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Cottage rentals in Gloucester Pool

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Gloucester Pool

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

Superhost
Cottage in Waubaushene
Modern Chalet w/ Hot Tub on Trail - Ski/Hike/Run
Modern cottage with sunset views of Georgian Bay right on the paved Tay Shore Trail for running/biking/snowshoeing. Newly renovated from top to bottom! Enjoy the 500 sqft deck with year round Hot Tub, BBQ and patio table. Fire pit in the backyard. The house is on a large lot surrounded by evergreens for privacy. Across the trail you can access the water, 5 min walk to a sandy beach. 1.5hrs from Toronto, 30mins north of Barrie, 12mins to Mt St Louis Moonstone for skiing.
$126 per night
Superhost
Cottage in Bracebridge
The Hudson - Riverside Cabin, Bracebridge
Nestled in the pines on the Muskoka River is this cozy one-bedroom cottage, ideal for a couple’s retreat. The Hudson offers the best of all worlds: it is relaxing, tranquil, and private, but you’re only a 10-minute drive from the Town of Bracebridge with unique shops, restaurants, groceries, and breweries, not to mention numerous tourist attractions. Marked trails are direct across the river. For more photos and information visit us on IG (at) thehudson.riversidecabin
$135 per night
Superhost
Cottage in Waubaushene
Forest Harbour Hideaway
This cozy and quaint waterfront cottage is located in the heart of a quiet neighbourhood and overlooks beautiful Georgian Bay. There is private access to the water via dock, and a public beach a 5 minute walk away. Midland is a short 15 minute drive and offers a variety of restaurants and shops, as well as local attractions such as Sainte-Marie Among the Hurons and the Wye Marsh Wildlife Centre. Parking allows for 6 vehicles comfortably, and the wifi is excellent.
$145 per night

Cottage rentals with a hot tub

Superhost
Cottage in Gravenhurst
Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm
$224 per night
Superhost
Cottage in Baysville
D O C K | NEW Modern Muskoka Waterfront 2+1 bed
$146 per night
Superhost
Cottage in Torrance
Muskoka 2 Bedroom Cottage With Hot Tub
$174 per night
Superhost
Cottage in Gravenhurst
Muskoka Oasis: Hot Tub, Sauna & Nature Retreat
$231 per night
Superhost
Cottage in Midland
House on the Hill, HotTub, Ski, Ice Fish, Trails
$146 per night
Superhost
Cottage in Port Severn
Muskoka Cottage on Gibson Lake - 5 BR/3 BATHS
$328 per night
Superhost
Cottage in Bracebridge
*HOT TUB/SAUNA* Private Cottage in Muskoka Forest
$193 per night
Superhost
Cottage in Huntsville
Cabin in Muskoka for 2, Pri. HotTub. Close to Lake
$153 per night
Superhost
Cottage in Huntsville
The Rock Lodge, At Mary Lake (+ Hot Tub)
$157 per night
Superhost
Cottage in Innisfil
Stunning Lakefront Cottage Hot Tub & Sauna
$181 per night
Superhost
Cottage in Waubaushene
Georgian Bay-Trail/Run/Bike/Hike/HotTub/Sauna/Swim
$242 per night
Superhost
Cottage in Tiny
Winter Wonderland! 100 acres GBay & Private Beach
$132 per night

Pet-friendly cottage rentals

Superhost
Cottage in Port Severn
Cottage "Down By The Bay"
$81 per night
Superhost
Cottage in Bala
Lakefront Cottage with Sauna and Steam Room
$137 per night
Superhost
Cottage in Port McNicoll
Boe's Cottage: Newly Renovated - Great WIFI
$111 per night
Superhost
Cottage in Bala
Charming Lakefront Bala Cottage
$148 per night
Superhost
Cottage in Washago
Stunning Water family cottage-border of Muskoka
$113 per night
Superhost
Cottage in Gravenhurst
Riverside Gravenhurst cottage. Waterfront w/ sauna
$164 per night
Superhost
Cottage in Gravenhurst
Waterfront @Muskoka Pines / fireplace /bbq/firepit
$140 per night
Superhost
Cottage in Port Severn
Paradise Getaway
$300 per night
Superhost
Cottage in Lafontaine
Beach house (with pool open May-Oct)
$69 per night
Superhost
Cottage in Bracebridge
Charming cottage on Lake Muskoka
$205 per night
Superhost
Cottage in Wasaga Beach
Cozy Riverfront Cottage Retreat with Dock / Ski
$134 per night
Superhost
Cottage in Innisfil
Cozy and modern cabin in the woods, near the beach
$94 per night

Private cottage rentals

Superhost
Cottage in Huntsville
Escape North to Muskoka A-Frame | 4-Season Chalet
$162 per night
Superhost
Cottage in Bala
Moon Rock Cottage
$214 per night
Superhost
Cottage in Orillia
Lakefront Tiny House
$95 per night
Superhost
Cottage in Bracebridge
Cottage on the Muskoka River
$130 per night
Superhost
Cottage in Port Severn
2 BEDRM WATERFRONT COTTAGE, CANOE, KAYAKS, WIFI
$73 per night
Superhost
Cottage in Coldwater
Cheerful 3Bed Muskoka Lakeside Cottage w Fireplace
$256 per night
Superhost
Cottage in Muskoka
The Rock Pine- Hot tub, Private dock, Muskoka
$338 per night
Superhost
Cottage in Port McNicoll
Bright 2 Bdrm Waterfront Cottage on Georgian Bay
$105 per night
Superhost
Cottage in Gravenhurst
HOT TUB and SAUNA!The Good Times on Morrison Lake
$415 per night
Superhost
Cottage in Port Severn
Tree Tops on Six Mile Lake
$220 per night
Superhost
Cottage in Severn
Severn Waterfront Cottage with breathtaking sunset
$222 per night
Superhost
Cottage in Coldwater
Cheerful 3-bedroom cottage with walk-in lakefront!
$148 per night

Destinations to explore

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  4. Simcoe County
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