Holiday rentals in Oakland County

Lakefront 3BR w/ Hot Tub, Kayaks

Wake up to serene lake views, unwind in the hot tub, and enjoy s’mores by the fire pit—all just steps from the water. This cozy 3BR lakefront home sleeps 8, features two full kitchens, and includes kayaks, a private dock, fire pit, and even a tiki bar for lakeside drinks. It’s perfect for family getaways, restful retreats, or cozy weekends away. This peaceful oasis has everything you need—plus unforgettable sunsets, cozy vibes year-round & front-row lakefront views of the Lake Oakland fireworks.

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.

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.

Walled Lake Bliss Lakefront Novi/Kayaks/King Beds

Cozy Cottage on Walled Lake is just steps from your own private swimmable lakefront. Here is perfect to relax, float or launch kayaks/SUPs from or collect shells/rocks and enjoy the sunsets. This cottage has an UpNorth Lake Vacation feel (without the drive) and is freshly painted top to bottom. The location is outstanding with The best of everything Novi has to offer and conveniently located to all major expressways and cities. Stacked with amenities, extras and is also super clean.

Modern Lakehouse Retreat | Beach, Kayaks, Fire Pit

Welcome to this modern lakehouse with private sandy beach, fire pit, kayaks, grill, and a string-lit deck overlooking the water. Sleeps 6+ with 2 bedrooms, 4 total beds, and 2 cozy living areas. Includes fast WiFi, Roku TVs, board games, and a fully stocked kitchen with a coffee bar. Located on all-sports Mandon Lake, just minutes from Alpine Valley, Pine Knob, golf courses, and waterfront dining. Perfect for families, couples, or group getaways—year-round comfort and fun.

Cozy Apartment in our Log Home.

Trim Pines is the perfect small space for a quiet stay and is enjoyed by guests in every season. Our lower one room walk-out is comfortable for 1 to 2 people for short or long term stays. It is a great place to unwind and relax. This tranquility is located 8 miles from I-75 in Davisburg, Michigan. Our guests enjoy local festivals and concerts at Pine Knob Music Theater, golf at nearby courses and biking and hiking at local County, Metro and State Parks.

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.

Cozy Brownstone Near Downtown Royal Oak

Relax in this stylish, centrally located Royal Oak brownstone just minutes from downtown. Enjoy a cozy space with everything you need for a comfortable, easy stay—perfect for couples, business trips, or longer visits. ✓ Large, open living w/ arcade ✓ Beautiful dining area ✓ Luxury finishes ✓ Fully equipped kitchen ✓ Spacious bedrooms with King + Queen beds ✓ Big desk + Fast wi-fi ✓ Fenced in yard ✓ Large ATTACHED 2-car garage ✓ Brand new washer/dryer

Milford Opera House Loft

The historic Milford Opera House was built in 1875 in the Heart of Downtown Milford, MI. The upper floor is a 3,000 sq. ft. luxury loft. The loft has a huge open floor plan with a King bedroom set & 2 Bedrooms. Guests also have access to the huge projection television & 1875 Pool Table in the common area. Outside the back deck is a beautiful view of the Lower Mill Pond & railroad tracks. Check in is at 3pm, early check ins are not available.

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.

Relaxing lakefront with boats near concerts &parks

Beautiful lake cottage nestled on Cooley Lake is powered by the sun. You can be too in this nearby getaway. We are the first house off the lake on a short canal. Come get away for a night or longer and take in the lake life in one of our kayaks, canoe, paddle-board or fishing gear - all included.. We have many wonderful restaurants nearby or use the grocery nearby and make meals in the fully furnished kitchen.

Elegant home w/ backyard oasis. Walk to Royal Oak!

Welcome to the Beautiful Blue House: Comfort, Style, Prime Location! Just steps from downtown Royal Oak, our property offers a perfect blend of convenience and elegance. Relax in our inviting patio haven and experience our signature hospitality. Discover Royal Oak's best-kept secret! This spacious, 3-private bed house can accommodate up to 6 adults comfortably – living room also has a pull out sofa if needed.