Holiday rentals in Leonard

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Top-rated holiday rentals in Leonard

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Top guest favourite

The exterior of the 1860 Farmers Creek Schoolhouse is displayed, featuring a white façade with red shutters and a distinctive red roof. A small bell tower is situated above the entrance, which is flanked by well-maintained landscaping, including colorful flowers and a nearby American flag.

Home in Metamora

5 out of 5 average rating, 26 reviews

Restored 1860 School House

Welcome to my uniquely restored one room FarmersCreek Schoolhouse built in 1860. Located in peaceful Metamora,MI, far from city lights,yet conveniently located to nature/hiking,festivals, lakes,music,amazing coffeehouses, Family owned Restaurants,MicroBreweries,Golf, Cider Mills,Antique shops and much more. Enjoy the beautiful country setting with amazing night sky views and cozy outdoor space. Inside a fully stocked kitchen, Queen size Murphy Bed, spiral staircase to ht.5’5”open loft/Full bed.

Guest favourite

A spacious living area features a gray sofa accented with decorative pillows, placed beside a coffee table atop a patterned area rug. Natural light filters through large windows, revealing views of the outdoor landscape. A stylish fireplace anchors the room, while wooden beams add architectural interest.

Cottage in Oakland Township

4.79 out of 5 average rating, 28 reviews

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!

Top guest favourite

Private room in Oak Park

4.98 out of 5 average rating, 128 reviews

Private Bathroom, ♛King♛, & 55" TV in Master Suite

At this Oak Park gem, you’ll find peace and comfort, yet Detroit’s bright lights, great food, and energy are minutes away. This 2nd Floor Suite offers 400+ sq ft of private space, including: ✨ Private bathroom ✨ Workspace – table & chairs ✨ Dual reclining loveseat & 55" Roku TV ✨ Walk-in closet & blackout curtains ✨ Mini fridge & Mr. Coffee machine ✨ King-size bed 🚧 Note: I-696 is under construction (2025-2027) and closed, causing some noise. Woodward Ave offers easy access to Metro Detroit.

Guest favourite

A tranquil lakeside view is captured, featuring two lounge chairs positioned on lush green grass. Soft willow branches frame the scene, with Clear Lake visible in the background, reflecting the warm colors of the setting sun.

Home in Oxford Charter Township

5 out of 5 average rating, 8 reviews

2 Bedroom-2 Bathroom Lakefront Cottage (Long Term)

Relax and enjoy this "Super Hosted" long term rental on beautiful Clear Lake. The amazing views of the lake allow you to enjoy the sunrise and the sunsets. We recently added a brand new king size bed. You will feel at home because the neighborhood is welcoming and friendly. You can swim, fish, kayak, golf and enjoy the beautiful views on Clear Lake. 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.

Guest favourite

A spacious living area features a comfortable sectional sofa and a sleek coffee table. The soft grey walls complement the modern décor. A dining area is visible in the background, along with an entrance to the laundry area, which includes stacked washer and dryer units.

Flat in Rochester Hills

4.96 out of 5 average rating, 24 reviews

Charming Rochester Retreat Cozy & Stylish Stay

Step into the stylish and comfy 2BR-3BD-2BA oasis in the tranquil and friendly area of Rochester Hills. It promises a relaxing retreat just a few mins from the vibrant downtown, restaurants, shops, exciting attractions, and landmarks. The modern design, sunny pool area, and rich amenity list will satisfy your every need. ✔ 2 Comfortable Bedrooms (Sleeps 6) ✔ Open Design Living ✔ Full Kitchen ✔ Workspace ✔ Smart TV ✔ Wi-Fi ✔ Washer/Dryer ✔ Community Amenities (Pool, Gym, Parking)

Superhost

A wooden dining table is adorned with a vase of white hydrangeas. Two upholstered chairs accompany the table. A round mirror reflects light from the adjacent room, which features a sofa and a view of the outside through glass doors.

Guest house in Oakland County

4.64 out of 5 average rating, 117 reviews

Hideaway in Nature -2 bedrooms/ bath

Peaceful setting on back of 5 acre estate with separate, private drive, parking and entrance. (this can be rented in addition or separately than main house) About an hour drive from Detroit Metro Airport and downtown Detroit, perfect for your visit to the city or the suburbs. Villages of Lake Orion and Oxford are within a five minute drive. Very close to state parks-perfect for mountain biking, trail running or just sitting on the porch sipping coffee and watching the deer

A studio space is showcased with a cozy sleeping area featuring a spacious bed. Two comfortable chairs are positioned near a round table, accompanied by a potted plant. Light-colored walls and natural light from nearby windows create a bright atmosphere.

Flat in Auburn Hills

4.78 out of 5 average rating, 45 reviews

Studio Apartment in Auburn Hills

Welcome to this cozy studio! This charming space has everything you need for a comfortable stay — a queen-size bed, a full bathroom with a stand-up shower, a kitchenette, and even a little workspace if you need to get things done. You’ll also find Wi-Fi, a TV (no cable), and fresh coffee to start your mornings right. We're just a few miles from delicious restaurants, Pine Knob Music Theatre, St. Joseph Mercy Hospital, and super close to I-75 and Great Lakes Crossing Mall

The living area showcases a cozy space with a plush sofa and a contrasting armchair. A large coffee table occupies the center, complemented by a Smart TV mounted on a wooden accent wall. The open kitchen is visible through an archway, adding to the room's inviting atmosphere.

Flat in Shelby Township

4.65 out of 5 average rating, 23 reviews

Lake Area 1BR Retreat | Pet-Friendly & WiFi

Unwind in this stylish 1-bedroom retreat in the heart of Shelby Township. Perfect for a weekend getaway, business trip, or extended stay, this cozy apartment features a fully equipped kitchen, Smart TV, and ultra-fast WiFi. Located just minutes from Van Dyke and Hall Road, you're close to top restaurants, bars, cafés, golf courses, and shopping. Explore scenic Stony Creek Metropark or take a quick 45-minute drive to downtown Detroit. Your peaceful escape starts here!!

The farmhouse is framed by lush green grass and trees, with a welcoming porch and steps leading to the entrance. A fire pit sits on the left, and a companionable atmosphere is complemented by a vibrant sunset sky.

Home in Bruce Township

4.56 out of 5 average rating, 9 reviews

Charming Country Escape

20 minutes north of the city! Discover a charming farmhouse getaway in Bruce Township, perfect for a peaceful retreat. This cozy escape features 2 bedrooms with 1 queen bed, 1 full bed, and a futon. Our cozy haven blends rustic charm with modern comforts, featuring spacious interiors, a fully equipped kitchen, and welcoming bedrooms. Ideal for couples, families, or solo travelers. Book your relaxing escape today and experience a true countryside retreat!

Top guest favourite

A cozy bedroom features a spacious bed dressed in red and white linens, positioned beside a framed piece of floral artwork. A flat-screen television is mounted above a wooden fireplace, which is complemented by lanterns and decorative items on a nearby shelf.

Guest suite in Springfield Township

4.96 out of 5 average rating, 434 reviews

Cozy Apartment in our Log Home.

Trim Pines is the perfect small space for a quiet stay and is enjoyed by guests in every season. Our lower one room walk-out is comfortable for 1 to 2 people for short or long term stays. It is a great place to unwind and relax. This tranquility is located 8 miles from I-75 in Davisburg, Michigan. Our guests enjoy local festivals and concerts at Pine Knob Music Theater, golf at nearby courses and biking and hiking at local County, Metro and State Parks.

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, 745 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.

Guest favourite

A spacious living area features a large sectional couch arranged around a central coffee table. A flat-screen TV is mounted on the wall, providing entertainment. Decorative elements, including a lamp and plants, add comfort to the inviting space. Large windows with curtains allow natural light to fill the room.

Home in Imlay City

4.95 out of 5 average rating, 22 reviews

Charming 1BR • Prime Location

Unwind in this peaceful and charming 1-bedroom home just steps from historic downtown Imlay City and the fairgrounds. Cozy living space, fenced yard, fire pit, and ultra-fast 1 gig Wi-Fi. Self check-in with your own private, never-reused entry code. Perfect for families, couples, or solo travelers. Hypoallergenic linens and optional pre-arrival concierge service make your stay both comfortable and memorable.