Pet-friendly holiday rentals in Whitby

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, 116 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.

5 out of 5 average rating, 57 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

4.97 out of 5 average rating, 121 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.

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.

4.84 out of 5 average rating, 113 reviews

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!

4.97 out of 5 average rating, 237 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 in 2021, 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.

5 out of 5 average rating, 26 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!

Welcome to Sage Garden in Whitby - Your Adventure Awaits! ★ Separate entrance for ultimate privacy ★ Immerse yourself in a Natural/Garden theme ★ Fully equipped with top-of-the-line furnishings ★ High-speed internet up to 600 Mbps ★ Free dedicated parking spot ★ 3 Smart TVs in the living room and bedrooms ★ Luxurious king-sized beds with premium mattress ★ Fully stocked kitchen with all essentials ★ Convenient location near shops Comfort and convenience await at Sage Garden—book now!

4.94 out of 5 average rating, 102 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.

4.89 out of 5 average rating, 219 reviews

A rustic cabin is nestled in a vast field, surrounded by vibrant autumn foliage. The warm-toned structure contrasts with the lush greenery and colorful trees, while the expansive sky adds depth to the serene landscape.

Guest house in Newcastle

Bee Keeper's Cabin - a very private retreat

91 acres, trails, total privacy, spring fed lake, solar power/propane heated, gas stove top, out-house, firepit, wi-fi ; canoe/paddleboat (seasonally) Self check in and self cleaning For those who leave a "light foot print" Basic kitchen utensils, pots, pans, and dishes are provided, BUT guests must bring their own drinking water, pillows and bedding and ice for cooler. We ask our guests to leave the cabin better than you found it and to take all garbage and recycling home with you.

4.96 out of 5 average rating, 149 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

4.93 out of 5 average rating, 14 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

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.

4.91 out of 5 average rating, 236 reviews

A tranquil view of a lake reflects the colorful hues of the sunset, with a modern building nestled among trees on the opposite shore. The surrounding landscape features gentle slopes leading to the water, creating a peaceful natural setting.

Guest suite in Newcastle

Romantic Nature Retreat - Hydrotherapy Suite

A Romantic Retreat, located on 91 acres, beside a small, spring-fed lake, this is a private hydrotherapy suite with its own sitting area and firepit, providing a relaxing getaway close to the city. Gentle walking trails and abundant wildlife around the lake Swimming, dock, canoe & paddleboat Ideal for two people, 2SLGBTQ+ all welcome 6 min drive to Newcastle for dinner, shopping... Please read reviews & full ad before booking. Pets are welcome.

4.91 out of 5 average rating, 128 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 Room close to 401

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 Whitby pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.81 out of 5 average rating, 26 reviews

A modern kitchen is featured, showcasing sleek stainless steel appliances including a refrigerator, microwave, and stove. White cabinets provide contrast against the light-colored backsplash, while a spacious countertop offers ample preparation space. The well-lit area enhances the kitchen's functionality and appeal.

Home in Wismer

Modern & Private 2BR Suite

4.97 out of 5 average rating, 109 reviews

The exterior of the urban home is presented, featuring a dark blue façade and a sloped roof. A small, neatly landscaped front yard is enclosed by a black picket fence. Large windows allow for natural light, with a Canadian flag displayed proudly outside.

Home in Leslieville

Cozy Leslieville 2-Bedroom Home

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.

5 out of 5 average rating, 15 reviews

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

A spacious living area features two dark leather sofas facing a coffee table. A wall-mounted TV is positioned above an electric fireplace. Natural light enters through two large windows with soft shades, while a dining area with wooden chairs is visible in the background.

5 out of 5 average rating, 21 reviews

Just Like Home- Brand New 4 Bedroom Home

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.

4.88 out of 5 average rating, 32 reviews

Cozy private backyard garden studio

A spacious outdoor deck overlooks a green backyard, featuring a large tree and colorful play equipment. A dining set with six chairs is positioned on the deck, inviting casual gatherings. The yard is enclosed with a privacy fence, providing a tranquil outdoor space.

4.99 out of 5 average rating, 70 reviews

Near Toronto - Family Retreat - {Entire Property}

4.9 out of 5 average rating, 21 reviews

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.

Home in Ajax

Mid-century Modern Castle | King Bed+Free Parking

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

4.98 out of 5 average rating, 556 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)

4.99 out of 5 average rating, 159 reviews

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

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

4.9 out of 5 average rating, 92 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!

5 out of 5 average rating, 3 reviews

Home in Markham

Backs onto nature near IBM and Hospital

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

4.95 out of 5 average rating, 122 reviews

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.

Home in Scarborough

Fun Modern Home Game Rm Cozy Heated Floors Toronto

5 out of 5 average rating, 16 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.

Flat in Ajax

Oasis by the Lake

Private, pet-friendly home rentals

4.97 out of 5 average rating, 32 reviews

A rustic dining area is highlighted by a charming welcome mural featuring a rooster and the phrase 'BE OUR GUEST.' A wooden table sits in the center, surrounded by two chairs. Decorative elements, including sunflowers and vintage kitchen items, adorn the shelves above.

Guest house in Oshawa

The Farmhand’s Cottage

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.

4.97 out of 5 average rating, 77 reviews

Rustic Ridge

4.76 out of 5 average rating, 17 reviews

An inviting dining area features a round table surrounded by four chairs. The space is brightly lit with recessed lighting and has a modern design, with a kitchen visible in the background, showcasing white cabinets and a refrigerator.

Guest suite in Ajax

Daisy Den: Modern Apt 2B/1B, Kitchen, Parking!

4.9 out of 5 average rating, 41 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

4.85 out of 5 average rating, 13 reviews

Townhouse in Courtice

Private Basement Apartment walkout Courtice Ont.

4.82 out of 5 average rating, 17 reviews

A modern living space is displayed, featuring a comfortable sofa accompanied by decorative cushions. A glass coffee table sits on a soft area rug. Nearby, a dining table for four is visible, with a well-equipped kitchen in the background. Subtle decor adds a welcoming touch.

Flat in Scarborough

New Condo Apt 2BR 2WR Highway 401 on Sheppard Ave

4.85 out of 5 average rating, 60 reviews

Loft in Whitby

Zou life