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, 282 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, 123 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!

Top 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
4.96 out of 5 average rating, 223 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 well-maintained single-story home is set on a grassy lawn, framed by trees and bushes. The structure features a symmetrical design with large windows reflecting natural light. A clear blue sky completes the serene outdoor scene, enhancing the home's inviting presence.
Home in Milford Charter Township
4.95 out of 5 average rating, 362 reviews

Luxury Home - Indoor Pool - Fabulous Location

Our neighbors love that we DO NOT ALLOW parties & LATE NIGHT, AFTER 9pm outdoor activities. We are required to limit the total number of individuals at our home to no more than 10 at any time, including visitors. Include visitors in guest count. At the end of a quiet cul-de-sac on 2 acres. When we are not using our 2nd home, it is available for Airbnb guests. Our family home since 1986; when I designed & personally built it for my parents. Fully renovation in 2018, with continual updates.

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, 100 reviews

Best View on the Lake

Welcome to World Traveler owned home. *Amazing rustic experience in thriving Town on Lake Orion… *This upscale cottage is the perfect weekend getaway for all occasions. *The sunrises and sunsets alone make any vacation complete *Lake Orion has a variety of cuisine and bars. *Oxford, Clarkston & Rochester are all quite close. *Trolley that runs between Orion and Oxford *NEW 2025…NO PETS. Sorry but we had too many problems last year. *Also, strict check in and check out time… had issues!

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, 156 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.

Superhost
A modern kitchen is equipped with dark cabinetry and granite countertops. Stainless steel appliances, including a dishwasher, oven, and microwave, are visible. A double-basin sink is positioned beneath a window, allowing natural light in. Light-colored floor tiles complete the contemporary design.
Home in Royal Oak
4.83 out of 5 average rating, 208 reviews

Cheerful 4 bedroom home in Royal Oak Michigan.

Welcome to Royal Oak, Michigan. This spacious 4 bedroom home is located in 1 block north of Vinsetta Blvd in always popular Royal Oak, Michigan. 1 mile from downtown Royal Oak and 1.5 miles from Beaumont Hospital. This home is located 20 minutes north of Detroit. Keyless entry for your check in. Wifi and cable included. This home has many updates. This home has one king bed, three queen beds, and 1 futon that can be used to sleep 1. Sleeps a total of 9. No parties allowed.

Top Guest favourite
A spacious living area is furnished with a sectional couch and plush armchairs, offering comfort and relaxation. Natural light filters through sheer curtains, illuminating the elegant decor. A small coffee table with games is positioned at the center, creating an inviting atmosphere for gatherings.
Home in Milford Charter Township
4.99 out of 5 average rating, 148 reviews

Luxurious Historical Home in Downtown!

Your biggest decision when staying at the Hickory House will be to stay at home or go explore all that Milford has to offer - just minutes from your doorstep! Indoors, enjoy luxury mattresses and furnishings, expansive coffee/tea bar, limitless draft root beer, games & puzzles! Read a book as the kids enjoy hours on the stair slide! Outdoors, you'll relax in a beautiful, private yard which offers a fire pit and grill, as well as many yard games, including an authentic bocce court!

Top Guest favourite
The exterior of the cottage is surrounded by lush greenery, featuring a small patio with a table and chairs under an umbrella. Two kayaks are resting on the grass nearby, and a gentle slope leads to the entrance of the cottage.
Cottage in Milford Charter Township
4.95 out of 5 average rating, 149 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
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, 439 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 dining nook features a wooden table surrounded by four soft gray chairs. A bottle rack holding several wine bottles is mounted on the wall. Natural light filters in through a nearby window, complemented by decorative plants and a circular mirror.
Home in Berkley
4.96 out of 5 average rating, 175 reviews

The Pride of Berkley

Conveniently located in metro Detroit with access to 5+ downtown areas (including Detroit, Royal Oak, Birmingham, Ferndale, Clawson, Berkley, and more) while still having your own private backyard oasis, tree-lined family friendly community. Walkable distance to restaurants, breweries, and Berkley’s adorable downtown. Beaumont Hospital is 2 miles away, the Detroit Zoo is 3 miles away, Royal Oak is 3 miles way, and Downtown Detroit is 15 miles away.

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.

Popular amenities for Oakland County holiday rentals

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