Holiday houses in Oakland County

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Top-rated holiday rentals in Oakland County

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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, 285 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
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, 128 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, 231 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.

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, 384 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
Cottage in Milford Charter Township
4.95 out of 5 average rating, 155 reviews

Caroline Cottage

Unique one-room cottage on the bank of the Huron River. A half-mile walk to the pedestrian-friendly Village of Milford, known for its array of shops, restaurants, outside dining, concerts, and festivals. Perfect bungalow for single, couple, or small family. Living area has double sofa bed. Tiny home with many unique features. Fire pit at river's edge for relaxing or roasting marshmallows, and a gas grill on the dining patio. Two sit-in kayaks available May 15–Oct. 15.

Top Guest favourite
An open dining and living area features a long wooden dining table accompanied by black spindle-back chairs. An inviting wood-burning stove is positioned on a stone base, surrounded by natural light flowing through large windows. Comfortable seating is provided by two rust-colored armchairs.
Farm stay in Groveland Township
4.93 out of 5 average rating, 206 reviews

Horses|Hot Tub|Hiking|Woodstove|Pool Table

- Private hot tub for 6 - Dog friendly* - Family friendly - Outdoor fire pit - Horses, donkeys, cows, sheep, pigs and chickens - Explore 56 acres of farm and woodland - Lake access for fishing and kayaking - Security Cameras The Lodge is one of four homes at Narrin Farms and the largest. Enjoy the "Up North" feel while being only an hour north of Detroit, an hour south of Frankenmuth, 20-30 minutes from hot spots in Clarkston, Holly, Lake Orion, Metamora, etc.

Top Guest favourite
A cozy bedroom features a spacious bed dressed in red and white linens, positioned beside a framed piece of floral artwork. A flat-screen television is mounted above a wooden fireplace, which is complemented by lanterns and decorative items on a nearby shelf.
Guest suite in Springfield Township
4.96 out of 5 average rating, 443 reviews

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.

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, 102 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.

Guest favourite
A circular arrangement of black wooden chairs surrounds a fire pit, positioned on a grassy area near the tranquil lake. Colorful autumn foliage reflects on the water's surface, with a distant view of the shoreline and trees in varying shades.
Home in Holly
4.84 out of 5 average rating, 129 reviews

The Kayak House on Buckhorn Lake

Disconnect and unwind at this peaceful lakefront home. Buckhorn Lake is a private, no wake lake perfect for nature lovers. Fish off the dock, make use of four available kayaks, play corn hole, and relax the night away at the bonfire pit. Enjoy your meals in the three season room with a wonderful view of the lake. Open concept kitchen with gas stove. 1.4 miles away from hiking trails at Rose Oaks county park and a ten minute drive to downtown Holly.

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, 776 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 exterior view of the lake cottage showcases the outdoor area along the canal. A red kayak is positioned near a wooden deck, with a fire pit on the grass and additional kayaks resting on a nearby storage unit. Trees line the water's edge against a partly cloudy sky.
Cottage in White Lake charter Township
4.93 out of 5 average rating, 449 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.

Guest favourite
A cozy outdoor seating area is arranged around a stone fire pit, with sturdy wooden seating provided. The cabin features large glass doors, allowing for views of the surrounding greenery. A grassy expanse extends behind the seating, enhancing the inviting atmosphere.
Cabin in Village of Clarkston
4.96 out of 5 average rating, 107 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.

Popular amenities for Oakland County holiday rentals

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