Holiday rentals with outdoor seating in Oakland County

The Woven Oak - Cozy Getaway w/ Game Room & Bar

Welcome to The Woven Oak — a cozy North Royal Oak bungalow designed for connection, comfort, and style. Whether you’re here for work or play, this home offers the perfect blend of mid century charm and modern convenience Minutes from Downtown Royal Oak & Clawson, and just 18 minutes to Midtown Detroit, The Woven Oak offers easy access to top restaurants, cafés, and nightlife while sitting on a quiet, tree-lined street that feels worlds away from the city rush. You’re going to love staying here

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!

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.

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

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.

Cabin 1: Horses & Hot Tubs on Perry Lake

This is one of 4 guest cabins on the property. We are an adults-only venue except for special Family Weeks. Please inquire about our kid-friendly dates. You'll be visiting the High Line cabin at Stillwater Stays. This upcycled shipping container is cantilevered above an old-growth forest and perched 70’ above Perry Lake. Finished in 2022, the premium interior feels fresh and modern. Guests enjoy lake access, encounters with horses, bird watching, and acres of hiking trails.

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

Best View on the Lake

4 Season Rustic Cabin with luxurious feel and first class views. *Lake Orion has a modern downtown while still trying to hold on the the small town charm. Clarkston & Rochester offer a change of scenery or different night life. Both within 15 minutes. *Offers awesome back way into Pine Knob music Theatre. 15-20 minutes. *2026 improvements: New Natural Gas Stove in living room New living room flooring *Sorry No Pets...Too many issues in the past.

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.

Gorgeous Comfy Downtown Clawson Home

Our newest stylish and comfy home steps away from Clawson downtown. This home is perfect for family & friends in this beautiful suburb of Detroit. It features a fully automated espresso machine with locally roasted Sabbath coffee beans, a large wooden deck with privacy walls, Samsung Frame TV featuring Netflix and Disney+, 3 stylish bedrooms with top-of-the-line hotel linens from Standard Textiles and plenty more.

Relaxing lakefront with boats near concerts &parks

Beautiful lake cottage nestled on Cooley Lake is powered by the sun. You can be too in this nearby getaway. We are the first house off the lake on a short canal. Come get away for a night or longer and take in the lake life in one of our kayaks, canoe, paddle-board or fishing gear - all included.. We have many wonderful restaurants nearby or use the grocery nearby and make meals in the fully furnished kitchen.

1842 Suite-Millpond Inn|Walk to downtown Clarkston

Completely refreshed in 2020, the Inn sits in the historic area of the Village of Clarkston. This guest suite is named after the year the Village of Clarkston was incorporated in 1842. We've taken the bed & breakfast, originally opened in 1994, & modernized it for our guests. We provide a continental breakfast in your suite, or you can visit one of several restaurants and cafes in nearby downtown Clarkston.