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Holiday houses in Woolwich

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Top-rated holiday rentals in Woolwich

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

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Top Guest favourite
A modern living area features a gray sectional sofa and a light-colored accent chair. A wooden coffee table sits atop a textured rug. The open kitchen, equipped with stainless steel appliances, is visible in the background, illuminated by natural light from large windows.
Apartment in Elora
4.97 out of 5 average rating, 116 reviews

Elora's Irvine River Suite

Welcome to your private suite, nestled amongst the trees above Elora’s beautiful Irvine River. Steps to the iconic David Street Bridge offering a birds-eye view of the Gorge, one of the most popular views in the village. Take a 5-10 min scenic walk to the Elora Mill or the many fine restaurants and shops, then come back and enjoy a glass of wine on your private porch. It’s the perfect location for a couples retreat, wedding guests, business traveler, a weekend adventurer or solitude seeker!

Top Guest favourite
The exterior of a log house is presented, showcasing a large balcony with flower boxes and a well-maintained garden featuring a pond. Lush greenery surrounds the property, complemented by a paved driveway and a striking wooden design that enhances its rustic charm.
Home in West Montrose
4.99 out of 5 average rating, 171 reviews

Austrian Log house

Nestled within walking distance of the Grand River between Elora & West Montrose sits a stunning "Austrian" built log house. Come and relax with a coffee by the fireplace on the frosty winter days or the outside firepit during warm summer nights. Ideal setting for family get togethers and nature enthusiasts. Plenty of space for everyone in this 2,800 sq. ft. home, with lots of quiet sitting areas, both inside & outside. Sorry we have a "no pet policy". HST is being charged BN70981 5336T

Top Guest favourite
A cozy living area features a plush gray sofa and two bright armchairs, inviting relaxation. Natural light filters through the large windows, illuminating the wooden log walls and earthy decor elements, while a small coffee table sits in the center.
Home in Elora
4.99 out of 5 average rating, 241 reviews

Log Cabin in the heart of downtown Elora

The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location

Guest favourite
The exterior of a stone carriage house is visible, featuring a welcoming white entrance door and a smaller gray door. A white chair is placed beside the entry, and a planter with flowers is positioned on the right. The adjacent gravel pathway extends to the surroundings.
Apartment in Elora
4.95 out of 5 average rating, 298 reviews

Broken Silo

Built in 1867, our attached carriage house has been renovated into a studio apartment. It has a private bath, complete kitchen, sitting area, in-floor heat, coffee and tea. We are located 7 kms south of Elora, 10 kms west of Fergus and 15 kms north of Guelph in the hamlet of Ponsonby. The apartment has a king size bed and a smart TV. No Pets or Smoking. Longer term rentals are available at discounted prices. We have honey bees, chickens, pigeons and a dog named Penny on the property.

Top Guest favourite
A modern electric fireplace is framed by a light-toned mantel. A flat-screen TV is mounted above, while a basket and two wine glasses are placed on the mantel. Decorative dried plants are arranged in a ceramic planter nearby, all set against a neutral wall.
Guesthouse in Elora
4.98 out of 5 average rating, 101 reviews

Melville Guesthouse

Welcome to The Melville Guesthouse, a charming one-bedroom retreat on a quiet street in Elora. Enjoy the privacy of your yard while being a short walk from downtown, the Elora Centre for the Arts, the river, and historic homes. Whether you’re here for trails, boutique shops, or Elora’s arts and dining scene, our standalone guesthouse offers comfort and convenience—perfect for couples and families, with a pull-out couch for extra guests. Ideally located, you’re near everything Elora offers.

Guest favourite
A comfortable living area features two recliners with decorative pillows, positioned beside a small table and a lamp. Large windows provide natural light, framing the views outside. Two framed artworks adorn the walls, contributing to the inviting ambiance.
Guest suite in St. Jacobs
4.87 out of 5 average rating, 334 reviews

St.Jacob's Village Private Suite #2

Welcome to Your Private Village Retreat. Experience the charm of our historic St. Jacobs Village with a stay in your own private, self-contained suite. The suite features a living area, kitchenette, 4 pc bath, queen bed, cozy décor and dedicated parking, giving you all the comforts of home while being steps from historic shops, restaurants, and two nearby wedding venues. Whether you’re here for a peaceful getaway, attending a wedding, our suites offer privacy, convenience, and comfort.

Top Guest favourite
Home in Cambridge
4.93 out of 5 average rating, 451 reviews

"Cottage Home On The River" 1 Bedroom

Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

Top Guest favourite
The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.
Tiny home in Arthur
4.97 out of 5 average rating, 379 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Top Guest favourite
A stylish open-concept living area features a comfortable sofa with accent pillows and a sleek coffee table. A dining space with a round table is visible, and modern lighting fixtures hang from the ceiling. A staircase leads to the upper level, and a potted plant adds a touch of greenery.
Apartment in Elora
4.97 out of 5 average rating, 317 reviews

The Evelyn Suites - Suite A - Luxury Pied-à-Terre

Hello! We are MacLean & Sarah, owners of The Evelyn Restaurant and The Evelyn Suites. Centrally located in a historic, limestone building on a Main Street in Elora, this beautifully appointed, French modern style, 2 bedroom apartment is within walking distance of everything the village has to offer, including the Elora Gorge, Shops, Restaurants and The Elora Mill & Spa. We look forward to hosting you while you relax and enjoy your stay in our luxurious pied-à-terre!

Top Guest favourite
A charming entrance is framed by an inviting covered porch, featuring decorative woodwork and a bright yellow door. Lush greenery surrounds the entryway, providing a serene and welcoming atmosphere. A stone path leads toward the door, enhancing the home's inviting character.
Home in Elora
4.97 out of 5 average rating, 882 reviews

Elora Heritage House

Welcome to Elora Heritage House, where unforgettable experiences await in the heart of Elora. Built in the 19th century, our meticulously crafted home exemplifies quality and attention to detail. Discover carefully curated rooms with mid-century furniture, modern design, and a nostalgic ambiance. Nestled amidst serene trees, generous natural surroundings, world-class dining, and shops are just steps away. Embrace the essence of Elora at our cozy haven.

Top Guest favourite
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
4.99 out of 5 average rating, 192 reviews

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.

Top Guest favourite
An aerial view captures a guesthouse surrounded by lush greenery. A large pool glistens in the sun, accompanied by lounge chairs nearby. The spacious backyard is enhanced by a fire pit area and shaded patio, providing ample outdoor space for relaxation.
Guesthouse in Elora
4.99 out of 5 average rating, 161 reviews

The Blue Lagoon | Pool & Coastal Tinyhome

Welcome to The Blue Lagoon! 2 minute drive from the mill & downtown. Offers guests a quiet, spacious & private guesthouse completely separate from the main dwelling. *The guesthouse & everything in side is brand new as of March 2024!* Guests have access to the ammenities in the backyard including a large pool (opened May-Oct), fire pit area & shaded patio complete with a BBQ. Come check out Elora's hidden gem!

Popular amenities for Woolwich holiday rentals

When is the best time to visit Woolwich?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$114 NZD$116 NZD$118 NZD$109 NZD$111 NZD$118 NZD$118 NZD$121 NZD$118 NZD$116 NZD$113 NZD$114 NZD
Avg. temp-5°C-5°C0°C7°C13°C19°C21°C20°C16°C10°C4°C-2°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Woolwich?

    Woolwich has more than 370 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Woolwich?

    Experience the best of Woolwich with our apartment rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Woolwich?

    Four-legged friends are welcome in Woolwich. Choose from more than 210 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Woolwich?

    Yes! Work meets play with ease at over 680 vacation rentals in Woolwich featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Woolwich vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Woolwich, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Woolwich?

    Make yourself at home in Woolwich by choosing from our most frequently booked neighborhoods. We have over 800 vacation rentals in Victoria Park, over 280 vacation rentals in Laurelwood, and over 180 vacation rentals in Elora.

  • Do bungalow rentals in Woolwich have air conditioning?

    Absolutely! We offer over 10 bungalow rentals with air conditioning in Woolwich. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Woolwich have a kitchen?

    Absolutely! We offer over 40 private suite rentals with a kitchen in Woolwich. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Woolwich have wifi?

    Absolutely! We offer over 50 private suite rentals with wifi in Woolwich. Enjoy a tailored experience with all the comforts you desire.

  • Do bungalow rentals in Woolwich have free parking?

    Absolutely! We offer over 10 bungalow rentals with free parking in Woolwich. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Woolwich

  • Total holiday rentals

    Explore 1,040 holiday rentals in Woolwich

  • Nightly prices starting at

    Woolwich holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 45,980 verified reviews to help you choose

  • Family-friendly holiday rentals

    370 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    680 properties have a dedicated workspace

  • Wi-Fi availability

    1,020 of Woolwich holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woolwich rentals

  • 4.8 Average rating

    Woolwich stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Region of Waterloo
  5. Woolwich