House vacation rentals in Southampton

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Top-rated house rentals in Southampton

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Guest favorite

Home in Meaford

4.87 out of 5 average rating, 330 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

Guest favorite

Home in Collingwood

4.85 out of 5 average rating, 309 reviews

Bright & Spacious Family Home Close to Ski Hill

Bright & spacious 5 bedroom home located in the heart of Collingwood. Walking distance to the waterfront, walking trails, local restaurants, grocery stores and only 6 mins away from Blue Mountain Village. The house features two separate living room spaces each with its own flat screen TV, in floor radiant heat and high speed internet/wifi. The beautiful open concept kitchen & living room has vaulted ceilings and lots of natural light. A perfect gathering place for families or multiple couples.

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)

Guest favorite

Home in Collingwood

4.86 out of 5 average rating, 131 reviews

Bright & Cozy Getaway by the Lake In Collingwood

Walking distance to Georgian Bay & minutes drive to Blue Mountain Resort/Collingwood city center Skiing, golfing, cycling trails, exploring historical downtown, & an incredible array of culinary options! ✔Master Ensuite w/Large Spa Tub ✔65-inch TV w/ Netflix, Crave, Cable ✔Hi-Speed WiFi: Multiple Device Steaming & Video Conferencing ✔Fully-Stocked Kitchen w/ Stainless Steel Appliances ✔2-Car Garage + 2 Car Driveway Parking ✔2 Queen-Sized Beds ✔Washer/Dryer ✔AC ✔All Units Main Floor Accessible

Superhost

Home in Meaford

4.77 out of 5 average rating, 383 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 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 Tobermory

4.95 out of 5 average rating, 190 reviews

Lakeside Lounge

Relax with the whole family at this peaceful Lakeside getaway. Enjoy incredible sunset views from the 64 ft elevated deck! The shallow water out front is sure to keep the kids entertained. Plenty of water toys to play with ensures fun for everyone on those hot sunny days and at night you’ll love the built-in fire pit right on the dock! The gourmet kitchen, fireplace and spacious interior are just some of the highlights here. Located just 5 minutes away from the Grotto and Singing Sands Beach!

Guest favorite

Home in Goderich

4.95 out of 5 average rating, 173 reviews

The Brew House

Our place is a 2 minute drive from the "Prettiest Town in Canada", Goderich, Ontario. It is a 1400sq ft, fully furnished, space for people to enjoy. The kitchen, dining area, 2 piece bath, small living room/ fireplace, and full laundry (free) are located on the main level. The second level offers a large living room with seasonal river views and street views. There is an extra table and chairs, ideal for playing games. The two bedrooms and a full bathroom are also located on the 2nd level.

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 Miller Lake

4.83 out of 5 average rating, 332 reviews

5 Bedroom Bruce Retreat (license # NBP-2022-50

Fully licensed Short term rental. This is a quiet area intended for families. Built in 2011 - boasts 2750 square feet with 5 large bedrooms and 2 full bathrooms, 3 flat screen TV's, complete with an open area loft for entertaining. Large loft complete with 2 large sofas, propane fireplace, ping pong and Foosball tables. Large full kitchen and dining area. 20 minutes to Tobermory and 15 mins to Lions Head. Small community natural water access and public boat launch less than 5 mins walk

Superhost

Home in Goderich

4.76 out of 5 average rating, 103 reviews

Newgate Estate

Welcome to the prettiest town in Canada! This home is newly renovated, offers self check in keypad, fully fenced in yard with beautiful gardens ( vegetable garden in the front - berry bushes and herbs in the back ), air conditioning, plus many extras. Many trails near the house for hiking and close by to the river and beaches which is perfect for kayaking or canoeing. There is a wide selection of restaurants nearby as well, we can recommend a few depending on what you're craving!

Guest favorite

Home in Collingwood

4.89 out of 5 average rating, 159 reviews

JJ’s Collingwood bar & games house.

welcome to beautiful 4 season collingwood! This house offers a 3 bedroom 2 bathroom fully detached house on a large mature lot in collingwood. Less than 10minute walk to sunset point beach and a 10 minute walk to downtown collingwood. House is in a prime location approximately 10 minute drive to blue mountain, 20 minutes to Thornbury and 15 minute drive to Wasaga beach. Big fenced in back yard for fires, horse shoes or whatever you would like, plenty of parking ( 4 car maxim)