Simcoe North, Ontario Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Simcoe North, Ontario on RentalSaver.com!

Simcoe North Rentals

From $1031 per night (USD)
VRBO
6 bed 4 bath cottage in Tiny with stunning beach on Georgian Bay!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
SANDYBEACH COTTAGE AREA Located in Tiny Township on Georgian Bay, 20 minutes to Midland, 90 minutes to Toronto, and 1 ho ...
From $1031 per night (USD)
VRBO
From $229 per night (USD)
VRBO
Waterview Trailer on Georgian Bay w/ kayaks and paddleboard and sandy beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Relaxing Trailer Getaway on Georgian Bay –Relax, Recharge and Restore Welcome to your perfect escape on the shores of G ...
From $229 per night (USD)
VRBO
From $216 per night (USD)
VRBO
WEEKLY MIDLAND HOME WITH POOL
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
THIS LISTING IS AVAILABLE FROM JUNE 1st - OCT. 15th. PLEASE NOTE THAT WE HAVE A 7 DAY MINIMUM STAY. Welcome to Midland M ...
From $216 per night (USD)
VRBO
From $292 per night (USD)
VRBO
Lakeside Escape 3-Bedroom Bungalow with a Hot Tub
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This cozy Lakeside cottage with the best of both worlds; norther seclusion and access to the clear water of Brechin beac ...
From $292 per night (USD)
VRBO
From $1639 per night (USD)
VRBO
Muskoka Style Luxury Cottage
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
Beautiful custom built Muskoka style cottage/home on one of the largest lots on the lake western facing deep water for i ...
From $1639 per night (USD)
VRBO
From $212 per night (USD)
VRBO
Luxury Guest House With Private Hot Tub and Trails
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
<p>Located in Oro-Medonte, this welcoming vacation home brings it all within your reach. Jump into your car and make sho ...
From $212 per night (USD)
VRBO
From $526 per night (USD)
VRBO
Lovely Newly Built Cottage by the Water
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Luxurious newly build 2400 SF. Cottage, with spectacular views from any place inside the property. Exquisitely designed ...
From $526 per night (USD)
VRBO
$\phoenix\ Cottage$
From $225 per night (USD)
VRBO
\"phoenix\" Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
20% DISCOUNT for WEEKLY ACCOMMODATION (7 Nights) Welcome to our beautiful 2-bedroom cottage, perfect for your next vaca ...
From $225 per night (USD)
VRBO
From $958 per night (USD)
VRBO
Family Getaway On Lake Couchiching - Perfect for family time
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
90 minutes from downtown Toronto and you have arrived on the Lake! Our two level 5 bedroom Family Getaway is luxuriousl ...
From $958 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Georgian Bay Waterfront Cottage w/ Private Beach, Firepit, Family Friendly Cozy!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy 85 ft of private Georgian Bay waterfront, just steps from the lake next to The Blue Water Dunes. This pet-friendly ...
From $241 per night (USD)
Expedia
From $658 per night (USD)
VRBO
Breathtaking Serene cottage with Hot Tub (Pet-Friendly!)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This luxurious 3-bedroom Serene cottage is located in one of Tiny's most peaceful environments with a 10 minute walk to ...
From $658 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Grandview Lakeside Community Club - Sparrow Lake Cottage - Roehls 8
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 Bedroom, 3 Bed Lakefront cottage - just a few steps from the water. Great dock fishing, small beach, community pool, ...
From $175 per night (USD)
VRBO
From $250 per night (USD)
VRBO
3-Min Walk to Sandy Beach | 3BR Georgian Bay Cottage | Fire Pit + BBQ!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to your perfect beach escape! This cozy 3-bedroom cottage is just a 3-minute stroll to the sandy shores of Georg ...
From $250 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Lake Simcoe Waterfront Lake House
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
🌅 Peaceful Lakefront Retreat — The Perfect Family Getaway Near Barrie & Orillia Escape to our beautiful lakeside cotta ...
From $500 per night (USD)
Expedia
From $1570 per night (USD)
VRBO
STUNNING LARGE CHALET COTTAGE IN MUSKOKA
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
State of the art cottage equipped with everything you need for the most memorable cottage retreat experience. Swim spa K ...
From $1570 per night (USD)
VRBO
From $475 per night (USD)
VRBO
Georgian Bay Retreat - Cozy Fire-pit & Lake Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Bayside Summer Escape | 1.5 hrs from Toronto! Relax at this charming lakefront cottage with firepit, beautiful Georgian ...
From $475 per night (USD)
VRBO
From $189 per night (USD)
VRBO
Cozy Waterfront Cottage on Georgian Bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Get a discount on 3 or more nights! Cottage located in a quiet residential area of Tay Waterfront! Popular wal ...
From $189 per night (USD)
VRBO
From $532 per night (USD)
Expedia
Cozy Cottage by Lake Simcoe | Private Dock & Kayaks Included
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Tucked away in the heart of Simcoe County, this cozy yet spacious cottage offers the perfect retreat just 1.5 hours from ...
From $532 per night (USD)
Expedia
From $517 per night (USD)
VRBO
A 4-Season Private Lakehouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to the Cottage on the Rocks - a private lakefront 4 season cottage on MacLean Lake (approx. 1.5 hours from the G ...
From $517 per night (USD)
VRBO
From $195 per night (USD)
VRBO
Cheerful 4bd waterfront cottage. 1.5h from Toronto
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
28+ nights min reservations only Relax with the whole family at this peaceful place to stay. This beautiful detached h ...
From $195 per night (USD)
VRBO
From $202 per night (USD)
VRBO
BEAUTIFUL WATER FRONT AND BOATER LOVER
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Enjoy beautiful sunrise and sunsets at the lake while sitting on the dock in the backyard. Completely renovated cottage ...
From $202 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Amazing Lakeview Retreat with Hot Tub, Sauna and Private Loft!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Cozy up in this beautiful Modern Lakeview retreat. During the summer this cottage is perfect for ATV, Bike Trails, Water ...
From $428 per night (USD)
Expedia
From $403 per night (USD)
VRBO
Amazing Private Pool at 4BR/3WR Cottage + Close By Beaches, Parks, Marine
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our stunning cottage located in Brechin. A family-friendly getaway for all ages! This stunning cottage is rig ...
From $403 per night (USD)
VRBO
From $1438 per night (USD)
Expedia
Luxury Muskoka Waterfront Cottage | 5BR | Sauna, EV Charger. Sleep 12
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Escape to Million-Dollar Views in Muskoka Nestled on 400 feet of west-facing shoreline along Gloucester Pool—just one l ...
From $1438 per night (USD)
Expedia
From $736 per night (USD)
VRBO
Blue Water Dunes Cottage
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Enjoy the beautiful Blue Water Dunes located 500 meters away from your ultimate vacation home. This 4 bedroom 3 bathroom ...
From $736 per night (USD)
VRBO
From $317 per night (USD)
Expedia
Spacious 4 Bedroom- Steps to Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience tranquility in this spacious 4 bedroom 2 bath, all-season cottage! Just moments away from a variety of stunni ...
From $317 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Waterfront Luxury Vacation Home with Stunning Sunsets and Sandy Shoreline
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Welcome to our luxury lakefront vacation rental! Custom built in 2023, with the vision of a family retreat in mind! Main ...
From $544 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Holiday Hide-Away
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A bright 1 bedroom basement apt with queen size mattress Optional 2 single mattresses in the living room when needed max ...
From $175 per night (USD)
VRBO
From $190 per night (USD)
VRBO
Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to my home! Newly renovated 3 bedroom and 2 bathroom home. Equipped with everything you will need for a pleasant ...
From $190 per night (USD)
VRBO
From $304 per night (USD)
VRBO
Stone Farm House - 3 bedrooms - private on 100 acres - 20 min from Casino Rama
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax with the whole family at this peaceful place to stay. Welcome to the Stone House Farm! We have this beautiful pr ...
From $304 per night (USD)
VRBO
From $191 per night (USD)
VRBO
White Rolling Sands of Penetanguishene by Theatre; Georgian Bay near Midland
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This is a fully licensed STR in Penetang. Entire ground floor level of well kept brick bungalow in Penetanguishene. Larg ...
From $191 per night (USD)
VRBO
From $970 per night (USD)
Expedia
❤ Getaway with an 8-seater Hot Tub ❤
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Take a dip in our all-season hot tub for 8 and enjoy winter, spring, summer and fall. Nestled in a tranquil neighborho ...
From $970 per night (USD)
Expedia
From $457 per night (USD)
VRBO
❤ Cedar-View Apartment with Hot Tub (3 Bedrooms) ❤
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Take a dip in our all-season 8-seater hot tub and enjoy the outdoors during the winter, spring, summer, and fall. This ...
From $457 per night (USD)
VRBO
From $1383 per night (USD)
Expedia
❤ Double Delight Getaway: 2 Homes + 2 Hot Tubs ❤
Bedrooms:
2
Bathrooms:
6
Sleeps:
16
About this space Nestled in a tranquil neighborhood of the Sunshine City, this house and an add-on apartment (650 meters ...
From $1383 per night (USD)
Expedia
From $646 per night (USD)
VRBO
❤ Cedar-View Apartment with Hot Tub (4 Bedrooms) ❤
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
About this space Take a dip in our all-season 8-seater hot tub and enjoy the outdoors during the winter, spring, summer, ...
From $646 per night (USD)
VRBO
From $746 per night (USD)
Expedia
Stunning Beachfront Cottage: Private Beach, Hot Tub
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
About this space Discounts for weekly Rental Gorgeous over 2200 Square foot cottage with 75ft. of glorious sandy beach o ...
From $746 per night (USD)
Expedia
From $251 per night (USD)
VRBO
2 Bdrm Cabin - Balm Beach Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience unbeatable views of Balm Beach in this comfortable 2 bedroom 1 bath, all-season cottage! Just steps away from ...
From $251 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Waterfront ~ hot tub/ sauna
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax with the whole family at centrally located 3-bedroom home located in the center of Orillia. Featuring: → Waterfro ...
From $461 per night (USD)
Expedia
From $454 per night (USD)
VRBO
Lovely Muskoka cottage on the Trent Severn River.
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Located just under 2 hours from Toronto. Our peaceful waterfront cottage is perched on a small hill overlooking the beau ...
From $454 per night (USD)
VRBO
From $229 per night (USD)
Expedia
3BR Townhome, Georgian Bay, Free Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Modern 3BR townhome in the heart of Midland, Ontario. Steps from restaurants, shops, and Midland Harbour. A short drive ...
From $229 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Beautiful lake view cottage ,Shallow Beach, Backyard privacy.Mid-Term rental
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
The Spectacular Linwood Georgian Home With Beautiful View Of Carthew Bay! Shallow Beach Area with privacy backyard. Th ...
From $309 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Cozy All-Season Family Cottage in Balm Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Rental Licence Number: STRTT-2026-074 Welcome to our Cozy Balm Beach Cottage, just a short 5 minute walk to the nearby ...
From $232 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Fabulous Waterfront Sparrow Lake Resort Available May 31 to June 7
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
A great family vacation on the waterfront with beach, docks, kayaks, heated pool, tennis courts, playground and more for ...
From $558 per night (USD)
VRBO
From $504 per night (USD)
Expedia
Cozy Modern Cottage - Walking distance to 5 beach access points
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to the ideal cottage getaway in Tiny! Easy access to beaches by walking or a short drive. This modern cozy con ...
From $504 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Brand new, 4 bedroom all-season cottage on Green River.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Brand new build (2023), 4 bedroom, 2.5 bath all season cottage on the shores of the Green River. Excellent for enjoying ...
From $270 per night (USD)
VRBO
From $505 per night (USD)
VRBO
Lake Simcoe Lakefront
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Stunning lake views from the deck where you can BBQ and dine alfresco, or sit and enjoy the lake breeze on the boathouse ...
From $505 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Tiny Beaches/Wasaga/Georgian Bay Cottage for Rent
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
3 bedrooms - 3 beds and 1 bunk 1 bathroom (shower only) Fully equipped kitchen. Bring your own linens and towels. Front ...
From $244 per night (USD)
VRBO
From $388 per night (USD)
Expedia
A hidden gem in Thunder Beach, Ontario - Vacation Log Home Rental (Monthly)
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
AT A GLANCE: • MONTHY RENTAL ONLY (NO HST on Rental Fee) • 4 Bedrooms, 5 beds (sleeps 8), 1.5 bathrooms • ...
From $388 per night (USD)
Expedia
From $227 per night (USD)
VRBO
The Wright House - Modern 3BDRM home in Midland!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy a stylish experience at this centrally located modern Midland home! The house offers modern amenities and comfort ...
From $227 per night (USD)
VRBO
From $840 per night (USD)
VRBO
Jewel of Georgian Bay | Private Waterfront Cottage | 500+ Ft Shoreline
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Small Group Winter Escape Planning a winter getaway with a smaller group? From 2–6 guests, enjoy special winter rates w ...
From $840 per night (USD)
VRBO
From $769 per night (USD)
VRBO
Little Kids Paradise
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
We are the new owners as of end of July 2024. Previous listing by Merrick. Enjoy a getaway from the city. Make some memo ...
From $769 per night (USD)
VRBO
From $513 per night (USD)
VRBO
Near Sandy Beach, Comfy Cottage - Multi leveled Deck with Woodland Backdrop
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Registration Number: STRTT-2026-065 Perfect for guests looking for a getaway. The modern design features a seamless flow ...
From $513 per night (USD)
VRBO
From $308 per night (USD)
VRBO
The Beach House, Georgian Bay, Beach View w/ Sauna
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The Beach House, Georgian Bay. A stunningly designed cabin directly facing a semi-private beach. The tranquil 4 bedroom, ...
From $308 per night (USD)
VRBO
From $363 per night (USD)
VRBO
Cozy Lakeside Cottage Retreat with Kayaks, Paddle Boat & Sunset Waterfront Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
DIRECT ACCESS to lake - A charming lakeside retreat along the serene Historic Trent Severn Waterway,1.5hrs north of Toro ...
From $363 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sandy Beach rustic 1960's small cottage in Ramara, 1 hr 20 mins from Toronto. Just a 2 min walk to the clear sandy beach ...
From $261 per night (USD)
VRBO
From $4628 per night (USD)
VRBO
Luxury Cottage near lake Simco
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Luxury Log House bestled at the shore of Simco lake. The cottage , surrounded by forest trees ,blooming wild and garden ...
From $4628 per night (USD)
VRBO
From $859 per night (USD)
VRBO
Charming Cottage on Lake Simcoe
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to our charming 1.5-storey cottage, less than 1.5-hour drive from Toronto, located on the beautiful shores of Lak ...
From $859 per night (USD)
VRBO
From $799 per night (USD)
Expedia
Spacious 6-bdrm luxury, modern house with lake view in cottage country, Ontario
Bedrooms:
3
Bathrooms:
6
Sleeps:
16
Welcome to the Georgian Bay Oasis in beautiful Victoria Harbour. Relax and enjoy stunning views of Georgian Bay from you ...
From $799 per night (USD)
Expedia
From $454 per night (USD)
VRBO
Muskoka Retreat-Sparrow L. Clean Reno'd CAC Sunsets Shallow sandy entry Sleeps 8
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Under 90 minutes from Toronto escape to the beauty and Tranquility of Ontario's Northland. Listen to the loons. Light a ...
From $454 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Antique Treasure SWIM Pool private aptmnt central Midland, Luxury comfy bed
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Large rooms, plenty of windows, central Midland with easy access to many amenities. 2 entrances to a variety of great, ...
From $216 per night (USD)
VRBO
From $1194 per night (USD)
VRBO
New home|Hot tub|Private beach|Lake front
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to our luxurious lakeside retreat, conveniently located near local ski resorts. This modern home features 5 bathr ...
From $1194 per night (USD)
VRBO
From $1239 per night (USD)
VRBO
The Georgian Bay Cottage - Hot Tub + Sauna + Fire-pit + More!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to your perfect Georgian Bay retreat! This modern 4-bedroom, 2-bathroom getaway offers luxury and relaxation for ...
From $1239 per night (USD)
VRBO
From $365 per night (USD)
VRBO
Luxury Waterfront Retreat with Sauna, EV Charger, Pizza Oven & Lake Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
Casa Del Capo – Modern Waterfront Luxury on Lake St. George Welcome to Casa Del Capo, your private, modern hideaway on ...
From $365 per night (USD)
VRBO
From $470 per night (USD)
VRBO
Cozy Newly Built Orillia Lakeside 5 Bedroom House! 3 minutes walk to the lake!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our BRAND-NEW 4 Bedroom (with office) accomidation. Enjoy the refreshing waters in Orillia by walking through ...
From $470 per night (USD)
VRBO
From $839 per night (USD)
VRBO
Brand new waterfront LUXE lake house for a beautiful week/end away!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Imagine waking up at a brand new lake house, with amazing views of Lake Simcoe. Make memories together in a luxurious, p ...
From $839 per night (USD)
VRBO
From $832 per night (USD)
VRBO
Lazy Moose Trent Severn Waterways, 100% Canadian Owned
Bedrooms:
2
Bathrooms:
5
Sleeps:
15
Click the Link below to view a virtual tour, photos and floor plan. https://www.winsold.com/tour/3... The Muskoka drea ...
From $832 per night (USD)
VRBO
From $457 per night (USD)
VRBO
Sunset Bay Waterfront Cottage*Georgian Bay *Tay Shore Trail*Swim*Fish*Bike
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Sunset Bay Cottage, a year round waterfront bungalow with spectacular panoramic views of Georgian Bay. Full k ...
From $457 per night (USD)
VRBO
From $836 per night (USD)
VRBO
Georgian Bay Waterfront Cottage - 7 Bedroom, 3 Bath + Hot tub +Office +Wifi
Bedrooms:
3
Bathrooms:
7
Sleeps:
12
90 Minutes from Toronto. Stunning waterfront + close to skiing, hiking, biking + snowmobile trails. The gourmet kitchen ...
From $836 per night (USD)
VRBO
From $363 per night (USD)
VRBO
3 Bedroom Waterfront Oasis / Water Toys!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to Rolling Sands Retreat! The Gin Rocks Loft is part of a charming 5-plex located on a spacious property with 2 ...
From $363 per night (USD)
VRBO
From $222 per night (USD)
Expedia
2 Bdrm Waterfront Retreat - Huge Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to Rolling Sands Retreat! The White Cloud Suite is part of a charming 5-plex located on a spacious property wit ...
From $222 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Lake Front Family Getaway - Sandy Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
<p>You'll find a kayak, golfing, and more on site at this pet-friendly apartment. Jump into your car and make short work ...
From $256 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Beachfront Apt-Patio/Huge Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Rolling Sands Retreat! The Beausoleil Suite is part of a charming 5-plex located on a spacious property with ...
From $228 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Beachfront Retreat - Huge beach/water toys!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Rolling Sands Retreat! The Wooded Pine Suite is part of a charming 5-plex located on a spacious property wit ...
From $246 per night (USD)
VRBO
From $471 per night (USD)
VRBO
Tiny Cove - Luxurious Modern Getaway in Tiny, ON
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
🌟 Charming, Luxurious, Modern Getaway In Tiny, ON 🌟 Escape To Tranquillity In This Delightful Rental Located In The H ...
From $471 per night (USD)
VRBO
From $451 per night (USD)
VRBO
Cheerful Water Front 5-Bedroom with Fireplace
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Relax with your whole family at this peaceful place. Enjoy Fishing, out door activities, the water in front of the house ...
From $451 per night (USD)
VRBO
From $1740 per night (USD)
Expedia
*NEW* Breathtaking Estate in Tiny | Hot tub | Pool | Sleeps 22+ | Beach Nearby
Bedrooms:
5
Bathrooms:
9
Sleeps:
22
Escape to this breathtaking estate, nestled on a sprawling 100-acre lot, perfect for large groups, family reunions, or a ...
From $1740 per night (USD)
Expedia
From $624 per night (USD)
VRBO
4 Bedroom, 7 bed Cottage - Sand and Crystal Clear Water, Lake Simcoe, Orillia
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
This 4-bedroom, 7 bed, year-round cottage offers the perfect summer retreat, fall getaway or winter adventure. With a s ...
From $624 per night (USD)
VRBO
From $235 per night (USD)
Expedia
Cozy Beachside Getaway – Steps from Balm Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience the charm of our cozy 2-bdrm, 1-bath, cottage located just steps away from Balm Beach! Its prime location pr ...
From $235 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
Bedrooms:
2
Bathrooms:
5
Sleeps:
22
ALL season nature&outdoor activities with city like convenience, BBQ(seasonal), and STARS over the night sky. Skiing: ...
From $320 per night (USD)
VRBO
From $478 per night (USD)
VRBO
Shadow Creek Luxury Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to a newly renovated 3-bed, 2-bath cottage in Orillia, located off the canal leading to Lake Couchiching. Fully u ...
From $478 per night (USD)
VRBO
From $642 per night (USD)
VRBO
6-Bedroom Modern Escape in Horseshoe-Pool+Hot tub
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Experience luxury in our spacious 6-bedroom retreat, perfect for families or groups. This modern home features stylish i ...
From $642 per night (USD)
VRBO
From $526 per night (USD)
VRBO
Charming Cottage on water in Severn Falls
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to the Muskoka Cottage, a pan-abode cedar home that sits right on the water. This is as close as you can be fro ...
From $526 per night (USD)
VRBO
From $416 per night (USD)
VRBO
Charming waterfront cottage. Lake Couchiching Casino Rama/ski resorts.
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
Discover the perfect blend of natural beauty, outdoor adventure, and comfort at our charming waterfront cottage on Lake ...
From $416 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Lake View Loft Studio type
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This charming lakeside loft sleeps up to 4 guests, featuring one king sized bed and a pull-out sofa in the living area. ...
From $214 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Cozy Cottage Retreat on Georgian Bay – Your Perfect Escape Awaits!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Comfortable and spacious, fully equipped 2 bedroom waterfront cottage for your summer or winter getaway! Excellent locat ...
From $303 per night (USD)
VRBO
From $224 per night (USD)
VRBO
Victoria Harbour Cottages Loft Chalet
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy this cozy intimate waterfront loft for a weekend getaway or longer! This chalet is on a property with 3 other cott ...
From $224 per night (USD)
VRBO
From $185 per night (USD)
VRBO
Victoria Harbour Cottages Queen Bed Chalet
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
About this space This cozy newly built chalet sits on our lakeside property with 3 other chalets. It has a queen size be ...
From $185 per night (USD)
VRBO
From $204 per night (USD)
VRBO
Victoria Harbour Cottages One Bedroom Chalet
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
About this space Waterfront property on Georgian Bay near Midland Ontario. This property has 4 cottages on site. Enjoy s ...
From $204 per night (USD)
VRBO
From $189 per night (USD)
VRBO
Entire Home in Midland with seasonal Cottage Patio Suite
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Cozy, century home centrally located in a quiet residential area walking distance from quaint, downtown Midland. Peacefu ...
From $189 per night (USD)
VRBO
From $206 per night (USD)
VRBO
Escape to Cottage Country : Charming 1-Bedroom Apartment in Port Severn
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your tranquil retreat in the heart of Port Severn! Conveniently situated within walking distance to restauran ...
From $206 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Wendake BeachHouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Design lovers will appreciate the minimalist coastal design of this 3 bdrm beach house at gorgeous Wendake Beach. Wake u ...
From $299 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Sun, Sand and S'mores-The Great Escape STRTT-2026-071
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Escape to a serene getaway at 26 Trout Lane in Tiny Township, Georgian Bay! This charming, all-season cottage—lovingly c ...
From $330 per night (USD)
Expedia
From $1752 per night (USD)
VRBO
Waterfront 10BR Retreat on 7 Private Acres | Green River Villa | Sleeps 28–30
Bedrooms:
8
Bathrooms:
10
Sleeps:
30
SUMMARY A rare 10-bedroom waterfront retreat set on approximately 7 acres of private land along the Green River. Offeri ...
From $1752 per night (USD)
VRBO
From $231 per night (USD)
Expedia
3bdrm Cottage at Lake Simcoe
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Log Style cabin home, 3 bedrooms and 1 washroom. With 1 minute walk to Lake Simcoe water access for pebble beach or boat ...
From $231 per night (USD)
Expedia
From $490 per night (USD)
VRBO
5 min walk to the beaches of Georgian Bay Family fun cottage, 2026- 063
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Great family cottage , fire pit , out door kitchen , smoker , charcoal and gas bbq, hot tub , pool table, lots of boar ...
From $490 per night (USD)
VRBO
From $560 per night (USD)
Expedia
Modern Luxury Retreat with Stunning Views & Open Concept Design
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Luxury Stay – A Thoughtful Blend of Style, Comfort & Charm Step into a beautifully designed 3-bedroom, 2.5-bath retreat ...
From $560 per night (USD)
Expedia
From $707 per night (USD)
VRBO
Spacious Retreat in the Pines • Walk to Georgian Bay Beaches
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our spacious retreat In Pines, where fresh air, tall trees, and a peaceful natural setting invite you to rel ...
From $707 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Newly renovated 3 bedroom Lakefront Cottage on Kawartha Lakes. Pet friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Only 1.5 hours outside the GTA. Come enjoy our newly renovated family cottage all year long. Massive waterfront deck. We ...
From $278 per night (USD)
Expedia
From $253 per night (USD)
VRBO
The Little Lake House-Cozy 2Bdrm
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Little Lake House is a cozy & walkable newly renovated 2 bedroom Midland retreat. Located close to downtown Midland ...
From $253 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Cabin Peace Georgian Bay on Tay Trail, Pre-Summer May/June Save 20%
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A quaint cottage space away from the busy city, beauty all seasons. Take a walk on the Tay Trail or nearby little town s ...
From $210 per night (USD)
Expedia

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Results: 279 Rentals