Holiday rentals with outdoor seating in Windsor

5 out of 5 average rating, 122 reviews

A spacious bed is adorned with a floral-patterned comforter in shades of yellow and gray. A small decorative pillow adds a touch of comfort. Natural light filters through two windows, illuminating the cozy seating area nearby, which features a chair with dark stripes.

Guest suite in Riverside

Ray's iNN Olde Riverside (all private)

PRIVATE GUEST SUITE with OWN ENTRANCE. Boutique Hotel Suite inspired,offering amenities,privacy & charm.50”Samsung TV+Netflix.This Suite has a KITCHENETTE with SINK also mini-fridge,microwave,toaster-oven,slow-cooker, cooktop,coffee maker,kettle.PRIVATE BATHROOM with stand up shower.Includes dishes, glassware,utensils, towels,linens,coffee.Seasonal PATIO & lovely landscaping. Within Olde Riverside,close to shops,restaurants,grocery,parks, WFCU Centre.Short walk to a beautiful riverfront & trail.

4.98 out of 5 average rating, 724 reviews

A lake house is situated on the shoreline of Lake Erie, featuring a sloped path with steps leading down to it. Soft lights illuminate the exterior during twilight, creating a warm ambiance. The tranquil water extends to the horizon, inviting a peaceful retreat.

Guesthouse in Kingsville

Small lake house on Lake Erie shore

Private Bachelor apartment sized house directly on Lake Erie. ULTRA FAST WI-FI, Private deck, Kayaks. The Cottage is always toasty warm all winter long. Queen bed, bathroom with shower, kitchenette. Great swimming in shallow, sandy waters. Cottage is only a few minutes from many area wineries, breweries, distilleries and fantastic restaurants serving local food. Walking distance to Pelee Island ferry. Want something completely different? This is the place. It's almost like staying on a boat.

4.97 out of 5 average rating, 129 reviews

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

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

5 out of 5 average rating, 238 reviews

A bright living space is presented with large windows offering stunning lake views. Comfortable seating is arranged around a central coffee table. A dining table for four is positioned nearby, with decorative accents complementing the airy atmosphere. Light floods the room, enhancing its open feel.

Cottage in Essex

The Kiss nTell - Year round - Hot tub - Lake Views

If you “glamp” when you camp, then you’ll appreciate the finer amenities of this boutique style cottage on Lake Erie. Arguably the best views in this tiny cottage community, The Kiss n Tell graces a bluff overlooking the lake - stunning views from every room. Wake to the sound of waves crashing the shore, sunbathe in loungers, dine while the sun glistens on the water, star gaze from the hot tub or sit by a lakeside fire (firewood provided). Endless options w/out leaving this beautiful space.

4.94 out of 5 average rating, 185 reviews

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

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.

4.93 out of 5 average rating, 109 reviews

A living area is presented with a dark, plush sofa and a low coffee table situated on a textured area rug. A round mirror decorates the wall, reflecting light. A doorway leads to a bedroom space, while a small dining area with bar stools is visible to the side.

Apartment in Walkerville

Walkerville Loft (Main floor unit)

Welcome to our charming loft nestled in the heart of a Walkerville in Windsor. This thoughtfully designed space combines modern comfort with historical charm. Perfect for couples or solo travelers, our cozy loft features fire place, high ceilings, and large windows. Enjoy the convenience of being centrally located, with iconic landmarks, local shops, and vibrant cafes just steps away. Immerse yourself in the city's rich history during the day and unwind in this stylish retreat at night.

4.99 out of 5 average rating, 115 reviews

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

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!

4.99 out of 5 average rating, 110 reviews

Barn in Kingsville

Cozy Forest Retreat w/ Sauna + Event Space

Escape to Kings Woods Lodge for a cozy winter getaway! Enjoy hiking in the woods, bird watching, crackling fires, heated blankets, rejuvenating sauna sessions, and nights filled with board games and shuffleboard. Surrounded by peaceful forest views, it’s the perfect spot to relax and reconnect. Hosting an event? Kings Woods Hall, our boutique on-site venue, is just steps away and can host up to 80 guests. Great for Christmas parties, bridal or baby showers or intimate weddings.

4.98 out of 5 average rating, 222 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 Riverside

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.

4.84 out of 5 average rating, 127 reviews

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.

Home in Walkerville

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

Romantic and soothing discreet hideaway. Come to relax, reunite and enjoy the night. This beautiful unit features: -private backyard Oasis with Hot tub, cedar Gazebo, outdoor Tv and sound bar, 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.

4.93 out of 5 average rating, 401 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.

4.89 out of 5 average rating, 216 reviews

A spacious living area with modern furnishings is visible. A dark sectional sofa and a matching ottoman are arranged near a large window, with natural light illuminating the space. A mounted television is positioned on the wall opposite a dining table set with plates and glasses.

Home in Downtown Windsor

Downtown 2 Bed 1 Bath Unit w/ Free Parking

Welcome to our updated 2 bed 1 bath upper unit in downtown Windsor! With a fully equipped kitchen including stainless steel appliances & quartz countertops and a 65in TV with Netflix in the living room, this apartment has everything you need for a comfortable stay. Located near transit, shopping, and restaurants. This location is on a quiet block just minutes walk to the heart of downtown. Book now for a cozy and convenient home-away-from-home experience!

Popular amenities for Windsor outdoor seating rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.94 out of 5 average rating, 115 reviews

A spacious rear deck features a dining area with a table and chairs, accompanied by two umbrellas. Surrounding greenery enhances the outdoor setting, while a hot tub is positioned to one side. A hammock is also visible, inviting relaxation in the serene backyard.

Home in Essex

Wine Down by the Lake -Hottub, Wineries,Lake Views

4.95 out of 5 average rating, 170 reviews

The two-story green house features a generous front porch with seating and is surrounded by a grassy lawn. A detached garage is visible to the right, framed by landscaping. The overall setting is tranquil, with trees lining the background under an overcast sky.

Home in Essex

Shores of Erie Guest House

4.86 out of 5 average rating, 160 reviews

The upstairs bedroom features two double beds, each dressed in white linens with soft, fur throws draped on top. Light fills the space through large sliding glass doors leading to a balcony, with nature-themed wall art accentuating the neutral decor.

Home in LaSalle

Quiet LaSalle Newly Renovated Entire Country Home

4.93 out of 5 average rating, 148 reviews

A tranquil outdoor space is seen with a view of Lake Erie, featuring a wooden deck lined with seating areas. A colorful rug adds interest, while an umbrella offers shade. The Canadian flag stands prominently against the serene backdrop of the water and sky.

Home in Wheatley

Erie's Edge lakefront, Point Pelee, Hillman Marsh

4.91 out of 5 average rating, 135 reviews

A cozy living area features a vibrant blue sofa adorned with a pink decorative pillow. A round pink table is paired with a yellow chair, while two workspaces equipped with chairs are visible. Natural light filters in through bright windows with sheer curtains, illuminating warm wooden floors.

Home in Ferndale

Charming Ferndale House| Near Downtown Detroit&DTW

4.99 out of 5 average rating, 236 reviews

A comfortable living area features a stylish orange sofa and gray armchair, centered around a round area rug with a modern pattern. Natural light enters through two windows, highlighting a wooden coffee table decorated with a small plant and decorative items. A floor lamp stands nearby.

Home in Ferndale

Little Yellow House in Ferndale! Quiet, Cozy 3BR

5 out of 5 average rating, 200 reviews

A spacious living area features a dark sectional couch, a white coffee table, and a TV stand with a flat-screen television. Soft lighting is provided by a floor lamp, while wall art and plants add a touch of color and warmth to the neutral-toned walls.

Home in Ferndale

Little House on Laprairie

Home in South Walkerville

A charming two-story home is set within a leafy environment, featuring a welcoming entrance with a stone pathway leading to the front door. Purple shutters frame the windows, and a small porch area is visible, enhancing the inviting curb appeal.

4.85 out of 5 average rating, 199 reviews

Stylish South Walkerville Home w Hot-Tub & Firepit

Apartment rentals with outdoor seating

Apartment in West Village

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.

4.94 out of 5 average rating, 126 reviews

Spacious & Stylish 3 Bedroom Apt in West Village

Apartment in West Village

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, 154 reviews

Fun private apartment with snacks! Clean deal!

Apartment 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, 477 reviews

Detroit/Grosse Pointe Oasis

4.96 out of 5 average rating, 150 reviews

A welcoming front yard features a manicured green lawn, bordered by decorative rocks. A wooden bench and two Adirondack chairs offer seating, complemented by a red umbrella providing shade. The home's entrance is visible, set amidst lush trees and well-kept landscaping.

Apartment in Leamington

48 on the Ave.

4.93 out of 5 average rating, 164 reviews

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.

Apartment in Detroit

The Lavender House

4.95 out of 5 average rating, 426 reviews

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.

Apartment in Brush Park

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

4.93 out of 5 average rating, 107 reviews

The kitchen is equipped with modern appliances, including a gas stove, refrigerator, and coffee maker. Wooden shelves hold dishware, while a black sink is positioned below a window that allows natural light. A patterned rug adds warmth to the space.

Apartment in Woodbridge

1BR Urban Oasis: Downtown Detroit w/ Firepit!

4.85 out of 5 average rating, 131 reviews

An inviting living area features a comfortable sectional couch facing a small coffee table. Large windows are adorned with light, flowing curtains, allowing natural light to brighten the space. A balcony door leads to an outdoor area, enhancing the room's accessibility to fresh air.

Apartment in Mexicantown

Casita Azul - Studio apt in Mexicantown+balcony

Condo rentals with outdoor seating

4.86 out of 5 average rating, 22 reviews

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.

Condo in Eastern Market

3-Story Penthouse w/ Roofdeck

4.97 out of 5 average rating, 35 reviews

Condo 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.

Condo in Allen Park

4.76 out of 5 average rating, 51 reviews

Cozy Condo fully furnished!

4.83 out of 5 average rating, 36 reviews

A historic brick home features a classic three-story structure with a gabled roof. The front porch is adorned with potted plants and white steps, leading to the main entrance. Lush green grass surrounds the home, contributing to its inviting curb appeal.

Condo in Detroit

Jefferies Jewel

4.91 out of 5 average rating, 140 reviews

The living room features a baby grand piano positioned near a large window, allowing natural light to fill the space. A cozy couch and coffee table are present, accompanied by decorative elements such as a colorful area rug and potted plant, creating an inviting atmosphere.

Condo in Rockwood

Charming, Cozy, Riverfront Retreat!

4.89 out of 5 average rating, 325 reviews

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.

Condo in Woodbridge

Gorgeous Condo at The Historic JD Baer Mansion

Condo in University District

A spacious living area showcases a cozy dark sofa adorned with orange and patterned pillows. A modern floor lamp provides light. Two large windows allow natural light to fill the room, complementing the contemporary wall art. A round coffee table sits in front, with a dining area visible in the background.

4.81 out of 5 average rating, 48 reviews

Birchcrest Haven