Holiday rentals with outdoor seating in Windsor

4.88 out of 5 average rating, 253 reviews

A Spacious Escape: Pool Table, Patio & Big Kitchen

Discover the perfect blend of comfort and entertainment in this spacious, modern home! Enjoy a massive 1600 sq.ft open-concept living area, with a sleek pool table, plush seating, and a fully stocked kitchen ideal for gatherings. Step out to a large private patio with a BBQ—great for dining or lounging. Unwind in the large 4-piece bathroom and retreat to cozy bedrooms after a day of adventure. Located minutes from Caesars, the Aquatic Centre, University of Windsor, and Detroit skyline views!

4.8 out of 5 average rating, 136 reviews

A private guest suite features a spacious bed with a dark blue coverlet, a cozy sofa, and a TV mounted on the wall. Natural light enters through large sliding doors, complemented by dark blue curtains. A small round table stands nearby, adding to the inviting atmosphere.

Guest suite in Windsor

Private unit for professionals! Seperate access

Discover comfort in this private guest suite w/ self-check-in and a separate entrance, located in the tranquil Southwood Lakes neighborhood. Close to golf courses and Devonshire Mall, it’s perfect for relaxation or exploring nearby amenities. Enjoy a swivel mount TV with Netflix from the cozy sofa or bed. Step into the spacious backyard with a stunning gazebo and elegant seating. Luxury bathroom w/ supplies. Coffee bar! Have child with autism - sometimes agitated / possible noise during day

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.

4.98 out of 5 average rating, 164 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

4.92 out of 5 average rating, 181 reviews

A serene backyard features a circular arrangement of four light-colored Adirondack chairs surrounding a fire pit. Lush green grass extends toward a calm river, with kayaks and paddle boards visible in the distance, framed by trees and bushes, creating a tranquil outdoor space.

Home in Belle River

2 bedroom Getaway/Lake St. Claire, Canada/kayak

Escape to tranquility at our fully-equipped and cozy home, nestled in a scenic location. Dive into adventure with complimentary kayaks and paddle boards, allowing you to explore the breathtaking natural landscape and even reach Lake St. Claire by kayak. Our kitchen is stocked with all the essentials for culinary delights. The marina and beach are just a 5-minute drive away, while the hockey arena is only 6 minutes away. Perfect for fishing enthusiasts, we even offer daily boat slip rentals.

A private outdoor space is highlighted by a covered gazebo, featuring a hot tub and relaxing seating options. Lush greenery surrounds the area, complemented by well-placed planters. Natural light filters through, creating a soothing environment for leisure and relaxation.

4.84 out of 5 average rating, 132 reviews

Couple's Romantic Retreat with hot tub, fire pit.

Romantic & soothing discreet hideaway. Relax, reunite & enjoy the night. Complementary Bathrobe for Sunday to Thursday bookings. 1 for return guests. -private backyard Oasis with Hot tub, Gazebo, outdoor Tv, accent lighting, BBQ and fire pit. -king size bed; -couple's spa shower; -massage table -fully stocked chef's kitchen; -private garage parking; -nearby parks and trails; -plus all of the comforts of being in the city. Everything you need to enjoy a restful and relaxing weekend away.

An open living area is featured, showcasing a dining table with black chairs and a modern design. A corner sectional sofa and large wall-mounted TV are visible. Light-colored walls and a wood-like floor create a seamless flow between the spaces.

4.88 out of 5 average rating, 174 reviews

Beautiful 3Bedroom 2Bath Home free parking&laundry

Welcome to our spacious Midtown home away from home featuring 2 floors of living(main & upper stairs) that have been beautifully updated offering 3 bdrms 2 full baths, 2 living rms w/65”&55” TVs w/Netflix. Full kitchen w/stainless appliances, granite counters, covered front porch for enjoyment, fenced backyard. On a quiet block, close to transit, shopping, restaurants, ECRow, 401&Windsor-Detroit Tunnel. Private drive Ideal for families, out of town workers or large groups. Come & Relax!

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.

4.94 out of 5 average rating, 212 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.

A spacious backyard is presented, showcasing a hot tub situated on a concrete pad. Green grass lines the space, complemented by wooden fencing and ambient lighting. A small tree is visible in the corner, and utility lines are present in the sky against a colorful sunset backdrop.

4.97 out of 5 average rating, 132 reviews

Modern Walkerville Gem | HotTub & Cozy Backyard

This beautifully renovated townhome combines upscale and comfort. Cook in the spacious kitchen with new stainless steel appliances and granite countertops, dine at the custom live-edge wood table, and enjoy your favorite shows on a 65" Roku TV with Sonos soundbar. Relax in the deep bathtub or retreat to the backyard oasis featuring a large deck, hot tub, natural gas BBQ, patio furniture, and beautiful lighting. At night, rest easy on two plush queen size beds and comfy queen pillows.

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.

4.99 out of 5 average rating, 135 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!

4.98 out of 5 average rating, 229 reviews

The entrance features a pair of glass-paneled doors surrounded by natural stone walls, illuminated by warm lighting. A wooden staircase is visible beyond the doors, leading to the upper level, with a welcome mat positioned in front.

Guest suite in Windsor

Glenn & Deb’s Place

1100 sq. ft guest suite attached to main residence but completely separate space on quiet residential street. Upper level with two bedrooms, washer/dryer and 1 bathroom with custom shower. Lower level has full kitchen, living room with gas fireplace, 42'' television and high speed internet. Independent heating and cooling. Owners are on site for quick response to all your needs. Close to WFCU, Caesars Windsor and all major arteries. We regret we are unable to accommodate pets.

4.93 out of 5 average rating, 445 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.

A living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A stylish armchair and dining table for four are visible. Bright light filters through the blinds covering the windows, highlighting the warm color palette and wooden flooring.

4.85 out of 5 average rating, 113 reviews

Chillin' at Chilver w King Beds

Visit us for a relaxing escape in this spacious & cozy home. Unwind in front of the fireplace. With 2 king beds and 2 queen beds, there’s plenty of space for everyone to sleep comfortably. This property features 2 full bathrooms, a fully stocked kitchen for all your cooking needs, and a finished basement with a quiet office nook and a large family room. Whether you're gathering with loved ones or looking for a getaway, you'll have a great time Chillin' at Chilver!

Popular amenities for outdoor seating rentals in Windsor

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.95 out of 5 average rating, 55 reviews

Clean 4 BR Home with Karaoke and Arcades

4.91 out of 5 average rating, 118 reviews

A comfortable living space is presented with a sectional sofa adorned in blue and white, complemented by a light area rug featuring abstract patterns. A flat-screen television is mounted on the wall, and a dining area with wooden chairs is visible, inviting relaxation and social interaction.

Home in Taylor

Comfort 10 min from DTW airport

A modern dining area is highlighted by a glass tabletop, showcasing a sleek vase filled with fresh herbs. Exposed brick walls provide a warm contrast to the contemporary kitchen visible in the background, featuring white cabinetry and a stylish clock on the wall.

4.91 out of 5 average rating, 66 reviews

Trendy Walkerville Distillery Home & Garden

5 out of 5 average rating, 27 reviews

The exterior of a modern two-story home is illuminated at dusk, showcasing a welcoming terrace area with stairs leading to the entrance. The building features a mix of wood and metal elements, surrounded by landscaped areas and a spacious driveway.

Home in Belle River

Key West Cottage

4.96 out of 5 average rating, 134 reviews

Home in Downtown Detroit

The Big Cheese

5 out of 5 average rating, 25 reviews

1 BR Modern Loft Windsor (WEST) by the Bridge

4.88 out of 5 average rating, 24 reviews

A stunning view, right on the Riverside.

4.94 out of 5 average rating, 197 reviews

Home in Detroit

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

Apartment rentals with outdoor seating

A spacious living area is highlighted by a large sectional sofa and a round coffee table. Natural light filters through large windows, enhancing the room's openness. A comfortable armchair and a small desk can be seen in the adjacent space, providing additional seating and workspace.

4.91 out of 5 average rating, 171 reviews

Stylish & Walkable 3BR with Parking - West Village

A light-filled living area features large windows adorned with sheer curtains, allowing natural views. A plush sofa is positioned on a patterned rug, accompanied by decorative pillows. A small table holds a potted plant, while artful wall hangings add character to the space.

4.94 out of 5 average rating, 152 reviews

Phunky Pheasant - Phoenix Suite

A lively living space features a dark patterned couch facing a flat-screen television. Rich red walls create a warm ambiance, complemented by hardwood floors. A small dining area with high chairs is visible, along with a wooden coffee table holding various items. A guitar rests against the wall.

4.92 out of 5 average rating, 160 reviews

Fun private apartment with snacks! Clean deal!

Flat in Grosse Pointe Park

A brightly colored living room features a large, flat-screen television and a round coffee table topped with magazines. Two couches in contrasting shades of blue and green are complemented by vibrant artwork on the walls. Sunlight is visible through the doorway, creating a welcoming atmosphere.

4.97 out of 5 average rating, 492 reviews

Detroit/Grosse Pointe Oasis

4.87 out of 5 average rating, 793 reviews

Flat in Midtown

Victorian 1890's Midtown Home

A functional kitchen space features a vintage stove with white enamel, a wooden table with dark finish, and hardwood floors. A china cabinet displays dishware, while decorative tiles above the sink add visual interest. Natural light filters through the nearby doorway.

4.92 out of 5 average rating, 182 reviews

The Lavender House

A modern living area is highlighted by a large brown leather couch and an entertainment unit housing a television. Natural light fills the space through two windows, complemented by a round dining table surrounded by woven chairs. A small plant adds a touch of greenery.

4.95 out of 5 average rating, 458 reviews

Little Paris Pied-à-terre | Walk to LCA, Comerica

5 out of 5 average rating, 3 reviews

Flat in Windsor

2 Cozy, Farmers Mrkt, IPTV, Outdoor Patio, Casino

Apartment rentals with outdoor seating

A spacious rooftop deck features lush green turf and comfortable seating areas, providing unobstructed views of the city skyline. Large windows of the building highlight the penthouse's unique architecture, contrasting with the urban landscape below.

4.85 out of 5 average rating, 40 reviews

3-Story Penthouse w/ Roofdeck

4.97 out of 5 average rating, 65 reviews

Apartment in Corktown

Glamorous Corktown Brownstone | Private Rooftop

A comfortable living space features a gray sofa adorned with decorative pillows. A wooden coffee table rests on a patterned rug, and a small lamp provides soft lighting. Wall decor adds character, while a closet and hooks for belongings are visible in the background.

Apartment in Allen Park

4.79 out of 5 average rating, 57 reviews

Cozy Condo fully furnished!

A three-story brick building is featured, showcasing a vibrant yellow and blue exterior. A welcoming front porch with steps leads to a bright entryway. A statue is positioned in the front yard, surrounded by lush green grass, and neighboring homes are visible on either side.

4.82 out of 5 average rating, 249 reviews

Beautiful Historic Unit at the Lorax Themed House

The exterior showcases a beautifully restored brick mansion, featuring a turret with a conical roof. A wraparound porch with colorful trim and stone steps leads to a landscaped yard. Striking architectural details are accented by vibrant colors, capturing the historic charm of the building.

4.89 out of 5 average rating, 347 reviews

Gorgeous Condo at The Historic JD Baer Mansion

4.5 out of 5 average rating, 4 reviews

Apartment in Wyandotte

Penthouse Apartment

4.98 out of 5 average rating, 53 reviews

A modern living area features a spacious gray sectional sofa and two stylish armchairs. A round coffee table sits on a textured area rug, while a wall-mounted electric fireplace adds warmth. Large windows provide views, and contemporary artwork complements the sleek design.

Apartment in Windsor

Brand New Riverside Retreat | Stylish 2BR +Parking

A comfortable seating area is situated by a large window, featuring a light grey cushion with colorful peacock-patterned pillows on either end. Natural light filters through the window, illuminating the space and providing a view of the outside.