House vacation rentals in Southampton

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Top-rated house rentals in Southampton

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Guest favorite

Home in Meaford

4.96 out of 5 average rating, 132 reviews

Close to Skiing & Trails with Large Fenced in Yard

Whether you are looking to rest and recharge or head out on an epic adventure on the trails, this comfortable century home is the perfect base. Nestled in the quaint town of Meaford the home is walking distance to everything you need for a great stay. It has a large backyard, fire area, patios, laundry, stocked kitchen & two living rooms. The recently updated home is set up perfectly for families & smaller sized groups. The large fenced in backyard is perfect for pets and a great space for kids.

Guest favorite

Home in Meaford

4.87 out of 5 average rating, 331 reviews

Beachhouse Hideaway - Hot Tub, G-Bay Waterfront

This beach house was designed with relaxation and the enjoyment of togetherness in mind. Let your worries melt away as you slip into the warmth of this water side hot tub featuring stunning view across Georgian Bay and up the mountain side, as fresh snow falls around you. The open concept design makes this the perfect place to gather with family and friends w/ walkout waterfront patio and dock access for swimming. 2 min to downtown Meaford, 20 min to Blue Mtn, 1.5 hrs to Tobermory. Hiking Trails

Superhost

Home in Chatsworth

4.89 out of 5 average rating, 141 reviews

Stonehaven - large country retreat, with pool*

Situated on 100 acres of grass, field and forest, this easy-access property has miles of trails, in-ground pool (not heated), huge lawns, beach volleyball, fire pit, tubing run, and lots of space indoors - 5 rooms on the main level, 6 bedrooms upstairs. >> Borders OFSC trail Ideal for multi-family groups looking for a great country getaway, it is one minute from the major highways coming from Toronto & Guelph towards Owen Sound. We offer full-week discounts. (Please note firm pool closing dates)

Superhost

Home in Meaford

4.77 out of 5 average rating, 384 reviews

Serenity by Georgian Bay, 4 Season, escape!

This charming, cozy house offers serenity edge of town, by Georgian Bay! Suitable for couples, families and small groups. Across the street from the Bay. Comes with kayak, SUP and lawn games! Close to many Bruce Trails, Scenic Caves trails, or Georgian Trail, and golf. After a busy day exploring or playing, retreat to Meaford and either whip up something delicious in our fully equipped kitchen and dine in with a view of the bay, or walk down Sykes 5 min to one of Meaford's excellent restaurants.

Guest favorite

Home in Wiarton

4.95 out of 5 average rating, 153 reviews

Mallory Beach Loft On the Water - Near Bruce Trail

Our guests come to relax and enjoy the clear waters of Georgian Bay. If you enjoy nature and hiking, we have trails within walking distance from our home. Our private loft (with its separate private entrance) allows you to enjoy nature, wildlife, campfires and is close to the towns amenities. Choose your place to relax - by the water - or on your private deck! Make it a great sleepy weekend away or a relaxing stop after travelling! Your completely private space is waiting for your arrival!

Guest favorite

Home in Meaford

4.96 out of 5 average rating, 160 reviews

Redhill Luxury Home...by the Blue Mountains

This eco friendly house of 4,500 sq ft is bright, modern, luxurious on 50 acres of rolling hills with a beautiful pond and hiking trails. All bedroom ensuite plus two extra full bathrooms. Comfortably sleeps up to 24 guests. Amazing view, sunset and star gazing. Salt water pool in the summer. Outdoor BBQ, fire pit, Hot Tub year round. Minutes to Christie beach, ski hills, golf courses, Bruce Trail. Enjoy snowshoeing, cross country. Serenity on top of the hill! See more info under the space.

Guest favorite

Home in Owen Sound

4.98 out of 5 average rating, 223 reviews

The Butchart Estate: your perfect family retreat!

Looking for a special place to spend some time? Make Butchart Estate your own, self-contained and private family retreat. Share precious time together and make some memories in this beautiful and well-equipped heritage home. Inside, enjoy the gourmet kitchen, relax in your own private indoor pool & hot tub, curl up by the fireplace, play board games galore. Free wifi. Outdoors, explore our beautiful nature walks, and local excursions. Enjoy a slower pace, and treasure some time together.

Guest favorite

Home in Wiarton

4.96 out of 5 average rating, 141 reviews

Kiss & Bond Water View Colpoys Bay 4 -Seasons

Hello,, I'm the owner of a newly built home, that I hope I will provide first-rate, memorable experiences for my guests, I'm a nurse for over 30 years, and I love to explore. Im an animals lover, I'm also a mother of 3 boys and have been married for 33 years ,being outdoors is one of my favourite activities, snowmobiling, hiking. I've owned our cottage for 10 years and we decided to rebuild , to enjoy the beautiful views of Colpoys Bay and in the back yard the Bruce Pennisula escarpment

Guest favorite

Home in Meaford

4.95 out of 5 average rating, 152 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

Brand new upstairs bathroom. This beautiful Century home sits on a mature wooded lot less than a 1 min walk to a large conservation area with trails scenic in both summer and winter! Connect with nature whilst still being a 5 min walk from main street and harbour boasting shops, restaurants and trails. Close to Blue Mountains, Owen Sound, Thornbury and Collingwood. Hot Tub & Sauna available Fast WiFi 4 vehicle parking Front and back decks to enjoy your morning coffee. Beautiful!!

Guest favorite

Home in Durham

4.9 out of 5 average rating, 165 reviews

Heron's Perch

This property is situated on the banks of the Saugeen River in the town of Durham. Guests will have full use of the 1 1/2 story bungalow, landscaped lot and private beach area. A short stroll up the street takes you to McGowan's Falls and access to the Durham Conservation Area, with its public beaches and hiking trails. The Durham Art Gallery is a stone's throw away, as are public tennis and basketball courts.

Guest favorite

Home in Kimberley

4.88 out of 5 average rating, 188 reviews

Heart of Kimberley - with views and a hot tub

Welcome to the hamlet of Kimberley nestled in the Beaver Valley. Surrounded by nature, the Rock House is a historic six bedroom century home with beautiful views close to many outdoor activities, and located beside an unassuming gourmet restaurant and a general store with fresh coffee and in-house sourdough bread. We are located 25 minutes from Blue Mountain and 2 minutes from Beaver Valley Ski Club.

Guest favorite

Home in Wiarton

4.94 out of 5 average rating, 151 reviews

Wiarton Cottage Home, Your Home Away From Home

Our sweet little cottage home is the perfect get away, your home away from home! Located one block away from main street and in walking distance to downtown shopping, restaurants, parks, hiking, swimming and splash pads as well as the best small town ice cream parlours. Come enjoy what Wiaron has to offer as well as surrounding areas. The perfect get away for the outdoor enthusiast.