Vacation rentals in Trenton

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Top-rated vacation rentals in Trenton

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Top guest favorite

A well-organized bathroom features a modern vanity with a round mirror and stylish lighting. Soft towels are neatly arranged on a nearby shelf. The space is brightened by neutral wall tones and a soothing tile floor, creating a calm environment.

Home in Millstadt

4.95 out of 5 average rating, 311 reviews

Deluxe Barndominium | King bed + Pkg

Enjoy the unique historical setting of this recently remodeled Barndominium, just 5min away from DT Millstadt and 20min from DT St. Louis. Learn the old Illinois ways by relaxing in a contemporary decorated barn that was once an honor system farm stand. Blend of comfort, stylish décor & a rich amenity list are there to satisfy your every need. ✔ 2 Comfy Bedrooms (King Bed, Single over Double Bunk) ✔ Fully Equipped Kitchen ✔ Open Living Area ✔ 55’’ Flat-Screen TV ✔ Fast internet See more below

Top guest favorite

A fire pit surrounded by a circular stone border sits on a gravel area, offering a cozy gathering spot. Several comfortable chairs are arranged around the fire. In the background, a wooden deck is illuminated by string lights, enhancing the outdoor ambiance.

Apartment in Edwardsville

4.92 out of 5 average rating, 336 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.

Guest favorite

Farm stay in Freeburg

4.76 out of 5 average rating, 223 reviews

Sweet Farm Stay

Wonderful, quaint simple farmhouse with nice decor, trees & acres! 1898 home updated 2008. Central Air and new heating system 7/21/24 Yeah!!! Main floor-full bed 2 quests . Two firm futons in adjoining living room great for children. Teens & adult guests are welcome to stay upstairs where there is a full and twin bed. No children please upstairs - steep steps and no protected windows. Note: no WiFi : if your phone or device supports hot spots your set. Swing set/dog kennel, bbq

Guest favorite

The entryway features a staircase with a textured carpet, leading to the upper level. A front door is positioned on the right, accompanied by a floor lamp and decorative wall hangings. Hooks for coats are mounted on the wall, and a potted plant adds a touch of greenery.

Home in Belleville

4.91 out of 5 average rating, 176 reviews

Beautiful 3 Bedroom Townhouse

Stay close to everything while enjoying the charm of this peaceful townhome in Belleville! Conveniently located near I-64 and SAFB. Just 20 minutes from downtown St. Louis, this 3-bedroom, 1.5-bath home is perfect for exploring the city while avoiding the noise. Nestled in a quiet neighborhood, it’s the ideal spot to unwind after a day of sightseeing. With a fully fenced backyard and cozy atmosphere, this inviting space has everything you need for a relaxing and memorable stay.

Guest favorite

A front porch features two comfortable Adirondack chairs made of natural wood, positioned on a wooden deck. The porch is bordered by a decorative railing, and greenery can be seen in the background, enhancing the inviting outdoor space.

Guesthouse in Mascoutah

4.95 out of 5 average rating, 240 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 illuminated pool area features a sparkling blue pool surrounded by stone paving. Lounge chairs are positioned nearby, and various potted plants add greenery to the space. Soft lighting enhances the inviting atmosphere, while a fence offers security and privacy.

Home in Belleville

4.95 out of 5 average rating, 236 reviews

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

Soak in the hot tub or relax poolside at The Pool House! Its rural 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 guest number is 5. We DO NOT have a TV, but do have WIFI. **Military discount is available. Please message us first by clicking "Contact host".

Top guest favorite

A cozy sitting area is showcased with two upholstered chairs positioned near a small wooden table. Natural light filters through a window adorned with a soft shade, illuminating the intricately patterned area rug on the dark wooden floor.

Home in Mascoutah

4.96 out of 5 average rating, 442 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 favorite

A compact bathroom is featured, showcasing a white shower curtain and a spacious sink area. A small shelving unit displays various green and blue jars. The flooring highlights warm tones, complemented by a textured bath mat in front of the toilet.

Home in Greenville

4.95 out of 5 average rating, 156 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, 458 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 bronze statue of a seated figure can be seen on a brick walkway, facing a historic white building with a clock tower. Lush green trees frame the scene under a clear blue sky, creating a peaceful outdoor atmosphere.

Loft in Vandalia

4.94 out of 5 average rating, 270 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.

Top guest favorite

A small work nook features a wooden desk with a light-colored tabletop and a stool. A lamp provides soft illumination, and a decorative plant adds a touch of greenery. A sign on the desk offers a welcoming message, while shelving above holds various items.

Home in Lebanon

5 out of 5 average rating, 445 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 favorite

A clean and bright bathroom features white marble tile walls and a shower-tub combination. A small vanity with a mirror is situated next to a basket for storage. Natural light streams in from a window above the tub, enhancing the overall space.

Home in Belleville

4.9 out of 5 average rating, 110 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

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Popular amenities for Trenton vacation rentals

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Other great vacation rentals in Trenton

Top guest favorite

A well-lit hallway leads to a modern kitchen featuring stainless steel appliances and a light-colored countertop. Neutral-toned walls and a warm wooden floor create a cohesive look. A smooth transition can be observed between spaces, highlighting a sense of openness.

Home in O'Fallon

4.98 out of 5 average rating, 54 reviews

The Bungalow on Shiloh Heights Dr

JeffreyRating, 5 stars1 week ago

This was myself and my wife's first airbnb experience. We booked Ms. Tammy's bungolowfor 11 day's. The entire experience was 5***** The home was eloquently decorated and i'll put emphasis on it that all necessities that you have at home where available. The interior was immaculate polished comfortable and relaxing. We are veterans and the military base is in close proximity. The area is peaceful and quiet. I'll close by saying i myself and my wife travel to see family in St Louis area 3-4 times a year and this airbnb will be our destination. Highly recommend!!!

Top guest favorite

A rustic stone bridge arches gracefully over a shallow creek. Smooth rocks are visible both in the water and along the banks, which are lined with lush green grass and bare trees. The scene evokes a tranquil natural setting.

Cottage in Maeystown

4.98 out of 5 average rating, 84 reviews

Quiet little village

KaelaRating, 5 stars1 week ago

We loved our stay here! quite little town, but close enough to the city! The host, Hailey, was super friendly and left super clear instructions. It was a great weekend spot!

Top guest favorite

A close-up view of a black chicken is featured, showcasing its prominent red comb and attentive gaze. In the background, a rustic chicken coop can be seen, surrounded by natural wood shavings and a fenced enclosure.

Home in Edwardsville

4.96 out of 5 average rating, 24 reviews

Cozy Chicken Cottage

HeatharlyneRating, 5 stars2 days ago

This place is charming, comfortable, and was perfect for my overnight stay. Emma is responsive and friendly. I would stay here again and highly recommend.

Guest favorite

A charming view of Highland's iconic town square showcases a mix of historic buildings. The storefronts feature diverse architectural styles, with large windows inviting passersby to glimpse local shops and eateries. A clear blue sky provides a refreshing backdrop to this lively downtown scene.

Loft in Highland

5 out of 5 average rating, 19 reviews

Loft on the Square

TimRating, 5 stars1 month ago

GREAT STAY!!! Tricia was an excellent, friendly host. We loved her pet-friendly loft in Highland. The Town Square is directly across the street so we were close to everything the town offered. Our terrific host was responsive to an inquiry early on during the trip and was so friendly to talk to. We appreciated her hospitality. It was a low stress, relaxing wedding/ Mother’s Day weekend. Thank you, Tricia!

Top guest favorite

An open kitchen and dining area feature dark cabinetry and a large island with seating. A foosball table occupies the foreground, while bar stools are positioned at the kitchen counter, providing space for casual gatherings and entertainment.

Guest suite in Highland

5 out of 5 average rating, 23 reviews

6th St Lofts beautifully designed w/modern comfort

EvelynRating, 5 stars6 months ago

One of the best houses we have stayed at! The home had so much character and charm. Our teenagers loved the games and TV in the living room. Everything was clean and inviting. Oh, and I can't forget to mention that the towels and sheets are better quality than the ones I have in my own home. Kelly is super friendly and helpful and the best host! A must stay!

Guest favorite

Cabin in Brighton

4.96 out of 5 average rating, 68 reviews

Log Cabin with Breathtaking View

CeliaRating, 5 stars5 days ago

Kristina was amazing at making sure me and my guests had what we needed. My guests received many great amenities and if we had known our furry friends could have come we would have brought them in a heartbeat 🤍 thank you so much for sharing your wonderful serenity with us!

Guest favorite

Two goats are situated in front of a rustic wooden structure. One goat, with a cream-colored coat, stands on a step, while a black and white goat is positioned on the ground. The background displays a weathered wooden wall with a window.

Farm stay in Coulterville

5 out of 5 average rating, 5 reviews

Unique Farm Stay & Petting Zoo

BonniRating, 5 stars1 month ago

I took my granddaughters to this very special place and we had a blast. Michelle and Leah provided every opportunity to interact with their pets. They really went above and beyond. We are still talking about it all remembering the names of the cow, donkeys,sheep,goats, chicken, pups,tortoise,etc. They were very patient and accommodating. We had a great time.

Top guest favorite

A lakeside pergola offers a spacious outdoor bar area surrounded by comfortable seating. Strings of lights hang overhead, complementing the scenic view of the water. The tranquil setting is framed by bare trees and natural foliage, creating a peaceful atmosphere for relaxation.

Cabin in Salem

4.97 out of 5 average rating, 78 reviews

Spillway Cabin’s (Brand new!) West Cabin

ValerieRating, 5 stars4 days ago

Loved the cottage and the walk down to the water. Will definitely recommend to family and friends! Cottage was very clean and comforting. It rained and we played the games that were there.

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Vacation rentals in Trenton

Top-rated vacation rentals in Trenton

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