Holiday rentals in Oakland County

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Top-rated holiday rentals in Oakland County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A spacious deck area is showcased under a wooden pergola, adorned with hanging plants. A table is set for outdoor dining, surrounded by comfortable chairs. Planters with greenery add a touch of nature, creating an inviting atmosphere for relaxation.
Guest suite in White Lake charter Township
4.98 out of 5 average rating, 292 reviews

White Lake Studio Apartment-Gateway to Nature

New studio apartment with separate entrance. Fully furnished kitchen, new Queen sized bed, all new furnishings including desk area, Wi-Fi, lots of storage space, new refrigerator, stove, microwave, 42" TV, and dishwasher. Unit includes your own washer and dryer and has a gorgeous lake view in front. Located close to movie theaters, bowling, restaurants, shopping malls, grocery stores, large state recreational park, skiing and convenient to airports. Bathroom inside unit with 2 recliner chairs

Top guest favourite
Home in Orion Township
4.98 out of 5 average rating, 131 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
A newly remodeled Mid Century A-Frame cabin is set amidst tall trees, showcasing a welcoming exterior with large windows. The porch extends outward, framed by surrounding greenery. Soft lights illuminate the cabin, creating a serene ambiance in the early evening twilight.
Home in White Lake charter Township
4.95 out of 5 average rating, 235 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
A well-appointed outdoor space features a dining table with four chairs, complemented by a large umbrella for shade. A luxurious hot tub is illuminated with soft blue lights, creating a relaxing atmosphere. String lights overhead enhance the tranquil setting, ideal for evening gatherings.
Home in Berkley
4.93 out of 5 average rating, 100 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 therapeutic saltwater hot tub is situated under a shaded structure, providing a relaxing space with views of the lake. A wooden dock extends into the water, complemented by a pedal boat nearby. Lush greenery surrounds the area, enhancing the serene environment.
Cottage in Waterford Township
4.99 out of 5 average rating, 388 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 picnic table with an umbrella is positioned on lush green grass, surrounded by several lounge chairs. In the background, a calm lake reflects a vibrant sunset, with a dock extending into the water and a boat gently anchored nearby.
Cottage in Novi
4.92 out of 5 average rating, 165 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 Orion Township
4.98 out of 5 average rating, 105 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.

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, 272 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
Guest suite in Village of Clarkston
4.97 out of 5 average rating, 781 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.

Top guest favourite
A serene view of the lake cottage is captured from above, showcasing the peaceful canal lined with trees. The cottage's exterior features warm-toned siding and window views overlooking the water. A grassy area and a driveway are visible, enhancing the sense of accessibility to the water.
Cottage in White Lake charter Township
4.93 out of 5 average rating, 456 reviews

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.

Top guest favourite
Double doors open to a scenic view of a sunlit lake. The soft glow of the morning sun reflects on the water, framed by lush greenery. A welcoming doormat lies on the stone threshold, inviting guests to step outside.
Cabin in Village of Clarkston
4.96 out of 5 average rating, 113 reviews

Brushstrokes by the Lake Cottage

Charming and fully renovated rustic cabin nestled by the serene lake. Offers an up-north feeling without the long drive! Futures: Wake up to breathtaking lake views and natural beauty. Swim, kayak, or paddle board for some fun on the lake. Relax by the fire pit in the evening or enjoy a meal. ~10 minutes away from Pine Knob concerts and ski resort. Only ~15 minutes from Clarkston's delightful restaurants.

Guest favourite
A welcoming exterior view of a single-story home surrounded by a lush green lawn and colorful flower beds. The front porch features comfortable seating and is framed by leafy trees, creating a peaceful atmosphere. Large windows allow natural light to illuminate the interior.
Bungalow in Royal Oak
4.94 out of 5 average rating, 192 reviews

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.

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