Pet-friendly holiday rentals in Oshawa

Shipping container in Clarington

An outdoor stone wall shower is positioned next to a wooden deck, leading to a private pond. The deck features a covered area with dining furniture. Lush greenery surrounds the space, and sunlight illuminates the scene under a clear blue sky.

4.98 out of 5 average rating, 101 reviews

Rustic Ridge

Rustic Ridge Tiny Cabin - Cozy Escape on Private Pond **Cabin will have to be winterized when temperature drops meaning no running water and outdoor shower, jugs of water will be supplied to rinse after sauna, bottled water in dispenser also provided.*** Welcome to Rustic Ridge Tiny Cabin, a unique shipping container retreat on the back of our property. Nestled by a private pond with a fountain, this serene cabin is the perfect escape for nature lovers and those looking to unwind in comfort.

4.96 out of 5 average rating, 56 reviews

Apartment in Oshawa

Double Bedroom Stylish Unit with separate entrance

Unwind in our 2BR basement haven, a stylish retreat with immaculate interiors and ample space. Enjoy the convenience of a separate entrance in a family-friendly neighborhood, centrally located near grocery shops, gas stations, and Costco. Fully furnished with modern appliances, this chic apartment offers a perfect blend of comfort and style. Relax in the spacious living areas, equipped with all the amenities you need for a seamless stay. Book now for a memorable experience in this modern oasis!

Cabin in Whitchurch-Stouffville

A charming cabin is nestled among tall evergreen trees, surrounded by well-maintained landscaping. Stone steps lead to the entrance, illuminated softly by exterior lights. The lush green lawn flows gently, creating a serene outdoor setting.

4.99 out of 5 average rating, 128 reviews

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

4.75 out of 5 average rating, 208 reviews

Guest suite in Ajax

Finished 2 BR Apt in an Upscale Area of Ajax

Get your own private space in a newly finished basement apartment close to all amenities. Located in an upscale area, gated type community. Private separate entrance and big windows. Car parking and wifi. Private kitchen with dishwasher, bathroom and laundry. No sharing needed. Fully furnished 2 Bedrooms with Kitchen, Sofa, Fireplace, Workspace, with standing desk option. 5 min drive to Ajax Go, 10 min to waterfront. Close to Amazon facility, Shopping, conservation area, golf etc.

Guest suite in Bowmanville

The spacious studio features a queen-sized bed with a checkered comforter and decorative pillows. A large Samsung 55-inch Smart TV is positioned on the entertainment unit, offering various streaming options. A workstation is visible in the background, providing a comfortable space for productivity.

4.97 out of 5 average rating, 127 reviews

The Cozy Cove Studio

Cozy and private 1-bed studio, ideal for short or extended stays, well-equipped for convenience and relaxation. ✔︎ Spacious private suite with full Bath ✔︎ 55-inch 4K TV with Netflix, Prime, Crave, Fibe TV, YouTube, etc ✔︎ Super Fast WiFi ✔︎ Self check-in ✔︎ Workstation ✔︎ 5 mins drive - 401, Downtown, Malls, Grocery, Pharmacy, Restaurants, Cineplex. ✔︎ Free Parking on driveway ✔︎ In Unit Washer & Dryer ✔︎ Kitchenette - Fridge, Microwave, Kettle, Toaster, Coffee maker, utensils & supplies.

4.88 out of 5 average rating, 189 reviews

A hot tub is positioned on a patio, providing views of the serene lake and distant horizon. Red outdoor chairs surround a firepit, while an umbrella offers shade nearby. The scene is framed by lush greenery and a stony beachfront, enhancing the tranquil setting.

Cottage in Bowmanville

“Lakeside Dreams”: All season HotTub w/lake views

Escape to our stunning lakefront family cottage! Enjoy breathtaking views, modern comforts, and the serenity of cottage life. With a private beach, firepit, BBQ, and covered patio, relaxation is guaranteed. Explore the nearby conservation area's trails or cast your line at the fishing creek, just a short walk away. A public beach is 5 min walk. Indulge in the perfect blend of nature and convenience. Book your stay now and create unforgettable memories in our charming cottage retreat!

4.98 out of 5 average rating, 319 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.

4.87 out of 5 average rating, 107 reviews

A bright and open living area features a green velvet couch with decorative cushions, positioned next to a low white coffee table. Framed artwork adorns the walls, complemented by greenery in the corner. A light-colored rug adds warmth to the polished floor.

Townhouse in Whitby

NEWLY RENOVATED, 3 Bdrm Modern Oasis W/ Parking!!!

Welcome to your home away from home!!! A Clean, Cozy and Visually Interesting Luxury Home located just outside of Downtown Whitby and minutes to Hwy 401 & 407. This Trendy Townhome boasts tons of eye catching decor and is filled with every amenity your heart could desire. Equipped with 2 King beds, a bunk bed and 2 full couches this Modern Townhome is perfect for a medium to large sized family or a handful of friends or associates looking for the perfect short or long term stay.

4.86 out of 5 average rating, 127 reviews

A warm living area features a large leather sofa paired with a circular chair. A rustic wooden coffee table is positioned in front. Natural light filters through sheer curtains, illuminating the space with a cozy ambiance. A wood-burning fireplace is framed by vertical wood paneling.

Home in Pickering

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

Contemporary 3 bed, 2 bath home w/ a European-feel. Centrally located on a low traffic court. Spacious, clean & bright! Featuring a large walk-out family room, high ceilings and wood-burning fireplace. Renovated w/ wood floors throughout. Large sunny west-facing backyard + 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

4.78 out of 5 average rating, 229 reviews

A serene landscape of golden grasses and vibrant trees reflects in calm water. The scene captures a natural environment, inviting contemplation and enjoyment of the surrounding flora and fauna.

Guest suite in Pickering

Muskoka on the City

Located in Rouge National Urban Park, steps from a beautiful lake and beach(Note:beach was temporarily closed by government now).Enjoy hiking, kayaking, biking, and fishing nearby. Close to Toronto Zoo, Seaton Trail, highways, restaurants, shopping malls, and Rouge Hill GO Station. Bright ground-level suite with a private entrance, kitchen, dining area, TV, bathroom, and queen bedroom. Includes Wi-Fi and laundry. Perfect for a peaceful and convenient stay!

4.9 out of 5 average rating, 128 reviews

A spacious living area features a large sectional sofa facing a modern fireplace. Light wood flooring complements the warm color palette. An open floor plan is highlighted, with a view of the kitchen in the background, which includes sleek cabinetry and a large island.

Home in Oshawa

Modern 4BR Home in North Oshawa

Welcome to your modern 4BR, 3.5BA retreat in North Oshawa near Harmony & Collins. Perfect for families or professionals, this spacious home offers comfort and style with a bright open layout. Just 15 mins to malls, groceries & fine dining, with quick access to Hwy 401/407. Explore Lakeview Park, Parkwood Estate & Tribute Communities Centre nearby. Exterior security cameras ensure peace of mind. Early check-in/late check-out available!

4.91 out of 5 average rating, 144 reviews

The exterior of a modern home features a stone facade, highlighted by outdoor lighting. A decorative entrance is flanked by large planters filled with vibrant flowers. The driveway leads up to a garage with contrasting colors, enhancing the inviting atmosphere of the residence.

Guest suite in Oshawa

Spacious Guest Suite near 401 with parking

Welcome to our spacious and stylish 1 bedroom in the basement, perfectly suited for couples or individuals seeking a memorable stay. Nestled in a centrally located location, this hidden gem offers quick and easy access to all the amenities you could wish for. Centrally located, just 2 mins from the 401, gas stations, and McDonald's, and 5 mins from Costco. Durham College is a quick 15-min drive. License Number RHSTR2025001

Popular amenities for Oshawa pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.86 out of 5 average rating, 28 reviews

An unobstructed view of Lake Ontario is displayed, featuring sparkling waters under a cloudy sky. A grassy area borders the lake, with a paved pathway winding alongside. Streetlights line the roadway, providing illumination, while distant elements of the shoreline are faintly visible.

Home in Bowmanville

Welcome to 'Lake House" Spacious 3B/2.5 bath home

5 out of 5 average rating, 11 reviews

Home in Pickering

Large house 3 bed 2 bath 2 parkings

4.88 out of 5 average rating, 48 reviews

3 bedroom bungalow in South Ajax

4.95 out of 5 average rating, 78 reviews

Cheery 1941 Historic Home in Ajax

An open-concept dining area is visible, featuring a wooden dining table surrounded by black chairs. A large clock adorns the wall above the table. Natural light filters through the window, illuminating the space. A staircase with dark wooden steps leads to the upper floor.

4.94 out of 5 average rating, 86 reviews

Entire Home - Spacious 4 Bedroom Near Deer Creek

The exterior of the home features a brick façade with a prominent arched window above the entrance. A paved driveway leads to a double garage with brown doors. Well-maintained shrubs and trees frame the entrance, contributing to a tidy appearance. A light cloud cover enhances the neutral tones.

4.94 out of 5 average rating, 18 reviews

Cozy 4BR Near 401, 407 & Toronto

4.78 out of 5 average rating, 37 reviews

An inviting living space features a plush sofa surrounding a sleek coffee table. Neutral-toned walls enhance the bright atmosphere, complemented by an elegant chandelier. A grand staircase can be seen in the background, accompanied by decor elements including a decorative mirror and a light-colored area rug.

Home in Newcastle

Castle Escape: Stylish 5B/2.5B, Kitchen, Parking!

A well-lit stone pathway leads to a welcoming entrance adorned with elegant landscaping. Lush green shrubs frame the steps, illuminated by soft lights at the base of sturdy stone pillars, creating an inviting atmosphere for guests.

4.91 out of 5 average rating, 23 reviews

Mid-century Modern Castle | King Bed+Free Parking

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 11 reviews

A spacious living room features comfortable seating arrangements, including a large sectional sofa and plush armchairs. A stone fireplace serves as a focal point, accompanied by a mounted artwork depicting a horse. A large television is positioned across from the seating area.

Home in Port Perry

Horse Farm Luxury Estate

4.96 out of 5 average rating, 84 reviews

The exterior showcases a two-story brick house surrounded by greenery, featuring a sloped roof and manicured lawn. A modern backyard pool is visible, inviting for outdoor relaxation. The interior consists of a living area with a piano and comfortable seating, creating a cozy atmosphere.

Home in Scarborough

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

4.68 out of 5 average rating, 19 reviews

A paved walkway is lined by a sturdy black railing, leading along the tranquil shoreline. The peaceful blue waters of Lake Ontario stretch into the distance, with greenery and benches visible nearby, inviting relaxation and outdoor activities.

Townhouse in Bowmanville

Waterfront community ideally for long stays

Guest suite in Pickering

This home located 5 minutes walk to Frenchmans bay

4.95 out of 5 average rating, 244 reviews

The interior features rustic log walls complemented by wooden beams. A dining area is set with a white tablecloth and dark chairs, while a vintage dresser holds decorative items. A minimalist wall art piece depicting a deer adds character to the warm space.

Guest suite in Uxbridge

Mackenzie Cottage

Home in Clarington

Farm house - Cottage get away

5 out of 5 average rating, 3 reviews

A cozy living area is presented with a wooden futon and an armchair, accompanied by a coffee table. A flat-screen television hangs above a fireplace, while natural light enters through two large windows. Subtle artwork decorates the walls, enhancing the space's inviting feel.

Guesthouse in Port Perry

Guesthouse on Horse Farm

4.77 out of 5 average rating, 13 reviews

A spacious living area is highlighted by a light-colored couch adorned with soft pillows. A glass coffee table sits in front, complementing the neutral decor. Natural light flows in from sliding doors that open to an outdoor area, enhancing the seamless connection to the outside.

Apartment in Bowmanville

Private Suite with Pool Access

Private, pet-friendly home rentals

A modern living area features two comfortable sofas adorned with decorative pillows. A small coffee table is placed between them on a plush rug. A staircase leads to a well-lit kitchen area, where bar stools are positioned at the counter.

Apartment in Pickering Beach

4.72 out of 5 average rating, 300 reviews

Luxurious Private Suite by the Lake

Home in Oshawa

New place to stay

Gold Garden: Premium 3B/2.5B Modern Luxurious Home

4.75 out of 5 average rating, 40 reviews

A modern living area features leather seating arranged around a glass coffee table. A sleek, wall-mounted fireplace adds warmth. In the background, an open-concept kitchen is visible, equipped with contemporary appliances and a dining area with black chairs. Natural light enters through the windows.

Home in Pickering

Blue Dream: Modern Gem 6B/3.5B,Office,5G,Parking!

4.86 out of 5 average rating, 65 reviews

A spacious sleeping area features a large bed dressed in neutral linens. A cozy armchair is positioned by the window, which is covered with light-filtering shades. Two lamps stand beside the bed, and a decorative wall frame showcases earthy art. A soft area rug adds warmth to the floor.

Apartment in Clarington

Private Guesthouse with Tesla Charger

4.98 out of 5 average rating, 40 reviews

A spacious living area is highlighted by a large wall-mounted TV and a stylish entertainment unit. A colorful area rug partially covers the dark wood flooring. A plush couch and decorative bean bags offer inviting seating options. A potted plant adds a touch of greenery to the room.

Townhouse in Whitby

3 Bdrms | Private yard | Close to 401 | Spacious

4.94 out of 5 average rating, 16 reviews

Home in Oshawa

Cozy Haven | Relax, Unwind & Feel at Home

4.75 out of 5 average rating, 63 reviews

A bright dining area features a round table surrounded by four white chairs. A large window with sheer curtains allows natural light to fill the space, revealing a view of greenery outside. A vase with pink flowers is placed at the center of the table.

Bungalow in Pickering

Entire Home steps from Beach, FIFA worldcup stay