Cottage holiday rentals in Milton

4.83 out of 5 average rating, 106 reviews

The exterior of a modern barn-style building is showcased against a snowy landscape, surrounded by tall trees. The structure features large windows and a dark façade, while a patio area with seating is visible in the foreground, inviting exploration of the winter scenery.

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!

Cottage in High Park North

A charming cottage is illuminated softly at night, featuring a sloped roof blanketed in snow. Warm lights glow from the windows, outlining the brick facade. Snow-covered landscaping adds to the serene winter atmosphere in front of the home.

5 out of 5 average rating, 15 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!

5 out of 5 average rating, 141 reviews

A cozy living area features a leather sectional sofa adorned with decorative cushions. A gas fireplace is situated against a rustic stone wall, complemented by wooden shelves housing potted plants. A flat-screen TV rests on a wooden stand, and inviting lighting is provided by a side lamp.

Cottage in Lincoln

The Stone Cottage in Vineland

Relax in this two bedroom three bathroom home that comes with a fully-equipped kitchen, dining room, laundry, and spacious living room with gas fireplace. Enjoy access to a beautifully landscaped backyard, with private deck overlooking acres of quiet farmland. The perfect modern day getaway, The Stone Cottage sports up-to-date amenities that combine with the peacefulness of country living, to create the ideal vacation retreat, within easy reach of everything the Niagara Region has to offer!

4.78 out of 5 average rating, 126 reviews

A bright living area features a spacious white sectional sofa with contrasting cushions. A wooden coffee table sits in the center, complemented by decorative plants. The open layout includes a modern kitchen area with bar stools, large windows allow natural light to fill the space.

Cottage in Paris

The River Nautique

Freshly updated in March 2024! Enjoy all that Paris has to offer from this charming, newly renovated home backing on to the Nith River. a stones throw from downtown, yet boasting a quiet yard with river access, you could not ask for a better place to get away. We are an extremely short walk (less than 4 minutes!) from the Arlington, Paris Brewery, the Paris Inn, Stillwaters, the Cobblestone Pub and more! Only a half block from Wincey Mills market! Serene and bright decor and all the comfort!

4.94 out of 5 average rating, 144 reviews

An open concept living area showcases large panel doors that fully open to the outdoor deck. Inside, a comfortable seating arrangement is visible, along with a cozy area rug and a neutral color palette. Natural light floods the space, enhancing the connection to nature.

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.

A spacious outdoor area showcases a well-maintained lawn bordered by tall trees, providing a serene view of the lake. In the foreground, a wooden deck features seating options and a hot tub, inviting relaxation while taking in the tranquil surroundings.

4.78 out of 5 average rating, 165 reviews

Winter Lakeview Spa Niagara w/ Hot tub and Sauna

An Exquisite lakefront oasis, this home is situated on the shores of Lake Ontario. Enjoy a cedar sauna, hot tub soak while watching the sunsets, looking out over the lake and stunning evening views of the Toronto skyline. Our Cottage is pure serenity and within fifteen minutes from all that Niagara has to offer, making it one of the best vacation rentals in Niagara Cottage contract filled in and signed required. No smoking inside the home or near windows/doors license number 22106298STR

4.86 out of 5 average rating, 21 reviews

A heated hot tub is situated under a wooden gazebo, surrounded by bare trees and a snowy landscape. Steam rises gently from the water, creating an inviting atmosphere for relaxation in the serene outdoor setting.

Cottage in Brampton

Rustic 5BR Cottage | Cozy Hot Tub+ Autumn Backyard

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!

4.86 out of 5 average rating, 240 reviews

A serene outdoor seating area features two light-colored chairs facing a small red table. Beyond lies a calm lake surrounded by trees, with a hanging ornament visible above. The ground is covered in grass, offering a peaceful spot to relax.

Cottage in New Dundee

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.

4.92 out of 5 average rating, 181 reviews

The image captures a serene view of the lakeside property, featuring a lush green lawn that slopes towards Lake Ontario. A sandy beach area and rocky shoreline are visible, framed by trees on both sides and calm turquoise water reflecting the clear sky.

Cottage in Stoney Creek

Lake Front Heaven - Gateway to Niagara/Vineyards

A magical cottage with its own beach house on Lake Ontario. This place is special! The beach house an extra bedroom and full bath which is available during the spring/summer months. There’s a pier, boat slip, fire pit, picnic table and plenty of outdoor seating. All of this 50 minutes from downtown Toronto, 40 minutes from YYZ International airport and 25 minutes from the world famous Niagara falls. The scenic is a great base to explore the Niagara region. Operator License 24-305205

4.89 out of 5 average rating, 127 reviews

A serene view of Alder Lake is captured, featuring a wooden dock with red Adirondack chairs. Lush greenery frames the scene, including a large, weeping willow tree. Kayaks are visible along the shoreline, with calm waters reflecting the bright blue sky and scattered clouds.

Cottage in New Dundee

Cosy Lakefront Cottage

Enjoy 150 feet of lakefront just outside the city limits. This fully remodeled cottage has fun for all to enjoy. There are kayaks, a canoe and a paddle boat for those that live on the water. We also have floaties if you just want to lounge and relax by the water. In the winter months you can also bring your ice skates and enjoy skating on the lake and then coming inside for a hot drink by the propane fireplace. The 800 square feet of deck overlooks the water for all your needs.

4.94 out of 5 average rating, 168 reviews

A wooden dock extends into a serene lake, reflecting a clear blue sky with scattered clouds. Flower pots are positioned on the dock, while torches line the edges, contributing to a peaceful outdoor atmosphere.

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

4.99 out of 5 average rating, 229 reviews

A quaint red cottage is highlighted alongside a rustic barn, surrounded by a wooden fence. Lush greenery and wildflowers accompany the structure, creating a natural setting. The areas are bathed in warm sunlight, enhancing the serene and secluded atmosphere of the property.

Cottage in Palgrave

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

Popular amenities for cottage rentals in Milton

Kitchen

Wifi

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

4.81 out of 5 average rating, 83 reviews

An aerial view showcases a stone cottage-style house with a green roof, surrounded by lush greenery and trees. A winding driveway leads to the property, where two vehicles are parked, set against an expansive green lawn.

Cottage in Goodwood

Family fun! Hot tub/snooker table/Movie Room!

A contemporary living area is displayed, featuring a sleek gray sofa and a wall-mounted television. Soft lighting illuminates the space, which connects to other rooms through open doorways. A modern electric fireplace is situated beneath the TV, adding comfort to the room.

Cottage in Stoney Creek

4.61 out of 5 average rating, 54 reviews

Lakefront cheerful 2 bedroom cottage house

Cottage in Eden Mills

4.7 out of 5 average rating, 23 reviews

Riverside Retreat

4.93 out of 5 average rating, 72 reviews

A vibrant sunset is depicted over Lake Ontario, with colors of orange and yellow reflecting on the water's surface. Silhouettes of trees are visible in the foreground, adding depth to the tranquil scene.

Cottage in Lincoln

COZY LAKESIDE COTTAGE IN THE NIAGARA WINERY REGION

Pet-friendly cottage rentals

A single-story cottage is shown, featuring a wide wooden deck bordered by green grass. Large sliding glass doors provide ample natural light, while two red chairs are positioned on the deck. The cottage is surrounded by various trees, enhancing the serene outdoor setting.

4.6 out of 5 average rating, 15 reviews

Vineyard Cottage on the Lake on Niagara Wine route

A large green lawn is highlighted by a single pink Adirondack chair placed under a tree. A light blue cottage with large windows is visible in the background, providing a serene view of the surrounding landscape.

Cottage in Cambridge

4.6 out of 5 average rating, 15 reviews

Grand River Cottage near Cambridge/Brantford/Paris

An expansive view of the property reveals a two-story stone house surrounded by lush green fields. A landscaped pathway leads to the entrance, while ample outdoor space and trees provide a serene atmosphere. The surrounding countryside enhances the tranquility of the setting.

Cottage in Limehouse

4.52 out of 5 average rating, 31 reviews

Executive Cottage in a CITY on 100 Acres

An inviting lounge area features a blue sofa and a glass coffee table, complemented by a mounted TV. Natural light enters through the window, with soft curtains framing the view. Decorated with floral artwork, the space invites relaxation and comfort.

Cottage in Brantford

4.46 out of 5 average rating, 39 reviews

The Annex; 3-bedroom home; longterm stay possible

A detached cottage sits along the shoreline, surrounded by lush greenery. Large windows reflect the soft glow from indoors. A rocky break wall extends along the property's edge, while the calm waters of Lake Ontario create a serene backdrop.

Cottage in Stoney Creek

4.66 out of 5 average rating, 65 reviews

Love on the Lake – Romantic Lakefront Cottage

Cottage in Lincoln

New place to stay

Orchard Oasis

An aerial view captures the spacious backyard of the cottage, surrounded by lush greenery. A circular fire pit is visible in the center, accompanied by seating. The cottage sits to one side, with pathways leading into the natural landscape, providing a tranquil setting for outdoor gatherings.

Cottage in Belfountain

4.75 out of 5 average rating, 83 reviews

Explore 4BR 3BA Cottage Surrounded By Nature

A charming cottage is nestled near the water's edge, framed by blooming cherry blossoms. Green grass surrounds the building, with the blue water visible in the background. Trees provide a natural backdrop, enhancing the serene outdoor environment.

4.67 out of 5 average rating, 30 reviews

Riesling cottage on the lake/vineyard in Niagara

Private cottage rentals

4.8 out of 5 average rating, 25 reviews

Cottage in Alton

Alton Cozy Riverside Cottage

The bedroom features a spacious bed dressed in soft linens, complemented by decorative pillows. A cozy throw lies across the end of the bed. Natural light enters through windows adorned with minimal coverings, while a ceiling fan provides comfort. A bedside table offers a lamp, enhancing the serene environment.

4.92 out of 5 average rating, 85 reviews

Niagara Oak Lane Cottage, Private w/outdoor Patio

An open living area showcases a comfortable sectional sofa and a glass-top coffee table. The dining space features a table surrounded by six chairs, illuminated by natural light from nearby windows. Neutral walls add to the spacious ambiance of the room.

Cottage in Brampton

202519 Oh Canada! Home Away from Home!

A wooden dock extends over calm waters, featuring two Adirondack chairs in red and pale yellow. The scene captures a clear blue sky and a lush green landscape on the far shore, providing a serene space for relaxation and enjoyment of the lakefront view.

Cottage in Cambridge

Stunning Lakefront Cottage in Puslinch!

4.94 out of 5 average rating, 35 reviews

Cottage in Parkdale

Unique Cottage Hidden in Toronto's Artsy West End