Holiday rentals with a pool in Detroit

5 out of 5 average rating, 25 reviews

A spacious living area features large windows allowing natural light and city views. Comfortable seating includes a sectional sofa and accent chairs. A coffee table sits at the center, and a classic arcade game adds a playful touch to the stylish decor.

Loft in Wyandotte

Loft Penthouse, 2 Balcony, Arcade, 2 Bed, Pool,Gym

Welcome to our luxurious 2-bedroom Penthouse loft in the heart of downtown Wyandotte! Some highlights include: -A HUGE, residents-only pool -A well-equipped gym -Enhance your golf skills on the rooftop putting green -Arcade with 14 Games -City views from the private balconies -Sunbathe or relax in rooftop cabanas -Spacious kitchen, ready to tackle any culinary challenge with finesse Immerse yourself in the convenience of being within walking distance from events and a diverse culinary scene.

Home in Milford Charter Township

A well-maintained single-story home is set on a grassy lawn, framed by trees and bushes. The structure features a symmetrical design with large windows reflecting natural light. A clear blue sky completes the serene outdoor scene, enhancing the home's inviting presence.

4.95 out of 5 average rating, 353 reviews

Luxury Home - Indoor Pool - Fabulous Location

Our neighbors love that we DO NOT ALLOW parties & LATE NIGHT, AFTER 9pm outdoor activities. We are required to limit the total number of individuals at our home to no more than 10 at any time, including visitors. Include visitors in guest count. At the end of a quiet cul-de-sac on 2 acres. When we are not using our 2nd home, it is available for Airbnb guests. Our family home since 1986; when I designed & personally built it for my parents. Fully renovation in 2018, with continual updates.

4.8 out of 5 average rating, 206 reviews

An inviting outdoor area showcases a glistening in-ground oval pool framed by a spacious deck. Comfortable lounge chairs are situated nearby, and the house features large windows that allow for ample natural light. A dining set is visible under the covered patio, ideal for outdoor meals.

Home in Riverside

Beautiful Oasis w/Heated Private Pool & Sunroom!

*HEATED POOL IS OPEN APRIL 1 - OCT 31* Welcome to Windsor’s largest and coziest stay! This gorgeous home blends modern design with comfort, featuring an inviting sunroom with soaring ceilings and natural light, perfect for morning coffee or quiet evenings. The chic decor creates a stylish, yet homey feel :) Unwind in a private backyard oasis with a 15x30, 8’ deep, in-ground oval pool with a brand NEW heater and BBQ lounge! Our backyard designed for a unique and relaxing family experience!

4.9 out of 5 average rating, 199 reviews

An indoor pool area features a large saltwater swimming pool with an attached hot tub. Modern lighting illuminates the high wood-paneled ceiling, while a double-sided fireplace offers warmth. Stylish seating options are arranged nearby, creating an inviting space for relaxation and enjoyment.

Home in Shelby Township

Timberline / Indoor Pool / Arcade

Escape to our Shelby Township retreat, where luxury meets comfort in a 4-bedroom ranch-style home. Dive into the private indoor pool or challenge friends in the game room. The space boasts a gourmet kitchen for culinary exploits, an outdoor lounge for serene evenings, and plush bedrooms for tranquil rest. Ideal for families or groups seeking leisure and entertainment, this home is nestled in a quiet neighborhood, minutes from golf and shopping, ensuring a stay filled with cherished memories.

4.94 out of 5 average rating, 154 reviews

A spacious living area features a light-colored sectional sofa adorned with dark blue and white blankets. A rustic barn door, made of wood, adds character and leads to the bedroom. Two round mirrors are mounted on the wall, reflecting natural light.

Cottage in Lakeshore

Waterfront Luxurious Cottage in Lakeshore, Ontario

Waterfront Modern Executive Cottage with lots of natural light and stunning views. This cottage is a breath of fresh air and provides all of the comforts and conveniences that you need in a luxurious relaxing getaway . The cottage boasts a unique layout that sleeps 4 with a bright fully stocked kitchen and dinette, master bedroom, an eclectic second bedroom, barn doors, Smart TV and plenty of closet space, gas fireplace, swimming pool and giant waterfront backyard with lake access to swim.

4.98 out of 5 average rating, 65 reviews

A spacious outdoor patio is featured, showcasing a large sectional seating area with colorful cushions. A refreshing saltwater pool is visible in the background, along with sun loungers and a shaded umbrella. Lush greenery surrounds the area, creating a relaxing atmosphere.

Home in Clinton Township

Chic Retreat - Pool, Hot Tub, and Large Patio

A resort-style home with stylish vibes awaits you. A large rear patio is the perfect spot for a dip in the pool, a hot tub session, or a backyard BBQ. If you choose to stay indoors, you'll find luxury hotel vibes in every room: A fully stocked kitchen, a cozy study, and a theatre worthy basement to fulfill your binge-watching needs. When you're ready to call it a night, you'll be welcomed by high-end mattresses outfitted with linens that will whisk you into dreamland. Treat yourself today!

4.91 out of 5 average rating, 116 reviews

The exterior of a two-story brick home features large windows framed by wooden shutters. A stone pathway leads to the entrance steps, which are flanked by neatly landscaped flower beds and ornamental plants in decorative pots. The entrance is inviting, with a warm color palette.

Home in Malden

The Ambassador Estate Inn

A warm “welcome back” to all our previous guests and “greetings” to our new friends! A luxurious executive 7 bedroom estate property located on Windsor’s finest golf course and minutes from the Ambassador Bridge to Detroit Michigan. A beautifully appointed home nestled among rare Carolinian Forest. All the amenities of a 5 star resort with the privacy and serenity of a country estate. If you are looking for quality and relaxing luxury, then look no further than the Ambassador Estate.

5 out of 5 average rating, 13 reviews

The heated indoor pool area is illuminated naturally by sunlight filtering through several windows. Colorful pool toys float atop the water, complementing the inviting turquoise hue. Lounge seating is positioned against the wall, with a smart TV mounted nearby for entertainment.

Home in Sterling Heights

Grandma's Family Fun House with Heated Indoor Pool

Everyone loves Grandma’s House — where comfort, charm, & modern updates come together. This lovingly maintained home blends nostalgic warmth with thoughtful renovations, creating the perfect space for family relaxation, entertainment, & memory-making. Some of the home's favorite features include: ✔ Heated Indoor Pool ✔ 5 Spacious Bedrooms ✔ 3 Full Bathrooms ✔ Private Backyard + Outdoor Games ✔ BBQ ✔ Gas Fire Table ✔ Outdoor Seating Area ✔ 7 Smart TV's ✔ Pack n Play + High Chair

4.78 out of 5 average rating, 166 reviews

A comfortable living area features a beige futon and a light yellow sofa, complemented by a small dark wood table and a cozy area rug. Natural light enters through a large window, illuminating the space and highlighting the wall-mounted television and fireplace.

Apartment in Royal Oak

*the Michigander* Entire Queen BR suite!@MicroLux

MicroLux micro hotel. Center of it all. Walk to downtown restaurants nightlife all around Walk to a park or 2 or the Detroit zoo! Included with your stay ✅️Self check in ✅️free parking ✅️private porch entrance ✅️full high end kitchen ✅️tall ceiling living room ✅️Fireplace ✅️separate bedroom with new queen memory foam firm mattress ✅️free in suite laundry ✅️full granite and tile bathroom. ✅️Access to shared patio hot tub! ✅️Linens, soaps ✅️coffee, tea, breakfast ✅️Netflix

4.92 out of 5 average rating, 396 reviews

A serene outdoor space features a salt-water pool surrounded by lush greenery, lounge chairs, and shaded seating areas. Natural stone accents are present near the water's edge, with steps leading up to a covered patio area. Tree silhouettes frame the background, enhancing the tranquil setting.

Guest suite in Windsor

Lakeshore Hidden Oasis (heated pool / jacuzzi)

Located in Lakeshore, minutes from Windsor / Detroit, a perfect oasis for the couple looking for a quiet escape. The suite's private jacuzzi tub makes it the ideal place in any season! The suite is fully equipped, including a complete kitchenette, Smart TV, etc. A private BBQ is at your door. During your stay you will have access, day and night, to our heated salt water pool. It is open from mid March to early November at 32°C (90°F). The hot tub is open year round.

4.82 out of 5 average rating, 91 reviews

A spacious studio apartment features a comfortable bed with crisp white linens and a cozy gray blanket. Soft lighting from bedside lamps illuminates the room, which includes a wooden dresser and armchair. An entryway is visible in the background, along with a kitchenette area.

Flat in Detroit

Midtown Gem – Walkable & Bright Hotel Style Unit

Stylish hotel-style apartment in the heart of vibrant Midtown Detroit! Walkable to Wayne State University and top hospitals like Henry Ford and DMC, this thoughtful space offers ultimate convenience. Enjoy stunning views of the Detroit skyline, take advantage of the attached bar and restaurant (Common Pub), and visit the pool without ever leaving the building. An absolutely perfect spot to explore or work in Midtown - whatever your visit entails!