
Holiday houses in Trenton
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Top-rated holiday rentals in Trenton
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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
FamilyLocationAccuracy
4.95 out of 5 average rating, 317 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.
FamilyValueHospitality
4.93 out of 5 average rating, 441 reviews
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.
ValueFamilyNearby
4.86 out of 5 average rating, 128 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.
LocationValueAccess
4.93 out of 5 average rating, 283 reviews
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.
FamilyValueHeating
5.0 out of 5 average rating, 121 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.
LocationValueSleep quality
4.97 out of 5 average rating, 330 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.
ValueLocationSolo travel
4.96 out of 5 average rating, 494 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!
ValueLocationAccess
4.96 out of 5 average rating, 249 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.
ValueLocationView
4.96 out of 5 average rating, 621 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.
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 553 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!
FamilyLocationBathroom
4.9 out of 5 average rating, 116 reviews
Bluebird Cottage
Make yourself at home in our newly remodeled little blue cottage, long driveway for plenty of parking and fenced in back yard perfect for pets. The cottage has 2 identical bedrooms with medium firmness memory foam mattress with a jack and jill full bathroom and bonus bedroom perfect for kids or an extra guest. Kitchen is fully stocked with cook wear and a Keurig coffee maker.
ValueFamilyLayout
4.88 out of 5 average rating, 108 reviewsPopular amenities for Trenton holiday rentals
Other great holiday rentals in Trenton

Loft on the Square
LocationFamilyLayout
5.0 out of 5 average rating, 27 reviews
The Loft on Old Rt 50
FamilyValueCleanliness
4.94 out of 5 average rating, 86 reviews
Spacious luxury loft in the heart of Highland!
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 12 reviews
The Greenhouse
FamilyCleanlinessGetting around
4.9 out of 5 average rating, 10 reviews
The Nest @ OliveOaks near Breese and Carlyle
FamilyValueKitchen
4.97 out of 5 average rating, 64 reviews
Cozy Cottage on 6 Private Acres!
FamilyLocationQuiet
5.0 out of 5 average rating, 48 reviews
Dam side Getaway
LocationFamilyRiver
5.0 out of 5 average rating, 16 reviews
Spacious 4BR Retreat w/ Hot Tub and Pool Table
FamilyLocationBathroom
4.89 out of 5 average rating, 81 reviewsDestinations to explore
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- Busch Stadium
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