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Holiday rentals 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 spacious bed with neutral bedding is flanked by two bedside tables, each adorned with a lamp. Pillows are neatly arranged, providing comfort. An alarm clock is placed on one side, and soft lighting creates a calming ambiance.
Flat in Beechwood
4.95 out of 5 average rating, 123 reviews

The wRen's Nest

The "wRen's Nest" is a peaceful and relaxing space, ideal for a comfortable night's sleep. Located 2 km from the UWaterloo, or 3 km from WLU, with several walking trails, gyms, and plenty of fantastic eating options to choose from. There is free parking and a private entrance to the one bedroom, one bathroom basement apartment, featuring a full kitchen if you love cooking! A spacious back yard offers a shared (with hosts) patio to enjoy the birds singing and a cup of coffee to start your day.

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.
Flat in Elora
4.96 out of 5 average rating, 105 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!

Superhost
A bright bedroom features a spacious bed with neutral bedding, complemented by a textured throw. A large window allows natural light to fill the room. A wall-mounted TV is positioned opposite a dedicated workspace with a sleek chair, creating a functional and inviting atmosphere.
Flat in Kitchener
4.86 out of 5 average rating, 126 reviews

Entire Bachelor Apartment With Free Parking

This apartment has everything you need for your KW stay! Located steps from the Grand River and Joe Thompson park, there is an abundance of nature to explore while you’re in town. A central point between Kitchener and Waterloo, it’s less than a minute away from Highway 85 and a 5 minute drive to either Uptown Waterloo or downtown kitchener. Grand river hospital, University of Waterloo and Laurier University are all also less than a 10 minute drive. An ideal base to explore what KW has to offer!

Top guest favourite
A welcoming porch features a blue exterior with white trim, adorned by potted plants and lush greenery. Rocking chairs are positioned on the porch, providing a comfortable space to relax. The pathway is lined with stones, leading from the driveway to the entrance.
Flat in Ariss
4.95 out of 5 average rating, 190 reviews

Rural Retreat, near to Elora

A peaceful , rural, retreat in Ariss. Hot tub, great bird watching. Well situated between Elora, Fergus, St Jacobs and Guelph. Visit Cox Creek Winery, Kissing Bridge, G2G & Cotton Tail hiking/biking trail, snowshoeing, snowmobile trails & Chicopee Ski Resort. Two dogs on the property. Walkout basement, king bed, portable crib (on request) shower, kitchenette, seating area, natural light. Large backyard, firepit, barbeque, outdoor eating area. Keyless, separate, private entry, free parking.

Superhost
An open-concept dining area features a glass table set for four, accompanied by plush grey chairs. Large windows adorned with modern curtains offer expansive city views and ample natural light, while an elegant kitchen island enhances the space's functionality.
Apartment in Kitchener
4.79 out of 5 average rating, 114 reviews

Open concept w/ city views

Welcome to our open concept highrise with city views in the heart of Kitchener-Waterloo, where style and comfort meet to create a truly memorable stay. This 1-bedroom open concept unit thoughtfully designed to accommodate up to 4 guests, making it perfect for couples, small families, or solo travelers looking for a modern and cozy retreat. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Queen bed ✔ Open Concept Living Area ✔ High-Speed Wi-Fi ✔ Free Parking ✔️Access to gym Learn more below!

Top guest favourite
A stone pathway leads to the exterior of a small wooden cabin, surrounded by lush greenery. Hanging flower baskets adorn the walls, and a tranquil water feature can be seen nearby. The natural scenery creates a peaceful atmosphere, inviting exploration.
Tiny home in The Junction
4.99 out of 5 average rating, 193 reviews

Tranquil Tiny House Retreat 4-Season Radiant Floor

Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

Top guest favourite
A cozy seating area features two upholstered chairs with geometric patterns positioned around a small table. A gas fireplace with a stone surround is located nearby, complemented by a decorative mirror above. Soft light filters through dark curtains, creating a warm ambiance.
Flat in Auditorium
4.87 out of 5 average rating, 237 reviews

Contemporary Bachelor Pad Near Downtown Core

With a walk score of 79 and transit score of 60, this beautiful self contained, private apartment has it all! A lovely semi-private garden seating area with relaxing waterfall, private entrance, comfortable bed, gas fireplace, fully equipped kitchen, bathroom and inviting ambience. Quiet, clean and convenient - ideal for your Kitchener visit. Walking distance to downtown Kitchener, Kitchener Market, Kitchener Auditorium, Centre in the Square. On main bus routes, allowing for easy transit.

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, 223 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

Top 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.
Flat in Elora
4.95 out of 5 average rating, 294 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.

Guest favourite
A charming entrance is highlighted by a covered porch with two bright green chairs. Hanging flower pots and well-maintained plants enhance the welcoming appearance. The brick exterior features a gabled roof, and large windows allow for ample natural light.
Guest suite in St. Jacobs
4.86 out of 5 average rating, 610 reviews

St.Jacob's Village Private Suite #1

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. Each suite feature 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
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, 356 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 single-story garden suite is showcased amidst lush greenery. The exterior features a grey facade, large windows, and dual front doors. A wooden deck leads to the entrance, while a stone path and patio furniture are visible. Trees provide natural shade around the area.
Guest suite in Cedar Hill
4.92 out of 5 average rating, 240 reviews

Outdoor Hot Tub Bliss: 2Bed/2Bath Garden Suite DTK

Welcome to our luxurious garden suite with a private outdoor hot tub, perfect for relaxation! Located in downtown Kitchener, it’s steps from cafes, bakeries, restaurants, and the weekend farmers market. This 2Bed/2Bath suite includes a fully equipped kitchen, washer/dryer, and stunning new flooring. With quick access to highways, transit lines to colleges and universities, and the Iron Horse Trail, it’s the ideal space for families, workers, and students. Parking is also included!

Popular amenities for Woolwich holiday rentals

When is the best time to visit Woolwich?

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Avg. price$80 SGD$79 SGD$81 SGD$83 SGD$84 SGD$89 SGD$89 SGD$92 SGD$89 SGD$88 SGD$85 SGD$86 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Woolwich?

    Woolwich has more than 340 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in Woolwich have wifi?

    Absolutely! We offer over 90 condo rentals with wifi 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.

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

    Experience the best of Woolwich with our guesthouse rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Where should I stay in Woolwich?

    Make yourself at home in Woolwich by choosing from our most frequently booked neighborhoods. We have over 790 vacation rentals in Victoria Park, over 280 vacation rentals in Laurelwood, and over 180 vacation rentals in Elora.

  • Are there Woolwich vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Woolwich, available on Airbnb. Make a splash and soak up the sun in style!

  • 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.

  • What are the most popular amenities for Bed And Breakfast Rentals in Woolwich?

    Enhance your stay in our Bed And Breakfast Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Woolwich have air conditioning?

    Absolutely! We offer over 390 house rentals with air conditioning in Woolwich. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Woolwich

  • Total holiday rentals

    Explore 1,120 holiday rentals in Woolwich

  • Nightly prices starting at

    Woolwich holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 44,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    700 properties have a dedicated workspace

  • Wifi availability

    1,100 of Woolwich holiday rentals include wifi 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