Holiday houses in Oakland County

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Top-rated holiday rentals in Oakland County

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Top Guest favourite
A wooden dock extends over calm water, leading to a two-story lakefront home. The property features a spacious backyard with landscaped areas and a staircase to a deck. A serene sunset casts soft colors across the sky, reflecting on the water's surface.
Home in Waterford Township
4.98 out of 5 average rating, 41 reviews

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.

Top Guest favourite
The serene image captures a tranquil lake at sunset, reflecting warm hues of orange and purple across the water's surface. Trees frame the scene, and a small group of ducks is visible on the water, enhancing the peaceful atmosphere.
Home in Orion Township
4.98 out of 5 average rating, 135 reviews

Lake Life - Peaceful and Quiet

Spend time barbecuing on the deck while the sun sets or relax with a fire by the lake. This spacious home is on a secluded private lake with all of the up north vibes but the benefit of being near the city. Tranquil spot with a beautiful view of the lake. Nearby amenities include close access to I-75, Great Lakes Crossing, Top Golf, Pine Knob, skiing, golf and more! 1 hr. from Frankenmuth. The place also has a 2 kayaks, canoe and fishing gear. Reach out with any questions or special requests!

Guest favourite
The exterior of the A-frame house is framed by lush trees, featuring a welcoming front porch and a distinct triangular roof. Inside, a spacious living area showcases large, open spaces with comfortable seating and a lofted balcony that overlooks the lower level, offering a bright and airy atmosphere.
Home in White Lake charter Township
4.95 out of 5 average rating, 239 reviews

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.

Guest favourite
An open living area features a comfortable L-shaped sofa accented with decorative pillows. A round coffee table sits atop a textured area rug, while modern artwork hangs on the wall. Natural light filters through patterned curtains, enhancing the welcoming atmosphere.
Home in Berkley
4.91 out of 5 average rating, 106 reviews

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

Top Guest favourite
A scenic view of Union Lake showcases a grassy shoreline lined with homes. Several docks are visible, extending into the calm water. Lush green trees provide shade, creating a peaceful outdoor environment. The sky is clear and blue, enhancing the overall tranquility of the scene.
Home in Commerce Township
4.98 out of 5 average rating, 54 reviews

Union Lake MI, Lake House Oasis

Have fun with the whole family at this stylish Union Lake three-bedroom home. Enjoy the open floor plan and the view of Union Lake through the vast windows that span the perimeter. Relax in the spacious living room while enjoying board games or a family movie night. Lake activities include SUP and kayaks provided. A dock is provided for your boat, to enjoy everything the all-sports lake offers. A BBQ and firepit are included to enjoy while watching lightning bugs fly by in the summertime.

Top Guest favourite
A bright sunlit dining area features a table set with a colorful tablecloth. Breakfast items are arranged alongside a bowl of fresh fruit. Large windows offer a serene view of the lake, enhancing the inviting atmosphere of the space.
Cottage in Waterford Township
4.99 out of 5 average rating, 391 reviews

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.

Top Guest favourite
A well-lit living area features a comfortable armchair and a dining table with four chairs. Natural light filters through large windows, offering views of the outdoors. A brick fireplace adds a cozy touch, enhancing the inviting feel of the space.
Cottage in Novi
4.92 out of 5 average rating, 167 reviews

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.

Top Guest favourite
Home in Lake Orion
5 out of 5 average rating, 18 reviews

Luxe Lake Retreat•Hot Tub, Kayaks, SUP, e-bikes

Experience year-round lakefront living in Lake Orion at this serene retreat featuring panoramic water views, an open-concept design, and a soothing hot tub. Spend summer days swimming, or paddling and winter afternoons skating on the lake, and explore nearby trails like Polly Ann, linked to the Michigan Trail System and Bald Mountain. Just 45 minutes from Detroit, enjoy easy access to the zoo, museums, and vibrant dining. A perfect four-season escape where nature and city life meet

Top Guest favourite
A serene lakeside view showcases a comfortable seating area with soft cushions, framed by lush greenery. The sun is setting on the horizon, casting a warm glow over the tranquil water. The scene invites relaxation and contemplation in this peaceful outdoor space.
Home in Orion Township
4.98 out of 5 average rating, 112 reviews

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.

Superhost
Home in Royal Oak
4.77 out of 5 average rating, 134 reviews

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

Top Guest favourite
An expansive open floor plan is highlighted by high ceilings and exposed brick walls. A large chandelier hangs prominently above a cozy seating area, while a dining table occupies the space near large windows covered by dark shades. A projection screen is visible in the background.
Loft in Milford Charter Township
4.98 out of 5 average rating, 280 reviews

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.

Top Guest favourite
A modern lake house is surrounded by lush greenery and trees, showcasing an expansive deck overlooking the water. A landscaped area features various plants and rocks, enhancing the natural setting. The structure blends harmoniously with the serene environment.
Guest suite in Village of Clarkston
4.97 out of 5 average rating, 786 reviews

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.

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