Pet-friendly vacation rentals in Oakwood Village, York

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Top-rated pet-friendly home rentals in Oakwood Village, York

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Superhost

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

4.99 out of 5 average rating, 127 reviews

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Superhost

A private balcony offers a stunning urban view, featuring tall glass buildings and city streets below. Two red chairs are positioned for relaxation, accompanied by a small black table on the side. The glass railing enhances the open atmosphere, framing the bustling downtown scene.

Condo in Downtown Toronto

4.88 out of 5 average rating, 155 reviews

2 Bed 1 Bath + Free Parking Spacious Condo in DT

Welcome to your 1-bedroom modern downtown cozy retreat on a high floor! This brand new high-end skyrise is situated in the heart of Toronto's vibrant Waterfront Communities-The Island neighborhood. Here’s what you’ll enjoy: → one (1) free parking spot! → Approximately 650 sq ft / 60m² of space → High-speed WIFI → Private balcony with a great city view! → Transit score of 96! → Bike score of 96! (Rentable Bixi bikes located nearby!) → Fully equipped kitchen with a complete set of cookware

Superhost

Guesthouse in Schomberg

4.93 out of 5 average rating, 406 reviews

Country Cabin for Long and Short Stays King bed

Escape to a relaxing retreat at our Country Cabin—perfect for both short and long stays. The cabin is located on our family farm, offering a private and peaceful experience, but not secluded. Enjoy a full kitchen, wood fire pit, and propane BBQ Stay connected with WiFi, a 40" Smart TV, and a cozy 3-piece bathroom. Laundry facilities and walking trails are available. The cabin is in view of our farmhouse, Suite and Event Barn but remains private with blinds. We look forward to hosting you!

Superhost

The exterior view features a modern two-story house with a stone facade and a welcoming front porch. A neatly landscaped yard with shrubs and a tree provides a touch of greenery. The double garage doors are prominently displayed, complementing the home's elegant design.

Home in Churchill Meadows

4.89 out of 5 average rating, 37 reviews

Holiday retreat in Toronto

Make memories at this one-of-a-kind, family-friendly haven. With 5 bedrooms and 3.5 baths, it offers ample space. Only 2 kms from RIDGEWAY PLAZA and Meadowvale Town Centre. On a quiet street yet only 2 kms from the largest restaurant cluster in entire Toronto. An experience not comparable to anything in entire Canada. The fully equipped kitchen and the high-end mattresses ensure restful sleep. The tasteful decor adds a special touch. House is professionally cleaned between bookings.

Superhost

A cozy circular sofa with a textured throw pillow is positioned near a small fireplace, creating an inviting seating area. A potted plant adds a touch of greenery, while natural light illuminates the warm wooden floor and subtle decor in a bright, open living space.

Apartment in The Beaches

5 out of 5 average rating, 25 reviews

Beaches Beauty - Top of the Hill

Perched atop the Beaches tallest hill, this newly renovated, stylish home offers some of the best views the area has to offer. Bathed in natural light, there is plenty of space inside and out, to unwind and relax in your private space. Feel like going out? Have fun with the whole family (including your fur babies!) experiencing all the Beach and trendy Kingston Road Village have to offer in this centrally located gem. We would love to have you as our guest!

Superhost

The exterior view presents a charming bungalow surrounded by greenery and flowering trees. A neatly paved driveway leads to the entrance, with a vibrant garden lining the pathway. The residence features a blend of brick and light-colored siding, creating an inviting first impression.

Apartment in The Beaches

4.91 out of 5 average rating, 279 reviews

Honey House in the Beach

A clean, private two bedroom apartment in the fully finished basement of our funky and well kept bungalow. A great backyard with a hot tub, several decks and a 3-season garden room to share- all great places for a morning coffee or late night drink. The private washroom has just been totally renovated - new everything! Two bedrooms, each with one double bed. Sleeps four. *a heads UP for tall guests, this is a basement apartment 7foot ceilings

Superhost

Apartment in Schomberg

5 out of 5 average rating, 20 reviews

Mill Dam Inn

Take a break and unwind for a cozy night. Guests enjoy the entire, ground floor apartment with private entrance. King size bed in bedroom. Queen size sofa bed in living room. Walking trail close by. Short walk to Main Street for coffee shops, restaurants, pub, nail salon and stores. A short drive (2 mins) to Foodland, McDonalds, Tim Horton’s, LCBO and restaurants. Pet friendly. (Security camera in driveway)

Superhost

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.

Farm stay in Whitchurch-Stouffville

4.81 out of 5 average rating, 221 reviews

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. 30 min to downtown Toronto. Property has friendly dogs. **Additional discount for 5 guests or more on a long-term stay.

Superhost

A modern living room features a minimalist design with a cozy sectional sofa and a contemporary armchair. A dark coffee table is centered on a striped rug, while a flat-screen television sits on a sleek shelf. Natural light enters through a large window adorned with light blinds.

Home in Yonge and Eglinton

4.93 out of 5 average rating, 29 reviews

Luxury Modern House with EV Charger in Mid-Town

Available for a long-term rental from mid-August. This modern home is located in one of the most desirable, affluent and safest neighborhoods of Toronto. Bright and sunny, it's beautifully decorated and has a cozy backyard/oasis in the heart of the city. 2 min walking distance to trendy and vibrant area with shops, cafes, casual/fine dinning, bus stop, etc.