House holiday rentals in Grey County

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Top-rated house rentals in Grey County

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Guest favourite

Home in Meaford

4.87 out of 5 average rating, 269 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

21–28 Mar

$333 SGD per night

Superhost

Home in Chatsworth

4.88 out of 5 average rating, 130 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)

30 Dec – 6 Jan

$715 SGD per night

Guest favourite

Home in Shallow Lake

4.97 out of 5 average rating, 64 reviews

Hindman House: Historic, restful, fully-equipped

Set back on a quiet road on over half an acre, Hindman House, just 20 minutes north of Owen Sound, invites you to relax and recharge in any season. The house is a cherished historic gem fully-equipped with all the amenities for 21st century comfort and function. A chef-approved kitchen, comfortable seating areas for relaxing with a book or Netflix, beautiful rural surroundings inviting you out on the porch or for a walk. Close to the Bruce Trail & Sauble Beach and an hour's drive to Tobermory.

17–24 Mar

$195 SGD per night

Guest favourite

Home in Meaford

4.96 out of 5 average rating, 110 reviews

Close to Hiking & Beach with Large Fenced in Yard

Whether you are looking to rest and recharge or head out on an epic adventure in the hills, 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.

8–15 Mar

$206 SGD per night

Guest favourite

Home in Meaford

4.96 out of 5 average rating, 146 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.

28 Oct – 4 Nov

$1,038 SGD per night

Guest favourite

Home in Markdale

5.0 out of 5 average rating, 22 reviews

Blue Heron Acres

Relax with the whole family at this peaceful place. Enjoy your stay in the one-of-a- kind farm house. The house is situated on a unique property. The spring-fed pond gives the start to a Beaver river. The pond doesn’t freeze. The underground water provides the heat and movement to the stream making the ice impossible to form. Observe the trout, various bird species. Walk around numerous ponds see the turquoise water and listen to the magnificent sounds of what the Mother Nature has to offer.

10–17 May

$289 SGD per night

Guest favourite

Home in Owen Sound

4.98 out of 5 average rating, 214 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.

2–9 Apr

$572 SGD per night

Guest favourite

Home in Wiarton

4.96 out of 5 average rating, 110 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

16–23 Jun

$343 SGD per night

Guest favourite

Home in Meaford

4.96 out of 5 average rating, 134 reviews

The Meaford Retreat! Beautiful Home on Wooded Lot.

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 cafes. Touching distance of Blue Mountains, Owen Sound, Thornbury and Collingwood. Hot Tub & Sauna available October-May inclusive Fast WiFi 4 vehicle parking Front and back decks to enjoy your morning coffee. Beautiful!!

9–16 Apr

$194 SGD per night

Guest favourite

Home in Meaford

4.97 out of 5 average rating, 32 reviews

Newly renovated century home

Welcome to The Old Blacksmith’s House! Our 2-bed 1 bath furnished home has an open concept kitchen/living/dining area with large windows that let in lots of natural light. The bedrooms are located on the second floor along with the washroom. Located across the street from the amazing Georgian trail, which spans all the way from Meaford to Collingwood. A 10 min walk to downtown, Georgian Bay, the Trout Hollow Trail & Meaford’s Conservation District, and 25 mins to Blue Mountain.

11–18 Jun

$126 SGD per night

Guest favourite

Home in Meaford

5.0 out of 5 average rating, 33 reviews

Plume- Guest house

Bringing the French Art of Living to Meaford! Our newly renovated guest house is private, peaceful and stylish. Influenced by our French culture and love for design, photography and art. Equipped with a queen size bed, kitchen, bathroom and private terrace. The guest house is within walking distance to town, the lake and the harbour. Located in our beautiful backyard you will have access to the swimming pool and bbq. Meaford is a wonderful town located on Georgian Bay. Bienvenue!

30 Oct – 6 Nov

$185 SGD per night

Guest favourite

Home in Williamsford

4.96 out of 5 average rating, 23 reviews

Williamsford Blacksmith Shop

Make some memories at the historic stone blacksmith shop built 1888. Located in Williamsford, Ontario. Conveniently located to the historic sites, waterfalls, the Bruce trail, rail trails for hiking and snowmobiling. Short 20 minute drive to Owen Sound. Sauble Beach 40 minutes. Tobermory drive 1 hr 1/2. Markdale 20 minutes. Enjoy the sites surrounding or a peaceful night by the campfire with campfire wood provided.

19–26 May

$154 SGD per night