Pet-friendly vacation rentals in Whitby

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.

4.93 out of 5 average rating, 103 reviews

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

WalkabilityPetsAccess

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, 117 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.

Outdoor spacesPetsLocation

4.97 out of 5 average rating, 133 reviews

Apartment in Port Perry

Romantic & Cozy Countryside luxury loft with views

Romance in the Country. Getaway from the crazy, to play, rest/work stay-cation with your sweetheart. Newly built, full kitchen, bath/laundry/EV charger. Great trails, theatre, shopping in quaint downtown Port Perry, boating, golfing, horse farms, museums, & amazing 5 star restaurants in Port Perry. Enjoy our pond with lots of places to enjoy peace & quiet together! Ask about Art-personal Chef and Pontoon experiences. 1 hr from TO, 8 min into Port Perry. (2 rms available). Longer stays avail.

WalkabilityPetsView

4.98 out of 5 average rating, 562 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.

Outdoor spacesWalkabilityBathroom

4.98 out of 5 average rating, 351 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.

PetsWalkabilityCheck-in

4.87 out of 5 average rating, 109 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.

PetsWalkabilityCleanliness

4.87 out of 5 average rating, 135 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!

WalkabilityOutdoor spacesIndoor spaces

4.9 out of 5 average rating, 139 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!

Outdoor spacesWalkabilityKitchen

4.93 out of 5 average rating, 254 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.

WalkabilityAir conditioningFamily

4.9 out of 5 average rating, 112 reviews

The modern townhome exterior features a clean brick facade and large windows providing ample natural light. A set of steps leads to the main entrance, framed by black railings on either side. A small potted plant sits at the base of the steps.

Townhouse in Pickering

The Cyberspace (No cleaning fees, Private Hot Tub)

Private hot tub! No cleaning fees! This stylish modern townhome is the perfect place to stay for you and your family. Two car garage, 4 parking spots, 4 bedrooms, 4 bathrooms, pool & ping pong table, arcade game, Occulus, BBQ, exercise equipment, hot tub, walk to: store, pizza, and Cannabis shop. Fibreoptic internet for working from home/streaming. Local and trusted ride services available at competitive rates. USA friendly!

PetsWalkabilityParking

4.9 out of 5 average rating, 150 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

WalkabilityPetsWifi

4.88 out of 5 average rating, 149 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)

Welcome to Serene Stays - Pickering, where you'll find comfort, style, and convenience all come together! This is a newly built, spacious 4 bedroom, 2 storey home where you can completely relax with access to the entire home - boasting 4 bedrooms, 2.5 bathrooms, living room, dining room, full kitchen, private outdoor patio, and laundry room. This home has 4 parking spaces and is perfect for large families or groups!

PetsWalkabilityBeach

Popular amenities for Whitby pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.72 out of 5 average rating, 18 reviews

Home in Brooklin

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

Check-inSleep qualityLocation

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.

4.7 out of 5 average rating, 101 reviews

Bright and Spacious Whole House 5 BR free parking

WalkabilityPetsNearby

4.92 out of 5 average rating, 38 reviews

Home in Oshawa

Cozy Haven | Relax, Unwind & Feel at Home

BackyardCheckoutHeating

4.83 out of 5 average rating, 72 reviews

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

PetsWalkabilityCheckout

4.69 out of 5 average rating, 26 reviews

Beautiful Private Detached Home in Ajax!

HospitalityAmenitiesLaundry

4.95 out of 5 average rating, 83 reviews

Cheery 1941 Historic Home in Ajax

Outdoor spacesWalkabilityTV

5.0 out of 5 average rating, 9 reviews

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

HospitalityQuietBathroom

4.82 out of 5 average rating, 57 reviews

3 bedroom bungalow in South Ajax

Outdoor spacesWalkabilityCleanliness

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.

4.9 out of 5 average rating, 140 reviews

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

Outdoor spacesWalkabilityTV

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.

4.88 out of 5 average rating, 111 reviews

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

WalkabilityOutdoor spacesGrill

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.

4.8 out of 5 average rating, 10 reviews

Big Luxury Detach House For Short And Long Stay

PetsWalkabilityCondition

4.94 out of 5 average rating, 62 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

PetsWalkabilitySleep quality

4.96 out of 5 average rating, 23 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

Outdoor spacesWalkabilityBackyard

4.95 out of 5 average rating, 38 reviews

A modern living area features a cozy sectional sofa and two accent chairs in blue and green. A sleek coffee table sits at the center, and a fireplace is framed by a stylish mantel. Large windows allow natural light to brighten the space.

Home in East York

Leaside Rental w/ Backyard& Pool

PetsOutdoor spacesCheckout

5.0 out of 5 average rating, 13 reviews

Apartment in Unionville

"27" Brand New 3 Bed condo

WalkabilityCheckoutCleanliness

Apartment in Oshawa

New place to stay

The Hideaway • 3 BR w/ 3 Ensuites • DT Oshawa

Private, pet-friendly home rentals

4.94 out of 5 average rating, 143 reviews

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.

Apartment in Bowmanville

The Cozy Cove Studio

PetsWalkabilityLaundry

4.96 out of 5 average rating, 23 reviews

Bungalow in Whitby

Executive Retreat/Forest Trails/Golfing/Skating

PetsCheck-inQuiet

4.87 out of 5 average rating, 31 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

WalkabilityQuietLayout

4.94 out of 5 average rating, 51 reviews

A cozy living area features a soft gray sofa adorned with a light pink throw and an orange pillow. A modern TV is mounted on the wall opposite a white media console. A cheerful yellow accent wall is visible beside a small dining table, creating an inviting space.

Guest suite in Whitby

Keyless | Parking | 2 Q Beds | Toronto Hub | SPA

WalkabilityPetsHospitality

4.98 out of 5 average rating, 41 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!

PetsParksLocation

4.96 out of 5 average rating, 47 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

WalkabilityHospitalityHeating

4.87 out of 5 average rating, 54 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

PetsWalkabilityParking