Holiday rentals with outdoor seating in Madison Heights

Summertime Royal Oak Park View!

Located within walking distance of downtown Royal Oak and overlooking Whittier Park. This charming 2 bedroom, 1 bathroom home offers a comfortable home away from home! Walk in minutes to downtown Royal Oak's restaurants, music venues, shopping, movie theater, farmers market, library and more. With the central location, you can travel to downtown Detroit in 20 minutes or explore neighboring communities on the Woodward corridor in under ten minutes. Covered porch is a great way to enjoy the night!

The Woven Oak - Cozy Getaway w/ Game Room & Bar

Welcome to The Woven Oak — a cozy North Royal Oak bungalow designed for connection, comfort, and style. Whether you’re here for work or play, this home offers the perfect blend of mid century charm and modern convenience Minutes from Downtown Royal Oak & Clawson, and just 18 minutes to Midtown Detroit, The Woven Oak offers easy access to top restaurants, cafés, and nightlife while sitting on a quiet, tree-lined street that feels worlds away from the city rush. You’re going to love staying here

Spacious Game Room, Covered Patio, 75' TV, BBQ, WD

Discover tranquility in our 4-bed mid-century haven, meticulously renovated over 9 months in 2023! Unwind in the rare over sized living room with a 75' TV and fireplace, create cherished memories with board games from a stocked shelf. Relish outdoor dining under the pergola with a BBQ grill or cook up delights in the brand-new kitchen. Indulge in the golden rainfall shower for an luxurious cleanse after desert! Your perfect retreat awaits in this safe, quiet suburb on the Royal Oak border!

Designer Home 1/2 mile from Downtown Royal Oak!

This classic renovated bungalow is aesthetically peaceful, super chill, with a mid-century vibe. We balance the serene atmosphere with modern touches-smart TVs upstairs and down, fast Wifi, black stainless appliances in a fully stocked-kitchen, gorgeous bathrooms, and the highest quality mattresses and linens. We are pet, family, and business-friendly. One mile to downtown Royal Oak, 2 minutes from I-75 and the I-696 interchange. Less than 15 minutes away from Detroit, Southfield, Birmingham.

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.

Designer Gem | Hot Tub | Quiet Neighborhood

Step into the spacious 2BR 1Bath designer home nestled just a stone's throw away from the Beaumont Hospital, vibrant downtown area, and many more attractions and landmarks. Explore Berkley and Detroit or lounge the day out in the backyard with the high-end hot tub. The stylish design and rich amenity list will leave you in awe. ✔ 2 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Backyard (Hot Tub, Dining, Lawn) ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Workspace ✔ Free Parking See more below

Quiet City Cabin Escape - Customizable

*Solve the puzzles and find treasures. Peace. Quiet. Fun. A centennial home in Clawson with the feels of an up north cabin and all the conveniences of a safe downtown. Easy access to I-75. Walking distance to a variety of eateries, bike paths, nature trails, and parks.Two-step entry, low-step sit or stand shower, host nearby. Great place to stay for Detroit area car shows, sports or activities. No pets/parties…she’s an old lady not a college athlete. Garage may be available. Customizable

*Luxury Main Street+Walkable+Coolest*

Suite 1 in this charming 3-suite home is a few steps from Main Street in downtown Royal Oak on a tree-lined street of restored Craftsman homes, many in the original color schemes. What could be more fun than staying in a 100-year-old home with all the original details and then going out on the town each night on foot? Enjoy the luxurious Emagine theater and many restaurants and breweries. Need more room? Ask me about additional suites available in the same home and a 10-guest home nearby.

Beautiful Royal Oak - 5 bedroom & Pool Table

5 Bedrooms! * NEW - Fully Automated Espresso Machine w locally roasted beans - Luxury King Bed in Master Create memories at this fun, modern retreat - perfect for large groups or families! This house has 5 beautiful bedrooms, 2 full bathrooms, 2 hangout spaces, a small back yard & a kitchen you’ll be obsessed with. Fall asleep in comfortable beds dressed w/ fresh, clean hotel-style linens. Royal Oak is safe, family-friendly, & buzzing with local parks, restaurants, bars, & nightlife.

Cabin House | Sauna | Hot Tub | Centrally Located

One of a kind cabin style home in a quiet suburban neighborhood centrally located in metro Detroit. Luxury amenities include a sauna, hot tub, towel warmers and indoor/outdoor projector setup, along with cedar walls and a wood burning stove will make your stay unforgettable! High-end mattresses and a private fenced in yard and central location (Royal Oak, Ferndale, Birmingham and Beaumont within 10-15 mins, and Detroit within 20 mins) add comfort and convenience

Cheerful Ranch w/ Grill/3TVs/Game & Bar RM by RO

Welcome to Metro-Detroit and our centrally located ranch in the Lamphere district of Madison Heights. Our cozy, stylish home is an ideal place to stay as you explore all that metro Detroit has to offer while visiting for pleasure or for business. This is a 3 bedroom with 2 full bathroom home boasting a bar, game, and entertainment area in the basement. The main floor features an elegant living area with 3 bedrooms, 1 bath, a kitchen, and a dining area.

Cozy Brownstone Near Downtown Royal Oak

Relax in this stylish, centrally located Royal Oak brownstone just minutes from downtown. Enjoy a cozy space with everything you need for a comfortable, easy stay—perfect for couples, business trips, or longer visits. ✓ Large, open living w/ arcade ✓ Beautiful dining area ✓ Luxury finishes ✓ Fully equipped kitchen ✓ Spacious bedrooms with King + Queen beds ✓ Big desk + Fast wi-fi ✓ Fenced in yard ✓ Large ATTACHED 2-car garage ✓ Brand new washer/dryer