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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Guest favourite

Cottage

5 out of 5 average rating, 360 reviews

Hot Tub Kitch Lake Fireplace Late Ck Out the 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. $ is 4 2 p

Guest favourite

Home

5 out of 5 average rating, 75 reviews

Best View on the Lake

Welcome to World Traveler owned home. Enjoy Oakland County's most vibrant lake fun community…. and Vacation destination 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. *Oxford, Clarkston & Rochester are all quite close *There is also a Trolley that runs between Orion and Oxford *NEW 2025…NO PETS. Sorry but we had two many problems last year. Cheers Matt

Guest favourite

Cottage

5 out of 5 average rating, 9 reviews

Million $ lake views! 4 bed Cottage

Relax and enjoy this peaceful slice of paradise. Less than 1 hr from Detroit and 15 min from Pine Knob - enjoy spectacular sunsets and create summer memories without the "up north" traffic. Enjoy a sunset kayak ride and get up close and personal w/ native birds and fish. Equipped with WIFI, 2 smart TV's with netflix, hulu and Amazon prime as well as washer and dryer. Master BR has king bed, 2 guests rooms with full size and 1 guest room w twin trundle bed. BOAT NOT INCLUDED IN RENTAL.

Guest favourite

Home

5 out of 5 average rating, 26 reviews

Amazing Cozy Lakefront Retreat 5-Star SuperHost

READ OUR 5-STAR REVIEWS ! ! ! ! A warm and cozy newer build (2018) lakefront house for those seeking a peaceful lakeside getaway situated on All-Sports Elizabeth Lake. Events requests are reviewed on an individual bases -Private Dock & Fire Pit (Summer only) -Kayaks provided (Spring/Summer/Fall only) Note: previous guests have arranged to launch their boat from local marina. Contact us for details. Numerous year-round dining locations, many of which offer patio and lakeside dining.

Superhost

Home

4.87 out of 5 average rating, 217 reviews

Cozy Hot Tub Destination (A quiet getaway)

Take it easy at this unique and tranquil getaway. This home is absolutely NOT for parties or anything loud. It's peaceful! Spend a night out with your significant other with a heated hot tub, intimate games, massage table and a spacious updated kitchen and living area. This space is perfect for date night rendezvous, baby showers, game nights, family events, and more. All events with more than 6 people must be approved by the host. Security deposit is $150. Contact us to inquire!

Guest favourite

Home

5 out of 5 average rating, 11 reviews

Boho bungalow blocks from town

You will be staying in a quiet, walkable neighborhood just blocks away from downtown Clawson! This home offers just about everything your family or group could need for any length of stay. This home accommodates 6 with child-friendly utensils, activities and board games, two workstations, EV slow charger, and 2 driveway parking spots available. 20 min drive to the heart of Detroit, even shorter drives to nearby hospitals (Troy Beaumont/Corewell Royal Oak), colleges, and venues.

Guest favourite

Home

5 out of 5 average rating, 36 reviews

All-Inclusive Lavish Getaway

Welcome to Linwood! We provide luxury living in Royal Oak with a focus on high-end premium amenities. Linwood offers an all-inclusive dynamic combination of lavish amenities in order to provide elite value. Book your stay and prepare yourself for an unforgettable jaw dropping experience. Book Linwood with confidence. Linwood is owned & operated by BPM Capital, also owner & operator of Oakdale Luxury Living https://www.airbnb.com/h/oakdale-luxury-living IG @bpm_capital

Guest favourite

Home

5 out of 5 average rating, 49 reviews

Bright Modern Luxury Family Oasis - Your Vacation!

This Modern, bright, immaculate two-story 2300 sq ft home is located in a safe, walkable Royal Oak Neighborhood, steps away from the vibrant downtown. A hidden gem of a house that underwent a complete + total renovation and has everything you need for an amazing stay! Perfect for families, friends, couples and executives who are looking for a short or longer term contemporary, spacious, and clean home that is walking distance to downtown Royal Oak. Perfect for Holiday visits!

Guest favourite

Home

4.96 out of 5 average rating, 117 reviews

4 bed /2 bath historic cottage with modern updates

Stone-Mason Cottage This stylish place to stay is perfect for group trips or just to kick back and relax. Walkable to downtown Clarkston that has charming shops and hip restaurants. Home has access to 1 Canoe and 2 kayaks on private all sports lake. Great place to hang and relax after the day at Great Lakes Crossing, Legoland, Sea Life, Pine Knob Music Theater & ski resort, Mt. Holly Ski and many state and Metro parks. Enjoy fishing, swimming and relaxing by a bonfire.

Guest favourite

Cottage

4.98 out of 5 average rating, 84 reviews

*Comfy King bed*Pet Friendly*

This small adorable house is conveniently located just a short drive to lots of major retail, dining, and lots of metro Detroit attractions . *Clean, cozy home with back patio *Fully stocked kitchen *Soft, comfortable linens *King in the Primary w/TV *Queen bed *Dog Friendly home with fenced in yard, stainless steel bowls & dog beds *WFH desk/fast WiFi *older established neighborhood with quick access to restaurants and stores *Easy access to major venues

Guest favourite

Flat

4.88 out of 5 average rating, 175 reviews

Alpha Bed and Breakfast

Alpha B & B is a safe, remodeled, 2-bedroom, 1-bath, lower-level flat in a ranch-style home with its own private entrance. A lighted, step-free path along the side of the house leads to the door. Enjoy a wooded back yard, living area, kitchenette and small patio. The laundry room is shared, just up a set of stairs on the main level of the home. Small step down into the flat. Check out local attractions online. We provide a continental breakfast.

Guest favourite

Home

4.97 out of 5 average rating, 58 reviews

Relax and unwind Lakefront on beautiful Clear Lake

Enjoy a peaceful getaway in Oxford, Michigan. This is metro Detroit and north Oakland County all sports lakefront property at its best! Tasteful decor, clean surfaces, and crisp linens come in this modern home, new in 2017. With beautiful views, brick patio, private beach, and direct access to Clear Lake, this home has it all. Your no-stress vacation begins the moment you put your car in park. We welcome long term stays as well.