Vacation rentals in Winterbourne

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winterbourne

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in West Montrose

4.98 out of 5 average rating, 120 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

Nov 22 – 29

G$95,679 GYD per night

Guest favorite

Condo in Fergus

4.96 out of 5 average rating, 183 reviews

Cozy Fireplace & Loft - StoneMill Retreat

Escape to our modern and rustic 1860 open-stone, three-floor townhome in the heart of Fergus. Our cozy retreat features our queen suite, loft, kitchen, sunroom, and indoor fireplace. Centrally located in historic Fergus, just minutes from Elora and the Grand River. Enjoy nearby hiking trails along the Grand River and many annual festivals, such as the Fergus Highland Games, Riverfest music festival and many culinary adventures. Relax and unwind at this getaway retreat in the heart of it all!

Nov 10 – 17

G$23,623 GYD per night

Guest favorite

Cottage in New Dundee

4.87 out of 5 average rating, 142 reviews

Safe and Clean Cozy Waterfront Cottage

Cozy waterfront cottage. Nestled in the woods on a private lane. Enjoy this cottage vacation while being only minutes from the city of Kitchener. Take in the fresh air, cast a rod in the lake, float around in a canoe, enjoy a fire under the stars, or just hang out on the deck. In winter, explore the frozen lake with skates or snowshoes. Propane fireplace is available for emergency heat only in winter. In the event of a power outage this would be the only heat available. We allow one pet.

Jan 18 – 25

G$20,757 GYD per night

Guest favorite

Apartment in Fergus

4.95 out of 5 average rating, 130 reviews

Riverside Retreat

One bedroom self-contained apartment right on the bank of the Grand River in historic Fergus, Ontario. Very quiet. Spacious screened porch next to Grand River! Fifteen minutes walk (or less than five minutes drive) to downtown Fergus. Beautiful downtown Elora, Elora Gorge Conservation Area and Belwood Lake Conservation Area are all within a ten minute drive. Note that access is down a flight of exterior stairs and unfortunately is not suited for individuals with mobility challenges.

Nov 29 – Dec 6

G$18,463 GYD per night

Guest favorite

Apartment in Ariss

4.97 out of 5 average rating, 108 reviews

Rural Retreat, 1 bedroom suite near Elora

The perfect winter country retreat in Ariss. Relax in the hot tub and watch the birds. Well situated between Elora, Fergus, St Jacobs and Guelph. Cox Creek Winery, Kissing Bridge, G2G & Cotton Tail hiking, biking, snowshoeing, snowmobile trails & Chicopee Ski Resort. King bed, portable crib, shower, kitchenette, seating area, natural light. Swimming pool, hot tub, large backyard, bonfires, barbeque, outdoor eating area. Keyless, separate, private entry, free parking.

Mar 18 – 25

G$24,848 GYD per night

Guest favorite

Guesthouse in Guelph

4.9 out of 5 average rating, 498 reviews

Beautiful Studio Cottage ~Urban Retreat ~Fast WiFi

Experience an independent, private, sparkling clean studio close to downtown Guelph with full amenities. Located in a gorgeous tree-filled 200 ft backyard, this cozy urban cottage has a comfortable double bed with new mattress, gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, sleeping loft, and private back deck.Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Sep 19 – 26

G$14,714 GYD per night

Guest favorite

Guesthouse in Kitchener

4.93 out of 5 average rating, 253 reviews

Charming century-old coach house

Located on a tree lined street nestled between downtown Kitchener and uptown Waterloo. This former neighbourhood grocery store is steps away from the train station, public transit, G00GLE, Grand River hospital, and the bike friendly Spur Line trail. Short walk to Central Fresh Market for groceries, the LCBO, restaurants, coffee shops, bakeries and brew pubs. Parking space and private entrance on street level make this unique, light-filled guesthouse a cut above.

Dec 8 – 15

G$21,432 GYD per night

Guest favorite

Apartment in Guelph

4.97 out of 5 average rating, 222 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.

Jul 16 – 23

G$18,101 GYD per night

Guest favorite

Cabin in Wallenstein

4.91 out of 5 average rating, 224 reviews

Rustic private getaway 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!

Nov 17 – 24

G$22,023 GYD per night

Guest favorite

Guest suite in Waterloo

4.89 out of 5 average rating, 132 reviews

Spacious and comfortable walk-out basement suite.

Enjoy our cozy walk-out basement suite in a quiet neighborhood with lovely views and privacy. The suite has its own entrance, bedroom, living/dining area, bathroom, and laundry room facing a spacious backyard. Free parking and easy access to business centers, Jacob's Farmers Market, highways, and universities. Not suitable for luxury seekers, and no smoking allowed. If you desire a secure, private stay in a spacious area with convenient access, book now!

Aug 20 – 27

G$15,979 GYD per night

Guest favorite

Cottage in St. Jacobs

5.0 out of 5 average rating, 113 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.

Feb 2 – 9

G$90,019 GYD per night

Guest favorite

Guest suite in Saint Jacobs

4.86 out of 5 average rating, 510 reviews

St.Jacob's Village Private Suite #1

Private entrance, no shared spaces. A cozy private suite with self check in conveniently located in the heart of St. Jacobs Village. You will be surrounded by unique gift and clothing boutiques, Cellar 52 and TimberBarn (both wedding venue), a craft brewery, and great eateries. St. Jacob's Market is just 3 kilometers from the village. Traveling with a larger party? Check out our 2nd suite listed on Airbnb.

Jul 19 – 26

G$25,803 GYD per night