Pet-friendly vacation rentals in Ancaster

4.87 out of 5 average rating, 138 reviews

An open-concept living area features a cozy sectional sofa and a coffee table. A wall-mounted TV is positioned above a contemporary fireplace. Natural light is welcomed through sliding glass doors that lead to a private outdoor space, offering a sense of comfort and relaxation.

Apartment in Hamilton

Frenchman’s Pass - Cozy nook on the Hamilton brow

Welcome to your home away from home! This charming suite at the back of our home has a separate entrance and a convenient private deck. Nestled on the Hamilton Mountain in one of Hamilton's most upscale neighborhoods, we are steps from the scenic brow offering the perfect blend of tranquility and convenience. High-speed Wi-Fi, smart TV, private, on-site parking and essentials for a relaxing stay. Situated centrally, you're just minutes from hospitals, shopping, restaurants, and public transit.

4.98 out of 5 average rating, 153 reviews

The exterior of the cottage is shown, featuring a combination of wood and stone textures. Wide porches wrap around the entrance, while large windows provide natural light. Snow lightly covers the ground, enhancing the peaceful countryside setting, with scattered trees visible in the background.

Home in Brantford

Langford House

Set on the front of a 7 acre country property, the cottage is minutes from Brantford & Ancaster. Enjoy the beautiful open countryside views & a cozy cottage to relax. Just around the corner from the Twin Valley Zoo, & the Rail Trail. Some other local attractions include the Historic Bell Homestead, Wayne Gretzky Sports Centre, Windmill Country Market, Grand River, Oshwegen Speedway, Grand River cruises (must be booked ahead of time), & Grand Adventures for canoeing in the nearby town of Paris.

4.9 out of 5 average rating, 249 reviews

A spacious bedroom features a large bed adorned with white linens and decorative pillows. A textured basket holds towels beside the bed. A patterned throw blanket is draped over a wooden bench at the foot of the bed. A dark blue accent wall adds depth to the serene space.

Home in Hamilton Beach

Beautiful Renovated Beach Cottage Home

When you enter our immaculately clean Beach Cottage home you will feel like you are at a boutique hotel. Beautiful white linens and towels, WIFI, smart TV, Keurig coffee machine and more. Choose to have a BBQ with friends and family on one of our two decks as you watch the Sunset from Lake Ont. Take a stroll or a bike ride down the Beautiful boardwalk or visit the beautiful beach all located at the end of our yard. Whether you are here for business or pleasure there is something for everyone!

The spacious living area features cathedral ceilings with exposed wooden beams. Comfortable seating is arranged around a round coffee table, with a modern television and entertainment unit positioned against the wall. Natural light floods in through multiple windows, enhancing the open layout.

4.82 out of 5 average rating, 129 reviews

Trendy Downtown Home + Parking, COZY Hess House!!!

Circa 1920, fully renovated beautiful 1 fl, 2 Bdrm + 1 bath home with front parking for 2 cars, private backyard is centrally located in the downtown core & Ent District. Walk score of 94 & a transit score of 83, within walking distance to everything, all Hospitals, Juravinski, Hamilton General Hospital, within 4 km's of McMaster University & McMaster Hospital, Bay Front Park, West Harbour Go Station all other amenities. This cozy home sleeps 6 & will having you yearning for another visit!

4.87 out of 5 average rating, 105 reviews

Two elegant wine glasses are positioned beside a small vase filled with white flowers. A decorative art piece featuring a wine bottle, glass, and cheese rests on the wall above, contributing to a refined ambiance.

Apartment in Dundas

Escarpment Dwelling!

Welcome to beautiful nature! Country road stay and enjoy farm land surrounding. Located 10 min to Dundas/ Waterdown, McMaster University. Perfect location 5 min from Rock Chapel Sanctuary, Dundas Peak. Tews Waterfalls ,Websters Falls. 2 min from Wedding venue at Dyment's Glen Drummond Farm, shop dine and fall in love with nature. Winter activities Carriage rides going back in time in the beautiful downtown Dundas. Museums and Cactus festival. West Avenue cider house drive down country roads.

4.94 out of 5 average rating, 133 reviews

An exterior view showcases a modern tiny home with a combination of wooden and black siding. Large windows allow for ample natural light, and a small wooden deck is visible at the entrance. The surrounding landscape features open fields and a partly cloudy sky.

Tiny home in Cayuga

Luxury Tiny Home at the Farm - Botanical Oasis

Get away from it all, and enjoy time away. Spend time in the country, with all the comforts of home (and then some!). Pet / feed the animals, enjoy a campfire, walk the trails through the fields and the forest. Take an adventure outing at one of our suggested venues, or pick one of you own. Try it before you buy it! This tiny home is at the same location where True North Tiny Homes builds their homes. If you're lucky, you can tour some other tiny homes under construction while you're here.

4.78 out of 5 average rating, 369 reviews

A modern living area is showcased with large windows, allowing natural light to fill the space. A colorful yellow sofa and blue chairs provide seating. An entertainment unit features a television against a vibrant mural of cacti. Wooden flooring adds warmth to the contemporary design.

Hotel room in Durand

Fully-Furnished Boutique 1 Bedroom Suites

The Laundry Rooms is situated on one of our favourite streets in Hamilton. Featuring cozy pubs, local coffee shops, and a 10-minute walk from the downtown core, Augusta Street has a small-town vibe in the heart of the city. Live like a local with all the comforts and amenities of home in our contemporary suites designed for the professional traveller. Pets are welcome and we can't wait to meet your dog (a deep cleaning fee applies (except for assistance animals))... and you, of course.

4.99 out of 5 average rating, 192 reviews

A unique double A-frame house is framed by lush greenery, with a spacious driveway leading to the entrance. The structure features a combination of wood and stone elements, while flower beds with emerging blooms add color to the natural surroundings.

Cottage in St. Jacobs

St. Jacobs Triangle House - Countryside Escape

Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.

4.94 out of 5 average rating, 172 reviews

The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.

Villa in Burlington

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

A spacious living area features hardwood flooring and a ceiling fan. An entertainment unit with a television is centered against a white wall, coupled with a decorative fireplace. A comfortable gray sofa is positioned to the left, with a small dining table adorned with sunflowers on the right.

4.96 out of 5 average rating, 158 reviews

Harbour front CHA CHA CHA - Lake view house

Live close to the water! Relax with your family at this peaceful 2Bd 1Bath property in Hamilton West Harbour. Enjoy a cup of coffee on the house. Steps from the Bayfront park with beautiful lake views, Collective Arts Brewing to enjoy a cold local beer, trendy James St N for all the restaurants, West Harbour Go Train Station , and much more! It is located within an hour from Toronto and Niagara Falls. Book your stay now!

4.99 out of 5 average rating, 107 reviews

The exterior of a century home is highlighted, featuring a welcoming porch surrounded by lush greenery. A paved driveway leads to the entrance, with neatly trimmed grass and decorative landscaping enhancing the inviting appeal.

Home in Paris

Paris Oasis-The Maples on Brock

Stay in this immaculately renovated century home, which is just a short walk from downtown Paris and comes with all the perks and white-glove service of a 5 Star Hotel. If you’re searching for the perfect home for your next family vacation, stay-cation, business trip, or long-term rental that satisfies both luxury & location, then look no further. Save your dates now and secure a Paris holiday you’ll always remember!

4.93 out of 5 average rating, 279 reviews

A single-story cottage features a wooden exterior with large windows and a black roof. A path of gravel leads to the entrance, which is framed by greenery and stones. Surrounding the building, the landscape showcases well-maintained grass and a young tree.

Farm stay in Hamilton

Somerset Cottage at West Avenue Cider House

Welcome to West Avenue Cider! During Summer 2018 we renovated an existing outbuilding on the property into a 3 bedroom cottage for guests who are visiting the Cider House and who are visiting the Hamilton area. It’s light filled and spacious and we hope you will get to spend some time with us. The cidery can be a busy spot on weekends during the summer and fall, less busy for our winter guests.

Popular amenities for Ancaster pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.94 out of 5 average rating, 105 reviews

Home in Cambridge

4BR Family Home with Hot Tub and Backyard

A brick bungalow features a welcoming entrance with steps leading to a covered porch. A small patio area with outdoor seating is visible. Lush green grass and neatly trimmed bushes surround the home, complemented by a tree with vibrant leaves in the foreground.

4.93 out of 5 average rating, 96 reviews

Basement Oasis - high speed Wi-Fi *work from home*

4.96 out of 5 average rating, 197 reviews

A cozy sitting area features two chairs with colorful cushions and a sofa in muted tones. Large windows bring in natural light, framed by long gray curtains. A decorative rug anchors a pair of gold side tables, enhancing the inviting atmosphere.

Home in Exhibition Park

Family Friendly Heritage Home ~ Downtown Guelph

4.91 out of 5 average rating, 33 reviews

Home in East Hamilton

Cottage In the City

4.89 out of 5 average rating, 131 reviews

A modern two-story house is set against a green backdrop, featuring large windows that allow natural light to flood the interiors. The driveway leads to an attached garage, while a neatly maintained lawn surrounds the property, enhancing its curb appeal.

Home in West Oakville

Large Luxury Villa with Swim Spa! Near downtown!

5 out of 5 average rating, 31 reviews

A large glass door opens to a spacious wooden deck, inviting natural light into the indoor space. The deck features a wooden railing adorned with lush plants. Bright blossoms and outdoor seating create a welcoming atmosphere, framed by trees and a clear blue sky.

Home in Burlington

Charming retreat with lake view

4.88 out of 5 average rating, 24 reviews

Private & Spacious 6BR Home ~ Hamilton ~ Comfort

4.93 out of 5 average rating, 56 reviews

A spacious living area features a large sectional sofa in a neutral color, arranged to face expansive floor-to-ceiling windows. Outside, a patio with comfortable seating and a fireplace is visible, framed by lush greenery.

Home in Burlington

Entire Lower Level Home 3500 Sq Walk Out

Pet-friendly home rentals with a pool

4.86 out of 5 average rating, 208 reviews

A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.

Condo in Mississauga

Beautiful Penthouse with Breathtaking View

4.97 out of 5 average rating, 145 reviews

A modern living area features a plush gray sectional sofa accompanied by a decorative rug. Large windows provide ample natural light and showcase a city skyline view. A dining table with dark chairs sits nearby, complemented by a wall-mounted art piece and a potted plant.

Condo in Fort York

Walk to FIFA World Cup /Parking/ Sleeps 4/ Balcony

4.97 out of 5 average rating, 115 reviews

A dining table with a circular glass top and four black chairs is positioned near large windows, offering expansive views of the Toronto skyline. A small potted plant adds a touch of greenery, while natural light fills the space, enhancing the modern interior.

Apartment in Fort York

The Farmer's Cottage

Condo in Humber Bay Shores

A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.

4.81 out of 5 average rating, 115 reviews

Humber Bay Family Friendly condo w Terrace&Parking

4.84 out of 5 average rating, 171 reviews

A private backyard space features a swimming pool with steps leading in. Comfortable lounge chairs sit nearby on the concrete patio, while vibrant green trees and a well-maintained lawn surround the area. A shaded seating area can be seen in the background.

Home in Waterloo

Entire Guest Unit+Free Parking by Glenbridge Plaza

4.97 out of 5 average rating, 203 reviews

Guesthouse in Breslau

House on the Hill

Townhouse in West Queen West

A well-lit living area features two light-colored sofas arranged around a dark coffee table. A television is positioned on a white entertainment unit, with a stylish chandelier above. Large windows with sheer turquoise curtains allow natural light to enhance the hardwood flooring.

4.75 out of 5 average rating, 178 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

4.98 out of 5 average rating, 105 reviews

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

Condo in Fort York

Beautiful Lake View Studio Condo + 1 free Parking

Private, pet-friendly home rentals

4.99 out of 5 average rating, 95 reviews

A well-lit bedroom is showcased with a spacious bed adorned in soft linens and decorative throw pillows. Nightstands with lamps are positioned on either side. A wooden table and chairs are visible in the background, complemented by a circular mirror and an accent wall featuring textured wood.

Guest suite in Hamilton

Trouvaille - something wonderful

4.96 out of 5 average rating, 57 reviews

Cabin in Windham Centre

The Kabin

4.88 out of 5 average rating, 48 reviews

A modern kitchen is equipped with stainless steel appliances, including a gas stove and a dishwasher. White cabinetry complements the marble backsplash, while a bouquet of sunflowers adds a touch of color. Ample counter space is available for meal preparation.

Townhouse in Ancaster

Clean Apartment-Modern-Ancaster, Ontario

4.89 out of 5 average rating, 36 reviews

A spacious living area showcases a large gray sectional sofa adorned with yellow and patterned cushions. A round coffee table sits at the center, complemented by an accent table. Bright stained glass windows and indoor plants enhance the room's charm, while a blend of antique and modern decor is visible.

Home in Caledonia

Unique Old Church House

4.96 out of 5 average rating, 53 reviews

A vibrant living space showcases a bright yellow sectional couch in the foreground, with decorative cushions. A fireplace with a playful pink design is accented by silver spheres, while colorful murals and plants add to the lively ambiance. A dining area with artistic touches is visible beyond.

Bungalow in Hamilton

Colourful House with Private Yard

4.89 out of 5 average rating, 47 reviews

A modern entertainment area is highlighted by a wall-mounted smart TV displaying streaming options. A sleek microwave sits alongside a Keurig coffee maker on a dark table, illuminated by a stylish lamp. The warm-toned walls contribute to a comfortable atmosphere.

Loft in Hamilton

Modern Clean Private Basement Studio Guest Suite

5 out of 5 average rating, 61 reviews

A bright bedroom features a wooden bed with a white duvet and a light blue throw blanket. Soft neutral bedding is complemented by a large white pillow. Shelves with potted plants add a touch of greenery, while light streams in through a nearby window.

Apartment in Dundas

Private Historic Loft in Dundas