Holiday rentals in Oakland charter Township

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Top-rated holiday rentals in Oakland charter Township

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Top guest favourite

The serene image captures a tranquil lake at sunset, reflecting warm hues of orange and purple across the water's surface. Trees frame the scene, and a small group of ducks is visible on the water, enhancing the peaceful atmosphere.

Home in Orion Township

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!

4.97 out of 5 average rating, 149 reviews

Top guest favourite

A spacious deck area is showcased under a wooden pergola, adorned with hanging plants. A table is set for outdoor dining, surrounded by comfortable chairs. Planters with greenery add a touch of nature, creating an inviting atmosphere for relaxation.

Guest suite in White Lake

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

4.98 out of 5 average rating, 306 reviews

Guest favourite

A bright and airy bedroom features a spacious bed adorned with a light blanket. Two bedside lamps provide soft illumination, while large windows allow natural light to fill the room. A patterned area rug is placed underneath, complementing the modern decor.

Home in Auburn Hills

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.

4.94 out of 5 average rating, 145 reviews

Guest favourite

A wooden deck is set alongside a peaceful canal, featuring two rocking chairs positioned on a patterned area rug. Lush greenery lines the waterway, and a gentle sky fills the backdrop, creating a serene outdoor seating area.

Cabin in Grosse Pointe Park

Detroit Canal Retreat

Secluded hideaway in the “Venice of Detroit”! Perched right on the historic Detroit canal system, this urban tiny house is a cozy retreat for couples or solo adventurers. Whether you’re here to kayak, cast a line, or just kick back with a book and a breeze, you’ll find plenty to love. Located in one of Detroit’s most unique—and real—neighborhoods. This is a revitalization zone with character: some blight, sure, but also a strong sense of community, and a refreshingly diverse, welcoming vibe.

4.99 out of 5 average rating, 168 reviews

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

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

5.0 out of 5 average rating, 32 reviews

Guest favourite

Home in Rochester Hills

Vacation home Rochester Hills

Escape to a spacious Rochester Hills retreat on 2 beautiful acres! Enjoy 6 bedrooms, 4.5 baths, plus a private studio with its own entrance and kitchenette. Perfect for families and groups, with a pull-out sofa and room for up to 14 with approval. Relax by the fire pit or pergola, play disc golf, work out in the home gym, or unwind in the game area. EV charging, Wi-Fi, office space and ample parking complete your stay, all minutes from downtown Rochester, Oakland University, and Meadowbrook

4.79 out of 5 average rating, 14 reviews

Top guest favourite

An outdoor deck is shown with a hot tub surrounded by lush green trees. Two comfortable seating areas are situated nearby, featuring light-colored cushions. A glimpse of the lake can be seen in the background, framed by the natural surroundings and soft afternoon light.

Home in Lake Orion

Luxury Lakeside Retreat Hot tub•firepit•Game Room

🍁 October fall colors coming soon! Don’t miss out! 🍃 🍂 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.

5.0 out of 5 average rating, 48 reviews

Guest favourite

The spacious living area features a white sofa set opposite a sleek fireplace, with a large television mounted above. Natural light filters through large windows, creating an airy ambiance. A stylish coffee table rests on a neutral rug, complemented by surrounding wooden chairs and a decorative basket.

Home in Troy

Aesthetic ranch style home with modern furnishings

Immerse yourself in luxury at our recently renovated designer retreat, seamlessly blending beauty and convenience. Nestled near Rochester, Royal Oak, and Birmingham, this home exudes an inviting charm. Each bedroom features a high-end king-size mattress, and heated floors throughout, promising unparalleled comfort. Our meticulous housekeeping and attentive host guarantee a delightful stay. Book now and experience the pinnacle of refined living.

4.93 out of 5 average rating, 176 reviews

Top guest favourite

Home in Rochester Hills

Relax in a cozy, newly remodeled 3BR ranch!

Welcome to this newly remodeled, cozy 3‑bedroom ranch designed for comfort and easy living. Enjoy a bright, welcoming living space, a fully equipped kitchen, and comfortable bedrooms perfect for relaxing after a long day. Ideal for families, business travelers, or extended stays, this single‑level home offers a peaceful retreat with convenient access to nearby shopping, dining, and local attractions. Minutes away from Downtown Rochester!

4.94 out of 5 average rating, 36 reviews

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

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! 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. Full cabin just for yourself!

4.97 out of 5 average rating, 148 reviews

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

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.

4.97 out of 5 average rating, 813 reviews

Guest favourite

A cozy sleeping area features a spacious bed dressed in a patterned quilt with neutral tones. Light filters through a nearby window, illuminating the soft, beige carpet. A nightstand is positioned beside the bed, creating a functional and relaxing space.

Loft in Village of Clarkston

The Loft @ the Wickson Farmhouse

Take it easy at this unique and tranquil getaway. The Loft is a modern approach to farmhouse living. Teak hardwood floors plus modern amenities create a matchless stay in a quiet, peaceful and secluded 1200 sq. ft. apartment that is only minutes from innumerable interesting restaurants, outdoor attractions, theaters, concert venues and shopping opportunities. Please refer to our guidebook for more details on local interests.

4.91 out of 5 average rating, 134 reviews