Holiday rentals in Trenton

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

Wooded Oasis Free Bottle of wine+brkfst+golf

Modern 1-bedroom metropolitan St. Louis area Airbnb just 5 minutes from Downtown STL, tucked away in a peaceful setting. Outdoor fire pit, and mini-golf/driving mat. Perfect for couples, romantic getaways, weekend escapes, & business stays. Enjoy complimentary bottled water, continental breakfast (packaged muffins)&wine.Memory foam mattress, luxury multifunction shower, Private parking included. Enhance your stay w/ special occasion décor, charcuterie boards, and romantic picnic dinner baskets.

The Greenhouse

The perfect place to stay while visiting Mascoutah, Scott AFB, or for sports tournaments in Mascoutah or O’Fallon. The NEW Greenhouse in Mascoutah, IL is in a very safe, family-friendly small-town community full of charm. Our funky outdoor-themed 3BR/2BA stay features new vinyl floors, updated kitchen & baths, on-site parking, a pet-free fresh vibe, and all the essentials. Enjoy the back patio. Walk to Main Street shops, Joe’s Pizza, parks & bars. No parties or loud groups. Close to Boeing too!

The Maple Cottage

Enjoy a stylish Two bedroom cottage Nestled in the backroads of Caseyville, our charming house offers the perfect blend of comfort and convenience. The Maple Cottage is just a stone's throw away from I64 and a vibrant shopping district in Fairview Heights, making it easy to explore local boutiques, restaurants, and entertainment options. The cottage features a comfortable living area, a fully equipped kitchen for your culinary adventures, and a peaceful bedrooms designed for restful nights.

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.

Beautiful craftsman style home, built in 1930.

Take the stress out of travel knowing you have a home away from home awaiting you. It’s said that wherever you go becomes a part of you somehow. The Nook is a place where friends and family gather and memories are made – the ones you take with you and cherish. It's a place where time stands still allowing you to soak in every moment. The calm pace of this quaint little town and the comfort of the Nook will allow you to pause for a moment, enjoy life, and find your happiness.

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.

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.

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.

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.

Spacious luxury loft in the heart of Highland!

Stay in the heart of downtown Highland in this spacious luxury loft! You’ll have two cozy bedrooms, a fully equipped gourmet kitchen, and a bright great room with a gas fireplace. Enjoy stunning views of the square and fountain or relax on your large private deck — perfect for morning coffee or evening wine. (Not handicap accessible.)

Swiss Post Apartment - A

Experience comfort and charm in our newly renovated short-term rental apartment, featuring modern amenities and a cozy ambiance. Enjoy your morning coffee or evening glass of wine on the private balcony, which offers a delightful view of the quaint town square below. Perfect for a relaxing getaway with a touch of local flavor.