Holiday rentals in Oakland County

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Top-rated holiday rentals in Oakland County

Guests agree: these stays are highly rated for location, cleanliness and more.

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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
4.99 out of 5 average rating, 281 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.

Guest favourite
An upcycled shipping container cabin is nestled among lush trees, featuring large fixed windows that provide a view of the natural surroundings. A stone border outlines the cabin's base, with a small seating area highlighted on the porch for outdoor relaxation.
Farm stay in Brandon Township
4.97 out of 5 average rating, 166 reviews

Cabin 3: Horses & Hot Tubs on Perry Lake

Stillwater Stays is an adults-only venue offering peaceful, inspiring getaways. If you're traveling with kids, please inquire about special dates. You will stay in an upcycled shipping container that is nested in an old-growth forest perched 70’ above Perry Lake. New in 2022, the premium interior feels fresh and modern. Visiting the horses, bird watching, and hiking are guests' favorites. This cabin has been carefully placed to offer a private, 360-degree view of the surrounding wilderness.

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
The living area features a spacious sectional sofa centered around a coffee table. Artwork adorns the walls, and natural light floods in through a large window, illuminating the room. A lamp stands nearby, and a dark patterned rug adds contrast to the floor.
Apartment in Milford Charter Township
4.95 out of 5 average rating, 119 reviews

Rivers Edge Condo in Downtown Milford

Cozy, stylish two bedroom condo in the heart of the Village of Milford. Milford is a safe, vibrate, and fun neighborhood, with many restaurants, bars, breweries, and within walking distance. You can stop by the coffee shop, bakery, or raw juice bar in the morning as you walk through town. Later, enjoy shopping- or go for a hike or kayak at one of several beautiful parks nearby! This is an excellent spot for people looking for a fully furnished short-term rental with modern characteristics

Guest favourite
A charming duplex home features two stories, with a dark gray exterior and a welcoming entryway. Lush green landscaping surrounds the entrance, complemented by trees and shrubs. An American flag proudly displays in front of the building, enhancing the neighborhood's inviting ambiance.
Townhouse in Walled Lake
4.94 out of 5 average rating, 140 reviews

Comfortable Walled Lake Home

We welcome you to enjoy our 2 bedroom, 1.5 bath duplex home in Walled Lake, MI. We’ve furnished the home with a tasteful travel theme to reflect our love of world travel. We took extra care to make sure every detail was thought of to make you as comfortable as you would be in a fine hotel. We've included extras like ceiling fans in both bedrooms, a patio table and chairs, family board games, books to read, and children’s plastic kitchen ware. We do not live here, but live very close by.

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, 148 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 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.

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
4.96 out of 5 average rating, 167 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.

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