Holiday houses in Troy

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Top-rated holiday rentals in Troy

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A charming country home features a well-maintained lawn and flower beds. The exterior is accented by black shutters and a decorative gnome. An American flag stands proudly, enhancing the inviting rural atmosphere. The modern design is complemented by traditional elements, creating a unique aesthetic.
Home in Troy
5 out of 5 average rating, 45 reviews

The Chicken Coop

This ain't your normal ole chicken coop or Hotel room for sure !!! This country charmer was built in 2023 with all the modern stuff, while retaining a 1923 farm vibe. She is located just outside of town only minutes from Main Street. 3 comfy queen beds and tvs in all bedrooms. 2 baths & w/i showers Fully appointed kitchen. Dining room is set up well for a relaxing family meal. Living room is stylish, comfortable We hope you find her as relaxing, and love her as much as we do !!!

Guest favourite
A rustic living area features a large stone fireplace with a cozy fire and a wall-mounted television displaying a program. Comfortable seating includes a grey sofa and a round table for dining. Decorative items add character to the room.
Guest suite in Saint Charles
4.93 out of 5 average rating, 108 reviews

The Luxury Lodge in St. Charles

The Luxury Lodge is a Private Residence at Rear of Property with Private Keypad Door Entrance, Private Parking, Outdoor Deck, Dog Run Line and 1/2 acre Fenced Backyard. Kick back & relax in this serene, spotlessly clean, stylish luxury & country living in St. Charles, MO w/ Great Scenic View. Dog friendly, comfy Queen Size Bed, Love Seat, Queen Sleeper Sofa, Large Stone Fireplace, Huge Bathroom, Rain Shower, Private Powder Room, Large Screen TV, Cable & Streaming, Kitchenette, Fridge & Dresser.

Top Guest favourite
A log cabin with a dark metal roof is featured, accompanied by a covered porch area containing two chairs. Surrounding landscaping includes a well-maintained lawn and decorative stones, providing a natural setting that complements the cabin's rustic design.
Cabin in Pacific
4.99 out of 5 average rating, 111 reviews

Catch The Dream:; An Immersive Equestrian Escape

Welcome to the most serene and immersive equine retreat in the area! We are so happy you decided to stay with us. We want you to feel relaxed and at home as you enjoy the equine activities as well as the cozy log cabin and all its features and amenities! Enjoy views of the lush property and relax as you watch the horses graze and roam. We offer customized horsemanship opportunities that accommodate each person's level of comfort and ability. Cost: $75 for two hours, maximum of two lessons/day

Top Guest favourite
Cabin in Innsbrook
4.95 out of 5 average rating, 186 reviews

Squirrel Run at Innsbrook Resort

WINTER ---> NOV-MAR: 4 -wheel drive car is recommended. In heavy snow, the cabin is deep in the woods & services would not be able to plow you out immediately. NO PARTIES. We have a 8 person occupancy. This includes holidays. Squirrel Run is nestled on 3 acres in a secluded wooded setting within the Innsbrook Resort Community. This 2-bedroom, 1-bathroom home sleeps 8 and offers everything from hiking, canoeing, swimming, or lounging around the firepit. More details on IG @squirrel_run_ibk

Top Guest favourite
A cozy studio layout features a spacious queen bed adorned with floral bedding. A round dining table with four chairs is positioned nearby, surrounded by warm hardwood flooring. Natural light enters through a window, enhancing the inviting atmosphere.
Home in Villa Ridge
4.94 out of 5 average rating, 160 reviews

Serenity Valley (No Cleaning Fee- No pets please)

Discover Serenity in this 675 sq ft Studio cottage on a private wooded lot. Cozy space with 1 queen bed & optional inflatable queen bed for up to 4 guests. Relax on the patio, enjoy a bubble bath in the vintage clawfoot tub, or take in the panoramic woods view on the couch. Amenities include WIFI, washer/dryer, fully stocked kitchen, DishNetwork, pack&play. Just 60 mins from downtown STL, 15 mins from Washington, 20 minutes from Six Flags. Your tranquil escape awaits! No pets allowed.

Top Guest favourite
A modern lower-level living area is shown, featuring a white leather sofa facing a wooden coffee table. A dining space with two chairs is situated next to a fully equipped kitchen, which includes stainless steel appliances and a microwave. Soft lighting enhances the spacious feel.
Guest suite in Wright City
4.98 out of 5 average rating, 58 reviews

Private Full Kitchen Guest Suite in Quiet Location

Newly renovated apartment on the lower level of my home. You'll have privacy and room to relax or cook a meal. You'll have your own separate heating and cooling for your comfort. I want my guest to relax and enjoy...therefore, no list of chores to complete upon checkout! Located 5 miles from hwy 70 in Wright City. Approximately 13 miles from Wentzville, 20 miles from O'Fallon, 6 miles from Warrenton and 17 miles from Troy. Maximum occupancy is 2 people age ten and up (no exceptions).

Guest favourite
A single-story house is shown with a dark blue exterior and a light-coloured porch. Seating is arranged on the porch, with a hot tub visible to the side. Surrounding trees and a clear sky contribute to the tranquil outdoor setting.
Cabin in Wright City
5 out of 5 average rating, 15 reviews

Seclusion at its finest on 90+ Acres!

Tucked away on 90 acres of private land, this cabin offers the perfect blend of peaceful seclusion and modern comfort. Surrounded by open meadows and wooded landscapes, it’s a serene retreat where wildlife and quiet moments come naturally. However, shops and essentials are just 15–20 minutes away. With a private patio hot tub, fully equipped kitchen, and a cozy indoor fireplace a comfortable stay is ensured. This is an adults-only property. Pets are welcome. Two guest maximum. No hunting.

Guest favourite
The exterior of a charming white house with red shutters is presented, featuring a neat walkway leading to the front door. A well-maintained lawn and manicured bushes flank the path, contributing to a welcoming first impression.
Home in Troy
4.98 out of 5 average rating, 41 reviews

Historic Main Street Cottage

Enjoy a stylish, unique experience at this centrally-located house on historic Main Street. You will feel right at home in our newly remolded house which includes a new kitchen, bathroom and both bedrooms have new queen size Sterns and Foster mattresses. Enjoy relaxing on the covered back porch with a charcoal grill. Home is within walking distance of historical building; 1822 courthouse, Woods Fort, Britton House, several restaurants and shopping. Short drive to Cuiver River State Park.

Top Guest favourite
A comfortable leather futon is positioned in the living area, complemented by a wooden coffee table with storage. Decorative pillows add a touch of charm, while a wall clock and bicycle artwork provide visual interest. Warm lighting enhances the inviting atmosphere.
Guest suite in Wright City
4.82 out of 5 average rating, 128 reviews

Private Suite w/ Washer & Dryer

Beautifully decorated warm cabin feel. Spacious bedroom with nice desk for your laptop work space. Bathroom has washer and dryer. Living room has thick-cushioned leather futon for second bed, counter space with microwave/air fryer, paper products, and kuerig coffee maker, new 5’ fridge, 50” flat screen TV. Access to outdoor hot tub. Internet was weak so affected some reviews but is super fast now. Near Cedar Lake Winery, Big Joel’s Safari, Long Row Lavender Farm, and Pumpkins Galore

Guest favourite
The exterior of the cabin is presented, featuring a mix of wood and siding in earthy tones. Large windows allow natural light to flood the interior, and a wooden deck is visible, bordered by a landscaped area of stones. Trees surround the home, enhancing the peaceful atmosphere.
Cabin in Troy
4.94 out of 5 average rating, 79 reviews

70’s Park Side Cabin with Kayaks

Welcome to our renovated 1970’s park side cabin!  This cute cabin is located in Cuiver River State Park and is close by several wedding venues. The cabin is a three bedroom and two bath, which is great for family trips or just a weekend getaway. We highly suggest; hiking, biking, running, kayaking, fishing, and taking pictures in the park. Our park side cabin has a simi stocked kitchen to help ease your stay. We hope you enjoy all the improvements we have made in this unique cabin!

Guest favourite
A charming duplex is nestled within a grassy area, framed by large trees with pink blossoms. A covered deck is visible, providing an inviting outdoor space. Sunlight casts gentle shadows on the ground, enhancing the peaceful setting of the property.
Home in Lake Saint Louis
4.92 out of 5 average rating, 238 reviews

Updated Farmhouse 2 bdrm 2 bd 2 acres

Updated Farm House on 2 acres, 2 bedrooms with 2 queen beds, 1 full size bed, fully equipped kitchen, living room, smart TV , WIFI, a full bathroom with double sinks and a laundry facility this house is a Duplex with 2 separate units,the upstairs is for Airbnb guest, there are 2 sets of stairs to go to the top level, in front on the sidewalk to the front porch, about 12 steps, the Lower unit has a full time tenant, each unit has its own space and entrance.

Guest favourite
A living area is arranged with a light beige couch and two dark blue armchairs. A small table with a lamp is positioned nearby. The space features natural light filtering through sheer curtains, and artwork adorns the walls, adding a touch of color.
Home in Wentzville
4.95 out of 5 average rating, 116 reviews

The Ladybug Inn

This stylish place to stay is perfect for group trips. I have personally renovated this entire ranch style home. It has plenty of room for the whole family! You will find everything you need for a comfortable stay. Conveniently located near the heart of Wentzville. I also have another location in O'fallon Missouri if this property is not available for the dates you are needing it. Please search Beautiful 2 bedroom ranch home in O'Fallon MO.

Popular amenities for Troy holiday rentals

Quick stats about holiday rentals in Troy

  • Nightly prices starting at

    Troy holiday rentals start at $106 NZD per night before taxes and fees

  • Verified guest reviews

    Over 260 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Troy rentals

  • 5 Average rating

    Troy stays are highly rated by guests—averaging 5 out of 5!

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