Cottage vacation rentals in Southampton

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Top-rated cottage rentals in Southampton

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Guest favorite

A light-filled living area features a comfortable gray sofa and two rattan chairs with cushions. A flat-screen TV is mounted on the wall, and a natural fiber rug lies beneath a white coffee table. Elements of greenery can be seen, adding a refreshing touch.

Cottage in Sauble Beach

4.94 out of 5 average rating, 125 reviews

COMPLETELY RENOVATED cottage -steps from the Beach

Charming coastal cottage, 2 min walk to the beach and 5 to the main strip. This is a perfect beachside retreat, with new flooring throughout, plank ceilings, fully loaded kitchen with SS appliances and quartz countertops, new bathroom, new mattresses... a large fully furnished patio and fire pit. 2.5 hours outside of TO on the shores of Lake Huron - and fully winterized for year-round getaways! AS SEEN IN HOUSE AND HOME MAGAZINE, JULY 2019! FOLLOW US: @amabelbeachhouse * linens not provided

Guest favorite

A charming modern cottage is set against a backdrop of lush greenery and clear blue skies. The exterior features large glass windows and a sloped roof. A patio area with natural stone and comfortable outdoor seating is highlighted, providing a welcoming space to enjoy the views.

Cottage in Meaford

4.93 out of 5 average rating, 180 reviews

Cosy and modern cottage on beautiful Georgian Bay

Enjoy panoramic views of Georgian Bay from this charming modern cottage on Paynter's Bay. Only eight minutes from Owen Sound, our cottage also borders on the quiet and beautiful Hibou Conservation Area where you can enjoy birding, hikes in forest and shoreline, and a great sandy beach and modern playground for the kids. Cuddle up next to the gorgeous modern Morso woodstove. Adventure awaits you with lots of skiing, biking, snowmobiling and the waterfall wonders of the Niagara Escarpment nearby.

Top guest favorite

A modern cottage features a stone exterior with a sloped roof, harmoniously blending into the surrounding forest. A cozy propane fireplace is visible on the patio, which overlooks a gently flowing stream bordered by smooth stones and lush greenery.

Cottage in Southgate

4.98 out of 5 average rating, 117 reviews

Luxurious Creek Retreat With Hot Tub

Welcome to this luxury cottage on the water. The perfect place to relax and unwind while listening to the waterfall and babbling brook flowing past only a few feet away. If you're looking for privacy and tranquility along with all the pleasures of a luxury stay then look no further. This property boasts a propane fireplace inside as well as one outside, in-floor heat and A/C. Fully equipped kitchen, two bedrooms with hotel quality mattresses and a bathroom that exudes high-end style and decor.

Guest favorite

An A-frame cottage is surrounded by vibrant autumn foliage, featuring a welcoming front deck with white railings and multiple chairs. Large glass doors invite natural light into the living space, while the steeply pitched roof adds to the rustic charm of the structure.

Cottage in Blyth

4.97 out of 5 average rating, 294 reviews

Up The Creek A-Frame Cottage

Relax in an A-frame Cottage over looking a stocked trout pond surrounded by trees. 20 acres of trails. Fish swim, kayak or canoe in the pond or creek. Watch the ducks, frogs, herons, birds, turtles & a variety of wildlife. Enjoy the stars & roast marshmallows at the camp fire. Fully stocked kitchen, BBQ, wood stove, fire pit and 3 piece bathroom. Wood and linens supplied. Ninja course, water mat & trampoline for your use. Groups welcome, extend your group send your request for more info.

Guest favorite

The interior living area features natural wood walls and a vaulted ceiling with large windows allowing ample natural light. A comfortable seating arrangement includes a cozy sofa and armchairs, centered around a rustic coffee table. A modern wood stove is positioned alongside a television.

Cottage in Miller Lake

4.94 out of 5 average rating, 208 reviews

Fireside Cottage (modern-rustic getaway)

Escape the city to this woodland retreat. On 25 acres of deciduous forest, this modern log cabin has all of the character required for the perfect, cozy, fireside evening inside or out. Enjoy long days of adventure exploring private trails, kayaking on nearby Miller Lake (1.3km away) or take in countless nearby national parks and beaches. Come home to all of the modern amenities and then try relaxing in the secluded, outdoor, summer shower before building a fire to take in the starry night.

Guest favorite

The cottage exterior is presented with a welcoming front porch and charming double doors. Soft lighting highlights the staircase and surroundings, while landscaped greenery enhances the appeal. A combination of large windows and a gable roof contribute to the inviting architectural design.

Cottage in Southampton

4.96 out of 5 average rating, 123 reviews

Spa cottage: hot tub, sauna, cold plunge & firepit

Open plan bright cottage with Scandinavian inspiration including mid century modern furniture. Walk to beaches, bike trails and picturesque downtown (brewery, restaurants). Great for Fall hiking (Bruce Peninsula) and Winter snow shoeing and ice skating (McGregor provincial park) Go to an OHL game (Owen Sound), golf or yoga class. Outdoor spa: 7 person hot tub, 6 person sauna, cold plunge tub and fire pit. Pizza oven. Indoors: Fast wifi, table tennis and two fireplaces (natural gas)

Top guest favorite

A cozy living area features a tan tufted sofa adorned with a decorative pillow. A wooden coffee table holds candles and decorative items. Natural light streams through a nearby window, with bamboo shades providing a warm touch. A round mirror reflects the inviting space.

Cottage in Southampton

4.97 out of 5 average rating, 108 reviews

Beach House Cottage with Hot Tub

Welcome to JC's Cottage! This modern home embraces a beach house aesthetic providing ultimate comfort for your getaway. This 2-bedroom home located all on one floor has a huge backyard, patio with bbq, and hot tub for fun and relaxation. Enclosed with a double garage with an extra fridge, tv , games table. Plenty of space for bikes, kayaks and canoes. The house is walking distance to shops, bars and local restaurants. Walk to the beach at the end of the street for world famous sunsets.

Superhost

The living area features a cozy sofa facing large sliding glass doors that offer a view of the tranquil water. A circular area rug adds texture beneath a modern coffee table. Shelving units display books and decorative items, while a plaid chair provides additional seating.

Cottage in Meaford

4.9 out of 5 average rating, 215 reviews

Water's Edge - 4 Season Cottage

Comfy & cozy 3 bedroom year round cottage on the shores of Georgian Bay. Sleeps 6, washer/dryer, full kitchen w/dishwasher, living & dining w/fireplace, A/C, deck, BBQ, firepit & hot tub. Suits families with older children & couples. Lots of shopping, live entertainment, artisans & exquisite local fare. 30 min drive to Blue Mountain Village & the Spa. Close to the Bruce & Georgian Trails. Spectacular views of The Bay, The Blue Mountains and the best sunrises with your morning coffee.

Superhost

The image captures a serene sunset over the water, with vibrant colors reflecting off the lake surface. Two trees silhouette against the backdrop, and gentle waves can be seen lapping at the shore, creating a tranquil atmosphere.

Cottage in Kemble

4.84 out of 5 average rating, 153 reviews

Georgian Bay Waterfront Oasis

Waterfront Cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. We have 150 feet of private shoreline. Enjoy the east facing view and stunning sunrises, relax on a lounger, go for a swim, fish off the shore or in the small row boat, have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

Superhost

Two individuals are seen paddle boarding on calm water during sunset, creating a silhouette effect against the vibrant orange and pink sky. The sun reflects beautifully on the water's surface, enhancing the serene beach atmosphere.

Cottage in Kincardine

4.79 out of 5 average rating, 148 reviews

Rustic Lakeview Cottage, steps to the beach!

Our place is great for couples, families or large groups. The views are fabulous, sunsets like no other. Huge backyard with fire pit and new bbq. The house is well cared for with all the amenities you will need for a great vacation. Just added for 2023 Man Cave in the garage featuring , darts, table hockey and Foosball, play your favorite games while overlooking the lake. Come join us we can’t wait to host you. Early check in on request if possible $100 fee added to your reservation .

Top guest favorite

A vibrant red cabin is surrounded by lush greenery, featuring a spacious elevated deck. A dining table with six chairs is set under a large umbrella, while a barbecue grill is positioned nearby. Large windows invite natural light into the interior.

Cottage in Elmwood

4.98 out of 5 average rating, 139 reviews

Little Red Cabin on the River

Bright and cozy, open concept cabin retreat overlooking Styx river in beautiful West Grey. Relax next to a quiet river on a large lot with elevated deck, natural wood-burning fire pit and BBQ. This all season get away is 2 hours from Toronto, perfect for small families or a small group. Recently updated, this cabin features simple, modern decor with a fully furnished kitchen for home cooked meals and baking. Also now includes WiFi and an outside wood burning, cedar barrel sauna.

Guest favorite

A serene view of the beach features gently rolling waves against a sandy shore. Green foliage and a lone tree frame the image, while the sky displays a soft, cloudy pattern over the calm lake. A distant rock is visible in the water.

Cottage in Kincardine

4.89 out of 5 average rating, 113 reviews

Boiler Beach Lake View Cottage

This 3 bedroom cottage with all the comforts of home is located at the Famous Boiler Beach. Private outdoor deck and fire pit. Bring your bike and follow the Great Lakes Waterfront Trail. Wind down your day with the World famous Sunsets. Walk, run or drive to downtown Kincardine, markets, golfing and the Boardwalk. Due to Covid, not all attractions and dining may be open. Our cottage is family friendly. We have initiated additional cleaning protocols for your safety.