Cottage vacation rentals in Kleinburg

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Top-rated cottage rentals in Kleinburg

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Guest favorite

Cottage in Erin

4.93 out of 5 average rating, 15 reviews

Brand new, private oasis on 18 acres in Erin

STOP SCROLLING! Entire property is yours to enjoy. One-of-a-kind, country getaway in the picturesque, peaceful countryside of Erin!18 acres of soaring trees, trails & privacy. The 1800 sq ft, gorgeous space will take your breath away!Relax fireside on the concrete patio which has an old grain bin bar & pergola or sit on the deck & admire the view. Full size kitchen/bar,spa-like bathroom, loft space with luxurious queen bed, oversized couch as well as a separate private cabin with a double bed.

May 29 – Jun 5

G$40,609 GYD per night

Guest favorite

Cottage in Mulmur

5.0 out of 5 average rating, 43 reviews

The Squire's Cottage

Welcome to Fairview Hills Farm. Relax on the spacious covered porch of The Squire’s Cottage watching horses grazing on the hillside. A short walk to the back of the property features natural wetlands with an abundance of different bird species. The Bruce Trail is close by with parking. Don’t feel like cooking? An assortment of restaurants, high end to take out, are close by or cook up a storm in the fully equipped kitchen. In the evening cozy up with a good book in front of the fireplace.

Feb 3 – 10

G$18,586 GYD per night

Guest favorite

Cottage in Mono

4.92 out of 5 average rating, 52 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.

Sep 10 – 17

G$51,942 GYD per night

Guest favorite

Cottage in Georgina

4.98 out of 5 average rating, 132 reviews

Granny's Cottage

Granny’s Cottage is located on Lake Drive East across the road from Lake Simcoe. Our private lakefront is yours to enjoy. Our lakehouse equipped with mini fridge and chairs while looking out over beautiful Lake Simcoe. Lakehouse is available late spring to early fall. This cozy cottage is newly renovated with all the comforts for a much needed getaway. Available for your use is a badminton net, 2 kayaks and a large canoe (seasonal). There is also a secure lock up for you bicycles.

Sep 17 – 24

G$35,281 GYD per night

Guest favorite

Cottage in Innisfil

4.9 out of 5 average rating, 290 reviews

Crystal Beach Cottage & Spa

Tranquil & serene lakefront cottage with breathtaking views! This cottage fronts on the East side & faces West for a mesmerizing sunrise & sunset. A few steps to the lake for a dip in the lake, sun bathing, paddle boarding or a stroll up Innisfil Beach Park for exercise. A custom outdoor steel fire place and an all season hot tub awaits you at any moment to loosen up those muscles & release tension or kick back in the sauna to sooth the mind, body & soul. A wonderful experience awaits you!

Aug 11 – 18

G$79,816 GYD per night

Guest favorite

Cottage in Innisfil

4.99 out of 5 average rating, 120 reviews

Charming waterfront cottage on Lake Simcoe

Charming four-bedroom cottage plus Boat house conveniently located 1 hour from GTA on a private waterfront lot surrounded by mature trees with sandy bottom and clear water. The proximity of the cottage to the water is sure to please either the sun or shade lovers with multiple large decks and dock for sitting, dining and lounging. We offer hot tub, Sauna, BBQ. trampoline, bball net, paddle boat, floating mat, kayaks, canoe, paddle board, pool table, foosball. fishing gear, life jackets

Mar 13 – 20

G$140,132 GYD per night

Superhost

Cottage in Innisfil

4.83 out of 5 average rating, 240 reviews

Cozy cottage nestled in the forest, near the beach

Beautiful, modern, cottage-like home nestled in the trees. Located on a large and extremely private property at the end of a small gravel road with no neighbours on one side. Huge yard backs onto a forest with trails leaving your doorstep. Mapleview beach is only a short walk to the bottom of the road and there are so many other scenic beaches in the Sandy Cove area. The home is fully equipped, clean and cozy, with high speed internet and smart TVs, comfy bedding and pillowtop mattress.

Jun 3 – 10

G$34,531 GYD per night

Guest favorite

Cottage in Innisfil

4.94 out of 5 average rating, 151 reviews

Utopia Villa and Spa

Welcome to Utopia where you will make amazing long lasting memories with your family and friends. Just minutes from the beach, grocery stores, gas stations, and anything else you can need. There is so much to do here that you will never want to leave! Imagine a day full of good food by the fireplace, a dip in the hot tub, relaxing in the sauna and playing in the game room. Treat yourself with a stay! House rule: No smoking/eating in hot tub. Breaking this rule will result in $500 fine.

Dec 29 – Jan 5

G$66,228 GYD per night

Guest favorite

Cottage in Innisfil

4.83 out of 5 average rating, 271 reviews

6 Bedroom Cottage near Lake & Innisfil Beach Park.

Gorgeous 6 Bedroom Executive Cottage - "Special weekly, monthly, and Winter Discount 20-35%" Short walk to Lake Simcoe, Innisfil Beach Park, Public Beach, Fishing Dock & Boat Launch, winter & summer activity, Ice Fishing. Close to Friday Harbor all Season Resort, many Golf Courses, Sunset Speedway, Innisfil Arena & OLG Slots, short walk to Grocery, LCBO, Pizza Pizza, Tim Horton, Subway Sandwich & Restaurants. Ample Parking. Guest must be 25 years or older in order to book this properly.

Nov 14 – 21

G$58,298 GYD per night

Guest favorite

Cottage in Georgina

4.97 out of 5 average rating, 125 reviews

Pearl by Lake Simcoe - with sauna and steam room

Spacious and bright newly renovated house with access to the lake. This 2700 sqf house has a very functional and beautifully decorated living/dining area, 2 state of the art kitchens, 6 cosy bedrooms and 3 full washrooms. Huge 400 sqf deck with BBQ and heater comfortably fits a large company outside. Enjoy indoor sauna and steam room for deep relaxation. Free Wifi. Large entertainment room with Smart TV, XBox, Kinect and a foosball table provide plenty of activities inside the house.

Dec 17 – 24

G$131,464 GYD per night

Guest favorite

Cottage in Innisfil

4.91 out of 5 average rating, 128 reviews

Stunning Lakefront Cottage Hot Tub & Sauna

.🧘 Relaxing, Quiet, waterfront property with stunning nature. 🧖‍♀️ Experience a private Spa with year round new sauna & new hot tub and amazing view 🤫 A peaceful oasis for families. Please describe your family before requesting to book. Max 6 guests incl children. Absolutely no events, parties, noise allowed. Not for a group of friends 🏖50’x302’ lot, private dock, gazebo 👩🏻‍💻65” smart 4K UHD TV, fast / reliable internet, LCD fridge, filtered water, all high tech.

Oct 15 – 22

G$74,280 GYD per night

Guest favorite

Cottage in Richmond Hill

4.94 out of 5 average rating, 127 reviews

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

Aug 29 – Sep 5

G$65,606 GYD per night