Vacation rentals in Woolwich

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Top-rated vacation rentals in Woolwich

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

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Top guest favorite
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.
Apartment in Beechwood
4.95 out of 5 average rating, 120 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 favorite
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.
Apartment in Ariss
4.95 out of 5 average rating, 187 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.

Top guest favorite
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, 189 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 favorite
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.
Apartment in Auditorium
4.87 out of 5 average rating, 236 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 favorite
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, 218 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 favorite
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, 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 favorite
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.

Guest favorite
A comfortable bed is framed by soft pillows and a plaid blanket draped across the foot. A bedside lamp provides gentle illumination, while natural light filters in through partially closed window shutters, creating a serene atmosphere.
Guesthouse in Kitchener
4.92 out of 5 average rating, 235 reviews

Charming Private Guesthouse in Downtown Kitchener

You'll be pleasantly surprised by this cozy cottage in the middle of Kitchener! Welcome to our charming guesthouse. You'll have complete private access to our guesthouse bungalow if you book with us. Located just a 5 minute drive from Downtown Kitchener, 12 minutes from Waterloo, and 5 minutes off the highway, you'll be able to easily get to where you need while you're in Kitchener/Waterloo. Now with upgraded internet! We have a dedicated line for a seamless connection.

Superhost
A modern living area features a comfortable gray sofa adorned with pink and patterned pillows. A wooden side table with a candle sits nearby, while a workspace with a desk and chair is positioned against the wall. Natural light enters through the window, accompanied by warm orange curtains.
Guest suite in Kitchener
4.87 out of 5 average rating, 111 reviews

Modern apartment 5 mins to GO, Goog|e, downtown

A cozy stay at the downstairs unit of a century home. The space is full of character & has been recently updated with many stylish and modern features. Enjoy convenience and comfort, whether you are travelling for work or pleasure. Situated on the outskirts of downtown Kitchener, we are a 5 minute walk to the GO train station, bars & restaurants, Goo/gle offices and LRT. The neighbourhood is mature & quiet, home to many wonderful families who have lived here for decades.

Superhost
A spacious living area features a comfortable red sofa positioned next to a glass coffee table. A large flat-screen TV is mounted on the exposed brick wall, adding a modern touch. Light wood flooring complements the airy ambiance of the room.
Apartment in Kitchener
4.87 out of 5 average rating, 137 reviews

Entire 1 Bedroom unit across from Google

Spacious, modern, exposed brick unit in the heart of Downtown Kitchener, across the street from Google headquarters. Modern home with private entrance & keypad access. Coffee bar (shared, no stove) has microwave & coffee station. Prime location near transit, cafés, and tech hubs. ⚠ Parking: Do not use private driveways—strict towing enforced. Street parking available (check Kitchener bylaw) Ideal for professionals seeking a central, low-maintenance space!

Guest favorite
A modern kitchen is featured, showcasing stainless steel appliances and a spacious island with seating for four. Gray cabinetry contrasts with light wood flooring, while open shelving displays white dishware. Warm lighting from pendant fixtures enhances the inviting atmosphere.
Apartment in Guelph
4.97 out of 5 average rating, 313 reviews

As seen on HGTV! 2-Bedroom Luxury Apartment

As featured on HGTV'’s "Income Property" with host Scott McGillivray (Season 9 Episode 2). Our guests love our "sparkling clean" luxury apartment. Cozy up by the gas fireplace, enjoy a cup of Keurig coffee or tea, or make yourself a gourmet meal in our spotless, fully equipped kitchen. Whether you're working "from home" or enjoying a much-needed getaway, everything is right at your fingertips and you will feel right at home! Stay for a few days or a few weeks.

Top guest favorite
The exterior of the cabin features warm wooden logs and a welcoming entrance framed by vibrant flower beds. A stone pathway leads to the door, bordered by landscape lighting. A tall blue spruce tree and rustic wheel complement the natural surroundings.
Cabin in Wallenstein
4.92 out of 5 average rating, 285 reviews

Cozy Cabin with Jacuzzi tub

Walnut Hill Cabin is a beautiful cabin located near the historic village of St. Jacobs. We invite you to come relax in our oasis, we love our place and are happy to share our cabin with you! Kitchenette and continental breakfast is included. Great for business travel. Come, relax and refresh while watching squirrels and birds play A great couples weekend getaway! We thoroughly clean after every visit. When you book you get the whole cabin to yourself!

Popular amenities for Woolwich vacation rentals

When is the best time to visit Woolwich?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$13,079 GYDG$12,872 GYDG$13,287 GYDG$13,495 GYDG$13,702 GYDG$14,533 GYDG$14,533 GYDG$14,948 GYDG$14,533 GYDG$14,740 GYDG$14,117 GYDG$13,702 GYD
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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 vacation rentals in Woolwich

  • Total vacation rentals

    Explore 1,120 vacation rentals in Woolwich

  • Nightly prices starting at

    Woolwich vacation rentals start at G$2,076 GYD per night before taxes and fees

  • Verified guest reviews

    Over 44,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 210 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    700 properties have a dedicated workspace

  • Wi-Fi availability

    1,100 of Woolwich vacation 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

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  5. Woolwich