Family-friendly holiday rentals in Troy

The Woven Oak - Cozy Getaway w/ Game Room & Bar

Welcome to The Woven Oak — a cozy North Royal Oak bungalow designed for connection, comfort, and style. Whether you’re here for work or play, this home offers the perfect blend of mid century charm and modern convenience Minutes from Downtown Royal Oak & Clawson, and just 18 minutes to Midtown Detroit, The Woven Oak offers easy access to top restaurants, cafés, and nightlife while sitting on a quiet, tree-lined street that feels worlds away from the city rush. You’re going to love staying here

Spacious 5BR Home - 2.5BA & Prime Location.

Gather your friends or family in our spacious 2,400 sq. ft. modern home, designed for large groups! With plenty of room to relax, you’ll love the beautifully decorated common areas and two workspaces, perfect for business travelers. Enjoy fast internet access and all the comforts of home. Located in the heart of Sterling Heights, you're just minutes from top shopping, dining, and entertainment. Make unforgettable memories together—book your stay now in our perfect retreat for large gatherings!

Designer Gem | Hot Tub | Quiet Neighborhood

Step into the spacious 2BR 1Bath designer home nestled just a stone's throw away from the Beaumont Hospital, vibrant downtown area, and many more attractions and landmarks. Explore Berkley and Detroit or lounge the day out in the backyard with the high-end hot tub. The stylish design and rich amenity list will leave you in awe. ✔ 2 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Backyard (Hot Tub, Dining, Lawn) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Workspace ✔ Free Parking See more below

Timberline / Indoor Pool / Arcade

Escape to our Shelby Township retreat, where luxury meets comfort in a 4-bedroom ranch-style home. Dive into the private indoor pool or challenge friends in the game room. The space boasts a gourmet kitchen for culinary exploits, an outdoor lounge for serene evenings, and plush bedrooms for tranquil rest. Ideal for families or groups seeking leisure and entertainment, this home is nestled in a quiet neighborhood, minutes from golf and shopping, ensuring a stay filled with cherished memories.

Detached Private Bedroom

Welcome! We are happy to host you in our separate, detached, private bedroom with separate bath. This unit is attached to our garage. It’s a sweet little place, convenient to Woodward, Birmingham, Royal Oak and Beaumont hospital. There is one parking spot available behind the unit with a secure path to the door. The following are included: linens, towels, toiletries, hairdryer, microwave, mini fridge, and Netflix. Sorry no kitchen or cooking and we cannot accept pets. No long term rentals.

Fern’s Urban Retreat w/serene outdoor space.

Well curated, modern urban retreat. Close to Woodward and 9 mile. An easy walk to Dwtn Ferndale. It's the coziest 600 sq. Ft 1 bed/1 bath house. Recently renovated with an eye for design and functionality. Ranch style home with a fully stocked kitchen, dedicated desk space, full sized washer & dryer, dining area with seating for 4, Roku TV and pull-out sleeper sofa for 2 guests in the living room, and a serene private backyard. R&R inside or on the deck under the patio lights.

Bright Royal Oak basement studio

You'll love this clean & bright basement studio w/private entrance! Bonus - We donate 10% of our earnings to groups supporting LGBTQIA rights & fighting food insecurity! We have a cat, Commander Muffins. While he won't be in your space while you're with us (& is rarely there otherwise), if you have animal allergies, this is likely not the best place for you. A short drive to downtown Royal Oak, Ferndale, Birmingham, and also to fabulous & historic Detroit.

Hygge House - 5min walk to Energetic DT RO

*All bookings after 9/15/25 : ENJOY A NEW COMPLETELY REMODLED BATHROOM!* Enjoy your visit to Royal Oak in our open and comfortable one bedroom apartment; just a 8 minute walk from downtown Royal Oak full of a variety of restaurants, bars, entertainment, coffee shops and more! Short or long stays welcome! Quiet walkable neighborhood close to many parks. Close to Royal Oak Music Theater, Royal Oak Beaumont, The Detroit Zoo, Downtown Detroit and freeways.

Aesthetic ranch style home with modern furnishings

Immerse yourself in luxury at our recently renovated designer retreat, seamlessly blending beauty and convenience. Nestled near Rochester, Royal Oak, and Birmingham, this home exudes an inviting charm. Each bedroom features a high-end king-size mattress, and heated floors throughout, promising unparalleled comfort. Our meticulous housekeeping and attentive host guarantee a delightful stay. Book now and experience the pinnacle of refined living.

Cozy 3 BR Haven w Open Kitchen & Sunny Office

Sit back & relax in this cozy, stylish space in close proximity to downtown - Royal Oak, Birmingham, Clawson, and Troy office area. Situated in a safe and green neighborhood, you are within 10 mins of some of the great restaurants, bars, breweries, and fun activities in the metro Detroit area. Great for people looking for a fully furnished short-term stay with modern character & clean design.

Pretty Art and Cinema Reclining Couches

Ferndale retreat! This home has a living room for five (laying), a pro office, art-filled walls, premium sound, wet bar, and a fully equipped kitchen. Walk or bike to downtown, a brewery, and jazz club. Includes 6 kettlebells, 350 G Wi-Fi, 2 Smart TVs, 2 bikes, a king bed in the basement bedroom, and laundry. Espresso For show only. Baby gate for basement. May need to move wet bar for kids.

2 min walk to downtown Royal Oak, entire 3 BR home

You'll love our beautiful home for its location! It's less than two blocks from the bars, shops, and restaurants of downtown Royal Oak. After a night out, you'll be home relaxing in front of the 65" TV in no time. The kitchen is extensively stocked, so cooking and entertaining will be a breeze! Two desks are located in 2 of the bedrooms for working remotely while you travel.