Pet-friendly holiday rentals in Oshawa

4.96 out of 5 average rating, 52 reviews

The kitchen features modern cabinetry with a light finish and stainless steel appliances, including an oven and refrigerator. A black dining table with four chairs occupies the space, complemented by a small potted plant as a centerpiece. Ample lighting enhances the bright atmosphere.

Flat in Windfields

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!

4.78 out of 5 average rating, 200 reviews

A modern two-story house features a welcoming front porch supported by white columns. Large windows adorn the upper level, with a stone pathway leading to the entrance. The driveway accommodates two garage doors, enhancing the home's curb appeal in a suburban neighborhood.

Guest suite in Ajax

Finished 2 BR Apartment 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.

4.97 out of 5 average rating, 123 reviews

Flat in Port Perry

Romantic & Cozy Countryside luxury loft with views

Romance in the Country. Getaway from the hustle with your sweetheart, to play, rest/work stay-cation. Newly built, full kitchen, bath/laundry/EV charger. Great trails, theatre, shopping in quaint downtown Port Perry, boating, golfing, equestrian farm, museums, & amazing 5 star restaurnts in Port Perry. Enjoy the pond on the property & lots of places to enjoy peace & quiet together! Ask about our Chef and Pontoon experiences. 1 hr from TO, 8 min to Port Perry. We have 2 rms queen loft/king.

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, 107 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.

4.93 out of 5 average rating, 14 reviews

Flat in Ajax

Bright 1-BR Walk-Out Suite | Private & Workspace

Escape to your own private, brand-new 1-bedroom guest suite in a quiet Ajax neighbourhood. This stunning walk-out apartment is exceptionally bright and features its own dedicated entrance, ensuring 100% privacy for your stay. Inside, you'll find a sleek, modern space designed for comfort and convenience. Relax in the cozy bedroom and space, prepare a full meal in the brand-new kitchen, or sit or sleep in a convertible sofa bad. Perfect for couples, solo adventurers, or business travelers.

4.85 out of 5 average rating, 119 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.

Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 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!

4.9 out of 5 average rating, 182 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!

4.94 out of 5 average rating, 108 reviews

A modern living area features a spacious gray sectional sofa and a minimalist coffee table. The walls are adorned with a gallery of framed artwork. A large window brings in natural light, while greenery adds a fresh touch to the room's bright yellow accent wall.

Townhouse in Whitby

EXQUISITELY DECORATED, 4 Bdrm Townhome W/ Parking!

Welcome to your home away from home!!! A Clean, Cozy and Exceptionally Decorated 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, 2 Queen Beds 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.

4.96 out of 5 average rating, 157 reviews

A comfortable sofa in a neutral brown tone is positioned in the living room, complemented by a decorative blanket. In the background, a modern kitchen with bar stools and a light-colored counter is visible, along with a window allowing natural light into the space.

Flat in Pickering

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt

Spacious lower-level legal basement apartment featuring open-concept living room & kitchen. 2 queen-sized beds & 1 sofa bed. Located near the 401, grocery stores, restaurants, malls, casinos, parks, Toronto Zoo & 5-minute drive to the GO Train. 1 vehicle parking. Electric car charging $10/day Extra guests $25/day. Private side entrance for self-check in with access code. ✅ Wi-Fi, iMac & Printer ✅ TV Box with Netflix/Amazon Prime ✅Variety of Board Games ✅ Full Kitchen w/condiments

4.95 out of 5 average rating, 22 reviews

A cozy living area features a dark sectional sofa accompanied by a comfortable armchair. A round coffee table sits on a plush rug, and natural light enters through two windows. A flat-screen television is mounted on the wall, with additional lighting provided by a standing lamp.

Flat in Oshawa

Spacious and cozy 1 bedroom professional suite.

Welcome to your next home-away-from-home! This stylish, fully furnished 1-bedroom apartment is designed for the professional on the go. Located in the safe and sought after neighborhood of North Glen (The Glens) in Oshawa, this space offers a perfect balance of comfort and convenience, making it ideal for short-term stays. Whether you're here for a work project, corporate assignment, or temporary relocation, this apartment provides everything you need to feel settled and productive.

4.98 out of 5 average rating, 282 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 a 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, 106 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!

Popular amenities for Oshawa pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 3 reviews

Ajax’s Finest Retreat!

4.89 out of 5 average rating, 37 reviews

A comfortable living area is showcased with a light blue sofa, complemented by decorative pillows and a throw blanket. Two small wooden tables are positioned in front of the sofa on a textured area rug. A room divider holds decorative items, creating separation from the sleeping area. Natural light floods in through large sliding doors adorned with light curtains.

Home in Pickering

Cozy private backyard garden studio

4.86 out of 5 average rating, 29 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!

The entrance features a white door framed by large windows, allowing natural light to enter. Decorative planters filled with vibrant flowers flank the steps, leading up to a welcoming mat. The exterior is complemented by dark shutters on either side.

4.95 out of 5 average rating, 73 reviews

Cheery 1941 Historic Home in Ajax

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.

4.93 out of 5 average rating, 15 reviews

Cozy 4BR Near 401, 407 & Toronto

4.77 out of 5 average rating, 13 reviews

The bungalow exterior is showcased, featuring a well-maintained lawn and landscaped garden with shrubs and seasonal flowers. A covered porch is visible, and a seating area with chairs is arranged along the front. Clear blue skies and a few trees can be seen in the background.

Home in McLaughlin

Open-Concept Modern Farmhouse

4.85 out of 5 average rating, 52 reviews

The living area features a comfortable sofa adorned with decorative cushions, complemented by two accent chairs. A round glass coffee table sits on a textured area rug. Natural light enters through a large window, while a television is positioned on a stylish media console nearby.

Home in Vanier

The Cozy Home. Beautiful 3 Bedroom Getaway

4.92 out of 5 average rating, 24 reviews

The cozy bedroom features a queen bed dressed in white linens with a decorative pillow. Natural light enters through a large window with sheer curtains. A smart TV is mounted on a small stand opposite the bed, enhancing the comfortable atmosphere.

Home in Bowmanville

Cozy 1Br Basement Apt - New Downtown Bowmanville

Pet-friendly home rentals with a pool

4.99 out of 5 average rating, 73 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 Port Union

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

4.9 out of 5 average rating, 99 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 Rouge

Ravine Paradise ! heated pool and hot tub!

4.95 out of 5 average rating, 236 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

Flat in Pickering

5 out of 5 average rating, 5 reviews

HUGE King & Queen Exclusive Playful Design

A spacious living area is highlighted by a large, light-colored sectional sofa and two blue accent chairs. A round coffee table sits in the center, surrounded by natural light from multiple windows. A dining table is visible in the background, along with modern decor elements on the walls.

4.65 out of 5 average rating, 17 reviews

Entire Modern Home | Spacious | Near Lake & Park

Guest house in Port Perry

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.

5 out of 5 average rating, 3 reviews

Guesthouse on Horse Farm

4.82 out of 5 average rating, 11 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.

Flat in Bowmanville

Private Suite with Pool Access

Private, pet-friendly home rentals

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, 88 reviews

Rustic Ridge

5 out of 5 average rating, 29 reviews

A modern kitchen area features sleek white cabinetry and stainless-steel appliances, including an oven, microwave, and dishwasher. A clean countertop space is complemented by a small plant, while a dining table is visible in the background, creating a spacious and functional layout.

Guest suite in Whitby

Sage Garden: Premium Apt 2B/1B, Kitchen, Parking!

4.86 out of 5 average rating, 43 reviews

A spacious bedroom is equipped with a comfortable bed topped with a dark blanket. A bedside lamp provides warm illumination beside a small nightstand. Natural light filters through a window, while the room features wooden flooring and softly lit recessed ceiling lights.

Flat in Oshawa

Guest Suite (Basement Unit)

4.73 out of 5 average rating, 273 reviews

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.

Flat in Pickering Beach

Luxurious Private Suite by the Lake

4.92 out of 5 average rating, 25 reviews

The kitchen features modern appliances, including a stainless-steel refrigerator and a gas stove. A round table with two chairs is positioned in the space. Decorative elements include a small indoor plant and an overhead light fixture that enhances the room's functionality.

Guest house in CA

Adorable GH in beautiful Claremont/scenic view

4.85 out of 5 average rating, 68 reviews

A modern lounge area features a curved, light-colored sofa with a textured throw pillow. A round, soft coffee table sits in the center. Natural light enters through a small window, complemented by two sleek wall sconces enhancing the simple yet stylish decor.

Flat in Whitby

Modern & Luxurious Basement Stay

Flat in Oshawa

4.75 out of 5 average rating, 4 reviews

2 BR 1 Bath Apt with Parking | Close to Amenities