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Cottage vacation rentals in Grey County

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Top-rated cottage rentals in Grey County

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Cottage in Meaford

4.92 out of 5 average rating, 159 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.

Cottage in Southgate

5 out of 5 average rating, 66 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.

Cottage in The Blue Mountains

4.93 out of 5 average rating, 119 reviews

Luxury Chalet in Blue Mountains with HotTub Sauna

*4 SEASONS COTTAGE*This newly renovated chalet in the heart of Blue Mountains accommodate16 people with 6 bedrooms,10 beds(2 queen, 1 twin,1 double and 3 double over double bunk beds)and 4 baths.This chalet comes with great features such as beach access,private backyard,all brand-new mattresses and beddings,pool table and ping pong table,arcade games,poker table 2 living rooms with TVs,sauna,hot tub and an indoor fireplace.4 minutes drive from Northwinds Beach.License number LCSTR20220000131

Cottage in Meaford

4.9 out of 5 average rating, 199 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.

Cottage in Kemble

4.81 out of 5 average rating, 135 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.

Cottage in Georgian Bluffs

5 out of 5 average rating, 80 reviews

Mossy Rock Getaway, for a tranquil retreat.

Mossy Rock Getaway is a peaceful, cozy, rural retreat, central to the Bruce Peninsula, lakes, beaches, recreational areas and activities. A place to disconnect and reconnect. Relax with family and friends playing games or roasting marshmallows around the outdoor fire pit. Enjoy being surrounded by forest, the summer breeze or winter magic. You are minutes to Colpoy’s Bay, Wiarton downtown amenities, 25 min. to Sauble Beach, 60 min. to Tobermory and many other adventure activities.

Cottage in Kimberley

4.85 out of 5 average rating, 330 reviews

A Cozy Country Retreat *Indoor Hot Tub* Ski* Wi-Fi

30 minutes to Georgian Bay, 25 to Collingwood/Blue Mountain, and only 10 to Lake Eugenia's public beach. Our lovely, spacious, 5 Bed 5 bath retreat is nestled comfortably in the woods, convenient to almost every kind of activity and adventure. With 5 wash rooms and a large, INDOOR, jetted hot tub, it provides the perfect combination of convenience, relaxation, and outdoor adventure! BBQ, pool table, fireplace, fire pit, board games and high speed wifi. INSTA: @HIDDENHIDEOUTS

Cottage in Elmwood

4.98 out of 5 average rating, 127 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.

Cottage in Southgate

4.9 out of 5 average rating, 100 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

Cottage in Flesherton

4.94 out of 5 average rating, 136 reviews

All-Season Cottage on the Lake

An entire cottage all to yourself right on the water of Lake Eugenia in the Grey Highlands. This fully furnished 3-bedroom cottage is equipped with a brand-new kitchen, appliances, wood burning stove, furnace and water heater. You'll also have FREE access to unlimited WiFi, so you can work or stay in touch, when needed. Our cottage is suitable for a great get-away with any group, family or friends who are looking for a peaceful and enjoyable holiday from their busy lives.

Cottage in Wiarton

4.98 out of 5 average rating, 107 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!!!

Cottage in Flesherton

4.87 out of 5 average rating, 100 reviews

The Golden Getaway

Enjoy this newly renovated modern cottage centrally located in Eugenia. Walking distance to the falls and the lake. Enjoy fresh baked goods and the best iced coffee around at garage13 just 2 minute walk from us or stop by top of the rock to grab your favourite beverage & snack for the night , then soak up all the stars in the open sky around the fire pit in the backyard. Bring the boats and floats , Boat launch provided for guests to enjoy all the amenities.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Grey County cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Meaford

5 out of 5 average rating, 34 reviews

Lakefront Cottage, Jetski, Hot Tub, Ice rink

Cottage in Flesherton

5 out of 5 average rating, 42 reviews

Greenery Lane - w/ private pond, hot tub & sauna!

Cottage in Flesherton

4.95 out of 5 average rating, 38 reviews

Four Season Waterfront Cottage on Lake Eugenia

Cottage in Kimberley

4.89 out of 5 average rating, 70 reviews

Cozy Cottage- Hot Tub- Sauna- Beaver Valley Ski

Cottage in Flesherton

4.92 out of 5 average rating, 90 reviews

Sunset Cottage Lake Eugenia Hot Tub 4 Seasons

Cottage in Brockton

4.89 out of 5 average rating, 56 reviews

Cheerful well equipped cottage with hot-tub

Cottage in Holland Centre

5 out of 5 average rating, 57 reviews

Riverfront Hideaway*Hot Tub*Games Room*Firepit*BBQ

Cottage in Meaford

4.95 out of 5 average rating, 44 reviews

Entire Cottage with Hot Tub, near Beach

Pet-friendly cottage rentals

Cottage in Meaford

4.95 out of 5 average rating, 92 reviews

Woodski Mountain Retreat w/Pool & 3+ Private Acres

Cottage in Meaford

4.85 out of 5 average rating, 13 reviews

Lovely Country Cottage near Georgian Bay

Cottage in Elmwood

4.97 out of 5 average rating, 59 reviews

Family Cottage On Quiet Lake w/ Shallow Entry

Cottage in Meaford

4.94 out of 5 average rating, 51 reviews

Charming 3bdrm cottage on Georgian Bay!

Cottage in Markdale

4.73 out of 5 average rating, 30 reviews

Cozy old Farmhouse Chalet in Beaver Valley

Cottage in Grey Highlands

4.72 out of 5 average rating, 68 reviews

Waterfront 3-bedroom cottage

Cottage in Meaford

4.97 out of 5 average rating, 58 reviews

New and Cozy Cottage Minutes to Georgian Bay!

Cottage in Priceville

4.78 out of 5 average rating, 59 reviews

Rustic 4 Acre Cottage On The Saugeen River

Private cottage rentals

Cottage in Wiarton

4.43 out of 5 average rating, 58 reviews

Georgian Bluffs Rocky cottage

Cottage in Williamsford

4.94 out of 5 average rating, 16 reviews

Cozy 3 Bedroom waterfront cottage, McCullough Lake

Cottage in Wiarton

4.87 out of 5 average rating, 30 reviews

Beautiful Waterfront Cottage w/Sauna Canoe

Cottage in Flesherton

4.67 out of 5 average rating, 3 reviews

Hawthorn Cottage #9 - 2 Bedroom

Cottage in Grey Highlands

5 out of 5 average rating, 18 reviews

Cheerful 4 bdrm - decked out deck. Lake nearby!

Cottage in Wiarton

4.83 out of 5 average rating, 12 reviews

Jen’s Cozy Cottage & Cabins

Cottage in Blue Mountains

4.62 out of 5 average rating, 47 reviews

6 bdrm Very Private Cottage@SkiBlueMountain/HotTub

Cottage in Meaford

4.9 out of 5 average rating, 232 reviews

Birch Meadow Acres

Destinations to explore