Family-friendly holiday rentals in Oakland County

Downtown Milford 1 BR Flat

Enjoy a special experience in your luxury, private one bedroom flat, located in charming downtown Milford. While apart of a triplex, you will have your very own flat that includes everything you will need to have an outstanding stay. This recently remodeled flat includes an open floor plan with a well equipped kitchen, inviting living room, spacious bedroom with a queen size bed and even an over-sized desk so that you can "work from home", and a "to die" for bathroom. Two blocks from Mainstreet.

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

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.

Vintage 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.

Omega Bed and Breakfast

Omega B & B, built in 2023, is a private, two-story, tiny home on the property of the hosts. Perfect for two, it features a full kitchen, living area, work area and murphy bed (for additional guests) on the top floor. The main bedroom, bathroom, laundry and coffee/wine bar are on the lower level. Guests need to be able to navigate steps both inside and outside the home. There is a parking space for one car. More parking is available, if needed. Check out local attractions online.

Corporate, insurance or family vacation in Wolveri

Conveniently located 3 miles, West of M5, 3 miles North of I 696. Only 3 houses away from lake, access is for swimming, or kayak, canoe launch, no boat launch at this access. This is not for picnic or parties, only for water craft, toys, and swimming. In Wolverine Lake. The house is not on the water. Enjoy a relaxed comfortable stay, with full access to the entire ranch home. In the small town setting of all sports, Wolverine lake. Home is just north of Walled lake, and Novi Mi.

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.

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.

Cozy Boho Apt Close to Pine Knob & Mt Holly

Enjoy this cozy, peaceful 1 bed/1 bath apartment in downtown Ortonville. 18 minute drive to Pine Knob Music Theater (DTE). 17 minutes to Oxford. 14 minutes to downtown Clarkston. Walking distance to shops/restaurants in downtown Ortonville. Fully equipped kitchen, Wi-Fi, Smart TV, and free parking on premises. One king bed and one large sectional that can sleep two people. Great for singles, couples, or small families. Feel right at home in this updated, clean, modern space.

Caroline Cottage

Unique one-room cottage on the bank of the Huron River. A half-mile walk to the pedestrian-friendly Village of Milford, known for its array of shops, restaurants, outside dining, concerts, and festivals. Perfect bungalow for single, couple, or small family. Living area has double sofa bed. Tiny home with many unique features. Fire pit at river's edge for relaxing or roasting marshmallows, and a gas grill on the dining patio. Two sit-in kayaks available May 15–Oct. 15.

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.

The Pride of Berkley

Conveniently located in metro Detroit with access to 5+ downtown areas (including Detroit, Royal Oak, Birmingham, Ferndale, Clawson, Berkley, and more) while still having your own private backyard oasis, tree-lined family friendly community. Walkable distance to restaurants, breweries, and Berkley’s adorable downtown. Beaumont Hospital is 2 miles away, the Detroit Zoo is 3 miles away, Royal Oak is 3 miles way, and Downtown Detroit is 15 miles away.