
Pet-friendly holiday rentals in Windsor
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Top-rated pet-friendly home rentals in Windsor
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OLDE WALKERVILLE, Windsor, Ontario
Do you need a nice quite, non-shared clean place to stay ? This cute one bedroom, living room /sleeper sofa, kitchen, full bath (washer/dryer 6 nights + ) Located on the second floor, above our family home, is ready for you to enjoy your stay. In Olde Walkerville, walking distance to restaurants, pubs, boutiques and, the river with walking and bike paths along with summer activities. Short drive to the Casino, Chrysler Theatre / St. Clair Arts, U.S.A Boarder, down town Train Station.

Stylish South Walkerville Home w Hot-Tub & Firepit
Welcome to this Stylish Home Away From Home! 1 King Bed & Ensuite on the 2nd Floor. 2 Bedrooms (2 Queens+1 Top Twin Bunk) & Full Bath on the Main Floor + 1 Queen Bed in the Basement. Bring Together 1 or 2 Families of up to 9 people for your next visit to Windsor ON. Located in the Very Desirable Neighbourhood of South Walkerville. Enjoy an evening Soak in the Hot-Tub & a Relaxing Experience by the Gas Fire-Pit in the Backyard. Please note the basement has a kitchenette not currently functional.

Walkerville Charm Home
This stunning 4 bedroom, 6 bed home is dressed to impress! We have spared no detail to ensure your comfort, including: *4 Casper queen beds; * 2 Casper full beds; * a Weber gas BBQ; * lightning fast WIFI connection; * a 50-inch smart Samsung TV in the living room; * a 55-inch smart Samsung TV on the upper floor; * a large formal dining room; * an open concept dining/living/sitting space which can comfortably seat 10 people; * a kids' korner for playtime; * and+++ *Note: Hot tub not available

Your Soulstice Studio
Become one with nature in this cozy cottage with an expansive view of the lake. Let yourself be absorbed by the sound of waves, birds and silence in the early morning hours. Sudden urge to do some yoga? No problem you have mats, blocks and bolsters to fulfill you ever stretching need! Your Soulstice is an up and coming yoga and massage studio that has been 2 years in the making. Now that it’s ready to open it’s doors, it needs a wee income to repay the “bank of mom” to show my appreciation! ♥️

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.

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!

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.

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 Bedroom Waterfront Oasis Getaway with Hot Tub
Located by the river, a 5 minute drive from the shopping center. This 4-bedroom home is equipped with fully furnished living and dining areas, as well as a backyard spot perfect for fishing, boating, canoeing, and winter ice skating. The yard, among the river, features a fire pit, a tree swing, and multiple sitting areas. You will enjoy traveling downstream by boat into the Detroit River bay, or taking a short drive to nearby attractions, shopping areas, and local restaurants.

Navy Yard Flats (Flat A) - Historic Amherstburg
Brand new, ready to receive guests in May of 2018. We've created a modern space to welcome guests. 2 BR apartments alongside the Detroit River and Navy Yard Park across the street. Think of it as your home away from home! You'll find a quiet place decorated with photos that celebrate Amherstburg's rich history! Located in downtown Amherstburg, with a restaurant below. You're a short walk to many local attractions in town and a 20 min drive to Windsor or Detroit!

Relax at Bridgewood Farms I Hot Tub & Wine Country
-Breathe in the presence of nature- You will quickly fall in love with the quiet pace, beautiful nature, and fabulous food and wine on County Road 50. This luxurious cottage hideaway is surrounded by wildlife and farmland. Private access to idyllic grounds that span over 225 acres of farmland, creeks, and with frontage onto majestic Lake Erie. Bathe in our farm and forests' healing power. Town of Essex License #STR-2022-28

LOFT Escape Apartment Onsite Beach Dock Waterfront
Full Water view (front and back), boat dock and beach access This 82’ waterfront property provides an infinite view of Lake Erie, Ohio & Michigan. Jump off the dock into the lake, direct access to the lake from our private boat ramp. Full Water view on both front & back yard. The newly renovated 350 square feet 2nd floor loft APARTMENT with modern cottage theme. Perfect place for couple (up to 3 person capacity).
Popular amenities for Windsor pet-friendly home rentals
Pet-friendly house rentals

Affordable 1BHK close to Casino, Riverside & USA.

Turkey Creek Hideaway

Take Time in Trenton

Cozy, Modern 2BR w/ Remote Workspace, Patio & Gym

Relaxed Living in the Heart of Tecumseh

Historic 5-bedroom home, near Greenfield Village

Cozy corner home in Windsor

Charming urban retreat
Pet-friendly home rentals with a pool

The Grand River Retreat. Pool/ hot tub avail Sep

Cottage Escape by the Water

Family Oasis w/ Heated Pool, BBQ and Smoker

Warm&Bright Upper Unit | Pool+Coffee+Big Driveway

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

Staycation Windsor

Midtown Gem – Walkable & Bright Hotel Style Unit

Hummingbird Haven Cottage - Rochester Place Resort
Private, pet-friendly home rentals

The Mint Home - Boho Chic Symplicity

Eastcourt Escape Presidential Suite w Soaker Tub

Modern 3-Bedroom w/ Fireplace, Backyard & Office

Cozy Home in The Core

Hello Gorgeous

LUX House [2 Bedrooms + 2 Bathroom

Urban Cottage Adorable Shabby Chic Getaway for 2

Spacious Bi-Level Loft w/ Gated Parking!
When is the best time to visit Windsor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹7,642 | ₹7,467 | ₹7,994 | ₹8,257 | ₹8,872 | ₹8,784 | ₹8,609 | ₹9,224 | ₹8,696 | ₹8,521 | ₹8,521 | ₹8,082 |
| Avg. temp | -3°C | -2°C | 3°C | 9°C | 16°C | 21°C | 23°C | 22°C | 18°C | 12°C | 5°C | 0°C |
Quick stats about holiday rentals that are pet-friendly in Windsor

Total holiday rentals
Explore 380 holiday rentals in Windsor

Nightly prices starting at
Windsor holiday rentals start at ₹878 per night before taxes and fees

Verified guest reviews
Over 19,730 verified reviews to help you choose

Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wifi availability
360 of Windsor holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Windsor rentals

4.7 Average rating
Windsor stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Windsor’s top spots include Little Caesars Arena, Comerica Park and Ford Field
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- Pet-friendly rentals Essex County
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- Ford Field
- Little Caesars Arena
- Point Pelee National Park
- Comerica Park
- Michigan Stadium
- Detroit Zoo
- Detroit Golf Club
- University of Michigan Museum of Art
- Indianwood Golf & Country Club
- Motown Museum
- Warren Community Center
- Seven Lakes State Park
- Rolling Hills Water Park
- Bloomfield Hills Country Club
- Oakland Hills Country Club
- Seymour Lake Township Park
- Maumee Bay State Park
- Wesburn Golf & Country Club
- Seven Lakes Championship Golf & Estates
- Mt. Brighton Ski Resort
- Grosse Ile Golf & Country Club
- Ambassador Golf Club
- Country Club of Detroit
- South Bass Island State Park