
Holiday rentals in Troy
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Top-rated holiday rentals in Troy
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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

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

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!

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.

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.

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

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.

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.

The Cabin at Maple View - Accepting Reservations
We are open for guests! The Cabin at Maple View is located a quarter mile off of the highway down a long twisting driveway. It is tucked back in the woods and away from it all. You notice the Amish craftsmanship as soon as you arrive. You are surrounded by 80 acres of manicured woods and a huge yard. The environment is welcoming. The atmosphere is warm. Call it your home for a night or for an extended stay. It is beautiful no matter the time of year.

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.

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!

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 holiday rentals
Other great holiday rentals in Troy

Historic Troy Home Close to Shops w/ Fire Pit

Cheerful 3 bedroom, 1 bath home

Miami Pearl: 3BR Themed Rooms

The Little Troy Bungalow

Modern 1BR Apartment in Troy

Main Stays West

A Unique Creekside Getaway for Families & Friends

Feel at Home 8 mins from Airport
When is the best time to visit Troy?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $164 SGD | $162 SGD | $165 SGD | $160 SGD | $160 SGD | $161 SGD | $161 SGD | $160 SGD | $150 SGD | $147 SGD | $168 SGD | $155 SGD |
| Avg. temp | -1°C | 0°C | 6°C | 12°C | 18°C | 23°C | 24°C | 24°C | 20°C | 13°C | 7°C | 1°C |
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 holiday rentals in Troy

Total holiday rentals
Explore 30 holiday rentals in Troy

Nightly prices starting at
Troy holiday rentals start at $63 SGD per night before taxes and fees

Verified guest reviews
Over 2,100 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Troy holiday 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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