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

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!

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.

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

Charming Plymouth retreat • hot tub • fire pit

Welcome to our 1913 modern yet charming 3 bed (2 ensuite), 2-full bathroom home nestled just a short stroll away from the heart of downtown Plymouth. With a walk score of 75, this is an unbeatable location with an array of amenities. Enjoy this perfect retreat for your next getaway. 3 mins → DT Plymouth 19 mins → Detroit Metropolitan Wayne County Airport ✈ 20 mins → Ann Arbor Retreat w/ hot tub, hammocks, game & entertainment rooms, fire pit, washer/dryer, gated yard, cozy family home!

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!

Hot Tub Kitch Lake Fireplaces Late Ck Out at GSL

The Guesthouse on Schoolhouse Lake has been in my family 1926. A great work & play space. A Sleep Number Bed or an incline bed &/a great lake view. Therapeutic saltwater hot tub, OPEN 24/7/365. Create a meal for 2 or BBQ with friends. Explore the lakes in kayaks, pedal boat or paddle board. We're 5 miles from Pine Knob Music & Ski - Great Lakes Crossing, Clarkston. Close by are Somerset Mall, M1 Concourse, Pontiac, Rochester & Chrysler TC & Tier-1 suppliers. DETROIT is a 55min drive.

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.

The Loft @ the Wickson Farmhouse

Take it easy at this unique and tranquil getaway. The Loft is a modern approach to farmhouse living. Teak hardwood floors plus modern amenities create a matchless stay in a quiet, peaceful and secluded 1200 sq. ft. apartment that is only minutes from innumerable interesting restaurants, outdoor attractions, theaters, concert venues and shopping opportunities. Please refer to our guidebook for more details on local interests.