Family-friendly holiday rentals in Highland Park

Adults-Only Cozy Getaway with Hot Tub (No Parties)

PS Grand Getaways is an ADULTS-ONLY vacation home. This IS NOT A PARTY HOME. Please rent a hall if needed. 10 persons max. The home has a keypad-gated driveway and is only 10 minutes from Downtown Detroit! Our neighborhood has an authentic urban Detroit character yet is quiet and safe. Ideal for MATURE couples or adults who need a place to get away and catch some STAYCATION VIBES! Enjoy the detached, heated/air-conditioned entertainment garage with a hot tub, plus the firepit in the backyard!

The Pingree of Piety Hill_Home # 1

Come stay at our preserved 1912 lower flat, furnished with Detroit-honored art & literature throughout, and enriched with craftsman character & contemporary charm. Found in the peaceful Piety Hill neighborhood, so unfortunately we do NOT allow gatherings of more than 15 persons. This is a 2-family home, but ONLY YOU will have full access to the entire 1st floor and basement level of this property. The 2nd floor home will NOT be occupied during your stay; just maintenance and cleaning staff.

Historic Industrial Loft~ Spacious King Bed Suite

Feel the industrial history of Detroit in this gorgeous loft, located in a 1920's automotive factory. Some features like the wood floors, pillars and hardware are all original. It also has exposed brick, and tall windows letting the sun shine through. Located in an industrial area close to downtown and major freeways. Easily access popular Detroit locations in 3-10 min. I have been hosting people in Detroit for over a decade, and my lofts have been featured in Airbnb Mag & Hour Detroit.

Loft close to everything

Keep it simple at this peaceful and centrally-located place. People live downstairs. Private keypad entry. Bathroom with shower. Kitchenette with mini fridge, sink, water filter and microwave. Loft living room with bedroom and full sized bed. Right off freeway. Close to downtown Detroit, equidistant to east, west side, downriver and Oakland county. Markets, coffee shops, good carry out, entertainment in walking distance. Across from park with a little backyard and deck.

Best Neighborhood - Close 2 Royal Oak, Detroit Zoo

☕ Fully automatic espresso machine with local roasted beans! Unique 1930s renovated farmhouse style updated with the latest modern amenities. Perfect for relaxing with family or friends. Located in walking distance of the heart of Royal Oak. 15 min to downtown Detroit. 7 min to Ferndale or Detroit Zoo. Blazing fast Fiber internet (500-600Mbps). Stream movies on the 65 inch mini-LED QLED TV. The house is full of character. Custom stonework in and out.

Blocks from Main St*Fenced yard* King Bed

"The Dotte" 7 blocks to downtown Royal Oak & minutes to local favorites like the Zoo and Farmers Market. *Fully stocked kitchen *King in the Primary+ TV *Queen in the upstairs + TV * Full/twin bunk + TV *Hulu, Netflix and Disney Plus *Special reading nook upstairs with books and toys. *Pet Friendly home with fenced yard , room to run and pet amenities like bowls, pet gate, dog bags & more *WFH desk & fast WiFi *Lots of local bars, restaurants & parks

Little House on Laprairie

This cozy 1 story, 2 bedroom 1 bathroom bungalow has been recently renovated (2022) with all new appliances and updated finishes. A short walk to downtown Ferndale is where you’ll find plenty of shops, restaurants, coffee houses and bars. Downtown Detroit is 11 miles away and a quick 15 minute drive. Our home is perfect for couples, small families, business travelers and LGBT travelers. The large fenced backyard is perfect for your house trained dog.

Art filled townhouse in Detroit

This stylish, newly renovated home is perfect for your next visit to Detroit. Great location in an up and coming neighborhood (North End Detroit) and less than ten minutes from downtown and Hart Plaza. Minutes away from great restaurants (Oak & Reel, Freya), bars (Kiesling, Tenacity Brewing) and coffee shops (The Gathering, The Congregation) and even a sauna (The Schvitz). Parking space in back, fully fenced in yard (shared with other side of duplex).

Spacious Wonder

Forget your worries in this spacious and serene space. Free street parking on both Erie and Gladstone. About 7 min from Downtown by car. Entrance is the right side door which is not shared along with everything else to make it completely private for our valued guests! Heaters are provided for guests and thermostat is always on Heat mode for the winter season especially so our guests can feel comfortable!

Renovated Gem: Park Free, Fast WiFi, 10m to DT

Welcome to your cozy Midtown Detroit retreat! This stylish studio is perfect for up to 3 guests, featuring a comfy queen bed, a spacious king-size sofa bed, and a stocked kitchenette. Located in the heart of the city, you're steps from great restaurants, bars, and cultural hotspots. Whether you're here for work or play, enjoy a clean, comfortable stay with everything you need to feel at home.

The Little Hamster - Near Ferndale & RO w/ 2TVs

LOCATION, LOCATION, LOCATION! Heart of all major hubs in metro Detroit, quick access to DT Detroit, Royal Oak and Ferndale! Explore vibrant Metro-Detroit from our stylish, central home in up-and-coming Hazel Park! Sleep soundly on double & queen memory foam beds. Whip up delicious meals in the open kitchen with large island (think Eastern Market finds!). Perfect for leisure or business stays :)

Peaceful Pretty Art & Cinema Reclining Couches

Ferndale retreat! This home has a living room for five (laying), a pro office, art-filled walls, premium sound, wet bar, and a fully equipped kitchen. Walk or bike to downtown, a brewery, and jazz club. Includes 6 kettlebells, 350 G Wi-Fi, 2 Smart TVs, 2 bikes, a king bed in the basement bedroom, and laundry. Espresso For show only. Baby gate for basement. May need to move wet bar for kids.