Holiday rentals in Troy

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Top-rated holiday rentals in Troy

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Top guest favourite
A well-lit outdoor space is presented, featuring a wooden walkway leading to a cozy fire pit surrounded by natural landscaping. Soft string lights create a warm ambiance, enhancing the serene atmosphere of the wooded area, perfect for evening gatherings.
Flat in Edwardsville
4.92 out of 5 average rating, 370 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
A round wooden dining table surrounded by four chairs is featured in the foreground. The kitchen is visible in the background, showcasing light-colored cabinets and stainless steel appliances. A breakfast bar with additional seating is located beside the kitchen area.
Home in Granite City
4.97 out of 5 average rating, 223 reviews

Cozy 2-bedroom home minutes from ST. Louis, MO

Welcome to the Sheridan House. This cozy 2-bedroom home is located in a quiet neighborhood. It sets on a corner lot with a large back yard and a parkway across the street. Spend relaxing evenings on the patio, grilling your dinner. Or challenge your partner to a game of ping pong in the basement rec room. Centrally located, you can spend your days exploring attractions in Saint Louis, Mo, Alton and Edwardsville, IL. Just minutes from World Wide Technology Raceway, Busch Stadium, & the Arch.

Top guest favourite
The Midcentury Modern Architecture Museum is presented in a single-story building, showcasing clean lines and large windows. Surrounding the museum is a well-maintained lawn, featuring various trees that provide shade, with a sign indicating the museum's name at the entrance.
Guest suite in Belleville
4.95 out of 5 average rating, 238 reviews

Aunt Vi's Apt by Belleville Historical Society

Studio apartment furnished in authentic mid century style. Licensed and inspected. 15 minutes from downtown St Louis with the Arch, Busch Stadium, home of the Cardinals, Cahokia Mounts historical site, 15 min. from historic downtown Belleville, world famous Art on the Square. Apartment minutes from locally owned shops, restaurants and brew pub. Appropriate for world travelers interested in architecture, tour the in progress MidCentury Architecture Museum right outside your turquoise door!

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, 243 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
The exterior of a chalet is illuminated at night by warm string lights. Large windows reflect soft interior light, revealing a cozy atmosphere. The wooden deck is accessed by a railing, creating a welcoming entry. Trees are visible in the background, adding natural charm.
Home in Dittmer
4.96 out of 5 average rating, 539 reviews

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

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, 126 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.

Guest favourite
The living area features a neutral-toned sofa facing a wall-mounted television. A stone fireplace is centered in the room, complemented by two lamps on side tables. Decorative wall art and a light rug add subtle visual interest, creating a cozy and welcoming environment.
Home in Belleville
4.9 out of 5 average rating, 216 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.

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
4.96 out of 5 average rating, 271 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
The charming Victorian house features a distinct architectural style with decorative trim and a welcoming front porch. A small yard is visible, along with a neighboring shed, and a gravel path leads to the porch steps, surrounded by lush greenery.
Home in Mascoutah
4.96 out of 5 average rating, 461 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.

Superhost
A charming brick house is set amidst a lush green lawn, with a walkway leading to the front door. Large windows frame the entry, and a tall chimney rises from the side, surrounded by mature trees providing shade.
Home in Edwardsville
4.89 out of 5 average rating, 158 reviews

Brick B&B - 3Bed 2Full Bath! Downtown Edwardsville

Welcome to the Brick B&B! Proudly located in Downtown Edwardsville, IL. This newly renovated house is located in a quite neighborhood, only 28 min drive from Downtown St. Louis. Enjoy a short walk or a quick drive to many local coffee shops, boutiques, spas, restaurants, and bars. Other local activities include: City Park only a 3 min walk, an entrance to the Madison County Transit bike path is a quick 6 min walk, & 10 min drive to SIUe campus. Permit # 031602

Superhost
A bright and open living space is showcased, featuring a comfortable sofa and a television mounted above a cozy fireplace. A dining area with a wooden table is visible, adorned with a simple centerpiece. A staircase leads to the upper loft, enhancing the airy atmosphere.
Home in Soulard
4.85 out of 5 average rating, 478 reviews

The Soulard Cottage | There Is Only One

Built in 1894, this historic, free-standing Cottage is a staple in Soulard. The Soulard Cottage is steps away from McGurks, Dukes, Mollys and all of Soulard's hottest spots! Not to mention, less than a 8 minute Uber to The Arch, Busch Stadium (Cardinals), Enterprise Center (Blues), the City Museum, The Aquarium and so much more! Here for business? Perfect! Here for a game? Perfect! This cottage will give you a truly unique experience while you explore St. Louis.

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, 513 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.

Popular amenities for Troy holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Madison County
  5. Troy