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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, 127 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.

Guest favorite
A stylish living room is presented with a brown sofa and an accent chair. A white coffee table is centered on a light area rug, surrounded by indoor plants. Floor lamps provide soft lighting, while a round mirror and wall art add character to the space.
Home in Kitchener
4.87 out of 5 average rating, 166 reviews

Cute home in the heart of Kitchener!

Welcome to Kitchener!! This cute home is the perfect place to stay for your trip to Kitchener. This 3 bedroom house is located close to downtown Kitchener, the technology campuses, communitech, and go transit ★★★★★SUPERHOST★★★★★ ✪ High Speed Internet ✪ Parking provided! ✪ Washer/Dryer ✪ Smart devices/ Roku/ Bluetooth speaker / smart plug / Bedroom mini speaker / Guest use only / all smart devices are disconnected / guest uses their own account login for TV, speaker, etc. ✪ Nest doorbell cam

Top guest favorite
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-Salem
4.96 out of 5 average rating, 107 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 favorite
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, 168 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 favorite
Apartment in Waterloo
4.99 out of 5 average rating, 101 reviews

Charming Hideaway: 1-bedroom Apartment

Whether you’re in town for sports, work, or family, you'll love how the apartment is: Fully Furnished: from kitchen to bedroom, we’ve got you covered. Cozy: Gas fireplace and a queen air mattress for extra guests. Private Entrance: Your own smart lock access. Outdoor Space: Your own private deck with a BBQ. Heated Pool: SHARED pool available mid May to September. Entertainment: Stay connected with WIFI and enjoy Netflix, Prime, and Disney on the Smart Parking: No worries about finding a spot

Top guest favorite
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, 329 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 favorite
The exterior of a charming stone cottage is showcased, featuring a sloped roof and a welcoming front entrance. Lush greenery and flowering shrubs enhance the garden area, while a decorative street lamp stands next to the path leading to the cottage.
Home in Elora-Salem
4.95 out of 5 average rating, 294 reviews

Nolahouse Charming Bungalow in the Heart of Elora

Nola House is a charming small century home located on Geddes St. the main street in Elora. Within minutes walking distance to the Elora Mill, the shops, and restaurants and of course the famous Gorge, which is practically in our backyard. Nola House is a perfect place for a couple's romantic retreat; a friends' getaway or as accommodation while attending a wedding. Sleeps 6, 5 comfortably 2 night min / 1 night request for weekdays only. Parking is around back, lots of room for 3 cars

Top guest favorite
A bright studio space is filled with minimalist decor and natural light. A spacious bed is visible in the background, while a cozy seating area features a light-colored sofa and a round rug. Green plants add a touch of nature to the serene environment.
Guest suite in Kitchener
4.93 out of 5 average rating, 393 reviews

Cozy Coach House (street level - free parking)

Located on a tree-lined street nestled between Downtown Kitchener and Uptown Waterloo, this 120-year-old former candy store; attached to the main house, is steps away from the train station, public transit, Google, Grand River Hospital, and the bike friendly Spur Line trail. Short walk to grocery store, the LCBO, restaurants, coffee shops, bakeries and brew pubs. Parking space, private washroom, and private entrance on street level, make this unique, light-filled studio a cut above.

Top guest favorite
An open concept living area features leather sofas arranged around a coffee table. A large television is mounted on the wall, and the kitchen area is visible in the background. Natural light filters through a staircase leading to the upper level.
Guest suite in Cambridge
4.99 out of 5 average rating, 238 reviews

Silver Birch Suite

Professionally designed guest suite with open concept layout. The guest suite located on the lower level of our home has a comfortable living space to welcome you and provide an enjoyable and relaxing "Home-Away-from-Home" stay. We live on the main level of the house. Access to the suite is through the shared entrance on the main level of our house. Our property is within walking distance to the "RARE" nature reserve and hiking trails overlooking the beautiful Grand River.

Top guest favorite
A sunroom features a mixture of wooden furniture, including a sectional sofa and lounge chairs, arranged around a central table. String lights hanging overhead provide warm illumination, while large windows offer views of the surrounding nature.
Home in Cambridge
4.93 out of 5 average rating, 441 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 favorite
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, 364 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 favorite
Home in Elora-Salem
4.99 out of 5 average rating, 126 reviews

Victorian Apartment-Downtown Elora

The Victorian Apartment is located in the heart of Elora just steps away from Bissell Park and the Elora Mill. Two floors with a full kitchen, bathrooms on both levels, laundry, upstairs outside porch and a claw foot tub make this suite uniquely cozy. The wifi has recently been upgraded to the EERO mesh system. I am open to hosting your pets as well but they have to be medium to small (Under 30 lbs) and well mannered. Please no barking dogs or dogs who mark their surroundings.

Popular amenities for Woolwich vacation rentals

When is the best time to visit Woolwich?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$13,176 GYDG$12,966 GYDG$13,385 GYDG$13,594 GYDG$13,803 GYDG$14,639 GYDG$14,639 GYDG$15,058 GYDG$14,639 GYDG$14,430 GYDG$14,012 GYDG$14,221 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.

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

    Experience the best of Woolwich with our loft rentals, starting at about $50 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 700 vacation rentals in Woolwich featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Woolwich condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 condo rentals 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 790 vacation rentals in Victoria Park, over 280 vacation rentals in Laurelwood, and over 180 vacation rentals in Elora.

  • Do apartment rentals in Woolwich have air conditioning?

    Absolutely! We offer over 360 apartment rentals with air conditioning in Woolwich. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Woolwich have a kitchen?

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

  • Do guesthouse rentals in Woolwich have wifi?

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

  • Do loft rentals in Woolwich have free parking?

    Absolutely! We offer over 10 loft rentals with free parking 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$2,091 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