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, 150 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
Home in Keego Harbor
4.87 out of 5 average rating, 63 reviews

Mod Cottage

Modern, with ample kitchen and spacious island is close to everything (Detroit; Bloomfield Hills; Birmingham): ask for reduced rates for long stays. Access to nearby lake (4 blocks) and 2 paddleboards on premises. Fireplace; heated tile flooring on main level. E-30 elliptical also. Deck with grille/private backyard. 2 bedrooms (3rd w/full bed) organic king bed on main level, with bathroom; 2nd bedroom with a queen mattress and private bathroom; 3rd/futon. No parties please. 2 paddle boards.

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, 275 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 stone house is nestled among lush greenery, featuring a facade adorned with climbing vines and flowering plants. The inviting porch is illuminated by warm lights, creating a serene atmosphere. Surrounding foliage enhances the natural setting of this unique home.
Home in Ferndale
4.99 out of 5 average rating, 253 reviews

Rock House Detroit w 2 Kings Office Designer HGTV

A “magical getaway”, eye candy”, “a respite”, "the best Airbnb ever". Best porch in Ferndale. Ideal location in gorgeous historic Northwest Ferndale with unique homes and tree-lined sidewalks. Great art and rock n roll/eclectic decor. A few blocks to shop, pick up food, dine at one of our many foodie destinations (1/2 mile/8 min walk). Pilot episode HGTV’s “What You Get For The Money”, SEEN Magazine’s “5 Cool Detroit Airbnb’s”, interior design cover story “Detroit News Homestyle” magazine 3x!

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, 120 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 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, 212 reviews

Vintage 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 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, 181 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.

Top 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, 190 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, 183 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
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, 141 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, 438 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
Home in Royal Oak
4.78 out of 5 average rating, 118 reviews

Cozy Brownstone Near Downtown Royal Oak

Relax in this stylish, centrally located Royal Oak brownstone just minutes from downtown. Enjoy a cozy space with everything you need for a comfortable, easy stay—perfect for couples, business trips, or longer visits. ✓ Large, open living w/ arcade ✓ Beautiful dining area ✓ Luxury finishes ✓ Fully equipped kitchen ✓ Spacious bedrooms with King + Queen beds ✓ Big desk + Fast wi-fi ✓ Fenced in yard ✓ Large ATTACHED 2-car garage ✓ Brand new washer/dryer

Popular amenities for Oakland County holiday rentals

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