Vacation rentals in Fillmore

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Top-rated vacation rentals in Fillmore

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

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Top guest favorite

An outdoor fire pit area features several metal chairs arranged around a gravel circle. A cabin stands in the background, surrounded by trees shedding autumn leaves. Clear blue skies above provide ample natural light.

Cabin in Salem

4.98 out of 5 average rating, 119 reviews

Spillway Cabin’s (Brand new!) West Cabin

The Spillway Cabins are new construction with new everything! Our little slice of heaven is yours to explore and enjoy. Each cabin(west and east) have 2 br/2bth, hot tub, gas grill, Starlink internet, large flatscreen TV’s, fully stocked kitchen, and fire pits! From the south side of the cabins you will find a pathway that will take you through our 7 acres of woods and down to a lakeside pergola that has comfortable outdoor furniture, a bar, and view of our beloved Centralia Lake and spillway.

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Guest favorite

An open-concept kitchen and dining area features warm wooden cabinets and a round dining table with matching chairs. The space is illuminated by natural light from skylights and windows, with seating arrangements visible in the background. A cozy living area is positioned to the right.

Farm stay in Pocahontas

4.93 out of 5 average rating, 280 reviews

Hilltop Ranch Home on 25 acres bathed in starlight

Welcome to our Hilltop Ranch Home! You will find a relaxing getaway for your entire family or several couples. There is 1800 sq ft on the first floor including a master bedroom with ensuite bathroom boasting a jacuzzi tub, a fully stocked kitchen, gas fireplace, and an attached 2-car garage. In the walkout basement, there is a fourth bedroom, full bath and a TV area. A patio adjoining the dining room, a charcoal grill, and full-size hot tub-all perfect for entertaining your whole group.

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Top guest favorite

A spacious lawn leads to a serene three-bedroom home, surrounded by trees and greenery. The property features a view of a pond in the distance, with the American flag gently waving near the entrance.

Cottage in Brownstown

4.99 out of 5 average rating, 211 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.

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Guest favorite

A cozy tiny house is nestled among trees, featuring a welcoming front porch with a swing. Two bear sculptures stand at the entrance. A fire pit surrounded by chairs is visible in the gravel yard, inviting outdoor relaxation.

Tiny home in Mulberry Grove

4.89 out of 5 average rating, 134 reviews

Cozy Tiny Home in Woods w/ Firepit & Porch Swing

Need a break? Some time to relax and breathe? Come get away from it all at this TINY HOME in the woods. Roast s'mores around the fire pit, go kayaking on nearby Carlyle Lake, stargaze on the porch swing with a cozy blanket...or just cuddle up and binge watch your favorite shows in front of the fireplace. Fully updated with everything you need: full size washer/dryer, stocked kitchen, smart TVs, wifi, outdoor grill, 2 RV hookups, space to park a boat - conveniently right off of I-70!

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Superhost

The exterior of the cozy she-shed is showcased with a bright green metal roof and red wooden siding. Two chairs and a small table are positioned on the front porch, providing a relaxing spot. A portable restroom is visible to the right, set against a backdrop of greenery.

Tiny home in Fillmore

4.72 out of 5 average rating, 47 reviews

House of the Rising Sun/ Lakefront Cabin Retreat

Escape to the House of the Rising Sun, a peaceful lakeside glamping retreat beside our beautiful 3-acre lake. This cozy one-room cabin has heat & A/C and sleeps up to 3. There is no indoor bathroom. Guests have a privated outdoor hot Water shower and porta potty. Private back patio with table, two chairs and gas grill. Enjoy fishing the covered front porch overlooking the water and fountain, and lakeside pavilion. A unique getaway for couples, fishermen and nature lovers.

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Top guest favorite

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

4.94 out of 5 average rating, 351 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!

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Top guest favorite

Home in Brownstown

5 out of 5 average rating, 14 reviews

Whitetail Acres

Relax and unwind in a quiet, welcoming setting surrounded by serene and beautiful nature. Enjoy fresh air, open spaces, and the calming sounds of the outdoors. With abundant wildlife nearby and plenty of natural beauty in every direction, this is the perfect place to slow down, reconnect, and create lasting memories. Located only 8 miles from historical Vandalia and 3 miles from Interstate 70 you will have easy access to fine dining, unique shops, and local attractions.

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Guest favorite

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, 242 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!

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Superhost

A compact kitchenette is featured, showcasing black appliances including a refrigerator and stovetop oven. A sink with a modern faucet is set against a wooden countertop. Storage cabinets are present, and a clock is mounted on the wall. Natural light illuminates the space.

Apartment in Hillsboro

4.94 out of 5 average rating, 101 reviews

Lakehouse Studio Unit - The Historic Red Rooster Inn

The building has been renovated and two very special overnight accommodations have been created. The location is close to 4th of July Point, Sherwood Forest Campground, Glenn Shoals Lake South Marina, Hillsboro Country Club Golf Course, and is just a few miles from downtown Hillsboro. The tranquil lake setting will prove to be a peaceful retreat from hectic life and a wonderful place to unwind while visiting local family and friends

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Top guest favorite

The exterior of a charming home is framed by vibrant flower beds and well-maintained landscaping. A welcoming porch with white columns displays hanging plants, while a stone pathway leads to the entrance. Tall lantern-style lights stand at the sides, adding to the inviting atmosphere.

Home in Vandalia

5 out of 5 average rating, 28 reviews

That House on 8th Street

Charming corner-lot home with beautiful landscaping, offers 2 King beds, 1 Queen, and 1 Queen pull out, 2 full baths, and full laundry. Enjoy a well-equipped kitchen with dishwasher, fast WiFi, workspace, TV, and smart security locks. Free covered parking included. Located minutes from downtown, parks, restaurants and coffee shops—perfect for work or relaxation. Comfortable, spacious, and convenient for families or groups.

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Top guest favorite

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, 315 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

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Guest favorite

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

4.94 out of 5 average rating, 288 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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