Vacation rentals in Greenville

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Top-rated vacation rentals in Greenville

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Top guest favorite

A well-lit outdoor space is presented, featuring a wooden walkway leading to a cozy fire pit surrounded by natural landscaping. Soft string lights create a warm ambiance, enhancing the serene atmosphere of the wooded area, perfect for evening gatherings.

Apartment in Edwardsville

4.92 out of 5 average rating, 365 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.

Top guest favorite

A cozy bedroom is displayed with a four-poster bed dressed in blue linens. Plush pillows and a soft throw blanket add warmth. Natural light filters through window treatments, complementing the gentle color palette of the walls.

Home in Centralia

4.93 out of 5 average rating, 100 reviews

Roaring 20s Bungalow

The whole group will enjoy easy access to everything from this centrally located place. Built in 1921 this Bungalow features large rooms to gather. Bedrooms are spacious with walk in closets and new queen size Sealy Posturepedic mattresses. The kitchen has all the amenities of home. Linens and towels are provided. Bathroom has tub/shower combo. Enjoy reading a book in one of 3 window seat nooks or coffee on the screened in front porch. Yard is fenced and pets are negotiable. Come and relax.

Guest favorite

An open interior features a cozy seating area with a dark leather chair and a spacious bed dressed in soft linens. Natural light enters through two windows, while wooden beams and a sloped ceiling add warmth to the space. A kitchenette is visible in the background.

Tiny home in Whittington

4.93 out of 5 average rating, 178 reviews

Tiny Cottage of Whittington

This cozy tiny home is located a little over one mile off of Interstate 57 and within two miles of Rend Lake. Whether traveling through and needing an easy one night stay or a weekend getaway, this is the place for you. Located in the quiet village of Whittington, the property has great access to the area while providing a peaceful stay on the edge of the country. Our property has multiple rental buildings, but there is plenty of parking space for anyone traveling with a pickup and trailer.

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, 242 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

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, 104 reviews

*Tiny Home In The Woods*Firepit*Cozy*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 favorite

The exterior of the carriage house is displayed, featuring a charming entrance with a white front door and large windows. A wooden bench provides seating on the porch, and the garage door is painted in a contrasting color. Surrounding greenery enhances the inviting appearance.

Guesthouse in Mascoutah

4.95 out of 5 average rating, 265 reviews

The Carriage House

Cute and cozy, this tiny carriage house is packed with charm. Originally used as a place to store a horse-drawn carriage, this delightful building has been completely refurbished with everything you need for a clean and comfortable stay, including endless hot water, vinyl plank flooring, front porch, laundry, and eat-in kitchen. The bedroom has a queen bed, comfy recliner, and Roku-enabled TV. Please notify me if you are bringing any pets. I want to know dog breed and age.

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, 289 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 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, 185 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 charming brick cottage is situated along a brick-lined street, adorned with vibrant greenery and flowering plants. The entrance features a light green door framed by lush plants, while large windows provide a glimpse of the inviting interior.

Cottage in Belleville

4.96 out of 5 average rating, 506 reviews

The Historic Garfield Inn

Welcome to the Garfield Inn. A cozy cottage off a brick-lined street in an historic Belleville neighborhood. Coffee, tea, hot cider and chocolate are provided. We are in walking distance to downtown Belleville, and free parking is available. The neighborhood is quiet and peaceful. There is a barbeque grill, covered back patio, gazebo and lovely gardens. Small well-behaved dogs are welcome. Enjoy your privacy The light is always on. We can't wait to see you.

Top guest favorite

A small, modern building is presented with blue siding and a stone foundation. A wooden pathway leads to a white front door, bordered by simple landscaping with gravel. Lush greenery is visible on both sides, enhancing the sense of privacy.

Guesthouse in Carlinville

4.98 out of 5 average rating, 111 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.

Guest favorite

An aerial view captures the Burnside Bay House nestled on a spacious property surrounded by lush greenery. The landscape features winding waterways and wooded areas, highlighting the natural beauty and openness of the 27 acres available for exploration.

Home in Carlyle

4.92 out of 5 average rating, 104 reviews

Carlyle Lakehouse on 27+ Acres - Family Friendly!

Welcome to Burnside Bay House, a 4300+ sq. ft home with a huge deck, patio, 2 kitchens, and 27 acres to explore! It's only an hour and 15 minutes from STL! You can walk down to the water or take a short ride to the boat ramp. Bring your boat, jet skis, and water toys. There's plenty of parking on site! Newly remodeled and decorated with carefully selected furnishings & decor. Come relax and enjoy the lake & the views!

Top guest favorite

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, 155 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.