Pet-friendly holiday 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.

4.87 out of 5 average rating, 222 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

A dining table is set with decorative blue and white dishware. In the background, a fire pit is surrounded by red chairs, with vibrant greenery and a wooden swing adding to the outdoor ambiance. A flower arrangement and candles enhance the table setting.

4.96 out of 5 average rating, 103 reviews

Greystone cottage in Innisfil

Welcome to our charming cottage in Innisfil, just a short walk from beautiful Lake Simcoe. Enjoy a spacious backyard featuring a cozy fire pit, a peaceful swing, bicycles and a BBQ area perfect for relaxing evening. You’ll find a fun game room equipped with AC, pool table, air hockey for entertainment during your stay. Conveniently located near grocery stores, Home Hardware, restaurants at Friday Harbour, and other local amenities. Come experience the beautiful atmosphere with your loved ones.

A covered patio area features a hot tub alongside a glass-topped table with comfortable seating. The peaceful lakeside view showcases expansive green space and a row of chairs positioned along the shore, framed by trees lining the property.

4.96 out of 5 average rating, 106 reviews

Sunset Shores Lakehouse- Hot Tub, Wet Bar & Games

Welcome to Sunset Shores Lakehouse! Nestled in a tranquil bay on the shores of Lake Simcoe, this spacious family lake house is the perfect escape in all 4 seasons with many indoor and outdoor activities to enjoy! This peaceful waterfront retreat boasts 4 bedrooms + Wet Bar + Patio Oasis with lakeside Fire Pit + 6 person Hot Tub overlooking the lake and spectacular daily sunsets and sunrises you wont want to miss! Only 1 hour from Toronto and close to many Georgina attractions and adventures!

4.9 out of 5 average rating, 217 reviews

Waterfront Cottage-Sauna, Dock, 4-bed, 4 Parking

Bright and airy waterfront cottage in one of Lake Simcoe’s most desirable areas. The open-concept layout and unique lot design offer stunning lake views from almost every room. Enjoy custom furnishings, stylish decor, and a fully equipped kitchen—perfect for relaxing getaways or extended stays. Whether you're here for a peaceful retreat or lakeside fun, this cottage provides comfort, beauty, and convenience in a serene upscale setting. Ask us about fun activities that Lake Simcoe offers.

4.86 out of 5 average rating, 271 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

4.96 out of 5 average rating, 144 reviews

Resort-Style Luxury Waterfront Cottage

Experience luxury at our 5-star, Superhost-rated waterfront cottage on Lake Simcoe, just 80 KM from Toronto! A guest favorite, it offers breathtaking sunsets and sunrises from the living room and loft. Relax on the sandy beach with waist-deep waters, and enjoy the patio, BBQ, bar, lounge, kayaking, and fishing. With a fully equipped kitchen, 3 bedrooms, and 2 bathrooms, it comfortably accommodates up to 8 guests. Book your dream getaway today for the perfect blend of relaxation and adventure!

4.98 out of 5 average rating, 365 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.

4.88 out of 5 average rating, 100 reviews

An outdoor seating area features a circular arrangement of comfortable furniture, including a low table and spacious couches with light-colored cushions. Black wooden chairs provide additional seating. The background shows a grassy area leading to the water, with trees and a trampoline visible in the distance.

Cottage in Gilford

Lake Side Manor With Games Room

Huge Lakefront Retreat – Perfect for Multi‑Gen Family Getaway with Private Beach, Fire Pit & Games Room, 4 King Suites (3 with dedicated ensuites) - 9 Beds in total! Enjoy 3x kayaks, canoe & paddle boat, plus a games room (ping pong, air‑hockey, foosball). Central AC, Wi‑Fi & free parking for 6 cars. Partnered with Muskoka Wake for watersports & Harbour House Kitchen for private dining or catering. Pet friendly. Book now for the ultimate lakefront vacation, just 45 min from Toronto.

4.91 out of 5 average rating, 303 reviews

Lakefront | Private Dock, Sandy Beach & Hot Tub

Lake Simcoe waterfront cottage with a rare shallow sandy-bottom shoreline, private dock, and hot tub. Enjoy swimming, kayaking, paddleboarding, fishing, BBQs, fire pit evenings, and breathtaking sunsets. Perfect for family vacations, holiday getaways, and groups near Toronto, just minutes from Hwy 404. Features 6 bedrooms, 4 bathrooms, a fully equipped kitchen, and spacious indoor and outdoor areas. Private, peaceful, and ideal for year-round Lake Simcoe getaways.

Farm stay in Whitchurch-Stouffville

A cozy living area features two brown sofas adorned with colorful cushions. Soft lighting is provided by two lamps flanking the seating. A vibrant artwork hangs on the wall, and light-colored curtains frame the window, contributing to the welcoming atmosphere.

Orchard cottage, experience the farm in the city

Beautiful country home nestled in an apple orchard surrounded by nature with private access to walking forest trails and set back off the road with beautiful idyllic views. Close to highway 404 and to all amenities-Walmart, Best Buy, etc. 45 min to downtown Toronto. Property has friendly dogs running free. **discount for 5 guests or more on a long-term stay. Response time up to 3 hours. Town of Stouffville appoved short-term rental permit # is PRSTR20250480

4.82 out of 5 average rating, 308 reviews

4.83 out of 5 average rating, 144 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

Our lakeside home in Cook's Bay — 4 bedrooms, 2 bathrooms, sleeps up to 9 — is just an hour from the GTA. Wake up to sunrise over the lake, use our private dock for kayaking and paddleboarding, or unwind by the fire pit and hot tub. You may spot geese and ducks by the lake — they won't block access. Pet-friendly: please clean up after your dogs and keep them off neighbouring properties. Note: per city regulations, the dock is removed mid-October to mid-May.

4.91 out of 5 average rating, 292 reviews

Utopia villa and spa

✨ Welcome to Utopia Villa & Spa — a private retreat with 3 bedrooms & 2 bathrooms, thoughtfully designed for comfort and connection. Enjoy a seasonal outdoor pool, year-round hot tub, sauna, game room, and cozy spaces for family and friends. 🏡🤍 Just 7 minutes from the beach, with a fresh seasonal look every visit. Ready for your next getaway? Book Utopia today and make memories that last! ✨

Popular amenities for Bradford West Gwillimbury pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.99 out of 5 average rating, 187 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

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

4.86 out of 5 average rating, 152 reviews

An A-frame house featuring a white exterior and a steep roof stands beside a serene lake. A gravel driveway leads to the entrance, surrounded by greenery. Large windows allow ample natural light, providing views of the lake and trees in the background.

Home in Little Lake

Lakefront detached house on the little lake

4.86 out of 5 average rating, 125 reviews

Home in East Gwillimbury

Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub

4.92 out of 5 average rating, 125 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!

4.9 out of 5 average rating, 107 reviews

Home in Brampton

The Urban Nest

4.87 out of 5 average rating, 142 reviews

A spacious kitchen is highlighted by a large central island with seating. Natural light fills the common area, showcasing a dining table with yellow chairs. Large windows adorned with sheer curtains allow for a view of the inviting living room, featuring soft seating and decorative plants.

Home in Minesing

Sleeps 14 Family Retreat Near Barrie & SnowValley

4.88 out of 5 average rating, 75 reviews

A spacious living area features a large sectional sofa facing a mounted 65" 4k Smart TV. A sleek, modern fireplace is positioned beneath the television, providing a cozy focal point. Natural light enters through two small windows, enhancing the warm color palette.

Home in Bradford

Guest Suite In Bradford West Gwillimbury

Home in Bradford West Gwillimbury

Luxury Bradford Coach House | Private Balcony

4.85 out of 5 average rating, 68 reviews

Pet-friendly home rentals with a pool

4.92 out of 5 average rating, 129 reviews

Campervan/RV in Lisle

Givi’s Cozy Camper: Warm & Welcoming

4.93 out of 5 average rating, 181 reviews

A modern living space features large windows that provide ample natural light, showcasing a view of the outdoors. A round dining table is surrounded by four chairs, and a cozy seating area includes a sofa and accent pillows. Decorative wall art adds character to the room.

Apartment in Innisfil

All-Season 2BR Escape at Friday Harbour Resort

4.88 out of 5 average rating, 229 reviews

Condo in Innisfil

Friday Harbour Penthouse | Pool & Marina

4.96 out of 5 average rating, 134 reviews

The exterior of the house features a combination of stone and wooden siding, with a pronounced roofline. A welcoming pathway leads to a spacious front deck, surrounded by manicured greenery and landscaping. Large windows and a colorful door enhance the inviting appearance.

Home in Alton

Cozy Fall Escape | HotTub + Fire Pit + River

4.96 out of 5 average rating, 154 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

Condo in Horseshoe Valley

The living area features a comfortable seating arrangement, including a sofa and two armchairs. A coffee table sits centrally on a patterned rug, accompanied by a dining table set for four. A stone fireplace and a mounted TV are also visible, with large windows allowing natural light to enter.

Romantic Country Getaway

4.9 out of 5 average rating, 107 reviews

Condo in Horseshoe Valley

The living area features a comfortable sofa beside a stone fireplace, providing a cozy focal point. A light-toned armchair sits nearby, while a television is mounted on the wall. Natural light enters through the glass door, leading to an outdoor space.

Cozy 1-Bedroom Romantic Retreat with full Kitchen

4.8 out of 5 average rating, 194 reviews

Condo in Horseshoe Valley

A living room features a flat-screen television mounted on a stone accent wall above a small fireplace. A cozy armchair and a wooden dining table with matching chairs are visible. Natural light filters in through a window adorned with soft curtains.

Pet-friendly, 1 BR condo in Horseshoe Valley

4.96 out of 5 average rating, 208 reviews

Private, pet-friendly home rentals

4.94 out of 5 average rating, 302 reviews

A circular stone fire pit is surrounded by wooden Adirondack chairs, offering a cozy gathering space. A vibrant fire burns in the center, with lush greenery and a serene riverside view in the background under a colorful sky.

Cottage in Wasaga Beach

Charming riverside cottage, B&B license

4.88 out of 5 average rating, 468 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

4.92 out of 5 average rating, 207 reviews

Dome in Zephyr

Glass Dome - Sleep Under The Stars- Free Sundays

4.75 out of 5 average rating, 496 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

4.94 out of 5 average rating, 187 reviews

Guest suite in Innisfil

Beautiful 2BR Apt | Playground + Fire Pit + BBQ

4.98 out of 5 average rating, 98 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

4.76 out of 5 average rating, 25 reviews

A well-lit bedroom features a spacious bed with a striped duvet and dark pillows. Natural light enters through two windows with horizontal blinds. A wooden dresser with clean lines and a decorative basket is positioned against one wall, enhancing the room's functional layout.

Apartment in Bradford

Private Guest Suite in Bradford