Vacation rentals in Litchfield

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Top-rated vacation rentals in Litchfield

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Top guest favorite

Cottage in Brownstown

4.99 out of 5 average rating, 160 reviews

Shagbark Landing

Forget your worries in this spacious and serene space. Drive down the lane to a secluded 3 bedroom home newly furnished. Enjoy yourself in an open concept floor plan where there is lots of room to spread out. Spend your evenings in the living room or the family room that has a fireplace. From the family room you can step out on a deck and enjoy the view of the pond. We are located 8.5 miles from Vandalia where there are historical landmarks, great restaurants, and quaint shops.

Guest favorite

Home in Litchfield

4.96 out of 5 average rating, 134 reviews

Jackson House; PETS WELCOME

Find all of our Litchfield homes by searching "softstays" on the internet. The Jackson House is a spacious 2-bedroom home located in a safe, quiet neighborhood. PETS ARE WELCOME. It has 2 bedrooms with king-size memory foam beds. There is a washer/dryer on the main level. This home has various musical instruments for the music fan. NO cable TV. 600 meg wireless internet. There is a ring camera on the porch. You will hear trains. Two tracks run thru middle of town.

Top guest favorite

Townhouse in Murrayville

4.98 out of 5 average rating, 305 reviews

Peace on the Prairie Too - Tiny House

Need a break from Politics? Peace on the Prairie accepts all guests for who they are rather than what some might wish them to be. Whether it’s a business trip, romantic time together with your significant other, a family vacation, a girl's time away, a secluded spot to work on your music, writing, art, star gazing, or a reconnection with nature, you'll find your inspiration and renewal in this natural rural setting of 23 acres of restored prairie, timber, and wetlands?

Top guest favorite

Cabin in Jacksonville

4.97 out of 5 average rating, 339 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

Home in Greenville

4.95 out of 5 average rating, 156 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!

Guest favorite

Home in Mount Olive

4.9 out of 5 average rating, 59 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 *4 Guests Max No parties

Top guest favorite

Guesthouse in Carlinville

4.98 out of 5 average rating, 91 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

Loft in Vandalia

4.94 out of 5 average rating, 271 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.

Guest favorite

Home in Carlinville

4.97 out of 5 average rating, 109 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

Home in Brownstown

4.91 out of 5 average rating, 250 reviews

House By The Woods with hot tub 2 bedroom/sleeps 7

Hot tub on back patio until 7-6-25. We have 2 electric fireplaces, 1 bathroom, 2 bedrooms, futon & full size bed in living room that sleeps up to 7 total. It has a side outdoor covered porch with a seating area & table with chairs. Firepit area for roasting hotdogs or marshmallows. Firewood on premises. Propane grill on back patio. Small kids play area in front yard. Any bookings will have 10 am checkout

Guest favorite

Tent in Girard

4.98 out of 5 average rating, 122 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 favorite

Cottage in Vandalia

4.84 out of 5 average rating, 351 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.

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Other great vacation rentals in Litchfield

Guest favorite

Cabin in Portage Des Sioux

4.95 out of 5 average rating, 40 reviews

Serene Cabin on the Mississippi River w/kayaking!

AngelaRating, 5 stars2 weeks ago

We loved our stay in the beautiful and peaceful location and cabin. The bed was amazing and the surrounding windows made you feel like you were in nature while offering amazing views. Can’t wait to return.

Top guest favorite

Home in Edwardsville

4.96 out of 5 average rating, 24 reviews

Cozy Chicken Cottage

HeatharlyneRating, 5 stars3 days ago

This place is charming, comfortable, and was perfect for my overnight stay. Emma is responsive and friendly. I would stay here again and highly recommend.

Superhost

Farm stay in Staunton

4.82 out of 5 average rating, 74 reviews

70's Architectural country stay

TammiRating, 5 stars4 weeks ago

We really enjoyed our stay. The house is absolutely beautiful and we really appreciated all the person touches they has around the house. It blew us away that the owner Dennis and his brother built the house, with a very impressive architectural design in just 1 year. Joan made the absolutely beautiful stained glass windows, and the amazing paintings on the wall were painted by their daughter and Joan's brother! We could really tell they love that house and they take very good care of it. The kids had so much fun playing pool, ping pong and watching movies in the basement. They also had a great time outside swinging on the tree swings and looking at the cows. My son left his blanket ( which is his lifeline) and Joan was kind enough to let me know that she had found it and even washed it and set it out for us to come back and get it. I really appreciated that.

Cabin in Vandalia

4.85 out of 5 average rating, 519 reviews

Sonnemann Cabin

KenRating, 5 stars1 month ago

We fell in love the moment we stepped inside. Definitely not for the hotel with the pool set, but was exactly what we wanted - a rustic log cabin from the historic past. It is set in the woods and wrapped with vines giving it a storybook feel. Paths are mowed through the woods to allow unobstructed walks surrounded by towering hickory trees and thousands of flowers. We will be back. Maybe again this summer, but for sure next spring when the dogwood trees and flowers are in full bloom. Thank you Bill, for making your cabin available. We would like to meet you next time to learn more about the history of the property.

Top guest favorite

Apartment in Bunker Hill

5 out of 5 average rating, 24 reviews

The Loft

CoryRating, 5 stars1 week ago

Super cute, cozy place. Would definitely book again when making a trip out to this area!

Top guest favorite

Apartment in Vandalia

4.98 out of 5 average rating, 115 reviews

The Hidden Gem

KathyRating, 5 starstoday

“The Hidden Gem” was just that. We needed a place to sleep over for the night during a vacation and this place was perfect. Clean, comfy, spacious, well stocked on everything! I would definitely recommend this spot if you’re passing that way!!

Guest favorite