Holiday rentals in Trenton

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Top-rated holiday rentals in Trenton

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Guest favourite
A sparkling pool is surrounded by a spacious patio featuring several green plants in blue pots. A decorative wall with an American flag adds character, while the area is bordered by a white fence and trees provide a natural backdrop.
Home in Belleville
4.95 out of 5 average rating, 274 reviews

The Pool House 1-Bedroom Home with Hot Tub & Pool

Soak in the hot tub or relax poolside at The Pool House! Its country setting is perfect for a relaxing stay, romantic getaway, business trip or spending time with your family. Enjoy a full kitchen, electric fireplace and spacious bedroom. *No parties allowed *No pets allowed *No smoking allowed *No photo shoots allowed Maximum of 5 guests We DO NOT have a TV, but you're welcome to bring one. We DO have WIFI. **Military discount is available. Please message us first by clicking "Contact host

Top guest favourite
Flat in Edwardsville
4.93 out of 5 average rating, 391 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 favourite
Cabin in Belleville
4.99 out of 5 average rating, 152 reviews

Private cabin 3bd/2ba - 15min to STL & Scott's AFB

Hello! We have worked hard to make the cabin as cozy as possible! Privately located, on a 3 acre lot with everything you'll need! Close to Scott's AFB, and only 15minutes to downtown. 22$ Uber ride to Busch Stadium. The backyard sits up against 3 wooded acres. Wood burning fire place and fire pit in in back. King bed in master and downstairs with a queen in the loft. 65'' TV, Keurig maker, 5gal water dispenser, WiFi, full kitchen, + 2 washer/dryers. Professional clean before and after.

Superhost
The modern home features a spacious wooden deck with steps leading to a well-maintained garden. Large glass doors dominate the front facade, allowing natural light to flood the interior. Lush trees provide a serene backdrop, complementing the inviting outdoor space.
Home in Caseyville
4.89 out of 5 average rating, 114 reviews

Relaxing Oasis with Free Bottle of wine+brkfst

Enjoy serenity and tranquility at our modern home tucked away in a private setting just 5 short minutes from Downtown St Louis. Complementary bottled water, continental breakfast(packaged muffins) and a bottle wine will pamper you the moment you arrive.Unwind in our luxurious multifunction shower+memory foam mattress Test your swing on our scenic driving mat or unwind around the crackling outdoor fire pit. Spa and Special Occassion add-on packages available. Private off street parking.

Top guest favourite
A welcoming front porch features a sturdy wooden door with decorative glass panes. Two wicker chairs with plush cushions are positioned beside a small table, creating a cozy seating area. Natural light highlights the brick exterior and surrounding greenery.
Flat in Edwardsville
4.98 out of 5 average rating, 138 reviews

Cozy Historic Downtown Edwardsville Charmer

Spacious and cozy with hardwood floors throughout. Beautifully restored to its original 1920’s glory. Set up to meet your needs. Clean, uncluttered spaces, full kitchen, Wi-Fi, and the basics for an easy stay. Third bedroom offers office space in addition to bunk beds. Relax on the front porch in this lovely neighborhood. Just a few blocks from main street’s offering of coffee shops, restaurants & entertainment. MCT bus stop across the street for easy access to SIUE & St. Louis.

Top guest favourite
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.
Guest house in Mascoutah
4.95 out of 5 average rating, 288 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 favourite
Home in Mascoutah
4.96 out of 5 average rating, 472 reviews

The Doll House

Not suitable for work groups. Our Victorian doll house is Listed on the National Register of Historic Places, it maintains its original features yet is updated with modern conveniences. The kitchen is fully equipped. Wifi is available and the home is within walking distance of restaurants and shopping. Enjoy the peaceful backyard while you sit on the porch & relax. An easy drive 4 miles south of I-64. No third party bookings. Use of property to registered guests only.

Top guest favourite
Home in Greenville
4.96 out of 5 average rating, 208 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 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, 549 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.

Superhost
A comfortable living area is presented with a blue sofa adorned with decorative pillows. Two white armchairs are positioned beside a wooden coffee table, creating a cozy setting. Soft lighting from an arc floor lamp enhances the inviting atmosphere of the neutral-toned room.
Home in Belleville
4.86 out of 5 average rating, 151 reviews

Stylish Home in Belleville

Have fun staying at the stylish Green Oasis of Belleville. Enjoy a spacious stay with two bedrooms, one bathroom, and garage access. - Contact-Free Entrance and Check In - One California King in the Primary bedroom and two twin beds in the spare bedroom with a futon couch. - Cozy kitchen equipped with fridge, microwave, stove and more. - Shared laundry room. Access to a washer, dryer, detergent and hamper for your convenience.

Top guest favourite
The exterior of a charming bungalow features a welcoming front porch with white railings. A wooden front door is complemented by large windows, enhancing natural light. The light-colored siding and manicured landscaping reflect a warm, inviting entrance, framed by trees with autumn foliage.
Home in Lebanon
5 out of 5 average rating, 510 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.

Guest favourite
A modern kitchen is shown, featuring sleek black cabinetry paired with light wood countertops. Natural light fills the space through a nearby window, illuminating decorative elements like a round wall art and potted plants. Appliances include a refrigerator, microwave, and coffee maker.
Home in O'Fallon
4.81 out of 5 average rating, 133 reviews

Cali Coast ☀ Cozy Little 1bd/1ba home

Cali Coast is a small early-1900's home that was remodeled in 2020. It has 1 downstairs bedroom and a sleeper sofa in the living room. There is 1 bathroom downstairs. It is equipped with a 50" Smart Roku TV, full kitchen, fast WiFi, 1 x Queen, and 1 x full sofa sleeper. It is the perfect place to crash while you’re in the Metro East/Scott AFB area! We carefully disinfect Cali Coast after each stay for your health!

Popular amenities for Trenton holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Clinton County
  5. Trenton