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, 112 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 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, 186 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 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, 163 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 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, 180 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
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 loft area is showcased with sloped ceilings and warm lighting. A comfortable sofa with decorative pillows is present alongside a small coffee table. A queen-sized bed is visible in the background, complemented by natural light entering through a skylight.
Loft in Auditorium
4.96 out of 5 average rating, 171 reviews

Beautiful Quiet Kitchener Loft

With a walk score of 79 and transit score of 60, this beautiful self contained apartment has all the convenience you could want in your home away from home - private entrance, fully equipped kitchen, full bathroom, fireplace, living room, comfortable bed, wifi and tv. Quiet, clean and convenient. Walking distance to the Aud, Centre in the Square, Kitchener Market and plenty of cafes, stores and restaurants. On main bus routes. PLEASE NOTE: SOME SPACES IN ATTIC AREA HAVE LOW HEAD ROOM

Top guest favourite
A spacious living area features a comfortable gray sectional sofa paired with a contrasting black and white patterned cushion. A light wooden coffee table sits on a soft rug. A 55-inch Smart 4K TV is mounted on the wall, and large sliding doors offer natural light with views of the outdoors.
Home in Waterloo
4.95 out of 5 average rating, 118 reviews

⭐️ King Bed ⭐️ Work space ⭐️ Backyard ⭐️ Close to Unis

Welcome to this newly renovated 2 bedroom semi-detached home which is located in a family friendly area right off of highway 8. Communitech, both universities, Conestoga mall, and St Jacobs are all less than a 10 min drive away. It is also close to key bus stops that take you to most of these places in 20 mins. Equipped with fast high speed internet, 55 inch Smart 4K TV, a King Bed, a ping pong table, private backyard, 3 work desks, free parking for up to 3 cars and more!

Top guest favourite
A modern kitchen features sleek white cabinetry and dark countertops. Appliance details include a microwave and a stove. Various utensils and kitchenware are organized neatly, and a small coffee station with a coffee maker is visible on the side. Soft lighting enhances the welcoming ambiance.
Flat in Waterloo
4.97 out of 5 average rating, 150 reviews

Barb's Place

LARGE 20% DISCOUNT FOR MONTHLY STAYS Newly renovated ground level Studio apartment decorated with comfort and style in mind. The space includes a fully equipped kitchen and 3 piece bath. The apartment is located in a quiet neighbourhood close to St Jacobs farmers market, St Jacobs playhouse, two Universities, shopping, arenas, library and recreation centres. Within 8 kms of Centre in the Square. The host will be there to greet you and answer any questions you may have.

Top guest favourite
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, 283 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!

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, 850 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, 184 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
A spacious living area features a plush sectional sofa adorned with decorative pillows. A richly patterned area rug complements the seating. A modern fireplace is visible in the corner, with a soft glow emanating from within. A TV is placed on a contemporary media console.
Guest suite in Waterloo
4.97 out of 5 average rating, 117 reviews

Entire Suite + Free Parking + Separate Entrance

If you’re seeking a home away from home, this private-cozy basement unit is ideal for you. Located in a prime location of Waterloo, this clean & spacious unit is nestled into a safe & quiet neighbourhood, just minutes away from everything you need. The place offers free parking, its own entrance, mudroom, bedroom, living/dining space, bathroom, laundry & a full kitchen with a perfect blend of privacy & comfort.

Popular amenities for Woolwich holiday rentals

When is the best time to visit Woolwich?

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Avg. price$81 SGD$80 SGD$82 SGD$83 SGD$85 SGD$90 SGD$90 SGD$92 SGD$90 SGD$91 SGD$87 SGD$85 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 apartment rentals in Woolwich have wifi?

    Absolutely! We offer over 370 apartment rentals with wifi in Woolwich. Enjoy a tailored experience with all the comforts you desire.

  • Do bungalow rentals in Woolwich have a kitchen?

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

  • How much does it cost to stay in bed and breakfast rentals in Woolwich?

    Experience the best of Woolwich with our bed and breakfast rentals, starting at about $70 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 780 vacation rentals in Victoria Park, over 290 vacation rentals in Laurelwood, and over 170 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 Loft Rentals in Woolwich?

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

  • Do apartment rentals in Woolwich have air conditioning?

    Absolutely! We offer over 350 apartment 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 1,100 holiday rentals in Woolwich

  • Verified guest reviews

    Over 43,180 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

    40 properties feature pools

  • Rentals with dedicated workspaces

    680 properties have a dedicated workspace

  • Wifi availability

    1,080 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!

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