Holiday houses 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, 152 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, 278 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
4.97 out of 5 average rating, 117 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
4.95 out of 5 average rating, 215 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 charming entrance is highlighted by a pastel front door and surrounded by vibrant flower pots. Lush greenery and potted plants create a welcoming atmosphere. A decorative sculpture adds character to the area, while the beige siding complements the natural elements.
Guesthouse in Southfield
4.9 out of 5 average rating, 207 reviews

Carriage house 600 sq feet

Small cottage 600 sq feet 2 bedrooms turn key . Light airy all utilities wi-fi full size kitchen appliances , about 20 minutes from downtown Detroit - you are about 15 minutes from Royal Oak Bike path , walking path , golf walking distance beechwoods park close to grocery stores , target , Taco Bell chipotle mcDonalds more...safe off road parking . ABSOLUTELY NO SMOKING! There will be deep cleaning fee. I’m truly sorry you will asked to leave if there is smoking . Thank You for looking .

Top Guest favourite
A cozy living area is highlighted by a deep black sofa and a vibrant area rug. Natural light filters through large windows adorned with stained glass, complementing the aesthetic of the adjacent dining space, which features a wooden table and chairs.
Home in Royal Oak
4.91 out of 5 average rating, 188 reviews

Downtown Royal Oak Gem. Walk everywhere!

Enjoy your visit to Royal Oak in our updated house set up with comfort in mind *Lower unit of house duplex* Fenced in backyard equipped with comfortable lounge furniture and yard games Enjoy a short 5 min walk to heart of downtown Royal Oak where you can enjoy a nice dinner, hang out w/ friends on a patio or spend the afternoon shopping at the local boutiques One block to Royal Oak music theater, short drive to the Detroit Zoo, downtown Detroit, and freeways. Long and short stays welcome

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
4.98 out of 5 average rating, 187 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, 143 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.

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, 755 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.
Apartment in Royal Oak
4.95 out of 5 average rating, 139 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.

Popular amenities for Oakland County holiday rentals

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