Holiday houses 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
4.98 out of 5 average rating, 302 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

LocationFamilyBeach

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, 118 reviews

Best View on the Lake

^As of now AIR BNB has changed their billing policy. Their fee is now hidden in the daily price 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. *Sorry No Pets...Too many issues in the past. people ruin it for others.

FamilyLocationComfort

Guest favourite
Home in Royal Oak
4.94 out of 5 average rating, 182 reviews

Lively 3BR · Game Room, Bar & Fire Pit · Sleeps 6

Welcome to The Woven Oak — Stylish & Cozy mid-century bungalow on a quiet, tree-lined Royal Oak street. Built for easy, memorable stays. Hang out in the basement bar + game room, unwind by the fire-lit backyard, and spread out across 3 queen bedrooms + 2 full baths (sleeps 6). Fast WiFi + a dedicated loft office for remote work. Minutes from Downtown Royal Oak & Clawson dining/nightlife; 15 min to Detroit Charming, comfy & ready for families, groups & business travelers. Easy self check-in!

ValueLocationLayout

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
4.94 out of 5 average rating, 142 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.

ValueFamilyQuiet

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, 243 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.

ValueLocationNearby

Superhost
An open living area features a comfortable L-shaped sofa accented with decorative pillows. A round coffee table sits atop a textured area rug, while modern artwork hangs on the wall. Natural light filters through patterned curtains, enhancing the welcoming atmosphere.
Home in Berkley
4.91 out of 5 average rating, 110 reviews

Designer Gem | Hot Tub | Quiet Neighborhood

Step into the spacious 2BR 1Bath designer home nestled just a stone's throw away from the Beaumont Hospital, vibrant downtown area, and many more attractions and landmarks. Explore Berkley and Detroit or lounge the day out in the backyard with the high-end hot tub. The stylish design and rich amenity list will leave you in awe. ✔ 2 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Backyard (Hot Tub, Dining, Lawn) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Workspace ✔ Free Parking See more below

LocationFamilyNearby

Top Guest favourite
A wooden deck extends towards a tranquil lake, featuring several blue lounge chairs arranged for seating. The calm water reflects the blue sky and clouds, while a paddle boat and kayaks rest nearby. Lush greenery surrounds the area, enhancing the serene setting.
Home in Holly
4.97 out of 5 average rating, 109 reviews

Shore House | Holly, MI

Relax with the whole family at this peaceful lake house in Holly. Recently renovated with a spacious interior, fully stocked kitchen, coffee bar, fireplace, heated floors, panoramic lake views, patio and dock. Featuring two main floor bedrooms, a full bath and a spiral staircase leading to a second-floor loft with a king bed, sleeping sofa and luxurious bathroom. Up-north feel and located minutes from I-75, downtown Holly, Renaissance Festival, Holdridge, Seven Lakes and Mt. Holly ski resort.

LocationValueBathroom

Guest favourite
A view of the lakefront reveals two houses beside the water. A child in a kayak is visible near the dock, surrounded by lush greenery and gentle waves. The peaceful scene captures the connection between the homes and the tranquil water.
Home in White Lake charter Township
4.89 out of 5 average rating, 98 reviews

Vietnam-Inspired Lake Bungalow, White Lake

Welcome to our vibrant, sunlit lake bungalow with walk-in beach and dock access to all-sport Pontiac Lake! This airy and inviting home is imbued with the artistic sensibilities of our native home of Vietnam. Spend your leisure days swimming, kayaking, fishing or just wading in the clear shallow water. Or you may just enjoy the sun rise over the lake from behind the large kitchen windows. Within minutes are Alpine Valley Ski and the amazing hiking/bike trails of Pontiac Lake Recreation Area.

ValueLocationCheck-in

Guest favourite
A spacious living room is highlighted by a decorative fireplace, surrounded by candles. Comfortable seating is provided by a gray couch and two armchairs, while a coffee table rests in the center. Natural light enters through multiple windows with wooden trim.
Home in Royal Oak
4.87 out of 5 average rating, 145 reviews

*Luxury Main Street+Walkable+Coolest*

Suite 1 in this charming 3-suite home is a few steps from Main Street in downtown Royal Oak on a tree-lined street of restored Craftsman homes, many in the original color schemes. What could be more fun than staying in a 100-year-old home with all the original details and then going out on the town each night on foot? Enjoy the luxurious Emagine theater and many restaurants and breweries. Need more room? Ask me about additional suites available in the same home and a 10-guest home nearby.

LocationFamilyLong stay

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.
Condo in Milford Charter Township
4.95 out of 5 average rating, 132 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

LocationFamilyCheck-in

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, 160 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.

FamilyLocationParking

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, 453 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.

ValueFamilyBackyard

Popular amenities for Oakland County holiday rentals