Pet-friendly vacation rentals in Bradford West Gwillimbury

Large glass patio doors frame a scenic view of the waterfront, revealing a private deck with seating and a hot tub surrounded by trees. Sunlight casts a warm glow over the area, enhancing the sense of tranquility.

4.89 out of 5 average rating, 212 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view. Please bring your own bath towels! 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water

Guesthouse in Orangeville

An outdoor pool area features a surrounding deck with wooden steps leading up to it. Bright blue water reflects the sky, and vibrant green grass borders the patio. Two red Adirondack chairs are placed nearby, complemented by lush trees and a distant green landscape.

4.95 out of 5 average rating, 394 reviews

Sunny Pines Farm Studio Tennis Court/Bruce Trail

Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.

4.85 out of 5 average rating, 255 reviews

3BR on Lake Simcoe | Gorgeous Views 1hr From City

Escape the city and unwind at our peaceful three-bedroom lakefront cottage on Lake Simcoe, just one hour north of Toronto. With 129 feet of private waterfront, expansive lake views, and shallow swimmable shoreline, it’s the perfect year-round getaway for families, couples, or friends looking to relax and reconnect. 🌅 Stunning sunrise lake views 🏖️ 129 ft of private waterfront 🏊 Shallow, swimmable shoreline 🔥 Cozy all-season retreat 🌲 Quiet and peaceful setting 🚗 Just 1 hour from Toronto

5 out of 5 average rating, 140 reviews

Condo in Innisfil

Oasis Spa w/ Private Sauna!

Welcome to Our Unique Group of Spa Getaway Suites at Friday Harbour Resort - The Oasis Spa Getaway Rejuvenate, Relax & Unwind with your own private in-suite Sauna and Stunning patio Bamboo Oasis with fire table and Weber BBQ overlooking the pool & hot tub Reconnect with your loved one in our most tropical & romantic suite with multiple fire elements and fully stocked chefs kitchen Professionally designed to take your breath away, a luxury experience to make memories that last a lifetime!

4.98 out of 5 average rating, 340 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes your own sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

4.9 out of 5 average rating, 528 reviews

An inviting outdoor space features a wooden pergola with string lights, surrounding a dining table and seating area. A private hot tub is positioned nearby, with lush greenery and vibrant flower arrangements enhancing the serene environment.

Cabin in Erin

Cabin stay and play! 10 mins to Canadian Open!

Take it easy at this unique and tranquil getaway. Located steps from Calerin Golf Course (350 m) and includes many amenities, such as: a BBQ, patio w/ dining area, private hot tub, acres of groomed trails, games galore, pool table, fire pit, comfy queen bed w/ separate heated bunkie with a second queen bed and more! Optional pull out available, please inquire within (fee may apply). 2 km or 5 mins, from the picturesque town of Erin. Lots of restaurants, shops, and plenty to do!

4.93 out of 5 average rating, 188 reviews

Dome in Zephyr

Glass Dome - Sleep Under The Stars- Free Sundays

Discover this new, stunning 22ft Glass Geodesic Dome nestled in the heart of Uxbridge. Imagine waking up surrounded by 360-degree panoramic views of the natural landscape Please note... its FULL WEEKEND STAYS ONLY - BOOK FRIDAY AND SATURDAY-SUNDAY IS FREE. This allows guests to fully enjoy their Sunday without feeling rushed to check out at 11am. Enjoy all day Sunday with option of staying the evening. 8X12 BUNKIE NOW AVAIL. SLEEPS 4 ( 2 bunk beds) $100 flat fee

4.93 out of 5 average rating, 143 reviews

A white dome structure is nestled among lush trees, positioned beside a calm pond. The surrounding landscape features vibrant greenery and a clear blue sky, creating a peaceful outdoor setting. The area suggests space for leisurely activities by the water.

Dome in East Gwillimbury

Chirping-Paradise Glamping Dome

Looking for a quick escape close to the city? Our glamping dome offers a serene retreat on 10 acres of trails, streams, and a peaceful pond. Perfect for birthdays, anniversaries, and family gatherings, it blends nature with a touch of luxury. In winter, enjoy the snowy outdoors and stay warm inside with the wood pellet stove. Thoughtfully designed for comfort and romance, with upscale amenities and fast Wi-Fi, it’s the ideal spot to create unforgettable memories.

4.94 out of 5 average rating, 170 reviews

Guest suite in Innisfil

Beautiful 2BR Apt | Playground + Fire Pit + BBQ

Stay in a modern, newly renovated 2-bedroom, 1-bath lower-level basement apartment with a private entrance in the heart of Alcona. Just 5 minutes from Innisfil Beach Park and close to Friday Harbour, Gateway Casino, and Tanger Outlets, this cozy retreat is perfect for families, friends, or business travelers. Outside, enjoy a custom-built playground designed for both little ones and big kids, plus a fire pit for evenings under the stars.

4.84 out of 5 average rating, 423 reviews

Secluded Forest Haven | Hot Tub | 5 Min to Beach

Escape to a cozy, newly renovated cottage on a large private lot backing onto serene forest. Step outside to an extensive trail system winding along a peaceful river—perfect for hiking and nature walks. Relax year-round in the hot tub under the stars, or stroll just 1 km to Mapleview Park Beach for sun, sand, and lake views. The perfect mix of nature, privacy, and relaxation.

4.85 out of 5 average rating, 158 reviews

A charming wooden Bunkie is nestled among lush greenery. The front porch features a small wooden deck with two red chairs and a round table. Large windows allow natural light to illuminate the interior while the door is framed by a welcoming entry.

Cabin in Caledon East

Bunkie in the Forest

Welcome to Bunkie in the Forest. We are a fully insulated and heated Bunkie. The perfect place if you want to relax, recharge, have some fun while exploring our property in the forest, hiking nearby trails or enjoying the beauty of nature. Our Bunkie is perfect for 2 people. It is comfortable and cozy, it is everything you want for a perfect weekend getaway!

4.89 out of 5 average rating, 453 reviews

A cozy cottage is nestled among vibrant autumn foliage. The front features large windows and a welcoming deck, with outdoor seating visible. Surrounding trees display various shades of yellow and orange, contributing to a serene nature setting.

Cabin in Innisfil

Kempenhaus- Lake Simcoe Cottage & Spa | HOT TUB

• 4-season 2-bedroom cottage • 5-minute walk to the beach with a panoramic view • Year-round HOT TUB, Natural Wood Fireplace • The backyard faces the forest, and the front yard faces the conservation area. • BBQ, fire pit, table games Check us on INSTA @ kempenhaus

Popular amenities for Bradford West Gwillimbury pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.92 out of 5 average rating, 26 reviews

A serene lakeside view features a wooden dock extending into the water, with a pedal boat tied up. Adjoining the dock, a gathering of ducks floats near the shore, where red adirondack chairs are positioned in a grassy area, accented by potted flowers.

Home in Gilford

Bayview Beach Retreat 3 bedrooms 2 full bathrooms

4.92 out of 5 average rating, 106 reviews

Home in Toronto

Backyard Oasis | Hot Tub & Playground | Near DT

4.83 out of 5 average rating, 78 reviews

The cottage presents a charming exterior, showcasing a white facade with decorative trim. A neatly paved driveway leads up to the entrance, framed by vibrant yellow flowers and lush greenery. A clear view of Lake Simcoe is visible in the background under a bright blue sky.

Home in Gilford

Beautiful lakefront Cottage on Lake Simcoe.

4.87 out of 5 average rating, 255 reviews

Home in Caledon

Studio Apartment

Home in Bradford West Gwillimbury

5 out of 5 average rating, 9 reviews

Cottage Retreat, Sauna, campfire, full disconnect

5 out of 5 average rating, 4 reviews

Home in Barrie

Private Spa Retreat for 2 | Sauna | Swim Spa |

4.86 out of 5 average rating, 49 reviews

A charming house is set against a serene evening sky, showcasing large front windows that allow for natural light. The exterior features a combination of gray siding and earthy tones, with a small porch and a well-maintained driveway leading to a single-car garage.

Home in Tottenham

Pond View Gardens

4.89 out of 5 average rating, 65 reviews

A contemporary living area features a black couch and two light grey armchairs arranged around a white coffee table. A fireplace is situated beneath a wall-mounted television, with light hardwood floors and a soft area rug completing the space. Framed artwork adorns the walls.

Home in Newmarket

3 Bdrm Bright & Sunny Oasis w/ Indoor Fireplace

Pet-friendly home rentals with a pool

4.99 out of 5 average rating, 183 reviews

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

4.91 out of 5 average rating, 115 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

4.91 out of 5 average rating, 275 reviews

Utopia villa and spa

Guest suite in Orangeville

A serene winter scene captures a snowy landscape framed by tall evergreen trees. A clear blue sky contrasts with the bright white snow covering the ground and adjacent areas. The pathway leads towards a structure partly obscured by the snow-laden trees, suggesting a peaceful retreat.

4.96 out of 5 average rating, 183 reviews

Your Peaceful Santuary in Nature

4.96 out of 5 average rating, 152 reviews

A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.

Guesthouse in Erin

The Captain's Cottage at Willow Pond

5 out of 5 average rating, 17 reviews

An outdoor patio area features a large dining table surrounded by black chairs, with additional seating options nearby. Lush green plants frame the space, while the tranquil water and modern townhouses create a serene backdrop during sunset.

Townhouse in Innisfil

BBQ with Panoramic Harbour Views - Peaceful Escape

Condo in Horseshoe Valley

The exterior showcases a striking building with a red-and-white color scheme, surrounded by lush greenery. An indoor pool area is visible through large glass windows. An inviting fireplace is framed by stone, while a spacious dining area features a wooden table accompanied by six chairs.

4.86 out of 5 average rating, 225 reviews

2BR Horseshoe Condo · Pool · Pet‑Friendly

4.97 out of 5 average rating, 126 reviews

The exterior of a two-story house showcases a blend of stone and dark wood siding, with a spacious deck accessible from the upper floor. Lush green grass and neatly arranged flower beds surround the home, while a gray sky sets a calm backdrop.

Home in Alton

Cozy Country Spring Getaway | HotTub + Fire Pit

Private, pet-friendly home rentals

4.94 out of 5 average rating, 82 reviews

Farm stay in Gilford

PrivatePretty Farmhouse, 1 HR to GTA,2 min 2 lake

4.93 out of 5 average rating, 164 reviews

A winding path is framed by tall trees, leading to a rustic cabin nestled among the forest. Lush greenery flanks the path, creating a serene and secluded ambiance, inviting exploration into the natural surroundings.

Tiny home in MONO

Whispering Pines Cabin in Woodland Acres

4.89 out of 5 average rating, 242 reviews

The room contains two spacious beds with soft linens arranged neatly. A wall-mounted smart TV is positioned near a cozy electric fireplace. Natural light enters through two windows dressed with light curtains, and a small table with dining essentials is visible in the corner.

Apartment in Gilford

Lakeside Simcoe Fisher's apartment

4.83 out of 5 average rating, 134 reviews

A lakeside cottage is displayed from the dock, featuring a modern design with large windows and a spacious deck. The outdoor area includes a Jacuzzi surrounded by a stone border. Lush greenery frames the scene, enhancing the serene lakeside setting.

Cottage in Gilford

Lakeview Oasis 4-bedroom Cottage with Jacuzzi

4.74 out of 5 average rating, 475 reviews

The exterior of the studio apartment is shown, featuring a combination of white and gray siding. A modern garage door and a front door are visible, framed by a small patio area. Trees provide a natural backdrop, with Lake Simcoe glimpsed in the distance.

Cottage in Barrie

The Guesthouse on the North Shore Trail

4.98 out of 5 average rating, 87 reviews

An outdoor dining area is set with a dark table surrounded by comfortable chairs. Elegant tableware and floral arrangements decorate the table, while soft lighting creates a warm ambiance against a backdrop of lush greenery.

Villa in Kettleby

Entire Villa with beautiful fenced backyard

4.92 out of 5 average rating, 39 reviews

A cozy living area is visible, featuring a soft sectional sofa with patterned cushions. A wooden coffee table holds decorative items, while a television displays a colorful program. A light-toned kitchen area is in the background, and a festive tree adds a seasonal touch.

Guest suite in Newmarket

Urban Oasis Guest suite