Vacation rentals in Oakland Charter Township

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Top-rated vacation rentals in Oakland Charter Township

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Guest favorite
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 favorite
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
4.95 out of 5 average rating, 117 reviews

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.

Superhost
The living room is furnished with plush leather reclining couches and a coffee table adorned with decorative items. A smart TV is mounted above a modern stone fireplace. Natural light filters through the window shutters, and contemporary artwork decorates the walls.
Home in Sterling Heights
4.89 out of 5 average rating, 54 reviews

Cozy Pondside Retreat in Sterling Heights

Welcome to Pondside Retreat in Sterling Heights! This spacious home features large bedrooms with luxurious king-size beds and ceiling fans for your comfort. Each room has all the amenities you need for a relaxing stay. We also have small beds for children and reclining couches in the living room, perfect for unwinding after a day of exploring. Enjoy the view of the small pond in the backyard and the ample space our property offers. Book your stay today and experience comfort and tranquility!

Guest favorite
The living area features a cozy couch adorned with colorful cushions, paired with a glass coffee table. Natural light floods through large windows, enhancing the room's modern decor, including a stylish fireplace and an artwork piece depicting a map of Detroit.
Townhouse in Auburn Hills
5 out of 5 average rating, 5 reviews

*new* dt auburn hills lux condo

Step into comfort in this 2 BR 2.5 BA, stylish condo, with dining /kitchen table to easily accommodate a corporate group or medium sized family! ✔ 2 Comfortable Bedrooms + 2 Full BT & 1/2 BA ✔ 1 Pull out Sofa ✔ 30 mins to Detroit & 15 mins to Great Lakes Crossing Outlets ✔ Fully Equipped Kitchen ✔ TVs in LR & 1 Bedroom ✔ High Speed Wi-Fi ✔ FIreplace ✔ Cubby Office Space with monitors/desk ✔ 2-Car Attached Garage Learn more below! Enjoy a stylish experience at this centrally-located condo.

Top guest favorite
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, 23 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

Top guest favorite
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, 382 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.

Top guest favorite
An open-concept living area features a modern kitchen with light wood cabinetry and stainless-steel appliances. A comfortable seating area includes a dark couch and an armchair. Natural light enters through large windows, illuminating the polished wooden floor and a central coffee table with decorative items.
Apartment in Rochester
4.9 out of 5 average rating, 112 reviews

Downtown Rochester Gem!

Charming 2 bed/ 2 bath within walking distance to downtown Rochester, Michigan. Downtown Rochester has several great restaurants, shops, and walking areas for you and your family to enjoy. Apartment has a private entrance and use of a small outdoor patio area. Parking available in the rear of the building or street parking directly in front of the unit. Very unique property and location for your stay in Rochester area. Pets welcome but subject to an additional $25 cleaning fee

Guest favorite
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.
Apartment 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)

Top guest favorite
The spacious basement studio is highlighted by a cozy living area featuring a hammock chair and two recliners. A kitchenette with a sink and counter space is visible. Light wood furnishings complement the warm wooden flooring, creating a welcoming environment.
Guest suite in Royal Oak
4.99 out of 5 average rating, 180 reviews

Bright Royal Oak basement studio

You'll love this clean & bright basement studio w/private entrance! Bonus - We donate 10% of our earnings to groups supporting LGBTQIA rights & fighting food insecurity! We have a small dog and a cat. Smudge & Commander Muffins won't be in your space while you're with us (& are rarely there otherwise), but if you have animal allergies, this is likely not the best place for you. A short drive to downtown Royal Oak, Ferndale, Birmingham, and also to fabulous & historic Detroit.

Top guest favorite
A large tree stands prominently in a green yard, featuring a tire swing attached to a sturdy branch. Lush greenery surrounds the tree, with a gentle slope leading to the base, creating a serene outdoor setting.
Home in Oakland charter Township
4.9 out of 5 average rating, 41 reviews

Oakland Hills Farmhouse

Welcome to our updated peaceful retreat 3 miles from downtown Lake Orion and close to Addison Oaks and Rochester. Parks, swimming, biking, hunting, sporting clays, golf, and hiking all close by! We are connected to a non-profit working garden by a lovely wooded path. We are next to Marshview park and across the street from Bald Mt. state park and just a few minutes away from paint Creek Trail! Great location for a nature loving retreat and/or time away from the hustle.

Top guest favorite
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 favorite
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.

Popular amenities for Oakland Charter Township vacation rentals