Holiday houses in Grosse Pointe Woods

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Top-rated holiday rentals in Grosse Pointe Woods

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Top Guest favourite
A wooden deck is set alongside a peaceful canal, featuring two rocking chairs positioned on a patterned area rug. Lush greenery lines the waterway, and a gentle sky fills the backdrop, creating a serene outdoor seating area.
Cabin in Grosse Pointe Park
4.98 out of 5 average rating, 114 reviews

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.

Top Guest favourite
The exterior of the A-frame house is framed by lush trees, featuring a welcoming front porch and a distinct triangular roof. Inside, a spacious living area showcases large, open spaces with comfortable seating and a lofted balcony that overlooks the lower level, offering a bright and airy atmosphere.
Home in White Lake charter Township
4.96 out of 5 average rating, 223 reviews

MOD Mid Century 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.

Top Guest favourite
A vintage black and white photograph of a classic car is prominently displayed in a stylish frame above a contemporary wooden console table. The table holds decorative items, including a gear-shaped sculpture and a rectangular tray. A sleek thermostat and subtle wall details complement the overall aesthetic.
Condo in Midtown
5 out of 5 average rating, 366 reviews

Perfect "5-STAR” Condo in the Heart of Motor City

(366) PERFECT 5★ reviews say it all!! Airbnb recently named this boutique condo in Brush Park to its exclusive "Guest Favorite" list. Centrally located between Downtown, Midtown, and Eastern Market - a lively atmosphere awaits as many of Detroit's award-winning restaurants, bars, cafes and stadiums are just steps from our front door. We are part of a stunning residential community, with other homeowners both above and below us. Respect for those owners in the building is an absolute must.

Top Guest favourite
A private outdoor patio features a hot tub surrounded by wooden fencing and a pergola. Comfortable seating is provided by two chairs, with a BBQ grill situated nearby. Natural light filters in through the overhead structure, enhancing the relaxing atmosphere.
Home in Riverside
4.97 out of 5 average rating, 155 reviews

Perfect hideaway with a hot tub and a fireplace

Find your sanctuary at Little River Retreat. Bordering parks, with luxe vibes, a crackling fireplace, and a dreamy hot tub. Enjoy a walk or bike ride through beautiful parks and beaches, including the 10 km+ Ganatchio Trail and Sandpoint Beach (both 5 minutes away). In under 45 min, find yourself in wine country, or for nature lovers, Point Pelee National Park. WFCU Centre 3 min away. Caesars Windsor, tunnel & bridge to USA 10-15 min away. Detroit airport approx 45 min, new battery plant 9 min

Top Guest favourite
An outdoor dining area is set with a red table and chairs under a retractable awning. The grey exterior of the lodge is framed by a manicured lawn and wooden fencing, creating a secluded and private atmosphere. Natural light enhances the inviting space.
Home in South Windsor
4.94 out of 5 average rating, 135 reviews

Luxury 2BR home with high ceilings and BBQ w/patio

Labelle Lodge invites you to this bright home with 2 spacious bedrooms and a living area with high ceilings and tons of natural light. Nestled amongst majestic trees, the serene getaway is just 7 minutes away from the US border. Conveniently located near EC Row, you’re minutes away from the Riverside and the entertainment district. Enjoy high speed internet and two smart TVs with all your streaming apps. Indulge in the outdoor dining area and experience the tranquility of South Windsor.

Guest favourite
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
4.94 out of 5 average rating, 162 reviews

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.

Guest favourite
A modern living area is featured, furnished with a soft gray sofa and a stylish coffee table. A wooden sideboard is placed against the wall, complemented by decorative items. Light walls enhance the spacious feel, while a chandelier adds subtle brightness to the room.
Home in Walkerville
4.94 out of 5 average rating, 195 reviews

Charming Old Walkerville 2-Bedroom Luxury Suite

Located in the heart of Old Walkerville. Steps from restaurants, bars, shops, parks and the waterfront. A bright and comfortable main level suite that's part of a large duplex home. Perfect for relaxing visitors or working professionals. There are two spacious bedrooms with queen beds, closet and drawer storage. The grand room and kitchen are fully equipped just like home. The deck and yard space are available for fresh air fun and entertainment. There are 2 parking spots on site.

Superhost
An outdoor lounge area features a cozy seating arrangement with black chairs around a stone fire pit. A covered patio is adorned with light drapes, providing shade and comfort. Surrounding greenery and a decorative rug enhance the serene ambiance of the space.
Home in Royal Oak
4.93 out of 5 average rating, 110 reviews

Relaxing~ Hot Tub ~ Hideout!

✨ Luxurious Escape with Unmatched Amenities! ✨ Enjoy the year-round hot tub in a serene lounge, a home theater with a projector, pool table, arcade games, and PS4! Perfectly located less than 2 miles from downtown Ferndale and Royal Oak, with nearby access to restaurants, bars, and the Detroit Zoo. Just 15 minutes from Downtown Detroit. Guests can also inquire about in-home massages or private chef experiences. No parties allowed. Additional ID verification maybe requested upon checkin.

Top Guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances. A quartz island is complemented by a decorative tray with coffee essentials. A wall clock adds a touch of functionality, while a bowl of green apples offers a fresh accent.
Home in Windsor
4.98 out of 5 average rating, 126 reviews

Luxurious 3BR, King Bed, Ensuite. Perfect Stay!

Welcome to our 2 year old, modern and bright 3-bedroom, 3-bathroom townhome in East Windsor! Our home features a spacious layout with a clean and contemporary design, making it the perfect spot for your next getaway. The king-sized bed in the master bedroom comes with an ensuite bathroom for added privacy and convenience. Great location, close to WFCU Centre. Perfect for family vacations, weekend getaways, or business trips. Experience the best of East Windsor from our cozy home!

Top Guest favourite
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
4.93 out of 5 average rating, 427 reviews

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.

Superhost
A cozy living room features a spacious orange couch adorned with teal pillows. A wooden coffee table sits at the center, and a warm area rug adds texture to the hardwood floor. Natural light filters through the large windows, accented by golden curtains.
Home in Grosse Pointe Park
4.9 out of 5 average rating, 145 reviews

Cozy 3BD/2BA 🏡 in The Park - Near Downtown Detroit

Just listed on Airbnb! I travel quite a bit for work/family and I understand how tricky finding a space to accommodate needs can be. The interior is newly furnished (Oct 2021) and has been designed with the comforts of home in mind. Please feel free to reach out if there’s anything I can do to make your stay more enjoyable. This space is perfect for professionals, solo travelers and families alike. So come eat, sleep, work or hangout with the ones you love!

Superhost
A dining area featuring a spacious wooden table surrounded by four chairs. A ceiling fan is positioned above. An arched doorway leads to a well-lit living space, with a small business desk visible in the corner. Warm wood floors add to the inviting ambiance.
Condo in Grosse Pointe Park
4.83 out of 5 average rating, 161 reviews

★Grosse Pointe Luxury★ ★Downtown Detroit Close★

•10-15 mins (7 miles to downtown Detroit) • Great neighborhood specialty market kiddy corner from entrance! • 55" TV w Netflix + Roku • Onsite dedicated parking • Onsite washer + dryer • Central air and furnace • Business Desk • Fully equipped + stocked kitchen • Extremely safe neighborhood • Digital Keys • High Speed Internet • High End Décor • Close to Hill, Village, and Park Grosse Pointe downtowns • 9ft Ceilings • New Everything! • High End Mattresses

Popular amenities for Grosse Pointe Woods holiday rentals