Holiday houses in Oakland charter Township

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Top-rated holiday rentals in Oakland charter Township

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Top Guest favourite
A cozy seating area features two accent chairs with light upholstery alongside a small white table. An elegant, retro-style refrigerator adds a pop of color in the kitchenette area, illuminated by natural light through octagonal windows. Warm wood accents complement the space.
Guest suite in Rochester Hills
4.92 out of 5 average rating, 59 reviews

Charming Studio with Patio and Backyard

Welcome to Walnut Cottage, a charming studio on two beautiful acres just minutes from downtown Rochester and The Village. This cozy space combines vintage charm and modern amenities for a comfortable stay. Enjoy the spacious property, outdoors, and experience Michigan's natural beauty. Conveniently located near restaurants, boutiques, coffee shops, parks, trails, Oakland University, and Meadow Brook Hall, Walnut Cottage is ideal for visiting family, attending events, or exploring the area.

Top Guest favourite
The exterior of the renovated lakefront property features a modern design with large windows allowing for ample natural light. A wooden deck is furnished with inviting chairs, and a grill is positioned nearby. A lush green yard offers a serene backdrop of trees.
Home in Oakland charter Township
5 out of 5 average rating, 27 reviews

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

Guest favourite
Home in Pontiac
4.95 out of 5 average rating, 42 reviews

Modern Design Ranch in Pontiac

Welcome to your perfect getaway in Pontiac! This charming ranch house features 3 cozy bedrooms and 1.5 bathrooms, perfect for families or groups. Enjoy the brand-new kitchen, fully equipped for all your cooking needs and make yourself at home. Located in a nice neighborhood, you’ll be just minutes away from the Amazon Center and the bustling shopping and office area at Auburn Hills and the Pine Knob Arena. Whether you're here for work or leisure, you'll find everything you need nearby!

Top Guest favourite
A bright sunlit dining area features a table set with a colorful tablecloth. Breakfast items are arranged alongside a bowl of fresh fruit. Large windows offer a serene view of the lake, enhancing the inviting atmosphere of the space.
Cottage in Waterford Township
4.99 out of 5 average rating, 390 reviews

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.

Guest favourite
The cozy living area features a leather sofa paired with a wooden chair, accented by a vintage-style area rug. A wooden television stand displays a screen, and a small dining table is positioned nearby. Natural light streams in through the windows, enhancing the inviting atmosphere.
Bungalow in Pontiac
4.87 out of 5 average rating, 170 reviews

Creative Rest Bungalow

Welcome to your Perfect Getaway! Ideally located near Top Golf, Great Lakes Crossing, Pine Knob, and Oakland University, our charming home provides easy access to entertainment, shopping, and outdoor adventures. Whether you’re here to explore or simply unwind, our home is the perfect place to rest, recharge, and enjoy everything the area has to offer. Our home is an ideal spot for guests traveling with well behaved pets – we warmly welcome your furry friends for a small fee.

Top Guest favourite
The cottage is illuminated by soft outdoor lights, casting a warm glow across the yard. Reflections shimmer in the calm lake water, creating a serene atmosphere. The surrounding trees provide a natural frame, enhancing the peaceful setting at night.
Island in Springfield Township
5 out of 5 average rating, 32 reviews

Serene Island getaway for 2 in Clarkston Michigan

Island Living! This peaceful cottage is on an island, we will take you there by boat & drop you off, it’s a short ride. You have access to kayaks & paddle pontoon to come and go. Queen bed 1.5 baths. Full kitchen area. Decks all the way around. Watch the sunrise from the back deck & the sunset from the front deck. Bonfire wood is included as well. Parking for one vehicle. A quiet & romantic getaway for 2. Downtown Clarkston & Renaissance Festival both close to island.

Top Guest favourite
The backyard is illuminated with soft lighting, showcasing a spacious concrete patio surrounded by a mix of seating options. Several comfortable chairs and a dining set are arranged on the patio, while a large umbrella provides shade.
Home in Auburn Hills
5 out of 5 average rating, 24 reviews

Happy Little House. Clean, Cozy, Cute, King Bed!

Our “Happy- Little -House” is newly remodeled and close to it all! Just minutes from I-75 & Oakland University. This compact home (1100 square feet) proves that good things can come in small packages. Quality amenities with all the comforts of home! Family-friendly & located in a peaceful neighborhood. Clean 3 bedroom/1 bath ranch that sleeps up to 5. Delightful large backyard with patio for dining & relaxing (BBQ, fire table, hammock, fire pit, yard games etc..)

Guest favourite
A serene lakeside view showcases a comfortable seating area with soft cushions, framed by lush greenery. The sun is setting on the horizon, casting a warm glow over the tranquil water. The scene invites relaxation and contemplation in this peaceful outdoor space.
Home in Orion Township
4.98 out of 5 average rating, 110 reviews

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.

Top Guest favourite
A modern lake house is surrounded by lush greenery and trees, showcasing an expansive deck overlooking the water. A landscaped area features various plants and rocks, enhancing the natural setting. The structure blends harmoniously with the serene environment.
Guest suite in Village of Clarkston
4.97 out of 5 average rating, 782 reviews

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.

Superhost
A dining area is shown with a decorative table set, including a plate and glass. In the background, a cozy living room is visible, featuring a dark sofa and natural light streaming through large windows.
Guest suite in Pontiac
4.9 out of 5 average rating, 127 reviews

Economic & Stylish Duplex in Urban Pontiac

Welcome to "The Hudson House" Central location close to highways, hospitals, Amazon facility, auto headquarters. It is great for auto employees and medical rotations. It is a 2nd floor private upper duplex, complete with dining room, living room, kitchen, bedroom and a private entrance. Recently updated bathroom and furnishings, it has all that you need for a great stay. Security cameras outside and common entry areas.

Top Guest favourite
A cozy outdoor seating area is arranged around a stone fire pit, with sturdy wooden seating provided. The cabin features large glass doors, allowing for views of the surrounding greenery. A grassy expanse extends behind the seating, enhancing the inviting atmosphere.
Cabin in Village of Clarkston
4.97 out of 5 average rating, 120 reviews

Brushstrokes by the Lake Cottage

Charming and fully renovated rustic cabin nestled by the serene lake. Offers an up-north feeling without the long drive! Futures: Wake up to breathtaking lake views and natural beauty. Swim, kayak, or paddle board for some fun on the lake. Relax by the fire pit in the evening or enjoy a meal. ~10 minutes away from Pine Knob concerts and ski resort. Only ~15 minutes from Clarkston's delightful restaurants.

Top Guest favourite
A single-story bungalow is shown surrounded by lush green grass and a large tree. The exterior features beige siding and dark brown trim with a welcoming front porch. Large windows allow natural light to enter, and a paved walkway leads to the entrance.
Home in Orion charter Township
4.95 out of 5 average rating, 296 reviews

Bungalow at the Crossing

Our two bedroom home has everything to make your short stay in the Detroit area comfortable. Located on a quiet unpaved street just a stones throw from Great Lakes Crossing, DTE / Pine Knob and a short drive to the Chrysler TC and many Tier 1 suppliers. Close to I-75 Exit 84 you can be virtually anywhere in the Detroit Metropolitan area in 30 minutes or less.

Popular amenities for Oakland charter Township holiday rentals