Holiday rentals with a kayak in Oakland County

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!

Pilates and Boating Retreat on Maceday Lake

Enjoy a pure Michigan Lake experience while improving your mind body connection! Our unique property on Maceday Lake has it all, kayaks, paddle boards, fire pit, and great fishing with options to power boat, wake surf, waterski or wakeboard and take a personalize Pilates course. Walk out directly onto our private canal, a quick hike down to multiple beaches, mountain bike or hike at world renowned Pontiac Lake State Park! This is an active persons dream stay! Separate entrance, private studio.

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!

Lake Life - Peaceful and Quiet

Bring the whole family. Lots of room for fun. 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. Nearby amenities include close access to I-75, Great Lakes Crossing, Top Golf and Pine Knob. The place also has a kayak, canoe and fishing gear if you feel like exploring the lake by boat! Reach out with any questions or special requests!

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 and more can be rented nearby.

Relaxing Lakefront Cottage-NEW KING BED + 4 Kayaks

We believe this is the perfect Airbnb location to allow you to feel like you are away from it all. You can swim, fish, kayak, golf and enjoy the beautiful views on Clear Lake, which is connected to the "Chain of Lakes" to maximize your experience. You are five minutes from downtown Oxford and also close to downtown Lake Orion. The Polly Anne Trail is close by with walking and biking trails. We recently added a NEW king size bed. If this is a friend trip, all guests should be 18 or older.

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.

Lake Escape with Wellness Room

Unwind at this serene and private lake escape with direct canal access! Paddle out with provided kayaks and paddleboat or fish right off the dock with included fishing equipment. This spacious 4-bedroom, 3-bath home offers a finished walk-out basement, large deck, backyard firepit, and modern comforts. After a long day on the lake, relax in the wellness room featuring a wet/dry sauna, a yoga mat, and a dumbbell set. Whether you're here for peace or play, this retreat has it all.

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