Cottage vacation rentals in Grey Highlands
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Grey Highlands
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Grey Highlands cottage rentals
Cottage rentals with a hot tub
Cottage in Flesherton
5 out of 5 average rating, 42 reviewsGreenery Lane - w/ private pond, hot tub & sauna!
Cottage in Gravenhurst
4.83 out of 5 average rating, 166 reviewsTrenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm
Cottage in Tiny
4.86 out of 5 average rating, 219 reviewsPrivateBeach@ThunderBeach100 acres Georgian Bay
Cottage in Flesherton
4.95 out of 5 average rating, 38 reviewsFour Season Waterfront Cottage on Lake Eugenia
Cottage in Port Severn
4.94 out of 5 average rating, 136 reviewsMuskoka Cottage on warm lake - 3 BR/2 BR/Hottub
Cottage in Flesherton
4.92 out of 5 average rating, 90 reviewsSunset Cottage Lake Eugenia Hot Tub 4 Seasons
Cottage in Innisfil
4.87 out of 5 average rating, 122 reviewsSpacious family cottage 45 mins from GTA!
Cottage in Orillia
4.87 out of 5 average rating, 100 reviewsFRIEND LAKE HOUSE
Pet-friendly cottage rentals
Cottage in Flesherton
5 out of 5 average rating, 5 reviewsHawthorn Cottage #5 - 3 Bedroom
Cottage in Gravenhurst
4.88 out of 5 average rating, 114 reviewsWaterfront 3 BR Cottage 4 Seasons Gravenhurst Heat
Cottage in Gravenhurst
4.92 out of 5 average rating, 141 reviewsWaterfront @Muskoka Pines /kayaks/bbq/firepit
Cottage in Washago
4.87 out of 5 average rating, 119 reviewsVintage Farmhouse Lakeview and Golfers Cottage
Cottage in Waubaushene
4.81 out of 5 average rating, 150 reviewsThe Cottage on Coldwater; where bay & trail meet.
Cottage in Innisfil
4.99 out of 5 average rating, 113 reviews❤️ Charming Cottage/Lake View/10PPL/5BDR/3BATH
Cottage in Port Severn
4.92 out of 5 average rating, 101 reviewsTree Tops on Six Mile Lake
Cottage in Waubaushene
4.95 out of 5 average rating, 129 reviewsForest Harbour Hideaway
Private cottage rentals
Cottage in Berkeley
4.83 out of 5 average rating, 53 reviewsFortress of Solitude
Cottage in Wasaga Beach
4.85 out of 5 average rating, 33 reviewsWasaga Beach 1 BR basement -BBQ/POOL/AC
Cottage in Kimberley
4.86 out of 5 average rating, 73 reviewsKimberley hillside chalet with hot-tub
Cottage in Holland Centre
5 out of 5 average rating, 57 reviewsRiverfront Hideaway*Hot Tub*Games Room*Firepit*BBQ
Cottage in Meaford
4.95 out of 5 average rating, 44 reviewsEntire Cottage with Hot Tub, near Beach
Cottage in Flesherton
4.84 out of 5 average rating, 19 reviewsCottage Retreat on 11 Acres
Cottage in Flesherton
5 out of 5 average rating, 6 reviewsWaterfront Cottage #2
Cottage in Mulmur
5 out of 5 average rating, 71 reviewsThe Squire's Cottage
Quick stats about cottage rentals in Grey Highlands
Total rentals
90 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
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