
Cottage vacation rentals in Milton
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Top-rated cottage rentals in Milton
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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

Grimsby Beach Cottage
Enjoy a day at a quiet hidden beach followed by a night around the bonfire in this charming, cottage-style home. With this convenient location, you’ll appreciate the city-like accessibility, located minutes from public beaches and a close drive to wineries, hiking trails and the quaint town of Grimsby with an array of restaurants, pubs, and cute shops. Minutes from the Bartlett highway exit, you’re also only a short drive from Port Dalhousie, downtown St. Catharines, Niagara Falls and Hamilton.

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!

10 Acres Private Bruce Trail Cottage for 14 Guests
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.

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

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!

Barndominium retreat in Erin, hot tub & sauna
WOOD BURNING SAUNA, HOT TUB, COLD PLUNGE ⭐️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, 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!

Niagara Oak Lane Cottage, Private w/outdoor Patio
A studio style cozy one floor cottage with a gas fireplace warming the room, leading to a private outdoor patio, viewing the tennis court. The cottage is on wine route, bike route, close to the city, & the new hospital but in the country. Very Private. Queen size new bed. New shower and renovated bathroom. Fully equipped kitchen with fridge, stove, coffee maker, tea kettle, dishes, and of course... wine glasses. Easy access to the highway,Niagara on the Lake &Niagara Falls. Amble parking.

Chestnut Cottage
Quaint Cottage in the heart of wine country. This is a recently renovated 4 bedroom, 2 bathroom house. Basement was just finished in 2021. The house is bright and clean and furnished with a modern country farmhouse feel. WIFI, cable TV, Netflix, full kitchen and central a/c are just some of its amenities. This house would be great for couples, a group of friends or even a family looking for a relaxing getaway in the country, but still close enough to numerous activities for all to enjoy.

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

Cottage in Toronto’s West End •Walk to BMO Field•
A hidden cottage retreat in Toronto’s vibrant west end—just 15 minutes walk to BMO Field with no traffic or crowds. Tucked away on a quiet, tree-lined laneway, this fully renovated 1800s cottage offers a rare mix of charm, privacy, and location. Enjoy the energy of the city—Queen West, Ossington, Liberty Village —then come home to your own peaceful escape. Perfect for World Cup visitors, families, and remote workers. Stay close to everything, without sacrificing calm and comfort.

Grand River Cottage near Cambridge/Brantford/Paris
Escape to our cozy Grand River cottage — a peaceful retreat for nature lovers! Nestled beside grand river, our cottage offers tranquility just minutes from everywhere: 3 minutes drive to Glen Morris, 7 minutes to Paris, 10 minutes to Brantford, and 10 minutes to Cambridge. Enjoy fishing, hiking, biking, and spotting local wildlife — or simply relax by the riverside and unwind. The perfect blend of nature and convenience awaits. Book your riverside cottage getaway today!
Popular amenities for Milton cottage rentals
Cottage rentals with a hot tub

Lakefront Spa Retreat - Hot Tub, Sauna & Firepit

Paradise overlooking the river

Barndominium retreat in Erin, hot tub & sauna

Farm style cozy cottage with hot tub
Pet-friendly cottage rentals

Beach Cottage

Love on the Lake – Romantic Lakefront Cottage

Vineyard Cottage on the Lake on Niagara Wine route

Riesling cottage on the lake/vineyard in Niagara

Lake House Cottage at the edge of the vineyard

Pinot Noir cottage on the lake in Niagara

Chardonnay cottage on the lake/vineyard in Niagara
Private cottage rentals

Lakefront Spa Retreat - Hot Tub, Sauna & Firepit

Finally the Perfect Escape in Niagara!

Niagara Oak Lane Cottage, Private w/outdoor Patio

Chestnut Cottage

Barndominium retreat in Erin, hot tub & sauna

Cottage in Toronto’s West End •Walk to BMO Field•

The Stone Cottage in Vineland

Lake Front Heaven - Gateway to Niagara/Vineyards
Quick stats about cottage rentals in Milton

Nightly prices starting at
Milton vacation rentals start at G$27,177 GYD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Milton rentals

4.6 Average rating
Milton stays receive an average rating of 4.6 out of 5 from guests
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Downsview Park
- Trinity Bellwoods Park
- Financial District
- Casa Loma
- Massey Hall
- Wilfrid Laurier University
- Niagara Falls
- York University
- Dufferin Grove Park





