Guesthouse vacation rentals in Lake Simcoe
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Top-rated guesthouse rentals in Lake Simcoe
Guests agree: these guesthouse rentals 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 Lake Simcoe guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Bobcaygeon
4.97 out of 5 average rating, 196 reviewsTiny Cabin in the Forest
Jun 3 – 10
Guesthouse in Collingwood
4.9 out of 5 average rating, 162 reviewsPrivate garage apartment near downtown Collingwood
May 11 – 18
Guesthouse in Haliburton
4.88 out of 5 average rating, 337 reviewsRussell Red Guest House
Dec 30 – Jan 6
Guesthouse in Mansfield
4.99 out of 5 average rating, 93 reviewsBrookside Cottage - Charming Rural Getaway Mulmur
Dec 31 – Jan 7
Guesthouse in Tiny
4.74 out of 5 average rating, 68 reviewsGeorgian Bay Cottage - Tiny Beaches
Apr 3 – 10
Guesthouse in Wasaga Beach
4.89 out of 5 average rating, 100 reviews2 -Sun Angel Court Couples Cabin 2
Feb 10 – 17
Guesthouse in Bala
4.94 out of 5 average rating, 33 reviewsThe Boathouse on Sunset Bay Muskoka
Dec 28 – Jan 4
Guesthouse in Richmond Hill
4.93 out of 5 average rating, 29 reviewsWelcome to your home away from home!
Oct 12 – 19
Guest house rentals with a patio
Guesthouse in Barrie
4.69 out of 5 average rating, 13 reviewsCharming Boathouse on Lake Simcoe
Oct 15 – 22
Guesthouse in Barrie
4.5 out of 5 average rating, 10 reviewsLakeview Suite
Jul 4 – 11
Guesthouse in Georgina
4.71 out of 5 average rating, 51 reviewsFantastic Lake Simcoe Guest House for GTA get-away
Mar 26 – Apr 2
Guesthouse in Port Perry
4.84 out of 5 average rating, 50 reviewsNo-frills
Jul 1 – 8
Guesthouse in Shanty Bay
4.99 out of 5 average rating, 88 reviewsThe Guest House, Maplewood Hills
Aug 4 – 11
Guesthouse in Barrie
4.98 out of 5 average rating, 41 reviewsRustic luxury chalet with pool, near lake & beach
Apr 22 – 29
Guesthouse in Port Perry
4.97 out of 5 average rating, 37 reviewsPort Perry Island Krazee Acres Hobby Farm
Sep 17 – 24
Guesthouse in Barrie
5.0 out of 5 average rating, 43 reviewsCentrally Located 2 bedroom Hidden Gem
Mar 7 – 14
Guest house rentals with a washer and dryer
Guesthouse in Newmarket
4.93 out of 5 average rating, 123 reviewsStylish 1-Bedroom Home in the heart of Newmarket
Aug 23 – 30
Guesthouse in Pickering
4.86 out of 5 average rating, 111 reviewsHotel 65. Our Spacious 2-Bedrm Basement w/Parking
Dec 7 – 14
Guesthouse in Peterborough
4.88 out of 5 average rating, 119 reviewsPeterborough Zen Retreat
Sep 22 – 29
Guesthouse in Innisfil
4.87 out of 5 average rating, 53 reviewsThe Refuge Guesthouse - 1 bedroom w/fireplace
Apr 18 – 25
Guesthouse in Bond Head
4.96 out of 5 average rating, 23 reviewsPrivate Country Guesthouse
Sep 10 – 17
Guesthouse in Barrie
4.99 out of 5 average rating, 75 reviewsWarnica Coach House
Dec 27 – Jan 3
Guesthouse in Port Carling
4.98 out of 5 average rating, 53 reviewsComfortable, private flat in Muskoka with hot tub.
Sep 2 – 9
Guesthouse in Richmond Hill
5.0 out of 5 average rating, 11 reviewsNew Cozy Entire 1 Bedroom Coach House
Dec 7 – 14
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