Cottage holiday rentals in Wellington County

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Top-rated cottage rentals in Wellington County

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

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Superhost

Cottage in Erin

4.84 out of 5 average rating, 68 reviews

Private oasis in Erin.Hot tub & Woodburning sauna.

WOOD BURNING SAUNA & HOT TUB⭐️ONE OF A KIND, 1800 sq. ft BARNDOMINIUM on 18 acres of total privacy! Serene, country getaway in the picturesque countryside of Erin⭐️Full-size kitchen,harvest table,spotless bathroom, couch & chairs set infront of the floor to ceiling glass doors⭐️Cozy loft with tv, comfy queen bed & oversized couch. ⭐️Soaring trees & trails,grain bin bar on concrete pad with fire-pit, tables & chairs.Wood deck with patio set.Separate cabin with double bed. You won’t want to leave!

Superhost

Cottage in Belfountain

4.78 out of 5 average rating, 68 reviews

Explore 4BR 3BA Cottage Surrounded By Nature

Relax with the whole family at this peaceful luxury cottage with beautiful views of nature. Perfect getaway from the city. Enjoy the outdoors with hiking, biking, and walking at many trails. Minutes from Belfountain conservation area, and Caledon Ski Club. Enjoy the scenic drive on Forks of the Credit Rd with views of the river. Have a good time in the backyard with friends and family with just under 1 acre lot. Offers 4 Bedrooms and 3 washrooms. Fully Updated Cottage. Smart TV & Internet

Cottage in Caledon

Brucetrail Cottage Retreat

Discover a hidden gem on 10 acres along the Bruce Trail, featuring a private creek and solarium with wrap-around windows ideal for yoga or a private spa. With plenty of parking and a fully equipped kitchen, this property is the perfect retreat. Only 45 minutes from Yorkdale Shopping Mall, it’s an ideal spot for summer adventures, fall colours or a cozy Christmas getaway. Immerse yourself in nature’s beauty, just a short drive from the city, offering the perfect balance of peace and convenience.

Cottage in Limehouse

4.5 out of 5 average rating, 30 reviews

Executive Cottage in a CITY on 100 Acres

NO ADULT/TEENAGER Group booking. No events/party. Great Bed & Breakfast facility Our preferred customers are family ( parent with kids, grand kids). Only guests booked/paid are allowed ( NO visitors) 4 bedroom with 3.5 washroom, on 100 acres (gated property) Internet ( free 2 GB per night )-Extra usage $3/GB Finished basement also available (Sep entrance/washroom )- at Extra cost $150/night for min 3 night +75 cleaning Person booked must be present at check-in . ID may be required

Superhost

Cottage in Cambridge

4.88 out of 5 average rating, 8 reviews

Waterfront home with Pool, Boat Ramp/Canoe/Kayak

This vacation home has beautiful views, southern exposure , flower gardens and greenery all around. Surrounding the pool in the back yard beside the lake there is a flagstone patio area with a campfire pit. A perfect spot for watching dreamy sunsets. There is a fabulous pool 17x36 ft with a big deck surrounding it. A picnic table and BBQ on the upper patio terrace by the cottage, overlooking the lake. We have lots of gathering places to lounge around and relax in the outdoor patio furniture.

Guest favourite

Cottage in Mono

4.93 out of 5 average rating, 115 reviews

Hockley Riverside Cottage • Loft and Bunkie

Needing an unforgettable escape? This cozy cottage is nestled in nature along the Nottawasaga river and has large panel doors that fully open for picture worthy views & peaceful sounds of the river. A new incredible outdoor fire-pit with hanging egg chairs. A cozy indoor wood burning fireplace along with a comfy pull out couch that has a projector above for the best movie nights. Heated floors if you aren't interested in maintaining a fire, fully equipped kitchen, Wi-fi, AC and washer/dryer.

Cottage in Halton Hills

4.82 out of 5 average rating, 39 reviews

Classic Ranch Estate Spa Resort & Billiards

Country Living close to the city in the town of Ballinafad/Halton Hills Ontario. Plan your Ladies Spa Resort Weekend or a Gentlemens Entertainment Dream Weekend with a private "Mancave" at this 2.4 acre property, which boasts exceptional privacy while you relax, rest & unwind. Take advantage of the nearby hiking trails, golf courses, and amenities known to Halton Hills. Take a break off your busy schedule to enjoy a night or 2 away at this Classic Ranch Estate!

Cottage in Alton

4.73 out of 5 average rating, 11 reviews

Alton Cozy Riverside Cottage

Discover tranquility at our country cottage by the Credit River in Caledon/Alton. A short stroll to Canadian Open Golf course. Steps from downtown Alton's dining and culture. Moments to Millcroft Spa and Alton Mill events spaces. 1 mins to Osprey Links Golf Course main clubhouse. Explore Upper Credit trails nearby. Enjoy a private fire pit and river view seating, balancing country peace with nearby activities. Video tour of cottage on insta @alton.cottage

Top guest favourite

Cottage in St. Jacobs

4.99 out of 5 average rating, 162 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.

Cottage in Milton

4.27 out of 5 average rating, 106 reviews

Cozy Country Estate on 13 Acres

Welcome Home to your Country Estate. Situated on over twelve and a half scenic acres with private forest trails. Cozy and romantic getaway with a rustic feel. 2 acres at front if property with fruit trees, fire pit and barn, 10 1/2 acres at back of house with walking trails and full forested lot. Additional features include buried hydro lines, heated floors, upgraded insulation, sauna, all closets cedar lined and so much more!

Cottage in Cambridge

Stunning Lakefront Cottage in Puslinch!

Looking for your cottage getaway but still want to be close to all the action? Discover this lake-front hidden gem in Puslinch, only 45 minutes from Toronto and just outside Cambridge, ON. This cottage has it's own personal lakefront and sitting area, ideal to watch sunsets, enjoy late-night campfires or just keep an eye on Justin Bieber's lake house (yes, he's just a few doors down).

Guest favourite

Cottage in Moorefield

4.96 out of 5 average rating, 27 reviews

Beautiful 3 bedroom Lake House.

Relax with the whole family at this peaceful place to stay. You and your guests can enjoy each others' company and still have space to be alone. The outside space is almost 2 acres of grass area which looks onto Conestogo Lake. Enjoy time outside at the fire in the evening and exploring nature during the day.