Holiday rentals in Fillmore

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Top-rated holiday rentals in Fillmore

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Guest favourite
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
4.75 out of 5 average rating, 44 reviews

House of the Rising Sun/ Lakefront Cabin Retreat

Escape to the House of the Rising Sun, a peaceful lakefront retreat designed for relaxation and reconnecting with nature. Enjoy fishing, and evenings under the stars beside our beautiful 3-acre private fishing lake. Relax on the covered front porch overlooking the water and fountain or unwind in the lakeside pavilion. This cozy heated and air-conditioned cabin sleeps up to 3 with queen bed and twin-size beds. A unique getaway for couples, small families, fishermen and nature lovers.

Top guest favourite
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, 205 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 favourite
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
4.88 out of 5 average rating, 130 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!

Top guest favourite
A welcoming living area features a comfortable sofa and armchair, paired with a decorative area rug. A flat-screen TV is mounted near a stone fireplace, surrounded by natural light from the windows. Indoor plants add a touch of greenery to the space.
Cottage in Effingham
4.94 out of 5 average rating, 587 reviews

Waterfront Cabin•Boat Dock, Fireplace&Beach Access

The cabin sits in the trees along beautiful Lake Sara. The cabin offers a quiet place to relax and unwind. You can bring your kayaks, paddle boards or trailer your family boat along for some fun tubing and skiing on the lake. The dock allows for the boat to be left in the water till the end of your stay. The Marina, Pinky’s (waterfront restaurant), Rusty Reel (bar below Pinky’s ), Cardinal Golf Course, Lake Sara Campground and Lake Sara Beach are all a short walk from the cabin!

Superhost
Cabin in Vandalia
5 out of 5 average rating, 4 reviews

Stunning A-Frame Cabin Near the Lake | Fireplace

Escape to our beautifully restored mid-century modern A-Frame cabin, nestled on a spacious double lot just across the road from Lake Vandalia. Inside, soaring wood ceilings, a massive brick fireplace, and stylish retro decor create a cozy, bright retreat. Unwind on the screened porch or gather around the outdoor fire pit under the stars. (Note: The cabin is situated across from the lake and does not include direct water access). The perfect stylish getaway for nature lovers!

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
4.94 out of 5 average rating, 345 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 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, 235 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 favourite
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.
Flat 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

Top guest favourite
A single-story home is set on a well-maintained lawn, featuring a paved driveway leading to an attached garage. The exterior showcases a mix of light-colored siding and stone accents, framed by mature trees and shrubs, with large windows allowing natural light into the interior.
Home in Vandalia
5 out of 5 average rating, 171 reviews

Modern family friendly home in Historic Vandalia

Beautiful completely updated home with all new items. 2 blocks from the park and swimming pool, stroller in garage if needed. Across the road from the hospital, 2 blocks from public schools, 1 mile from walmart, close to many restaurants and coffee shop. Deck with outdoor seating and fenced in back yard and a corn hole game perfect for this beautiful back yard. And a charcoal grill ready to use.

Top guest favourite
A spacious country home is shown, featuring a gray gravel driveway leading to the entrance. The structure has a sloped roof and a garage door. Vibrant yellow and red chairs are positioned outside, alongside potted plants and a sun shade, creating an inviting outdoor space.
Flat in Vandalia
4.98 out of 5 average rating, 532 reviews

The 8th Hole

Enjoy a quiet country setting stay, on the edge of town. Only 2 miles from interstate 70. This is an upstairs luxury apartment with steep stairs to the entrance. It can accomodate up to 4 people comfortably. Vandalia has lots to offer. The historic Old State Capitol where Abraham Lincoln once visited , a walking trail in Rogier Park and beautiful Vandalia Lake.

Guest favourite
Home in Raymond
5 out of 5 average rating, 34 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 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, 33 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 Fillmore holiday rentals

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