
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.

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.

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

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***

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.

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!

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.

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.

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.

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.

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

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.

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
Other great holiday rentals in Ancaster

Perfect HOME away from HOME - HOT TUB & Netflix

The Bayfront Flat - Harbour Views + Private Pool!

Hammer Haus-Tranquil and Quiet-St. Jacob's Market

Private Historic Loft in Dundas

Hilltop Private Suite in Dundas

Luxury Lush Guest Suite in Ancaster

Luxury 4 bedroom Century Home on Golf Course

Spacious 3-bedroom Modern Bungalow
When is the best time to visit Ancaster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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°C | 0°C | 7°C | 14°C | 19°C | 21°C | 20°C | 16°C | 10°C | 4°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!
Destinations to explore
- Private suite rentals Ancaster
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Wilfrid Laurier University
- Casa Loma
- Downsview Park
- Niagara Falls Canada Tours
- Dufferin Grove Park
- Casino Niagara
- Toronto City Hall




