Holiday rentals in Ancaster

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Ancaster

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

%{current} / %{total}1 / 1
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
4.98 out of 5 average rating, 146 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.

Guest favourite
An open concept living area showcases a spacious seating arrangement with a neutral-colored sofa, paired with a wooden dining table. Exposed wooden beams and a rustic stone wall add character to the space, with natural light flowing through large windows.
Barn in Hamilton
4.94 out of 5 average rating, 299 reviews

The Barn-Fieldstone Suite

You'll love this unique and romantic escape. Hot tub, sunsets and rustic charm with modern amenities. We are ideally located close to many attractions. Niagara wine country is just a half hour drive. Conservation areas, walking trails, local eateries, shopping and more are all conveniently located. We are a 12 minute drive from the John C Munro Hamilton International Airport and just over an hours drive from Toronto. Downtown Hamilton and the First Ontario Concert Hall are approx 25 min drive

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, 126 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, 104 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
The exterior of a modern, dark-toned tiny home is framed by trees. A private dock with Adirondack chairs sits by the water, reflecting the structure's warm lights. The tranquil setting is enhanced by the surrounding natural landscape and evening ambiance.
Shipping container in Puslinch
4.99 out of 5 average rating, 102 reviews

Wildwood Tiny Home Escape with Wood Fired Sauna

Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

Top guest favourite
A spacious bedroom features a combination of pink walls and exposed brick, enhancing the vibrant atmosphere. The area includes a large bed dressed in white sheets, a black wardrobe, and a vanity with lights. Natural light fills the room through a prominent window, creating an inviting space.
Home in Central Hamilton
4.91 out of 5 average rating, 132 reviews

Chic Oasis | Luxury Stay in the Heart of Hamilton

Step into a stunning modern-retro escape where bold red tones, playful pink accents, and vintage exposed red bricks create an unforgettable vibe. Perfectly located just steps from vibrant Hess Village, you're within walking distance to concerts, sports venues, art galleries, boutiques, and top-tier dining. Explore trendy Locke Street or hike the Escarpment nearby. With cozy bedrooms, chic outdoor spaces, and irresistible charm, this gem is a true city retreat.

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, 389 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
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
4.95 out of 5 average rating, 168 reviews

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.

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, 178 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.

Top guest favourite
A charming brick structure with a distinctive gable roof is framed by neatly trimmed hedges and vibrant flower beds. The tall windows offer glimpses of the interior, while the clear blue sky adds a peaceful backdrop to the inviting exterior.
Guest suite in Hamilton
4.91 out of 5 average rating, 299 reviews

1869 charming, yellow brick country church

SummitHaven: Entire lower level (6 steps down), 1600 sq ft/400 sq mtrs 3 bedrooms (extra mattress, if needed), spacious, completely outfitted kitchen, living room, dining room; 4-pce bath (grab bar in shower/bathtub) private entrance on-site parking beautiful woods to explore Light breakfast in fridge Licensed (fire, health, electrical, property inspected). 2 night minimum

Top guest favourite
Guest suite in Hamilton
4.95 out of 5 average rating, 222 reviews

Cozy 1-bedroom suite in Dundas

This cozy and quiet ground-level suite is fully private and is a quick walk to the restaurants, coffee shops and hiking trails in charming Dundas. Newly renovated bathroom, kitchenette with one driveway parking spot and free street parking. Five minute drive to McMaster University and hospital, close to the Ancaster Mill, Royal Botanical Gardens, and cycling trails.

Guest favourite
The exterior of the A-frame retreat features a dark gray facade and triangular architecture. Soft lighting outlines the roof. A small entrance leads to a glass window, revealing hints of the interior. A bistro set with two chairs is placed outside, offering a view of the landscape.
Holiday home in Lincoln
4.89 out of 5 average rating, 177 reviews

Cozy A-Frame Retreat in Niagara Wine Country

Escape to our restored 1950s A-frame tucked among sweeping vineyard and Escarpment views. With 3 bedrooms, 2 baths, and a fully renovated kitchen, it’s made for slow mornings with coffee, relaxed evenings by the fireplace, and days exploring world-class wineries and nearby trails. A peaceful, central retreat perfect for couples, families, and friends.

Popular amenities for Ancaster holiday rentals

When is the best time to visit Ancaster?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$117 SGD$136 SGD$140 SGD$138 SGD$108 SGD$110 SGD$128 SGD$120 SGD$122 SGD$119 SGD$111 SGD$112 SGD
Avg. temp-5°C-4°C0°C7°C14°C19°C21°C20°C16°C10°C4°C-2°C

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 9,000 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!

  1. Airbnb
  2. Canada
  3. Ontario
  4. Hamilton
  5. Ancaster