Vacation rentals in Troy

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Top-rated vacation rentals in Troy

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

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Top guest favourite
A cozy sleeping area is defined by a soft white bed adorned with decorative pillows. Warm light is provided by unique hanging fixtures. A wooden table displays an arrangement of fruits and snacks alongside elegant candle holders, creating a welcoming and intimate setting.
Tower in Pleasant Hill
4.9 out of 5 average rating, 217 reviews

Kick Cancers Ass With A Stay

Unique. For a Cause. Fun. A place where your stay truly counts! Your stay… Enjoy a night(s) away in an old grain elevator silo that now is home to a fully open concept layout with the most comfortable bed, a soaking tub of your dreams, handmade exposed copper piping & every detailed covered for the perfect getaway! The Cause… 20% of every nights stay goes to Pink Ribbon Good helping local ladies fight cancers. On Site… Coffee & Ice Cream Shop Axe Throwing Sand Volleyball Yard Games Boutiques

Top guest favourite
An aerial view of the Red Pump Inn farmstead is displayed, showcasing well-maintained landscapes surrounded by lush greenery. A circular driveway connects various buildings, including the farmhouse and red barns, with open farmland stretching beyond. Trees and manicured gardens enhance the serene countryside setting.
Home in West Milton
4.98 out of 5 average rating, 120 reviews

The Red Pump Inn~Est. 1812, One bedroom farmhouse

Welcome to the esteemed Red Pump Inn, a quaint and peaceful farmhouse built in 1812 seated on the outskirts of West Milton. This rare gem is believed to be the oldest brick home in Miami County. The property rests on acreage of vast farmland, including a natural spring, and rolling pastures available for exploring. Enter down a 1/4 mile long, driveway to this one bedroom farmhouse and experience country living at it's finest. We're located just 7 min. west of I-75 & local restaurants/retailers

Top guest favourite
Apartment in Troy
5 out of 5 average rating, 107 reviews

2BR Urban Oasis: Downtown Bliss

Welcome to our beautifully decorated 2-bedroom apartment in charming downtown Troy, Ohio! With a capacity to sleep up to 6 guests, our home is equipped with a range of amenities for a comfortable stay. Enjoy easy access to local attractions, including the Troy-Hayner Cultural Center, Great Miami Riverway, and the annual Strawberry Festival. Indulge in delectable cuisine at unique restaurants and savor fresh meats from the local butcher. We're excited to host you for a memorable stay in Troy!.

Guest favourite
An outdoor space features wooden lounge chairs arranged on green artificial turf. A wooden barrel sauna stands prominently, with a five-person hot tub nearby. Soft cafe lights hang overhead, creating a welcoming environment.
Home in South Park
4.95 out of 5 average rating, 170 reviews

Luxury & Wellness

Discover a sanctuary of wellness and luxury in the heart of Dayton, Ohio. Our exclusive three-bedroom, two-bath home is not just a place to stay, it's an immersive bio-hacking experience designed to rejuvenate your mind, body, and soul. Here, health technology isn't just an amenity, it's a way of life offered to our guests at no extra cost. You have seen celebrities like Joe Rogan embrace these technologies on social media, and now it's your turn to experience their transformative power.

Top guest favourite
A spacious bedroom is depicted with a king-sized bed covered in white linens. Two black wall-mounted lamps provide lighting on either side. A framed artwork featuring a door with floral accents hangs above the bed, complemented by natural light entering through the window.
Home in Tipp City
4.99 out of 5 average rating, 119 reviews

Perfect Place on Plum, close to downtown Tipp City

Cozy, clean 850 sq. ft. home walk-able to downtown Tipp City. Two blocks from all of the wonderful shops on Main St. Feel free to bring along your furry canine friends! (2 dog max) Fenced in back yard for you and your pet to enjoy. Comfy king sized bed ready for a relaxing night's sleep. Central a/c for hot summer days. Electric fireplace and bathroom heater for chilly mornings. Pack n Play available upon request. Plenty of amenities and extras for you to enjoy your visit to Tipp City.

Top guest favourite
The quaint caretaker's cabin is surrounded by lush greenery, featuring a welcoming porch with a sloped roof. The exterior showcases a muted green siding, complemented by white trim and an orange door. A private pathway leads to the front entry.
Guesthouse in Fairborn
4.97 out of 5 average rating, 500 reviews

The Cozy Cabin at The Armstrong Homestead

Originally built in 1940, caretaker's cabin is a quaint one bedroom suite complete with a full bath, microwave, mini fridge and coffee. Off road parking and a secluded entry makes the cabin perfect for a romantic or working getaway. Located next to the Osborn Historic District in the heart of Fairborn, the Armstrong Homestead is an easy stroll to the downtown shops and restaurants. Xenia Dr provides direct access to the main highways, making most of Dayton reachable in 30 min or less.

Top guest favourite
A shaded outdoor seating area is provided under a hard top canopy. Comfortable couches with light blue cushions are arranged around a chevron-patterned rug. Decorative flowers are placed on a side table, with views of neighboring buildings visible in the distance.
Home in Vandalia
4.97 out of 5 average rating, 172 reviews

Home w/King Suite 4 Mins to DAY Airport

Open Floor Plan. King Suite with Work Station. Private Garage. Fenced in Backyard. Hard Top Canopy on Deck. Spacious 2nd Floor Bedroom. Pet Friendly. Coffee / Tea Bar. Wifi Door Locks. Wifi Available NO PARTIES ALLOWED Pets allowed with $50/pet fee charge

Top guest favourite
A cozy bedroom features a spacious bed with a decorative headboard. A 55" flat screen TV is mounted on the wall, and a work desk is nearby. Natural light enters through large windows with curtains, while a patterned area rug enhances the warm ambiance.
Guest suite in Troy
4.93 out of 5 average rating, 515 reviews

The Guest Suite, near I-75 and Hobart Arena

Budget conscious travelers look no further! For less than a hotel enjoy all the same amenities in a cozy, safe, clean, private space. Only $10 cleaning fee! Ideal for single travelers or couples, this space offers a queen size bed with attached full bathroom. The room is connected to our primary residence through a breezeway. Your entrance is private and you can come and go as you please. Located minutes from I-75, Hobart Arena, Arbogast Performing Arts Center, and downtown Troy.

Guest favourite
The living room features a pastel pink sofa paired with a yellow armchair, both highlighting a warm and inviting space. A glass coffee table sits atop a patterned rug, while a decorative wall-mounted light fixture and houseplants add to the room's charm.
Bungalow in Tipp City
4.91 out of 5 average rating, 101 reviews

Cozy Two-Bedroom Bungalow with New Kitchen

Your family will be close to everything when you stay in this cozy bungalow, decorated with a 1950's glam flair, featuring a brand-new kitchen, living room, half-bath and laundry on the main floor. The second floor features two bedrooms and a full bath. Enjoy the awesome front porch or enclosed back yard. One block off Tipp City's Main Street and a half-mile from Tipp's historic downtown shopping district. Note: we are close to a fire station, so you may hear occasional sirens.

Top guest favourite
The exterior of a historic three-story home is showcased, featuring white siding and contrasting red shutters. Landscaping with flower beds and decorative stone accents enhances the curb appeal. A covered parking area is visible on the right side, providing convenient access.
Cottage in Troy
4.96 out of 5 average rating, 289 reviews

Cottage at Fairwinds

Welcome to Fairwinds Cottage! You will be staying in the cottage that is attached to the back of our 1902 home. We are located in the historic district, one block from the square in charming downtown Troy, Ohio. You will find great restaurants and shopping, as well as a variety of hiking and biking trails nearby. There are two dedicated parking spaces for guests. Troy is on a train route and trains are required to blow their horns for safety.

Top guest favourite
A comfortable living area features a brown leather couch with accent pillows, complemented by a wooden coffee table. A wall-mounted TV is positioned above a modern electric fireplace. Natural light filters through the large windows, enhancing the space's relaxed atmosphere.
Guest suite in Troy
4.98 out of 5 average rating, 139 reviews

Troy Guest Suite on Market

Relax in Troy's charm! Unwind in our newly renovated & beautifully decorated guest suite. Enjoy a private one bedroom, one bathroom with a fully equipped kitchen. Start your day with brunch at Red Berry (steps away!). Then explore vibrant downtown (a 15-minute walk) or cycle the scenic Miami River Trail that goes right through Troy. Ideal for solo travelers, business professionals, & couples seeking a relaxing escape. Book your Troy retreat today!

Guest favourite
A modern two-story building is framed by lush greenery and mature trees, featuring a mix of dark wood and stone accents. Large windows provide natural light, while a curved pathway leads to the entrance, enhancing the inviting exterior.
Apartment in Tipp City
4.92 out of 5 average rating, 228 reviews

Heartland - 2nd Floor Upper Level

Kick back and relax in this calm, stylish space. We invite you to exlore this hidden gem just outside of Tipp City, OH. Guests will enjoy a private bedroom, bathroom, kitchen, living area, and designated patio space all to themselves. Guests will enjoy the tranquil atmosphere and beautiful natural landscape with nearby biking or hiking trails. Grill out, make a fire, enjoy peaceful walk on the labyrinth and so much more.

Popular amenities for Troy vacation rentals

When is the best time to visit Troy?

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Frequently Asked Questions

  • What are the best places to stay in Troy?

    Many visitors choose accommodations around downtown for proximity to shops and dining, or in quieter residential areas with convenient access to parks. Neighborhoods near the riverfront offer scenic views and outdoor space.

  • What are the best things to do in Troy with kids?

    Families often explore community parks, local ice cream shops, and interactive museums around Troy. The city also has recreational centers with games and activities, and public pools for cooling off during warmer months.

  • What are some of the best things to do in Troy?

    Explore Troy’s walkable downtown with its independent shops, visit galleries highlighting local artists, or picnic in one of the city’s riverside parks. Seasonal events and markets often draw both residents and visitors.

  • How is the weather in Troy?

    Troy has chilly winters with temperatures around 22–37°F (-6–3°C), and warm summers reaching 66–86°F (19–30°C). Spring and fall bring milder days, and rainfall is spread throughout the year, so packing layers and a rain jacket is often suggested.

  • When is the best time to visit Troy?

    Late spring through early fall is often recommended for milder weather, outdoor festivals, and harvest markets. Autumn around Troy is frequently suggested for colorful foliage in nearby parks.

  • What are the best places to visit in Troy?

    The historic courthouse square, the local history museum, and parks along the Great Miami River are frequently suggested. Antique shops and artisan stores downtown add to the area's character.

  • What are some hiking trails in Troy?

    Troy has trails winding through riverside parks, greenways, and nature preserves around the city. These scenic paths accommodate both casual walks and longer hikes for those looking to enjoy outdoor spaces.

  • What are some family activities we can do in Troy?

    Families frequently enjoy picnicking in city parks, biking along the riverside paths, or exploring hands-on exhibits at the local history museum. Community events and public pools are also popular with visitors of all ages.

  • What are some of the best day trip ideas from Troy?

    Consider exploring nearby aviation heritage sites, local wineries, or regional nature reserves known for hiking and birdwatching. Small towns around Troy have antique markets and seasonal festivals that reflect local traditions.

  • Are there any pet friendly accommodations available in Troy?

    Pet friendly stays are available in several Troy neighborhoods, including options near green spaces and walking trails. Many vacation rentals welcome pets, but it is a good idea to check specific amenities in advance.

  • What are some local tips for visiting Troy?

    Locals often suggest exploring farmer’s markets for seasonal produce, trying locally made ice cream, and strolling the public art displays around downtown. Summer events and autumn foliage walks can add a unique perspective to your visit.

  • What is Troy known for?

    Troy is often known for its historic downtown, community-driven festivals, and ties to regional aviation history. Its setting along the Great Miami River invites outdoor activities throughout the year.

  • What are the best hidden gems to explore in Troy?

    Around Troy, you can find murals tucked into alleyways, small galleries with local artwork, and cozy cafes that spotlight regional flavors. Public greenways and lesser-known parks give a quiet spot for relaxing or exploring nature.

  • What are the best foods to try in Troy?

    Local favorites include homemade pies, fresh ice cream, and traditional comfort dishes at family diners. During festival season, strawberry treats and regional specialties are often enjoyed by residents and visitors.

  • What should I bring for a trip to Troy?

    Bring comfortable walking shoes, layers for changing seasonal temperatures, and a rain jacket for spring or fall visits. If you plan outdoor activities, sunscreen and water bottles can help you explore comfortably.

  • What is the nightlife in Troy like?

    Troy has laid-back nightlife, with pubs, family-owned taverns, and places to enjoy locally crafted drinks. Live music and occasional community performances add to the relaxed social scene in the evenings.

  • What are the most popular events or festivals in Troy?

    Troy hosts a strawberry-themed festival in early summer, drawing many for fresh treats, live entertainment, and craft vendors. Seasonal fairs and holiday parades are also frequently suggested for families and visitors of all ages.

  • Are there family friendly vacation rentals in Troy?

    Troy has a variety of family friendly vacation rentals throughout downtown neighborhoods, residential areas, and near public parks. Many homes feature multiple bedrooms, shared outdoor spaces, and amenities for children.

Quick stats about vacation rentals in Troy

  • Total vacation rentals

    Explore 30 vacation rentals in Troy

  • Nightly prices starting at

    Troy vacation rentals start at $68 CAD per night before taxes and fees

  • Verified guest reviews

    Over 2,100 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Troy vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Troy rentals

  • 4.9 Average rating

    Troy stays are highly rated by guests—averaging 4.9 out of 5!

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