Holiday rentals in Ancaster

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Top-rated holiday rentals in Ancaster

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.99 out of 5 average rating, 135 reviews

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.

Top guest favourite
A spacious living area is highlighted by a stone fireplace, complemented by a cozy seating arrangement. The open layout leads to a dining area with a table set for six, and soft lighting enhances the neutral décor throughout the room.
Flat in Dundas
4.97 out of 5 average rating, 259 reviews

DUNDaS in LOVE! -Parking included-

Dundas Village is beautifully amazing! Located between Toronto's airport and Niagara Falls! (35 minutes away each way). This gorgeous 2nd floor apartment is entirely to enjoy for you and your family! This brick building was built in the 18th century in historic Dundas (Hamilton's old town). With high ceilings, two fireplaces, 3 bedrooms, fully equipped kitchen, living room leather couches, plus parking! Enjoy McMaster, trails, Ancaster Mill, Restaurants, Museums, unique Boutiques and more!

Guest favourite
A spacious living area features a light grey plush sofa adorned with cream-colored pillows. A round dining table for two and a kitchen island with seating can be seen in the background, accentuated by wooden accents and modern appliances.
Guest suite in Ainslie Wood West
4.9 out of 5 average rating, 125 reviews

The Zen Den | Boho Design in Westend by Mac+Dundas

This modern boho gem invites you to kick off your shoes and breathe. If a Scandinavian design with a boho twist is the kind of aesthetic that makes you swoon, you’ll love staying here as your home away from home. The Zen Den is a newly, fully renovated private suite in the heart of the 3 west-end neighborhoods and has every detail in mind for you to relax and enjoy your time. Staying here will remind you of the kind of zen you can only find on a warm summer evening with a bowl of fresh fruit.

Top guest favourite
A serene countryside scene is depicted, featuring a grassy field with grazing cattle. The image is framed by the slender trunks of trees, while a rustic red farmhouse is visible in the background, surrounded by lush greenery.
Home in Carluke
4.98 out of 5 average rating, 123 reviews

Country Retreat in Ancaster-5min to Hamilton Arprt

Our century old farmhouse is located 5min from Hamilton Airport in the Ancaster countryside. Private, quiet and peaceful, surrounded by farmland and pasture fields. All amenities can be found in the beautiful historic village of Ancaster, just 9km away. A unique getaway to relax, recoup and reboot. Toronto and Niagara Falls just 1 hour drive. Close to McMaster Hospital & University, Redeemer Univ., Royal Botanical Gardens. ***WE ARE A LICENCED BnB; fire, electrical and property inspected***

Top guest favourite
The living area features a light grey couch facing a wall-mounted television, with a stone fireplace below. A circular wooden coffee table sits on a patterned area rug, surrounded by black and green lounge chairs. Decorative shelves hold various items, enhancing the space's contemporary feel.
Guest house in Hamilton
5 out of 5 average rating, 94 reviews

Headwater Haven | 2 King-Beds

Experience luxury and tranquility just outside Dundas! Situated minutes from local golf courses, waterfalls, trails, biking routes and the Dundas Valley Conservation Area. This 2-bedroom sanctuary features King-sized beds, boasts 12-Ft ceilings and an indoor fireplace, offering elegance and comfort. Enjoy the spa-like bathroom with its heated floor, large tiled shower and dual rainfall showerheads. Unwind in the cozy living area or step outside to the patio and make memories by the campfire.

Guest favourite
Five alpacas are seen walking across a grassy area in front of a large, restored barn. The barn features a dark roof and wooden siding, with a door visible on the lower level. A clear blue sky and scattered clouds provide a bright backdrop.
Farm stay in Caledonia
4.97 out of 5 average rating, 102 reviews

Alpaca farm stay and bunkie getaway.

A farm stay on your way to soaking up all that our county has to offer. The bunkie is located next to a restored century barn and an outdoor pool. The property is home to 5 alpacas, mini goats, chickens and our family dog. The bunkie is on a shared property with our home. It's 1 hour from Toronto, 20 minutes from Hamilton, 1-hour from Niagara-on-the-lake and 10 minutes from the historic Ancaster village. Antiquing, hiking, nature tours, golfing, wine tours, farmers markets and more close by.

Top guest favourite
The open-concept living area includes a spacious sofa adorned with a floral pattern and a large flat-screen TV mounted above a sleek electric fireplace. In the background, barn doors lead to a cozy sleeping area, while a dining table is set for four, offering a welcoming space.
Guest suite in Hampton Heights
4.95 out of 5 average rating, 155 reviews

*Inviting* 1-BR Basement Suite in Upper Hamilton

Welcome to our 1-bedroom basement apartment with parking in Upper Hamilton! We are delighted to offer you a homely experience, perfect for couples or solo travellers. The unit features an open-concept design with barn doors that provide a sense of intimacy in the bedroom. The kitchen is thoughtfully laid out, with a spacious fridge and a dining table for your convenience. The recently renovated washroom boasts a shower that comfortably accommodates two people with essential toiletries.

Top guest favourite
A spacious living area features a comfortable dark gray sofa adorned with yellow throw pillows. A black coffee table is positioned in front of the sofa, complementing the light-colored rug beneath. The kitchenette is visible in the background, with modern appliances and bright lighting.
Guest suite in Dundas
4.96 out of 5 average rating, 116 reviews

Charming Private suite near Village & Trails

Welcome to our private getaway. This spacious suite features a fully equipped kitchen, full bathroom, big screen TV, laundry & strong Wi-Fi. Enjoy a dedicated parking spot, continental breakfast, (milk, cream, cereals etc.) and a basket of goodies including hand baked cookies! Keyless entry for easy check-in. Our prime location puts you just minutes from breathtaking trails, stunning waterfalls, and the lively downtown village of Dundas. Internet Download Speed: 1.5 Gbps

Guest favourite
A spacious living area features a dark gray sectional sofa adorned with multiple throw pillows. A glass coffee table is positioned in front, with a simple floral arrangement on top. Soft lighting enhances the bright walls and wooden flooring, while a work desk is visible in the background.
Guest suite in Hamilton
4.93 out of 5 average rating, 360 reviews

Adorable 1 bedroom suite in the beautiful Hamilton

Whatever your reason for visiting our beautiful Hamilton, kick back and relax in this calm, stylish basement unit. We live upstairs of the listing and are the parents of two toddlers. Occasionally, there will be times you hear squeals of joy or the pitter patter of little footsteps. If you goal is complete silence and relaxation during your stay, this may not be the best listing for you. Mind you, most of the time, they are quite and or out with mama.

Top guest favourite
A modern kitchen features stainless steel appliances, including a refrigerator and an oven with a range hood. An island with seating for three is positioned at the center, accompanied by decorative hanging lights. Open shelving displays glassware and kitchen essentials.
Guest suite in Kirkendall South
4.95 out of 5 average rating, 302 reviews

Beautiful 1 Bedroom Apt Steps to Hamilton's Best

Newly finished spacious basement with 8' ceilings and plenty of natural light! Perfect for a romantic getaway or for mature professionals on business. Steps to Locke Street's dining and shops, as well as parks, hospitals, and downtown Hamilton. Features include in-floor heating, 55" 4k TV, a custom kitchen, and laundry. Sleeps 4 with Queen bed in bedroom and pull-out Queen mattress in the sitting room. Free street parking and anytime self check-in.

Guest favourite
A dining area features a glass table surrounded by colorful chairs, with yellow bar stools positioned at the kitchen counter. The modern kitchen, visible in the background, is equipped with stainless steel appliances and ample counter space, allowing for comfortable meal preparation.
Guest suite in Ancaster
4.92 out of 5 average rating, 214 reviews

The Mountain Bohemian

Welcome to "The Bohemian", our executive suite in the quiet mature neighbourhood of Parkview Heights in Ancaster. We are only a few minutes drive from the Ancaster Mill. This suite is excellent for guests attending functions at the Mill, visiting McMaster U or touring Hamilton and Dundas. The Village of Dundas and McMaster University are within a 15 minute drive. Quick access to the 403 to tour downtown Hamilton's Art and Music scene.

Top guest favourite
The exterior of a cabin is depicted, featuring wooden siding and a stone base. A small wreath decorates the entrance, which is flanked by a snow-covered landscape. Tall trees stand in the background, hinting at the surrounding nature.
Cabin in Hamilton
4.98 out of 5 average rating, 162 reviews

The Fox's Retreat - A Cozy Cabin for Two

Escape to this open concept cabin in Flamborough, Ontairo. Get to Flamborough Downs Casino and Racetrack, McMaster University, African Lion Safari, Valens and Christie's Conversation Areas, Westfield Heritage Village, and Dundas Waterfalls and multiple Golf Courses in under 15 minutes. Modern amenities provide all the comforts necessary for a relaxing stay, quiet remote work, or a unique space to get wedding ready.

Popular amenities for Ancaster holiday rentals

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Quick stats about holiday rentals in Ancaster

  • Total holiday rentals

    Explore 230 holiday rentals in Ancaster

  • Nightly prices starting at

    Ancaster holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 9,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    120 properties have a dedicated workspace

  • Wifi availability

    220 of Ancaster holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ancaster rentals

  • 4.8 Average rating

    Ancaster stays are highly rated by guests – averaging 4.8 out of 5!

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