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, 137 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
The bedroom features a spacious bed dressed in crisp linens, with a large window allowing natural light to illuminate the space. A stylish area rug adds warmth, while simple decor and a mirror complement the inviting atmosphere.
Guest suite in Dundas
4.97 out of 5 average rating, 65 reviews

Hilltop Private Suite in Dundas

Escape in the scenic town of Dundas, where this hilltop suite blends Muskoka tranquility with modern comfort. Private entrance, 70" smart HDTV with soundbar, high-speed Wi-Fi, sleek new bathroom, kitchenette, and free parking. Explore the Dundas Valley and it's historic downtown, or be a short drive away from McMaster University and downtown Hamilton. Easily accessible from Toronto, Niagara Falls and the US border, the location is your perfect launchpad close to everything in Southern Ontario!

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, 125 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
A round mirror reflects a tastefully decorated bedroom, featuring a light-colored tufted headboard and a bedside lamp. A vase of sunflowers rests on a wooden dresser, accompanied by a decorative sculpture and a small box, contributing to a serene aesthetic.
Home in Ancaster
4.94 out of 5 average rating, 68 reviews

Upscale 3BR Getaway | Unwind in Beautiful Ancaster

Charming Stay in Scenic Ancaster – Spacious & Relaxing! Escape to a peaceful retreat in the heart of Ancaster! Located in a beautiful neighborhood, this inviting home offers a spacious backyard for ultimate relaxation, 2 private parking spaces, and a prime location just minutes from shopping, dining, and local attractions. Whether you're here for a getaway or a work trip, enjoy the perfect blend of comfort, convenience, and tranquility. Book your stay today and experience the best of Ancaster!

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, 97 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.

Top guest favourite
A bright bedroom is highlighted by blue walls and features a spacious bed dressed in floral bedding. A cozy chair is positioned near a window, which is partially covered by a dark blind. A striped rug adorns the hardwood floor, adding texture to the space.
Loft in Kirkendall South
4.98 out of 5 average rating, 145 reviews

Sunny and Private Kirkendall South Loft Apartment

Location! Location! Location! Find your home away from home steps from the Chedoke stairs and golf course, the Bruce Trail, Locke Street restaurants, three major hospitals, McMasters University, Mohawk College, public transport and easy highway access! This warm and inviting sunny loft apartment will meet all your needs. It is the perfect location for golfers, hikers, cyclists, foodies, and people just seeking tranquility and peace. Street parking is free, legal and easy to find.

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, 118 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

Superhost
A cozy living area features a plush green sofa facing a wall-mounted television. A small coffee table is positioned in front of the sofa, with bottles and snacks arranged on it. A door leads outside, complemented by a large window that allows natural light to brighten the space.
Guest suite in Hamilton
4.75 out of 5 average rating, 173 reviews

Cozy walkout apartment with separate entrance!

Escape to our inviting private apartment, where relaxation comes naturally. This charming space features a separate entrance and offers a cozy unit that combines both a comfortable bedroom and a cozy living area seamlessly. While there are no physical barriers between these areas, it creates an open and airy atmosphere. You'll find a fully equipped kitchen, allowing you to whip up your favorite meals, and a complete washroom to freshen up after a day of adventures!

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, 367 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.

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, 215 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
A comfortable bedroom is furnished with a spacious king bed, surrounded by calming green walls. Natural light enters through two small windows, complemented by contemporary blinds. A nightstand is positioned next to the bed, and a fan sits in the corner, enhancing the room's functionality.
Home in Mount Hope
4.93 out of 5 average rating, 304 reviews

PRIVATE Apartment Mins to Hamilton Airport w/prkng

Prime Mount Hope location minutes from the Hamilton Airport & Warplane Heritage Museum. Full one bedroom private apartment in my home on a quiet dead-end street. Full Kitchen with amenities. On ground furnished living room w/sliding doors to outside deck. Cable, WiFi & parking space included. SERTA king bed. 50" smart TV in comfy living room with couch, loveseat and reclining rocker. Perfect for travelers. Pets are welcome upon request.

Guest favourite
A bright gaming area features a pool table centered beneath pendant lights. The wall is decorated with colorful, whimsical characters from video games. In the background, a bar and arcade machines can be seen, enhancing the playful, themed atmosphere of the space.
Guest suite in Hamilton
4.91 out of 5 average rating, 99 reviews

Arcade Bar For 2

This basement apartment is the getaway you've been waiting for! ✅ Pool table ✅ Bar ✅ Arcade ✅ Cozy bedroom ✅ Large Soaker tub(no jets) Should I go on? Hours of fun for a night-in or a cool place to stay on a trip through town. Whatever your journey, let us be the destination. 🧳🛸🛎 Share our home and experience an unforgettable stay! 🎮🎱🍹 The suite is a fully private apartment that sleeps 2 and is not suitable for events.

Popular amenities for Ancaster holiday rentals

When is the best time to visit Ancaster?

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Avg. price$118 SGD$137 SGD$141 SGD$139 SGD$109 SGD$110 SGD$128 SGD$121 SGD$123 SGD$116 SGD$114 SGD$134 SGD
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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 $13 SGD 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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