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Cottage holiday rentals in Owen Sound

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Top-rated cottage rentals in Owen Sound

Guests agree: these cottages are highly rated for location, cleanliness and more.

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Cottage in Lion's Head

4.78 out of 5 average rating, 161 reviews

Lookabout Bay Waterview Cottage - The Lakehouse

The Lakehouse Cottage 2 night minimum stays 3 nights minimum stays on Holiday Weekends Four Guests Only Not Suitable for young children Come enjoy the beautiful Bruce Peninsula at the Lakehouse! The waterview cottage is an upper unit residence with a private entrance, steps from a Municipal dock located at Lookabout Bay. The Lakehouse cottage is located at a quiet family campground across the road from Lake Huron. Spend some time on the lake in the canoe and kayak provided for our guests.

3–10 Oct

₹13,940 per night

Cottage in Meaford

4.93 out of 5 average rating, 134 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.

18–25 Nov

₹18,474 per night

Guest favourite

Cottage in Wiarton

4.9 out of 5 average rating, 167 reviews

Oliphant 4 Season Cottage one block from the Lake

Totally redone 4 season 4 bedroom rental. One block from Lake Huron in Oliphant. 10 minutes to Sauble Beach, and a short drive to the Bruce Peninsula and all it offers. Tobermory, the Grotto, Cypress Lake. The house is fully equipped with all linens. washer and dryer, dishwasher, fridge with ice maker, 2 full bathrooms. One bedroom and a bathroom on main floor for those who can't do stairs. Oliphant is a kite boarders dream. Propane bbq, fire pit. It’s country water water cooler provided

1–8 Oct

₹15,557 per night

Guest favourite

Cottage in Meaford

4.91 out of 5 average rating, 181 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.

2–9 Jan

₹35,439 per night

Cottage in Kemble

4.83 out of 5 average rating, 118 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.

9–16 May

₹8,752 per night

Guest favourite

Cottage in Lion's Head

4.9 out of 5 average rating, 112 reviews

Myles Bay Cottage

Beautiful, quiet, private setting steps from the water and gorgeous sandy beach. Cottage is located near Lions Head ON on Myles/Stokes Bay. Boat launch close by (free government dock) one concession south, Lions Head Marina on east side of peninsula, or gradual entry steps away is good for canoe, kayak, or jet ski entry. Nicely finished interior for all your vacation needs. Available for full weeks, Sat-Sat, July & August (check in/out day is Saturday). STA Permit: NBP-2021-425

16–23 Oct

₹10,445 per night

Guest favourite

Cottage in Tobermory

4.88 out of 5 average rating, 108 reviews

Whispering Cedars

Our cottage is located on Larry's Lake in Dorcas Bay. The cottage is quiet, private, on a shallow inland lake with dock. Relax in the evening by the fire pit and enjoy the beautiful sunsets from our westerly view. The Bruce Peninsula is renown for it's unique orchids and 1000 year old dwarf cedars. We hope that you enjoy our cottage's beautiful surroundings. You are located 15 minutes from downtown Tobermory and all amenities as well as minutes from entrance to both National Parks.

5–12 Oct

₹11,515 per night

Guest favourite

Cottage in Elmwood

4.97 out of 5 average rating, 109 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.

9–16 Nov

₹14,316 per night

Guest favourite

Cottage in Tobermory

4.99 out of 5 average rating, 179 reviews

Tamarack by the Bay - Waterfront Cottage

Location; location; location. Spectacular year round waterfront cottage on Lake Huron 10 minutes from Tobermory. Featured in an article of Trips to Discover. Entire main floor walkout, 9 foot ceilings and 2 decks await your visit. Private access to the water along with supplied kayaks and paddleboard enhance your stay. Large firepit will allow for many hours of evening entertainment. See video tours on You Tube: "Welcome to Tamarack By The Bay" by CL Visuals and Calvin Lu.

26 Aug – 2 Sep

₹34,742 per night

Guest favourite

Cottage in Port McNicoll

4.98 out of 5 average rating, 124 reviews

Boe's Cottage: Newly Renovated - Great WIFI

Experience Southern Georgian Bay - Ontario's Four Season Playground. Just 90 Minutes from Toronto! Relax in our fully renovated 4 season cabin with all the amenities of home. Steps from the lake with parks, beaches, hiking, kayaking. And in the winter, snowshoe, skate, snowmobile, cross country & downhill skiing at Mount st. louis moonstone Great setup for a 'working' vacation with excellent WIFI 10 Minutes to Midland for restaurants & unique shopping experiences

6–13 Nov

₹9,005 per night

Guest favourite

Cottage in Tiny

4.94 out of 5 average rating, 206 reviews

Bluestone

Bluestone is located less than 10 minutes' drive from beautiful Awenda Provincial Park in Tiny, Ontario. Every choice was made with guest comfort in mind. In the Summertime, take a short walk down a wooded path to Georgian Bay and perfect swimming, or explore a hiking trail and take in the natural beauty of the area. In Winter, enjoy skiing and snowshoeing locally, or stay in, put a record on, and cozy up by the fire. License #STRTT-2024-017

1–8 Jan

₹14,877 per night

Guest favourite

Cottage in Miller Lake

4.9 out of 5 average rating, 352 reviews

Lake Huron Spectacular Cottage Home

Comfortably furnished family and entertainment cottage with private dock on Lake Huron. Newly built and well taken care of with 3 bedrooms and 2 bathrooms Shallow water with mix rock and sand beach. Gradual decline to deep water. Fantastic sunset views across Lake Huron from many viewpoints at the cottage. Plenty of parking.

29 Oct – 5 Nov

₹13,715 per night

Holiday rentals for every style

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Popular amenities for cottage rentals in Owen Sound

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage in Torrance

4.97 out of 5 average rating, 118 reviews

The Lantern Cottage - Lake Muskoka

14–21 Oct

₹16,478 per night

Guest favourite

Cottage in Goderich

4.97 out of 5 average rating, 105 reviews

Little Bluestem Cottage

20–27 Oct

₹16,552 per night

Guest favourite

Cottage in Tiny

4.95 out of 5 average rating, 196 reviews

Private 40 Acre Cottage with Hot Tub

22–29 Jul

₹33,360 per night

Guest favourite

Cottage in Grey Highlands

4.93 out of 5 average rating, 138 reviews

Hilltop garden cottage

17–24 Nov

₹18,074 per night

Guest favourite

Cottage in Port Carling

4.99 out of 5 average rating, 122 reviews

Lake Muskoka Classic Cottage w/ Hot Tub

21–28 Oct

₹50,144 per night

Cottage in Lion's Head

4.88 out of 5 average rating, 106 reviews

Little Pike Bay "GOLF" Getaway

25 Nov – 2 Dec

₹35,479 per night

Guest favourite

Cottage in Kimberley

4.87 out of 5 average rating, 307 reviews

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

23–30 Jul

₹46,592 per night

Cottage in Waubaushene

4.86 out of 5 average rating, 396 reviews

Modern Chalet w/ Hot Tub on Trail - Ski/Hike/Run

13–20 Jul

₹36,776 per night

Pet-friendly cottage rentals

Guest favourite

Cottage in Tobermory

4.95 out of 5 average rating, 133 reviews

Coup's Haven Waterfront Cottage

13–20 Sep

₹22,941 per night

Cottage in Port Severn

4.86 out of 5 average rating, 130 reviews

Cottage "Down By The Bay"

19–26 Jan

₹7,647 per night

Guest favourite

Cottage in Bala

4.94 out of 5 average rating, 124 reviews

Charming Lakefront Bala Cottage

3–10 Feb

₹12,096 per night

Guest favourite

Cottage in Tobermory

4.96 out of 5 average rating, 281 reviews

The Water’s Edge

4–11 May

₹16,116 per night

Guest favourite

Cottage in Tobermory

4.99 out of 5 average rating, 187 reviews

Luxury Waterfront Cottage in Tobermory

2–9 Feb

₹54,135 per night

Guest favourite

Cottage in Northern Bruce Peninsula

4.94 out of 5 average rating, 162 reviews

Glamping Cabin Nature Retreat

1–8 Nov

₹23,548 per night

Guest favourite

Cottage in Kimberley

4.9 out of 5 average rating, 267 reviews

School House Retreat •Hiking •Pets •Campfire •WiFi

21–28 Jun

₹18,790 per night

Guest favourite

Cottage in Tiny

4.94 out of 5 average rating, 118 reviews

Cozy 4 Season Family Cottage

11–18 Sep

₹14,344 per night

Private cottage rentals

Guest favourite

Cottage in Wiarton

4.95 out of 5 average rating, 152 reviews

Nature Lover’s Paradise

22–29 Sep

₹22,471 per night

Cottage in South Bruce Peninsula

4.86 out of 5 average rating, 122 reviews

Lake Huron Hideaway, Waterfront

23–30 May

₹16,471 per night

Guest favourite

Cottage in Saugeen Shores

4.94 out of 5 average rating, 101 reviews

Boho Cove - At the beach

31 Jul – 7 Aug

₹22,931 per night

Guest favourite

Cottage in South Bruce Peninsula

5.0 out of 5 average rating, 11 reviews

Sauble River Cottage

4–11 Nov

₹9,176 per night

Guest favourite

Cottage in Southgate

5.0 out of 5 average rating, 20 reviews

Luxurious Creek Retreat With Hot Tub

12–19 Feb

₹17,779 per night

Guest favourite

Cottage in Meaford

4.97 out of 5 average rating, 37 reviews

Entire Cottage with Hot Tub, near Beach

22–29 Sep

₹11,465 per night

Guest favourite

Cottage in Wiarton

4.94 out of 5 average rating, 17 reviews

Stunning lakefront cottage

28 Jan – 4 Feb

₹20,074 per night

Guest favourite

Cottage in Southgate

4.89 out of 5 average rating, 79 reviews

Thistle And Pine Cottage

19–26 Nov

₹9,436 per night

Destinations to explore