Holiday rentals in Greenville

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Top-rated holiday rentals in Greenville

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Top guest favourite
A living room area features a beige sofa, complemented by two table lamps. A round wooden coffee table sits in front, and the space leads to a dining area with a wooden table and chairs. Light-colored walls create a bright and open atmosphere.
Loft in Vandalia
4.9 out of 5 average rating, 146 reviews

Unique Apartment with Amazing Views

Abe’s Apartment 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, and a remote work space. 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 2nd level and will require you to climb 1 flight of stairs. For events please contact the host

Superhost
Flat in Soulard
4.91 out of 5 average rating, 122 reviews

Rustic Soulard • Queen • WiFi • Laundry • Patio

Rustic Retreat in Soulard – Walk to Bars & Farmers Market! Unwind in this cozy 1-bedroom escape in the heart of Soulard, where rustic charm meets modern comfort. Enjoy a plush Queen bed with premium linens, fiber WiFi (500 Mbps), and a fully stocked kitchen with Keurig. The spacious living area is perfect for relaxing, and the in-unit washer/dryer adds convenience. Just steps from Soulard’s vibrant nightlife, top restaurants, and the historic Farmers Market, with a Walk Score of 89. Book today!

Top guest favourite
A view from the living area into the bedroom, showcasing a serene space with a queen-size bed dressed in crisp white linens and accented by earthy throw pillows. Natural light illuminates the room, complemented by a ceiling fan and light-toned wooden flooring.
Flat in North Hampton
4.99 out of 5 average rating, 192 reviews

The Zen Den - Centrally Located, Calm and Tranquil

The Zen Den was conceptualized out of a desire to create a calm and peaceful oasis centrally located in the North Hampton neighborhood of St. Louis where parks, cafés, restaurants, and entertainment are only minutes away. The space features modern appliances, contrasted with soft light features and natural building materials, such as reclaimed lumber, to convey a sense of calm and tranquility. Ideal for those guests seeking to retreat at the end of a busy day exploring or remote working.

Guest favourite
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, 254 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.

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, 187 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
4.87 out of 5 average rating, 119 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 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, 207 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 favourite
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.
Guest house in Carlinville
4.99 out of 5 average rating, 134 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 favourite
Home in Lebanon
5 out of 5 average rating, 508 reviews

Close to St Louis, Scott AFB & McKendree

"Bungalow Five-O-Two" is located in historic Lebanon, Illinois. Built in 1885, Bungalow-Five-Two has been completely renovated to offer modern accommodations while maintaining its charm and integrity. Conveniently located within walking distance to McKendree University and the amazing restaurants and quaint shops of Lebanon. Only a 15 minute drive to Scott AFB, 10 minutes to MIdAmerica Airport, and 30 minutes to St. Louis.

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, 164 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 favourite
A spacious dining area features a wooden table surrounded by six chairs. Light-colored walls and a neutral-toned floor create an open feel. Through an archway, a living area is visible with comfortable seating and natural light flowing through windows.
Home in Litchfield
4.93 out of 5 average rating, 158 reviews

Jackson House; PETS WELCOME

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 favourite
The exterior of the house is shown, featuring a well-maintained wooden façade with a combination of earthy colors. The front porch is enclosed, and an American flag is displayed outside. Lush green grass surrounds the property, bordered by trees in the background.
Home in Brownstown
4.9 out of 5 average rating, 308 reviews

House By The Woods 2 bedroom/sleeps 7

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 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 back yard & 4pm check in with 10am checkout.

Popular amenities for Greenville holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Bond County
  5. Greenville