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, 167 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, 280 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, 122 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
A cozy outdoor seating area features four comfortable chairs surrounding a fire pit, set among lush greenery. A vintage camper stands near a contemporary structure with large glass doors, revealing an indoor hammock and colorful rugs inside.
Home in Holly
4.97 out of 5 average rating, 144 reviews

Private 6 Acres with Hot Tub & Fire pit

Boho/Industrial romantic getaway - 2 levels, 6 wooded acres. Indoor hammock & 2 garage screened doors opening to the outside(seasonal) Open plan sleeping spaces w/queen bed & 2 futons upstairs. Outdoor fire pit, hot tub, 2 bicycles. Vintage 1973 Trillium camper@ extra $50/day w/cabin rental only. Antiques, restaurants, Mt. Holly Ski Resort, Pine Knob Concert & Ski/Snowboard Resort, wedding venues, Heather Highlands Golf & Holly Oaks Park all minutes away. Angel wings photo op mural.

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, 381 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 modern kitchen is equipped with dark cabinetry and granite countertops. Stainless steel appliances, including a dishwasher, oven, and microwave, are visible. A double-basin sink is positioned beneath a window, allowing natural light in. Light-colored floor tiles complete the contemporary design.
Home in Royal Oak
4.83 out of 5 average rating, 207 reviews

Cheerful 4 bedroom home in Royal Oak Michigan.

Welcome to Royal Oak, Michigan. This spacious 4 bedroom home is located in 1 block north of Vinsetta Blvd in always popular Royal Oak, Michigan. 1 mile from downtown Royal Oak and 1.5 miles from Beaumont Hospital. This home is located 20 minutes north of Detroit. Keyless entry for your check in. Wifi and cable included. This home has many updates. This home has one king bed, three queen beds, and 1 futon that can be used to sleep 1. Sleeps a total of 9. No parties allowed.

Top Guest favourite
A charming A-frame cabin is nestled among bare trees, with snow-covered ground and a wooden deck extending outwards. The cabin's peaked roof and large windows reflect the bright blue sky, while subtle landscaping includes small bushes at the forefront.
Home in Groveland Township
4.9 out of 5 average rating, 514 reviews

Horses|Hot Tub|Fire Pit|Hiking|Tiny Home

*Private hot tub *Dog friendly *Family friendly *Outdoor fire pit *Horses, donkeys, cows, sheep, pigs and chickens *Explore 56 acres of farm and woodland *Lake access for fishing and kayaking This is one of 4 homes at Narrin Farms. A tiny house, with a big experience. Perfect for one to two guests. Enjoy the "Up North" feel while being only an hour from Detroit and Frankenmuth, 20-30 minutes from hot spots in Clarkston, Holly, Lake Orion, Metamora, etc

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, 439 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
Apartment in Royal Oak
4.97 out of 5 average rating, 331 reviews

Hygge House - 5min walk to Energetic DT RO

*All bookings after 9/15/25 : ENJOY A NEW COMPLETELY REMODLED BATHROOM!* Enjoy your visit to Royal Oak in our open and comfortable one bedroom apartment; just a 8 minute walk from downtown Royal Oak full of a variety of restaurants, bars, entertainment, coffee shops and more! Short or long stays welcome! Quiet walkable neighborhood close to many parks. Close to Royal Oak Music Theater, Royal Oak Beaumont, The Detroit Zoo, Downtown Detroit and freeways.

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, 174 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
An expansive open floor plan is highlighted by high ceilings and exposed brick walls. A large chandelier hangs prominently above a cozy seating area, while a dining table occupies the space near large windows covered by dark shades. A projection screen is visible in the background.
Loft in Milford Charter Township
4.98 out of 5 average rating, 263 reviews

Milford Opera House Loft

The historic Milford Opera House was built in 1875 in the Heart of Downtown Milford, MI. The upper floor is a 3,000 sq. ft. luxury loft. The loft has a huge open floor plan with a King bedroom set & 2 Bedrooms. Guests also have access to the huge projection television & 1875 Pool Table in the common area. Outside the back deck is a beautiful view of the Lower Mill Pond & railroad tracks. Check in is at 3pm, early check ins are not available.

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