Cottage vacation rentals in Southampton

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Top-rated cottage rentals in Southampton

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Guest favorite

An aerial view of a lush, green landscape along a tranquil shoreline, showcasing a secluded cove with sandy and pebbly beach areas. The clear turquoise water gently laps at the natural contours of the land, surrounded by dense trees that provide natural shade.

Cottage in Saugeen Shores

4.84 out of 5 average rating, 133 reviews

Secluded 1200' beachfront private 64 acre log home

Welcome to Dragonfly Cove Our log cottage features: *1200 feet of BEACH FRONT *Family-friendly, romantic *64 private forested acres, secluded cove on Lake Huron *Sleeps 10 (8 adults +2 children on futon) *Full view of lake & sunsets from spacious deck *Full kitchen with antique stove/oven combo *Stunning large glass sunroom *Central AC+heating *Gas+wood fireplaces *Starlink high speed internet *6 person hot tub *Firepit *2 kayaks *3000 acres of manicured trails at McGregor Point Provincial Park

Top guest favorite

The exterior of the modern home is shown at dusk, with warm light glowing from windows. A circular fire pit is surrounded by wooden Adirondack chairs, and the lawn is well-maintained. The covered patio is visible, providing ample space for outdoor seating.

Cottage in Kincardine

5 out of 5 average rating, 100 reviews

Kinloft Cottage!

Welcome to the gorgeous beaches of Kincardine, Ontario! Have fun with the whole family at this 4 year old, custom built home! A short walk to the stunning sandy beaches and famous sunsets of Lake Huron (about 9 minute walk) may just have you falling in love with this quiet and peaceful town of Kincardine! A friendly and welcoming community, local dining and quaint shops await you! We are super excited to host you and your family! Great for Contractors or Executives too - 20 min to Bruce Power!

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, 132 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

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, 132 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.

Top 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, 128 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)

Superhost

A private cedar hot tub is surrounded by tall trees, providing a secluded retreat. Bubbles rise from the water's surface, with a rubber duck floating peacefully. Snow is visible on the ground, creating a serene winter atmosphere.

Cottage in Tiverton

4.81 out of 5 average rating, 105 reviews

Lake Huron Sunsets at the A-Frame | Cedar Hot tub

Relax with the family lakeside and among the cedars at this peaceful A-frame retreat on the shoreline of Lake Huron. The door opens up into a large living room and kitchen with a 180 degree view of the lake. An 8-foot island surrounded by bar stools anchors the kitchen. Watch the famous Lake Huron sunsets while having a meal or soaking in the hot tub. Our front is a rocky beach with a fire pit. We swim here with our water shoes. The sandy beach is a 2 mins drive or a 5-10 min bike ride.

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, 145 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 swimming pond is seen with calm, turquoise water reflecting the surrounding greenery. Bright red chairs are arranged on the sandy beach, offering a perfect spot for relaxation. Lush trees and a distant cottage provide a natural backdrop.

Cottage in Southgate

4.89 out of 5 average rating, 111 reviews

Thistle And Pine Cottage

Relax and unwind with the whole family at this peaceful place in the country. The cottage is on 50 acres that you have full access to. Great for swimming, walking, biking, cross country skiing, and much more. This 1 bedroom plus pullout couch(with privacy) is complete with kitchen, bathroom, and livingroom, and swimming pond with beach and Fire pit area that overlooks the pond. Perfect for a family of 4 or a romantic getaway for 2. Find us on Instagram @thistleandpine.cottage

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

4.9 out of 5 average rating, 115 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.

Top guest favorite

A wooden deck features several red Adirondack chairs facing the water, offering scenic views of Colpoy's Bay. Surrounding trees display vibrant autumn colors, complementing the calm blue water. Sunlight casts a warm glow on the deck, enhancing the serene atmosphere of the outdoor space.

Cottage in Wiarton

4.98 out of 5 average rating, 124 reviews

Waterfront Cottage by Bruce Trail

Welcome to this stunning waterfront , cozy ,4 season cottage located on the edge of a cliff surrounded by the lake on one side and Bruce trail on the other. This private oasis is perfect for couples or families w. older kids where you can connect to nature but still stay close to the city. Walking distance to Bruce trail, short drive to Sauble Beach or Wiarton for shopping and dining, 25 min drive to Lions Head, 45 min to Tobermory. It's time to plan your visit to Bruce!!!

Guest favorite

The exterior features a manicured lawn with a vibrant red maple tree and tall evergreen trees in the background. Two yellow chairs are positioned on the patio in front of large windows, allowing for an inviting outdoor space.

Cottage in Point Clark

4.95 out of 5 average rating, 117 reviews

Point Clark Sunrise Cottage

Welcome to Sunrise cottage, a single level, bright and spacious cottage, 2nd row from the lake with 3 bedrooms, 1.5 bathrooms in the quaint village of Point Clark. A perfect spot to relax and unwind with all the comforts of home but the feel of a cozy cottage getaway. Sunrise Cottage is 80 steps away (yes.. we counted) from a public beach access which leads to the sandy shores of Lake Huron, where you can witness breathtaking sunsets or just enjoy a day at the beach.

Guest favorite

The striking facade of the modern lake house is framed by lush greenery, showcasing large windows and a unique architectural design. A custom pickleball court is visible in the foreground, bordered by flower planters, enhancing the outdoor environment.

Cottage in Meaford

4.98 out of 5 average rating, 103 reviews

Bayview Oasis: Luxe Lakeside Escape w/ Pickleball

Welcome to Bayview Oasis, our luxurious lake house on Georgian Bay. Enjoy breathtaking water views, a modern kitchen with high-end appliances, a cozy basement with a pool table and bar, and a master suite with top-notch amenities. Outdoors, relax in the cabana with a pizza oven, fireplace, picnic tables, spacious patio, hot tub, and our new custom pickleball court. Whether it's a romantic getaway or family vacation, Bayview Oasis is the perfect retreat.