Family-friendly holiday rentals in Rochester Hills

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

Updated & Comfy Private Home

Right by Rochester and AH downtown Off of 75 and M59! 15 min to Pine Knob! 10 min from Great Lakes Crossing! 30 min from Detroit. Walking distance from OU! Enjoy a stylish experience at this centrally-located place. This 2-bed, 1-bath home has everything you’ll need for a business visit or weekend away. Each bed room features a luxury queen bed. The kitchen is fully equipped with new quartz, stove, and coffee/tea bar. Check out the back with a deck, seating and fire pit, perfect for some R&R.

Detroit Canal Retreat

Secluded hideaway in the “Venice of Detroit”! Perched right on the historic Detroit canal system, this urban tiny house is a cozy retreat for couples or solo adventurers. Whether you’re here to kayak, cast a line, or just kick back with a book and a breeze, you’ll find plenty to love. Located in one of Detroit’s most unique—and real—neighborhoods. This is a revitalization zone with character: some blight, sure, but also a strong sense of community, and a refreshingly diverse, welcoming vibe.

MOD Mid Century 1964 A-frame with game room

1964 Mid Century A-Frame - romantic getaway. Short walk to lake, large wooded lot, outdoor fire pit, dining, BBQ grill, hot tub & bikes. Large bathroom w/ jacuzzi tub, open floor plan w/ large kitchen & living area w/ electric fireplace. Two upstairs bedrooms. Master has queen sized bed, work space & balcony. Front bedroom w/2 futons & overlooks the living room. Basement game room w/ sauna, pool table, foosball, shuffleboard, Jenga & laundry. Close to shopping, golf, ski resort, cider mill.

Quiet City Cabin Escape - Customizable

*Solve the puzzles and find treasures. Peace. Quiet. Fun. A centennial home in Clawson with the feels of an up north cabin and all the conveniences of a safe downtown. Easy access to I-75. Walking distance to a variety of eateries, bike paths, nature trails, and parks.Two-step entry, low-step sit or stand shower, host nearby. Great place to stay for Detroit area car shows, sports or activities. No pets/parties…she’s an old lady not a college athlete. Garage may be available. Customizable

Spacious Farmhouse with Breakfast - Ella's Place

Right by Rochester Hills downtown! Off of 75 and M59! 12 minutes from DTE center! 7 minutes from Great Lakes Crossing! 30 minutes from downtown Detroit! Walking distance from OU! Come relax in my Auburn Hills home! A modern interior with an elegant space will make your time here wonderful! Whether it's a family vacation, romantic getaway, or business travel, this home has everything you need. Wind down with a jetted bathtub. Create an exquisite meal. Host an event. Enjoy yourself!

Downtown Rochester Gem!

Charming 2 bed/ 2 bath within walking distance to downtown Rochester, Michigan. Downtown Rochester has several great restaurants, shops, and walking areas for you and your family to enjoy. Apartment has a private entrance and use of a small outdoor patio area. Parking available in the rear of the building or street parking directly in front of the unit. Very unique property and location for your stay in Rochester area. Pets welcome but subject to an additional $25 cleaning fee

Best View on the Lake

4 Season Rustic Cabin with luxurious feel and first class views. *Lake Orion has a modern downtown while still trying to hold on the the small town charm. Clarkston & Rochester offer a change of scenery or different night life. Both within 15 minutes. *Offers awesome back way into Pine Knob music Theatre. 15-20 minutes. *2026 improvements: New Natural Gas Stove in living room New living room flooring *Sorry No Pets...Too many issues in the past.

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.

Private Lake House Suite

Very nice private suite in lake house on col de sac at private lake in our home. If you like peace and quiet in nature setting this is it. Property is on a hillside, so guests are required to use steps and slanted walkways. We live above the suite and would like to share this beautiful place with you. Parking: please park on the street right in front of our house. Don't turn around in the neighbor's driveway across the street.

Lykke House - 5min Walk to DTRO

Enjoy your visit to Royal Oak in our peaceful and centrally-located place; just a short 5 minute walk from downtown Royal Oak full of a variety of restaurants, bars, entertainment, coffee shops and more! Long stays as well as short stays are welcome! Our place is tucked into a quiet, safe, walkable neighborhood close to many parks, Royal Oak Music Theater, Beaumont Hospital, Detroit Zoo, Downtown Detroit and multiple freeways.

Gorgeous Comfy Downtown Clawson Home

Our newest stylish and comfy home steps away from Clawson downtown. This home is perfect for family & friends in this beautiful suburb of Detroit. It features a fully automated espresso machine with locally roasted Sabbath coffee beans, a large wooden deck with privacy walls, Samsung Frame TV featuring Netflix and Disney+, 3 stylish bedrooms with top-of-the-line hotel linens from Standard Textiles and plenty more.