Pet-friendly vacation rentals in Whitby

4.94 out of 5 average rating, 109 reviews

A spacious back deck features a hot tub and seating area, surrounded by greenery. Large glass doors provide a view into the living room, while a cooking area and dining table are positioned outdoors. A metal container holds beverages, inviting relaxation.

Home in Ajax

Luxury Kitchen/King Beds/Hot Tub Table+Beds for 24

Bring your family or team together in this luxurious home! Beautifully refurnished in 2022, including a new hot tub and new hotel-quality mattresses & linens, this 4000 sq. ft house is ideally suited for large families or athletic teams. Featuring a remodeled kitchen w/ gas stove, 7 new beds (3 king), gym, office, smart TVs, 4 parking spaces & fast Wi-Fi. Only 5 minutes from the 401 & Ajax Go Train station, accessing the city is a breeze. Tennis + playground 50 meters away. *3 extra beds avail

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.

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.

4.99 out of 5 average rating, 147 reviews

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.

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.

4.98 out of 5 average rating, 122 reviews

4.98 out of 5 average rating, 567 reviews

A tree house is nestled among tall trees, featuring a wooden structure with a balcony and staircase. Soft sunlight filters through the branches, highlighting the natural wood finish and the serene forest surroundings.

Treehouse in Port Perry

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

5.0 out of 5 average rating, 70 reviews

Guest suite in Whitby

***This is a LEGAL basement apartment with Heat control*** - NO Steps inside the unit, everything is one floor! - Mins away from: Thermaspa, Toronto Zoo, Walmart - Great pitstop for travels along the 401 - Thermostat in living room + portable temp heater for room - Full sized kitchen and full sized Fridge - Open concept space with private bathroom - King bed, fast Wi-Fi, and coffee bar - Kettle, microwave, and coffee station included - Convenient location near transit, shops and restaurants

4.98 out of 5 average rating, 367 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, 200 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, 123 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.

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.

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 bathroom ✔︎ 55-inch 4K TV with Netflix, Prime, Crave, Fibe TV, 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.

4.94 out of 5 average rating, 156 reviews

4.87 out of 5 average rating, 142 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!

4.88 out of 5 average rating, 152 reviews

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!

4.92 out of 5 average rating, 265 reviews

A cozy living area is presented with a grey sofa adorned with yellow cushions. A large TV is mounted on the wall, facing a white coffee table on a textured rug. A colorful abstract painting decorates one wall, complemented by a small indoor plant.

Apartment in Pickering

Lower Unit - Central location

Enjoy the charming touches of this cozy basement suite with a clean modern feel. Beautifully decorated featuring a spacious open concept living room/kitchen combo area with spacious island and a brightly lit bathroom with a stand-up shower. This guest suite with your very own private entrance is bright and full of warmth. Conveniently located: 5 min walk to Pickering Town Center, 10 min walk to the Pickering GO and 2 min drive to 401.

Popular amenities for Whitby pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.89 out of 5 average rating, 157 reviews

A spacious living area features a large sectional sofa paired with a modern armchair. Natural light streams through the expansive windows, highlighting a round coffee table and a light-toned area rug underneath. A potted plant adds a touch of greenery to the serene space.

Home in Pickering

Serene Stays - Pickering (5Beds, 2.5Baths, 4Park)

4.95 out of 5 average rating, 116 reviews

A charming two-story house is framed by flowering trees. The exterior features white siding and black window shutters, complemented by colorful potted plants at the entrance. A manicured lawn invites outdoor activities, while a small seating area is visible to the side.

Home in Scarborough

"Home Sweet Home"

4.78 out of 5 average rating, 83 reviews

Stylish 4BR Townhouse (TV in every room, GameRoom)

A light-filled living area showcases comfortable seating arrangements, including a plush couch and chair. A large television is positioned on a stylish stand. Hardwood flooring complements the soft color of the walls, creating a welcoming ambiance. Natural light floods in through the bay windows.

4.71 out of 5 average rating, 108 reviews

Bright and Spacious Whole House 5 BR free parking

4.78 out of 5 average rating, 23 reviews

Home in Brooklin

Embers Nest - 5 Beds, 4 Bath, 2 Park, Thermea Spa

4.94 out of 5 average rating, 50 reviews

Home in Oshawa

Cozy Haven | Relax, Unwind & Feel at Home

4.94 out of 5 average rating, 65 reviews

Home in Ajax

The Taunton House

4.92 out of 5 average rating, 12 reviews

The Continental: Luxury 6B/3.5B + Tesla Charger

Pet-friendly home rentals with a pool

Guest suite in Scarborough

A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.

New Custom-Built | Marble Pool + BBQ | Toronto

4.91 out of 5 average rating, 149 reviews

4.91 out of 5 average rating, 107 reviews

A swimming pool is featured in a serene outdoor space, surrounded by lush greenery and tall trees. The circular pool is complemented by a stone wall background. A shaded seating area with a table and chairs is nearby, promoting relaxation and enjoyment.

Home in Don Mills

Casa Meya - Toronto Poolhouse Villa

Guest suite in Scarborough

A spacious backyard features a large swimming pool surrounded by lush greenery. An umbrella provides shade to a seating area, while trees encircle the space, enhancing privacy. A fenced perimeter ensures safety, and the pool is inviting under dappled sunlight.

1BR Bluffs | Pool + Yard | Pets Ok | EV Charger

4.89 out of 5 average rating, 114 reviews

The exterior of a spacious, detached house is showcased, featuring a light brick façade. A well-maintained lawn and colorful flower beds frame the walkway. The driveway accommodates two cars, with a covered porch area visible, and large windows allowing natural light to filter into the entryway.

4.86 out of 5 average rating, 14 reviews

Big Luxury Detach House For Short And Long Stay

5.0 out of 5 average rating, 4 reviews

Apartment in Oshawa

The Horizon Suite

4.93 out of 5 average rating, 75 reviews

A charming exterior of a spacious home is showcased, featuring a blend of stone and wood accents. Neatly trimmed hedges line a stone pathway that leads to the entrance. The well-maintained landscaping is complemented by a driveway and a garage.

Home in Scarborough

Private Pool Lakeview House

4.96 out of 5 average rating, 27 reviews

A backyard oasis features an inground pool surrounded by lush greenery and colorful flowering plants. Sun chairs are positioned on the lawn, facing the water. The covered seating area above provides shade, enhancing the tranquil outdoor setting.

Apartment in Ajax

Oasis by the Lake

4.96 out of 5 average rating, 24 reviews

Apartment in Unionville

"27" Brand New 3 Bed condo

Private, pet-friendly home rentals

4.96 out of 5 average rating, 49 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

4.88 out of 5 average rating, 32 reviews

A well-lit bedroom features a spacious bed adorned with a patterned gray quilt. A decorative wall piece consisting of wooden panels complements the neutral-colored walls. A full-length mirror and a closet door are visible, enhancing the room's functionality.

Apartment in Whitby

1 Bedroom, 2 Bed, Bath & Kitchen Basement Suite

4.94 out of 5 average rating, 66 reviews

Apartment in Oshawa

Double Bedroom Stylish Unit with separate entrance

4.82 out of 5 average rating, 57 reviews

A comfortable living area is presented with a blue sofa adorned with decorative pillows and a round coffee table. A cozy armchair is positioned nearby. Green plants are placed around the space, complementing the light-colored walls and accent artworks.

Apartment in Whitby

Luxury Escape Apt to Relax with Kitchen & Parking

4.94 out of 5 average rating, 33 reviews

Bungalow in Whitby

Executive Retreat/Forest Trails/Golfing/Skating

4.9 out of 5 average rating, 77 reviews

A modern living area is highlighted by a large black sectional sofa adorned with colorful throw pillows. A light wood coffee table sits atop a soft area rug, with a potted plant nearby. Light streams through large windows dressed with stylish shades, creating a bright and inviting space.

Townhouse in Oshawa

Brand New Luxurious 4B Townhouse

4.9 out of 5 average rating, 51 reviews

Home in Pickering

Spacious house for 14 |5BR| 6 Parkings |4Bath|