Vacation rentals in Litchfield

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Top-rated vacation rentals in Litchfield

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Top guest favorite
A fire pit surrounded by a circular stone border sits on a gravel area, offering a cozy gathering spot. Several comfortable chairs are arranged around the fire. In the background, a wooden deck is illuminated by string lights, enhancing the outdoor ambiance.
Apartment in Edwardsville
4.93 out of 5 average rating, 410 reviews

Edwardsville Apartment - The Woodland Suite

The apartment in the lower level of the home has recently been renovated, with a walk-out private entrance, a full kitchen & dining area, full bath, bedroom and a cozy living space. Situated just 35 minutes from downtown St Louis, in the safe and affluent community of Edwardsville, this property sits in a quiet cul de sac on a wooded lot right in the heart of the city. We are just a few minutes from the SIUE campus, Edwardsville HS, & I-270. Coffee/restaurants/shops/parks/trails just 2 min away.

Guest favorite
A modern kitchen is visible, featuring stainless steel appliances and white cabinetry. Natural light enters through windows at the opposite end, illuminating the long corridor with wooden-style flooring. A dining area is seen in the background, contributing to the open layout of the space.
Apartment in Litchfield
5 out of 5 average rating, 31 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 favorite
A modern kitchen showcases white cabinetry featuring black handles. A spacious countertop is lined with a double sink and a coffee maker, while natural light enters through the two windows. A decorative basket and a small sign add subtle touches to the inviting space.
Home in Greenville
4.96 out of 5 average rating, 226 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 serene view of a private fishing lake is captured from the cabin's front porch. Colorful trees with autumn foliage frame the scene, reflected in the calm water. The landscape is bordered by grassy areas, enhancing the tranquil atmosphere.
Cabin in Brighton
4.97 out of 5 average rating, 106 reviews

Log Cabin with Breathtaking View

Relax, kick back and take in the view. Cozy log cabin nestled in the woods with a breathtaking view of a private 2 acre stocked fishing lake. Private master bedroom features queen sized bed, and attached bath. Loft sleeps four with two full beds and an air mattress. Full kitchen with stove, full size fridge, microwave and dishwasher. Living room with sofa and dining room. Charcoal Grill, fire pit, picnic area, and walking trails. Pets are welcome.

Top guest favorite
An inviting exterior is highlighted by soft lighting from string lights above, illuminating the pathway leading to a welcoming front door. The surrounding gravel area features neatly arranged plants, while a modern structure stands amidst a tranquil setting, with additional outdoor space visible in the background.
Guesthouse in Carlinville
4.99 out of 5 average rating, 141 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 favorite
A cozy retreat is nestled among lush greenery, featuring a screened porch and large windows. A hammock is strung between two trees nearby, enhancing the outdoor leisure space. The grassy area surrounding the building offers ample space for activities or relaxation.
Home in Carlinville
4.97 out of 5 average rating, 119 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 favorite
Home in Litchfield
4.99 out of 5 average rating, 143 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 favorite
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, 146 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 favorite
A wooden decking area features a set of lounge chairs and a circular table with seating, surrounded by lush greenery. The view opens to a calm lake, with kayaks and orange floats positioned nearby, inviting relaxation and outdoor activities.
Cottage in Vandalia
4.85 out of 5 average rating, 404 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.

Top guest favorite
Home in Raymond
5 out of 5 average rating, 30 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 favorite
Home in Hillsboro
4.93 out of 5 average rating, 28 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 favorite
A hot tub is situated outdoors, illuminated by soft blue lights. The surrounding area features a pathway with low lighting, enhancing the evening ambiance. The hot tub displays a sleek design, inviting relaxation and tranquility.
Cabin in Hillsboro
4.94 out of 5 average rating, 274 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.

Popular amenities for Litchfield vacation rentals

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  4. Montgomery County
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