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
Jul 9 – 16
Guesthouse in Haliburton
4.88 out of 5 average rating, 337 reviewsRussell Red Guest House
Apr 20 – 27
Guesthouse in Collingwood
4.9 out of 5 average rating, 162 reviewsPrivate garage apartment near downtown Collingwood
May 14 – 21
Guesthouse in Mansfield
4.99 out of 5 average rating, 93 reviewsBrookside Cottage - Charming Rural Getaway Mulmur
Oct 30 – Nov 6
Guesthouse in Tiny
4.74 out of 5 average rating, 68 reviewsGeorgian Bay Cottage - Tiny Beaches
Feb 20 – 27
Guesthouse in Wasaga Beach
4.89 out of 5 average rating, 100 reviews2 -Sun Angel Court Couples Cabin 2
Feb 9 – 16
Guesthouse in Bala
4.94 out of 5 average rating, 33 reviewsThe Boathouse on Sunset Bay Muskoka
Jan 1 – 8
Guesthouse in Richmond Hill
4.93 out of 5 average rating, 29 reviewsWelcome to your home away from home!
Dec 25 – Jan 1
Guest house rentals with a patio
Guesthouse in Barrie
4.69 out of 5 average rating, 13 reviewsCharming Boathouse on Lake Simcoe
Oct 16 – 23
Guesthouse in Barrie
4.5 out of 5 average rating, 10 reviewsLakeview Suite
Jul 7 – 14
Guesthouse in Georgina
4.71 out of 5 average rating, 51 reviewsFantastic Lake Simcoe Guest House for GTA get-away
Sep 11 – 18
Guesthouse in Shanty Bay
4.99 out of 5 average rating, 89 reviewsThe Guest House, Maplewood Hills
May 19 – 26
Guesthouse in Barrie
4.98 out of 5 average rating, 41 reviewsRustic luxury chalet with pool, near lake & beach
Mar 18 – 25
Guesthouse in Uxbridge
5.0 out of 5 average rating, 21 reviewsPrivate Guest House Retreat
Jan 24 – 29
Guesthouse in Port Perry
4.97 out of 5 average rating, 37 reviewsPort Perry Island Krazee Acres Hobby Farm
Sep 20 – 27
Guesthouse in Port Perry
4.84 out of 5 average rating, 51 reviewsNo-frills
Sep 26 – Oct 3
Guest house rentals with a washer and dryer
Guesthouse in Feversham
4.92 out of 5 average rating, 166 reviewsGuesthouse Getaway
Aug 31 – Sep 7
Guesthouse in Newmarket
4.85 out of 5 average rating, 198 reviewsPrivate cozy stylish fun Spacious Chill Basement
Jan 8 – 15
Guesthouse in Pickering
4.86 out of 5 average rating, 112 reviewsHotel 65. Our Spacious 2-Bedrm Basement w/Parking
Apr 13 – 20
Guesthouse in Peterborough
4.88 out of 5 average rating, 119 reviewsPeterborough Zen Retreat
Jan 15 – 22
Guesthouse in Innisfil
4.87 out of 5 average rating, 54 reviewsThe Refuge Guesthouse - 1 bedroom w/fireplace
Dec 16 – 23
Guesthouse in Port Carling
4.98 out of 5 average rating, 53 reviewsComfortable, private flat in Muskoka with hot tub.
Sep 1 – 8
Guesthouse in Barrie
4.99 out of 5 average rating, 75 reviewsWarnica Coach House
Nov 24 – Dec 1
Guesthouse in Bond Head
4.96 out of 5 average rating, 24 reviewsPrivate Country Guesthouse
Sep 21 – 28
Destinations to explore
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