
Holiday rentals in Oakland County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Oakland County
Guests agree: these stays are highly rated for location, cleanliness and more.

Spring Fever w/Royal Oak Park View!
Located within walking distance of downtown Royal Oak and overlooking Whittier Park. This charming 2 bedroom, 1 bathroom home offers a comfortable home away from home! Walk in minutes to downtown Royal Oak's restaurants, music venues, shopping, movie theater, farmers market, library and more. With the central location, you can travel to downtown Detroit in 20 minutes or explore neighboring communities on the Woodward corridor in under ten minutes. Covered porch is a great way to enjoy the night!

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.

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.

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

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

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.

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.

Modern Mid-Century in Downtown Royal Oak!
Mid-century modern home located in Downtown Royal Oak! Walkable to all of downtown! Clean lines, immaculate, aesthetically peaceful, 3 blocks from the heart of downtown Royal Oak. Fully enclose yard for pets. Family and pet friendly; we have hosted guests here for business and pleasure. Easy access with lockbox code messaged to you for your convenience. We are so pleased that our guests have given us such great reviews. The house is truly charming and location is unbeatable!

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 cat, Commander Muffins. While he won't be in your space while you're with us (& is rarely there otherwise), 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.

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.

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.

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.
Popular amenities for Oakland County holiday rentals
Other great holiday rentals in Oakland County

Lakefront 3BR w/ Hot Tub, Kayaks

Modern Lakehouse Retreat | Beach, Kayaks, Fire Pit

Spacious Lakefront Home in Heart of Novi

Serene Island getaway for 2 in Clarkston Michigan

Modern Design Ranch in Pontiac

Union Lake MI, Lake House Oasis

Liz's Lakefront Home

Private Trail-Side Home Near Downtown Rochester
Destinations to explore
- Private suite rentals Oakland County
- Rentals with a hot tub Oakland County
- Hotel rooms Oakland County
- Beachfront rentals Oakland County
- Pet-friendly rentals Oakland County
- Waterfront rentals Oakland County
- Rentals with a fireplace Oakland County
- Apartment rentals Oakland County
- Rentals with pools Oakland County
- Fitness-friendly rentals Oakland County
- Rentals with a washing machine and dryer Oakland County
- Rentals with an EV charger Oakland County
- Smoking-friendly rentals Oakland County
- House rentals Oakland County
- Serviced apartment rentals Oakland County
- Flat rentals Oakland County
- Rentals with a patio Oakland County
- Rentals with a kayak Oakland County
- Rentals with a sauna Oakland County
- Rentals with outdoor seating Oakland County
- Guest house rentals Oakland County
- Rentals with breakfast Oakland County
- Family-friendly rentals Oakland County
- Townhouse rentals Oakland County
- Rentals with beach access Oakland County
- Rentals with lake access Oakland County
- Rentals with a firepit Oakland County
- Ford Field
- Little Caesars Arena
- Michigan Stadium
- Comerica Park
- Detroit Zoo
- Mt. Brighton Ski Resort
- University of Michigan Historical Marker
- University of Michigan Museum of Art
- Pine Knob Music Theatre
- Motown Museum
- University of Windsor
- Lake St. Clair Metropark
- Huntington Place
- The Heidelberg Project
- Hollywood Casino at Greektown
- Kensington Metropark
- Fox Theatre
- Hart Plaza
- Wayne State University
- Renaissance Center
- The Ark
- Masonic Temple
- Great Lakes Crossing Outlets
- University of Michigan Nichols Arboretum





