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
4.96 out of 5 average rating, 142 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, 268 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.

Superhost
The living area features a cozy couch adorned with colorful cushions, paired with a glass coffee table. Natural light floods through large windows, enhancing the room's modern decor, including a stylish fireplace and an artwork piece depicting a map of Detroit.
Townhouse in Auburn Hills
5 out of 5 average rating, 4 reviews

*NEW* DT Auburn Hills Lux Condo

Step into comfort in this 2 BR 2.5 BA, stylish condo, with dining /kitchen table to easily accommodate a corporate group or medium sized family! ✔ 2 Comfortable Bedrooms + 2 Full BT & 1/2 BA ✔ 1 Pull out Sofa ✔ 30 mins to Detroit & 15 mins to Great Lakes Crossing Outlets ✔ Fully Equipped Kitchen ✔ TVs in LR & 1 Bedroom ✔ High Speed Wi-Fi ✔ FIreplace ✔ Cubby Office Space with monitors/desk ✔ 2-Car Attached Garage Learn more below! Enjoy a stylish experience at this centrally-located condo.

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, 134 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 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, 380 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
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, 177 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.

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.

Guest favourite
A bright living area is showcased with natural light filtering through multiple windows. The space includes a brown leather sofa, a glass coffee table atop a decorative rug, and a wood console table positioned against the wall. A comfortable chair is placed near the window.
Flat in Royal Oak
4.91 out of 5 average rating, 166 reviews

Cozy 1 BD Apt | 5 min to Downtown RO

A cozy one bedroom one bathroom unit, less than a mile from downtown Royal Oak. Centrally located right off of Woodward near Birmingham, Royal Oak, the Detroit Zoo and much more- all less than a 10 minute drive. This apartment is stocked with all essentials to make anyone's stay comfortable. Scores “highly walkable” with most errands able to be accomplished on foot. Very safe neighborhood. One parking space in lot + street parking 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, 742 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
An open concept living space is shown, featuring a kitchen with white cabinetry and a breakfast bar with two metal stools. Natural light fills the adjacent living area with a comfortable couch and modern decor. Neutral tones enhance the inviting atmosphere throughout.
Flat in Royal Oak
4.95 out of 5 average rating, 128 reviews

Lykke House - 5min Walk to DTRO

Enjoy your visit to Royal Oak in our peaceful and centrally-located place; just a short 5 minute walk from downtown Royal Oak full of a variety of restaurants, bars, entertainment, coffee shops and more! Long stays as well as short stays are welcome! Our place is tucked into a quiet, safe, walkable neighborhood close to many parks, Royal Oak Music Theater, Beaumont Hospital, Detroit Zoo, Downtown Detroit and multiple freeways.

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, 418 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.

Popular amenities for Oakland County holiday rentals

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