meet your needs. Clean, uncluttered spaces, full kitchen, Wi-Fi, and the basics for an easy stay. Third bedroom offers office space in addition to bunk beds. Relax on the front porch in this lovely neighborhood. Just a few blocks from main street’s offering of coffee shops, restaurants & entertainment. MCT bus stop across the street for easy access to SIUE & St. Louis.

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, 206 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.
Guesthouse in Carlinville
4.98 out of 5 average rating, 132 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, 117 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 favourite
A living area features a brown leather sofa and recliner, arranged around a wooden coffee table. A patterned area rug adds texture beneath the furniture. A colorful cow painting is displayed on the wall, while natural light filters through a nearby window.
Home in Litchfield
4.96 out of 5 average rating, 283 reviews

Harrison House; PETS WELCOME; FENCED YARD

The Harrison House is a beautifully decorated 2-bedroom house that is in a safe neighborhood. WE ARE PET FRIENDLY. The beds are 12” queen memory foam. All the furnishings are new or nearly new. It has a fenced in backyard. KIDS ARE WELCOME. There is a back deck. There is no cable. There is 100 meg wireless internet. There is a ring camera on the porch. You will hear trains. Two tracks run thru middle of town

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, 97 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
A spacious living area is revealed, featuring a comfortable couch adorned with decorative pillows. A large area rug covers the floor, and a wooden coffee table sits at the center. Natural light fills the room through a large window, framed by soft drapes.
Home in Alton
4.97 out of 5 average rating, 135 reviews

Cozy renovated 2 bdrm cottage w/ dedicated office

Kick back and relax in this calm, stylish space that allows you to work (dedicated office space with 2 desks, monitors-great work setup) and play with amazing deck and beautiful forest view. Beautiful remodeled kitchen, updated throughout and so cozy and comfortable! Off street parking with driveway. Third bedroom is converted to an office.

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, 15 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
4.94 out of 5 average rating, 18 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.

Popular amenities for Litchfield holiday rentals

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