Vacation rentals with outdoor seating in Highland Park

The Pingree of Piety Hill: Home # 1

Come stay at our preserved 1912 half duplex, 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 multi-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.

1890's Stone and Brick Garden Loft

Hello! Our home is an 1890 Victorian mansion that we purchased in 2016 and lovingly renovated over three years using a team of local craftspeople and myself. This space is a quirky 1 bedroom, 1 bath garden level loft with much of its original character preserved. Located in the heart of Midtown just one block from 15+ bars and restaurants, DMC, Shinola and way more. The space is designed with leisure stays in mind but also capable of accommodating business travelers comfortably. Parking included

Rock House Detroit w 2 Kings Office Designer HGTV

A “magical getaway”, eye candy”, “a respite”, "the best Airbnb ever". Best porch in Ferndale. Ideal location in gorgeous historic Northwest Ferndale with unique homes and tree-lined sidewalks. Great art and rock n roll/eclectic decor. A few blocks to shop, pick up food, dine at one of our many foodie destinations (1/2 mile/8 min walk). Pilot episode HGTV’s “What You Get For The Money”, SEEN Magazine’s “5 Cool Detroit Airbnb’s”, interior design cover story “Detroit News Homestyle” magazine 3x!

Historic Little Paris: Walk to LCA, Ford, Comerica

Nestled in historic Brush Park, known as Little Paris in the 19th century, this stunning loft will immerse you in the city’s past while keeping you just steps from its future. Centrally located between Downtown, Midtown and Eastern Market, you'll be in the heart of the city with amazing bars, restaurants, cafes and venues just outside your door. The design-focused space features a 400 sq ft private terrace overlooking the downtown skyline. Perfect for a romantic getaway or special occasion!

Historic carriage house with gated parking & patio

Kick back and relax in this calm, stylish space. You'll have a private space in a detached historic carriage house, sharing a yard with the host. We have a large yard with a patio near the carriage house, covered porch, grill, bbq pit, bocce court, and outdoor living room (summer). We have a dog that has yard access. Private, secured parking is available for 1 car. Families are welcome, as are pets. We recommend families 3+ contact us before booking to ensure the space will work for you.

Sky Carriage House: Light, Bright, Corktown Escape

You'll be staying in our newly constructed carriage house at the back of our property in the heart of Corktown - Detroit's oldest historic neighborhood. This private dwelling is accessed from the back alley entrance and offers high ceilings and a panoramic view of downtown and the surrounding neighborhood. The unit features 1 bedroom/1 bath, living, dining, laundry and a full kitchen. In warmer months a small cafe seating area is situated on the spanish rock drive along the green alley.

The Lavender House

Come relax at the Lavender House's upper flat! The space is overflowing with old world charm, hardwood floors, stained glass, and a large balcony facing downtown Detroit. The house was built in 1900. It is nestled next to an ambling flower garden and wooded area, with ample space for outdoor hangs. There is a fire pit and playscape for the little ones. We are just 2 miles from downtown so you can enjoy what the city has to offer, then unwind in this lovely urban countryside.

Loft close to everything

Keep it simple at this peaceful and centrally-located place. People live downstairs. Private smart entry. Bathroom with shower. Kitchenette with mini fridge, sink, water filter and microwave. Loft living room with bedroom and full size 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.

Another 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.