Cottage holiday rentals in Mississauga

4.84 out of 5 average rating, 67 reviews

Cottage in Erin

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!

4.77 out of 5 average rating, 65 reviews

Cottage in Belfountain

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 High Park North

5 out of 5 average rating, 9 reviews

The Cottage in High Park - Free Parking!

Escape to our city oasis! Nestled in High Park/Bloor West Village, our charming cottage offers urban tranquility just 15 mins from downtown by subway. Ride a bike to the beach, wander the tree-lined streets, explore boutiques in the local village, or forest-bathe deep in the trails of High Park. Return to cozy comfort, a wood-burning fireplace, a game of charades, or step out to a covered patio, perfect for BBQ creations or a movie under the stars. Your urban-cottage escape begins here!

4.93 out of 5 average rating, 114 reviews

Cottage in Mono

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.

4.89 out of 5 average rating, 54 reviews

Cottage in Kettleby

Gorgeious 5 Bedroom Countryside Cottage in King ON

Gorgeous 5-Bedroom Countryside Cottage - located in a quiet family neighborhood at a beautiful 3-acre lot with a huge lawn and woodlot, Lots of Parking, a minute's drive to The Manor Event Center, Hwy 400 & 427, groceries, restaurants, Golf Club, beautiful trails, Green Belts, farmers markets, Apple and strawberry picking. 20 min. to Lake Simcoe boating and fishing, many nearby shopping malls, TTC Subway, Go Station, and Canada's Wonderland. Please Note: Strictly no drug and booze parties.

Cottage in Brampton

4.83 out of 5 average rating, 6 reviews

100% Private & Spotless ~ 5BR Cottage ~ Hot Tub

Escape to nature in our private 5BR and 4WR riverside cottage – perfect retreat for groups with premium amenities! ✓ Entire cottage to yourself – full privacy! ✓ 5 spacious bedrooms with 6 double beds and 4 washrooms ✓ Cozy Family & Living Rooms ✓ Fully equipped kitchen & High-Speed Wi-Fi ✔ Dining area with seating for 8 guests ✓ Private Backyard with hot tub & Indoor games ✓ Scenic riverfront setting near Eldorado Park ✓ Safe neighborhood Book your stay and make unforgettable memories!

4.94 out of 5 average rating, 381 reviews

Lakefront cottage, Youngstown USA

Cozy, secluded cottage off the main road with lake front. **Although we have lakefront property, there is currently no access to the water on our property***. Close to the village of Youngstown for boating, fishing, food, and entertainment. A 10 minute drive from Lewiston and Artpark. Stay hidden at the lake and relax, or explore the Niagara River and Lake Ontario! Also not far from Niagara Falls, one of the seven wonders of the world, and a short drive to the Canadian border!

4.94 out of 5 average rating, 155 reviews

Cottage in Richmond Hill

White Oak on Wilcox-Richmond Hill Lakefront Oasis

Welcome to The White Oak on Wilcox - a lakefront oasis in the heart of Richmond Hill, perfect for an all-season getaway. Located just 30 mins from Toronto, enjoy direct access to Lake Wilcox with beautiful sunset views from the private dock. This vacation home welcomes you to a relaxing and serene lakefront experience. Surrounded by numerous activities to enjoy year-round, this is the perfect home-away-from-home! Share your memories with us @whiteoakcottageco

Top guest favourite

Cottage in Palgrave

4.99 out of 5 average rating, 211 reviews

Hockley valley, up country guest cottage

please read the entire post our beautiful cottage is located on 27 acres of land. Which is very secluded and quiet. Open concept cottage , with a loft bedroom with a double bed, a double sofa bed and a single folding bed. Wood burning fire place and a Small area with a hot plate , microwave, toaster oven, coffee maker , small fridge , BBQ on the porch. Swimming pond Vegetable garden and honey bees. Beautiful wooded trail No smoking Kids are welcome

4.91 out of 5 average rating, 217 reviews

Woodcliff Cottage

Woodcliff Cottage has been fully renovated. A new kitchen features granite countertops, high-end range, island/bar and spectacular views. The kitchen opens into a spacious living room with gas fireplace and more windows looking out over the new deck and Lake Ontario. Enjoy a sunset campfire at the fire pit with stairs leading down to Lake Ontario. 2 Bedrooms, 2 baths with walk-in shower and shower with full bathtub. We also rent Shell Cottage next door.

4.85 out of 5 average rating, 97 reviews

Cottage in Burlington

The Pearl Lodge

Almost 1 acre of land for you and your family to enjoy Free parking on premises Beautiful 4 bedroom cottage Comfortably sleeps 10 people Enjoy mini golf, pool table, and table tennis Open concept lounge and sitting area BBQ and firepit available for your use Walkout to deck with beautiful view of massive backyard Covered patio Soccer/Volley ball available upon request Located within minutes to trails, Lake Ontario, shopping and much more.

4.88 out of 5 average rating, 25 reviews

Sunset Cottage on Lake Ontario

This romantic cozy cottage on Lake Ontario boasts a different sunset every night! Sleeps 2-4 guests. Relax on the large deck with a cup of coffee, a glass of wine, or revitalize and renew the soul with morning yoga while taking in the breathtaking lake views. Get competitive with any of the many games our clubhouse offers, pool table, ping pong, darts, cornhole or many other board games. Gas Grill & Blender for enjoyable evenings in.

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Popular amenities for cottage rentals in Mississauga

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Cottage rentals with a hot tub

Cottage in Port Perry

Cheerful 3 Bedroom cottage

MeldonRating, 5 stars34 months ago

Irina’s cottage is lovely! Very spacious and comfortable, elegantly furnished, and cool even in hot weather,. The rooms have large picture windows with spectacular views of Chalk Lake. Irina was a very gracious and helpful host. The lake itself is very quiet and serene, perfect for swimming and kayaking.

Cottage in Halton Hills

4.82 out of 5 average rating, 39 reviews

Classic Ranch Estate Spa Resort & Billiards

DhruvRating, 5 stars10 months ago

Great place for a weekend getaway or relaxing on longer stays! The place is exactly as described with lots of space both inside and outside. Our group had no trouble finding the place or getting in and out. Arthur & Tracey were responsive and helpful with their instructions. Would highly recommend!

Cottage in Port Perry

4.77 out of 5 average rating, 13 reviews

Pet friendly, Hot Tub and Unli Wi-Fi w/Great View!

AbigailRating, 5 stars4 months ago

We had a great time for our girls weekend! Very beautiful landscape and property, the house is fully stocked with everything you could need for your stay and more. Comfortable sleeping areas and living spaces. Christine from cottage link was super quick to help us when we needed assistance. Thanks so much for hosting us, we will for sure be booking again 🧡

Cottage in Port Perry

Cheerful 3 Bedroom cottage with hot tub

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Pet-friendly cottage rentals

Cottage in Orangeville

4.65 out of 5 average rating, 282 reviews

Hide Out In Hockley Hills

PoojaRating, 5 stars3 weeks ago

We had a great time here! The host Bonnie was wonderful and very helpful. She made our stay even more memorable!

Cottage in Milton

4.3 out of 5 average rating, 104 reviews

Cozy Country Estate on 13 Acres

MikeRating, 5 stars3 weeks ago

We have stayed at this property a few times because it is a beautiful spot, the house is kept clean and the host is very responsive. This location is also very close (approx 3 min) to a cool Railway Museum. We brought our children to the spot and they enjoyed looking at and riding in the old trains and streetcars. We are pleased once again.

Cottage in King City

4.79 out of 5 average rating, 34 reviews

Private Forest Retreat on 9 Acres with Pond

AmyRating, 5 stars37 months ago

Natalie’s cabin is the perfect escape from the city. The best part about it is you aren’t driving hours to get there it’s convenient but also just so relaxing and gorgeous! The nature there was exquisite and the land itself is surreal. The place is so clean, spacious, quiet! Natalie has a gorgeous little pond with a dock just perfect to enjoy some wine or your morning coffee. The firepit was so much fun at night with some s’mores. The bbq was well kept! The land is just picturesque. My (then) boyfriend proposed to me on Natalie’s dock and it was just truly magical. I would recommend this property to anyone I could! 5/5 will go back again!

Cottage in Limehouse

4.5 out of 5 average rating, 30 reviews

Executive Cottage in a CITY on 100 Acres

ArtRating, 5 stars10 months ago

We spent our days in the busy city and needed a quiet, peaceful place to unwind each evening. This was exactly what we needed - and our gracious host patiently addressed all of our concerns, and answered all of our questions. My wife and I especially enjoyed sitting by the private pond and watching the geese.

Cottage in Brampton

202519 Oh Canada! Home Away from Home!

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Private cottage rentals

4.86 out of 5 average rating, 263 reviews

SHELL COTTAGE

HeidyRating, 5 stars2 days ago

I can’t say enough positive about our experience at Shell Cottage! Eric is an awesome host! During our stay, my husband experienced a medical emergency, and Eric was very supportive, even offering to allow us to stay an extra night at no cost. If you are looking for a host who is professional and attentive, but also compassionate, look no further. We are very grateful and will return when we can under better circumstances.

Cottage in Pickering

4.53 out of 5 average rating, 58 reviews

Private Cottage Getaway in Nature

DianaRating, 5 stars2 weeks ago

What a wonderful space! Top-notch girls weekend getaway with a ton of space, a beautiful grassy yard with an outdoor pool. Peaceful and private location. Also, the cottage is enormous with a ton of bedrooms and everything you need for a comfy stay. Rachel is a flexible, friendly and responsive host. I'd recommend this property and Rachel to anyone! A space to host a big group is a rare find. Thanks, Rachel!

Cottage in Alton

4.73 out of 5 average rating, 11 reviews

Alton Cozy Riverside Cottage

MariaRating, 5 stars5 days ago

Stephanie was a fantastic host place was beautiful. We would definitely come back again.