Vacation rentals in Fillmore

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Top-rated vacation rentals in Fillmore

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Guest favorite

Rental unit in Edwardsville

4.92 out of 5 average rating, 287 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

Cottage in Effingham

4.94 out of 5 average rating, 500 reviews

Centrally located, Peaceful Cabin by the Beach

The cabin sits in the trees along beautiful Lake Sara. The newly remodeled 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!

Guest favorite

Home in Brownstown

4.92 out of 5 average rating, 218 reviews

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

House with hot tub on back covered patio. 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 placed before 9-8-24 will have a 11 am checkout time & any bookings after 9-8-24 will have 10 am checkout.

Guest favorite

Farm stay in Pocahontas

4.95 out of 5 average rating, 197 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.

Guest favorite

Cottage in Brownstown

5 out of 5 average rating, 147 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

Cottage in Sullivan

4.99 out of 5 average rating, 198 reviews

Lakewood Cottage #1 @ Lake Shelbyville

A completely renovated cottage, nestled in the country of Sullivan, just minutes from boating, camping, golf, theatre style shows, and more. If you are looking for peaceful nights, this place is for you! Surrounded by trees and nature where many days you will catch deer roaming the yard. Plenty of yard space for games, a fire table to converse around, and chairs on the porch to sit back, relax, and take in the tranquil sounds that surround you here at Lakewood Cottage.

Guest favorite

Home in Litchfield

4.96 out of 5 average rating, 104 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.

Guest favorite

Home in Greenville

4.93 out of 5 average rating, 123 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

Guesthouse in Effingham

4.91 out of 5 average rating, 310 reviews

Country cottage tiny home.

This 240sq ft cottage offers big living in a tiny space. The cottage is on our 2 acre property that is used for a hobby farm and primary residence. The cottage features luxury vinyl flooring, granite counter tops and an updated farm house feel. The queen size bed is sure to provide the right amount of comfort. When you wake up, walk on over and grab a cup of coffee from the keurig. Enjoy a walk around to see the goats and chickens before heading off for the day.

Guest favorite

Loft in Vandalia

4.94 out of 5 average rating, 230 reviews

Cozy Christmas 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 Vandalia

5 out of 5 average rating, 134 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.

Guest favorite

Rental unit in Vandalia

4.98 out of 5 average rating, 441 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.