Holiday rentals in Oakland County

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Top-rated holiday rentals in Oakland County

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Top guest favourite
An open kitchen and living area are presented, featuring a large kitchen island with seating. Modern appliances, including a refrigerator and stove, complement the sleek cabinetry. A cozy sofa area is seen in the foreground, providing a view into this well-lit and spacious design.
Home in Milford Charter Township
4.97 out of 5 average rating, 143 reviews

Downtown Milford 1 BR Flat

Enjoy a special experience in your luxury, private one bedroom flat, located in charming downtown Milford. While apart of a triplex, you will have your very own flat that includes everything you will need to have an outstanding stay. This recently remodeled flat includes an open floor plan with a well equipped kitchen, inviting living room, spacious bedroom with a queen size bed and even an over-sized desk so that you can "work from home", and a "to die" for bathroom. Two blocks from Mainstreet.

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
4.99 out of 5 average rating, 270 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
A bright and airy bedroom features a spacious bed adorned with a light blanket. Two bedside lamps provide soft illumination, while large windows allow natural light to fill the room. A patterned area rug is placed underneath, complementing the modern decor.
Home in Auburn Hills
4.95 out of 5 average rating, 116 reviews

Updated & Comfy Private Home

Right by Rochester and AH downtown Off of 75 and M59! 15 min to Pine Knob! 10 min from Great Lakes Crossing! 30 min from Detroit. Walking distance from OU! Enjoy a stylish experience at this centrally-located place. This 2-bed, 1-bath home has everything you’ll need for a business visit or weekend away. Each bed room features a luxury queen bed. The kitchen is fully equipped with new quartz, stove, and coffee/tea bar. Check out the back with a deck, seating and fire pit, perfect for some R&R.

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
4.94 out of 5 average rating, 135 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 and more can be rented nearby.

Top guest favourite
A welcoming porch area is featured, with a wooden swing and two large windows allowing natural light. A flower box is filled with assorted blooms, complementing the shaded wood siding and ceiling fan above. Surrounding greenery enhances the peaceful atmosphere.
Tiny home in Commerce Charter Township
4.93 out of 5 average rating, 178 reviews

Omega Bed and Breakfast

Omega B & B, built in 2023, is a private, two-story, tiny home on the property of the hosts. Perfect for two, it features a full kitchen, living area, work area and murphy bed (for additional guests) on the top floor. The main bedroom, bathroom, laundry and coffee/wine bar are on the lower level. Guests need to be able to navigate steps both inside and outside the home. There is a parking space for one car. More parking is available, if needed. Check out local attractions online.

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
4.91 out of 5 average rating, 146 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.

Guest favourite
A comfortable living area is showcased with a spacious sectional sofa, a small side table, and a television. Light enters through a window adorned with a roller shade. Artwork is displayed on the walls, adding a subtle touch to the neutral color palette.
Cottage in Commerce Charter Township
4.98 out of 5 average rating, 189 reviews

Corporate, insurance or family vacation in Wolveri

Conveniently located 3 miles, West of M5, 3 miles North of I 696. Only 3 houses away from lake, access is for swimming, or kayak, canoe launch, no boat launch at this access. This is not for picnic or parties, only for water craft, toys, and swimming. In Wolverine Lake. The house is not on the water. Enjoy a relaxed comfortable stay, with full access to the entire ranch home. In the small town setting of all sports, Wolverine lake. Home is just north of Walled lake, and Novi Mi.

Top guest favourite
The spacious basement studio is highlighted by a cozy living area featuring a hammock chair and two recliners. A kitchenette with a sink and counter space is visible. Light wood furnishings complement the warm wooden flooring, creating a welcoming environment.
Guest suite in Royal Oak
4.99 out of 5 average rating, 180 reviews

Bright Royal Oak basement studio

You'll love this clean & bright basement studio w/private entrance! Bonus - We donate 10% of our earnings to groups supporting LGBTQIA rights & fighting food insecurity! We have a small dog and a cat. Smudge & Commander Muffins won't be in your space while you're with us (& are rarely there otherwise), but if you have animal allergies, this is likely not the best place for you. A short drive to downtown Royal Oak, Ferndale, Birmingham, and also to fabulous & historic Detroit.

Guest favourite
A serene bedroom features a spacious bed with neutral bedding and accent pillows. A shelf above the bed displays small potted plants, enhancing the natural feel. Light enters through a window, creating a bright and airy atmosphere.
Flat in Brandon Township
4.93 out of 5 average rating, 180 reviews

Cozy Boho Apt Close to Pine Knob & Mt Holly

Enjoy this cozy, peaceful 1 bed/1 bath apartment in downtown Ortonville. 18 minute drive to Pine Knob Music Theater (DTE). 17 minutes to Oxford. 14 minutes to downtown Clarkston. Walking distance to shops/restaurants in downtown Ortonville. Fully equipped kitchen, Wi-Fi, Smart TV, and free parking on premises. One king bed and one large sectional that can sleep two people. Great for singles, couples, or small families. Feel right at home in this updated, clean, modern space.

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, 432 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
The living area features exposed brick walls and large windows that allow natural light to illuminate the space. A dark blue sofa and a stylish armchair provide seating, while a modern TV is mounted on the wall. A dining table with chairs is positioned nearby.
Apartment in Holly
4.97 out of 5 average rating, 149 reviews

The Herald Downtown Battle Alley Luxury Getaway

Enjoy a stylish experience at this centrally-located Historic Holly Apartment. Walk out directly onto Battle Alley just steps from fine dining and multiple wedding venues. The unit is brand new with a full kitchen and all of the amenities you may need to feel at home while you are away. Enjoy the original brick walls and wood floors of this updated 1889 building all while taking in the ambiance of the social district of Holly, Michigan.

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, 745 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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