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, 176 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
4.98 out of 5 average rating, 284 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, 128 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!

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, 231 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.

Guest favourite
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

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, 384 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.

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
4.92 out of 5 average rating, 160 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.

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, 155 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.

Superhost
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, 102 reviews

Best View on the Lake

4 Season Rustic Cabin with luxurious feel and first class views. *Lake Orion has a modern downtown while still trying to hold on the the small town charm. Clarkston & Rochester offer a change of scenery or different night life. Both within 15 minutes. *Offers awesome back way into Pine Knob music Theatre. 15-20 minutes. *2026 improvements: New Natural Gas Stove in living room New living room flooring *Sorry No Pets...Too many issues in the past.

Superhost
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, 169 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, 776 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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