Vacation rentals in Oakland Charter Township

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

Cranberry Lake Hideaway | Cozy Cottage w/ Sauna

Just minutes from DT Rochester, Lake Orion & Romeo, enjoy that “up north” feel without leaving Metro Detroit. We poured love into making this cottage cozy & unique—between the comfy beds, eclectic decor, & beautiful lake views, we hope it feels like a true retreat. Walk 5 mins to the lake, where you can kayak, fish, swim, or relax on the beach while the kids enjoy the playset. When you're ready to unwind, rinse off in the outdoor shower, relax in the sauna or end your night around the fire pit!

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.

Best View on the Lake

Welcome to World Traveler owned home. *Amazing rustic experience in thriving Town on 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 and bars. *Oxford, Clarkston & Rochester are all quite close. *Trolley that runs between Orion and Oxford *NEW 2025…NO PETS. Sorry but we had too many problems last year. *Also, strict check in and check out time… had issues!

Cranberry Lake - Lakefront Home with Beach Access

From paddle boarding to ice fishing, enjoy all 4 seasons at Cranberry Lake. This Lakefront property will give you the experience of being “up north”, while taking a fraction of the time to get there. - Private Lake/Beach with boat launch (electric only) - 2 minutes from great fishing and hiking trails - 5 minutes from Addison Oaks and Cranberry Lake Park - 8 minutes from Big Red Apple Orchard - 10 minutes from Grey Stone Golf Course - 15 minutes from Downtown Romeo and Downtown Rochester

Timberline / Indoor Pool / Arcade

Escape to our Shelby Township retreat, where luxury meets comfort in a 4-bedroom ranch-style home. Dive into the private indoor pool or challenge friends in the game room. The space boasts a gourmet kitchen for culinary exploits, an outdoor lounge for serene evenings, and plush bedrooms for tranquil rest. Ideal for families or groups seeking leisure and entertainment, this home is nestled in a quiet neighborhood, minutes from golf and shopping, ensuring a stay filled with cherished memories.

Downtown Rochester Gem!

Charming 2 bed/ 2 bath within walking distance to downtown Rochester, Michigan. Downtown Rochester has several great restaurants, shops, and walking areas for you and your family to enjoy. Apartment has a private entrance and use of a small outdoor patio area. Parking available in the rear of the building or street parking directly in front of the unit. Very unique property and location for your stay in Rochester area. Pets welcome but subject to an additional $25 cleaning fee

Oakland Hills Farmhouse

Welcome to our updated peaceful retreat 3 miles from downtown Lake Orion and close to Addison Oaks and Rochester. Parks, swimming, biking, hunting, sporting clays, golf, and hiking all close by! We are connected to a non-profit working garden by a lovely wooded path. We are next to Marshview park and across the street from Bald Mt. state park and just a few minutes away from paint Creek Trail! Great location for a nature loving retreat and/or time away from the hustle.

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.

Hilltop-Heights. Hot Tub Overlooking Lake Orion!

Hilltop Heights is your elevated escape on Lake Orion—perfect for families, couples, and friends. This 4BR, 2BA lakefront home sleeps 12 and offers a hot tub, private dock, kayaks, sandy beach, game room, sunroom, patio, and firepit. Enjoy tranquil mornings with lake views, adventurous days on the water, and lively nights just minutes from downtown Lake Orion’s shops, dining, bars, and entertainment.

Studio cottage near downtown Lake Orion

Studio cottage approx. 1 mile from downtown Lake Orion. Near many lakes for kayaking or paddle boarding. 20 minutes away from DTE Music Theater & Pine Knob ski resort. Explore nearby hiking trails or the shops and restaurants of downtown Lake Orion. Queen size bed for sleeping. Kitchen with basic equipment for cooking. Wifi and TV with Netflix and YouTube TV. Entry by keypad lock

Paint Creek Trail Home • Quiet, Cozy, Convenient

Charming Cottage on Paint Creek Trail Relax in our updated private cottage on 0.65 wooded acres with direct trail access. Enjoy brand-new bedding and furnishings, and explore nearby cider mills, Downtown Rochester, and Oakland University. Walk, run, bike, or fish right from your backyard. Ideal for couples, small families, or a peaceful remote work retreat.