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Pool
-
Kitchen
-
Air Conditioner
-
Internet

Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Simcoe County offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Barrie - Orillia
- ·
- Balm Beach
- 0.21 mi to center
-
Private Beach
-
Oceanfront
-
Parking
-
Ocean View
-
Private Beach
-
Oceanfront
-
Parking
-
Ocean View
- Barrie - Orillia
- ·
- Orillia
- 1.69 mi to center
-
Breakfast
-
Parking
-
Pool
-
Kitchen
-
Breakfast
-
Parking
-
Pool
-
Kitchen
- Barrie - Orillia
- ·
- Collingwood
- 6.48 mi to center
-
Kitchen
-
Air Conditioner
-
Internet
-
Laundry
-
Kitchen
-
Air Conditioner
-
Internet
-
Laundry
- Barrie - Orillia
- ·
- Collingwood
- 6.48 mi to center
-
Kitchen
-
Air Conditioner
-
Internet
-
Laundry
-
Kitchen
-
Air Conditioner
-
Internet
-
Laundry
- Barrie - Orillia
- ·
- Collingwood
- 6.48 mi to center
-
Kitchen
-
Air Conditioner
-
Internet
-
Laundry
-
Kitchen
-
Air Conditioner
-
Internet
-
Laundry
- Barrie - Orillia
- ·
- Port Stanton
- 0.21 mi to center
-
Kitchen
-
TV
-
Security/Safety
-
Kitchen
-
TV
-
Security/Safety
- Barrie - Orillia
- ·
- Port Stanton
- 0.20 mi to center
-
Balcony/Terrace
-
Kitchen
-
Laundry
-
TV
-
Balcony/Terrace
-
Kitchen
-
Laundry
-
TV
- Barrie - Orillia
- ·
- Tiny
- 1.23 mi to center
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
- Barrie - Orillia
- ·
- Innisfil
- 6.35 mi to center
-
Parking
-
Skiing
-
Balcony/Terrace
-
View
-
Parking
-
Skiing
-
Balcony/Terrace
-
View
- Barrie - Orillia
- ·
- Lagoon City
- 0.26 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Barrie - Orillia
- ·
- Collingwood
- 5.29 mi to center
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Barrie - Orillia
- ·
- Washago
- 3.27 mi to center
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
- Barrie - Orillia
- ·
- Orillia
- 2.13 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Barrie - Orillia
- ·
- Gilford
- 0.18 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Barrie - Orillia
- ·
- Collingwood
- 5.27 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.79 mi to center
-
Air Conditioner
-
Internet
-
Child Friendly
-
Bedding/Linens
-
Air Conditioner
-
Internet
-
Child Friendly
-
Bedding/Linens
- Barrie - Orillia
- ·
- Wasaga Beach
- 3.99 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
- Barrie - Orillia
- ·
- Waubaushene
- 0.60 mi to center
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Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
- Barrie - Orillia
- ·
- Innisfil
- 5.32 mi to center
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Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
- Barrie - Orillia
- ·
- Alcona
- 1.22 mi to center
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Parking
-
Kitchen
-
Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Barrie - Orillia
- ·
- Wasaga Beach
- 3.01 mi to center
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Barrie - Orillia
- ·
- Alcona
- 1.05 mi to center
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Barrie - Orillia
- ·
- Wasaga Beach
- 3.02 mi to center
-
Air Conditioner
-
Internet
-
Child Friendly
-
Bedding/Linens
-
Air Conditioner
-
Internet
-
Child Friendly
-
Bedding/Linens
- Barrie - Orillia
- ·
- Wasaga Beach
- 1.91 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.55 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.53 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Spa
-
Hot Tub
-
Parking
-
Pool
-
Spa
- Barrie - Orillia
- ·
- Alcona
- 0.74 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.06 mi to center
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Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.96 mi to center
-
Parking
-
Kitchen
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Air Conditioner
-
Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.20 mi to center
-
Parking
-
Ocean View
-
View
-
Kitchen
-
Parking
-
Ocean View
-
View
-
Kitchen
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.95 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.96 mi to center
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Parking
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Kitchen
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Air Conditioner
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Internet
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
- Barrie - Orillia
- ·
- Tiny
- 7.75 mi to center
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Private Beach
-
Oceanfront
-
Hot Tub
-
Breakfast
- Barrie - Orillia
- ·
- Bluewater Beach
- 0.43 mi to center
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.20 mi to center
-
Parking
-
Ocean View
-
View
-
Kitchen
-
Parking
-
Ocean View
-
View
-
Kitchen
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.95 mi to center
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.88 mi to center
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
-
Ocean View
-
Balcony/Terrace
-
View
-
Kitchen
- Barrie - Orillia
- ·
- Ramara
- 3.50 mi to center
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
- Barrie - Orillia
- ·
- Port Stanton
- 0.35 mi to center
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.64 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Spa
-
Hot Tub
-
Parking
-
Pool
-
Spa
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.66 mi to center
-
Private Pool
-
Hot Tub
-
EV Charge Station
-
Parking
-
Private Pool
-
Hot Tub
-
EV Charge Station
-
Parking
- Barrie - Orillia
- ·
- Port Stanton
- 0.36 mi to center
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.49 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Barrie - Orillia
- ·
- Innisfil
- 8.18 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Barrie - Orillia
- ·
- Port Stanton
- 0.41 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
- Barrie - Orillia
- ·
- Oro-Medonte
- 5.23 mi to center
-
Pool
-
Spa
-
Skiing
-
Balcony/Terrace
-
Pool
-
Spa
-
Skiing
-
Balcony/Terrace
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.66 mi to center
-
Pool
-
Spa
-
Skiing
-
Balcony/Terrace
-
Pool
-
Spa
-
Skiing
-
Balcony/Terrace
- Barrie - Orillia
- ·
- Oro-Medonte
- 7.52 mi to center
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
- Barrie - Orillia
- ·
- Glencairn
- 0.75 mi to center
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Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Ontario
- ·
- Adjala-Tosorontio
- 2.64 mi to center
-
Hot Tub
-
Pool
-
Skiing
-
Balcony/Terrace
-
Hot Tub
-
Pool
-
Skiing
-
Balcony/Terrace
- Barrie - Orillia
- ·
- Innisfil
- 2.20 mi to center
-
Air Conditioner
-
Child Friendly
-
Laundry
-
Security/Safety
-
Air Conditioner
-
Child Friendly
-
Laundry
-
Security/Safety
- Barrie - Orillia
- ·
- Ramara
- 2.44 mi to center
-
Child Friendly
-
Child Friendly
- Barrie - Orillia
- ·
- Creemore
- 0.53 mi to center
-
Pool
-
Skiing
-
Balcony/Terrace
-
View
-
Pool
-
Skiing
-
Balcony/Terrace
-
View
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.39 mi to center
-
Kitchen
-
Air Conditioner
-
Laundry
-
TV
-
Kitchen
-
Air Conditioner
-
Laundry
-
TV
- Barrie - Orillia
- ·
- Oro-Medonte
- 5.38 mi to center
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Laundry
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Laundry
Find the Perfect Resort Vacation in the Simcoe County
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Simcoe County
What are the Top Resort Locations Across the Simcoe County?
Discover resorts in the most sought-after travel destinations nationwide:
Central Ontario
Central Ontario VACATION RENTALSBarrie - Orillia
Barrie - Orillia VACATION RENTALSWasaga Beach
Wasaga Beach VACATION RENTALSCollingwood
Collingwood VACATION RENTALSInnisfil
Innisfil VACATION RENTALSBarrie
Barrie VACATION RENTALSOro-Medonte
Oro-Medonte VACATION RENTALSRamara
Ramara VACATION RENTALSOrillia
Orillia VACATION RENTALSSevern
Severn VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Simcoe County. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Simcoe County
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Simcoe County, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Simcoe County? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
- Barrie - Orillia
- ·
- Balm Beach
- 0.21 mi to center
-
Private Beach
-
Oceanfront
-
Parking
-
Ocean View
-
Private Beach
-
Oceanfront
-
Parking
-
Ocean View
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.66 mi to center
-
Private Pool
-
Hot Tub
-
EV Charge Station
-
Parking
-
Private Pool
-
Hot Tub
-
EV Charge Station
-
Parking
- Springwater
- ·
- Minesing
- 0.32 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
- Barrie - Orillia
- ·
- Innisfil
- 8.30 mi to center
-
Private Beach
-
Oceanfront
-
Parking
-
Pool
-
Private Beach
-
Oceanfront
-
Parking
-
Pool
- Barrie - Orillia
- ·
- Wasaga Beach
- 3.35 mi to center
-
Parking
-
Pool
-
View
-
Internet
-
Parking
-
Pool
-
View
-
Internet
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.64 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Spa
-
Hot Tub
-
Parking
-
Pool
-
Spa
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.49 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.64 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Ontario
- ·
- Adjala-Tosorontio
- 11.79 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.47 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Barrie - Orillia
- ·
- Port Stanton
- 0.36 mi to center
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.84 mi to center
-
Parking
-
Pool
-
Skiing
-
Balcony/Terrace
-
Parking
-
Pool
-
Skiing
-
Balcony/Terrace
Resorts Vacations FAQs
What are the top vacation rentals in Simcoe County?
There are a lot of options in Simcoe County. If you plan on staying in the Simcoe County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Simcoe County:
- SunPort Beach Resort
- Country Club Charm - 4-Bed Radiant Resort Condo
- Farmhouse Resort
- Stunning Stayz Luxury 2 King Suite at Friday Harbour Resort Marina Walk & Parking
- Dockhouse at Evergreen Resort in Wasaga Beach
- Charming Copeland 1-bed Condo + patio + hot tub
- Cozy Copeland Studio + Pool + Patio + Parking
- Lakeview Resort Motel
- Resort style entire guesthouse with kitchen-2 rooms
- Hillside Haven: Carriage Club Resort Retreat
How many vacation rentals have private pools in Simcoe County?
There are 110 vacation rentals with private pools near Simcoe County. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Simcoe County are best for families?
If you are looking for a family-friendly vacation home in Simcoe County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Simcoe County:
How many vacation rentals are available in Simcoe County?
Currently, the total number of properties listed in 2026 is over 46 in the Simcoe County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Simcoe County.
More Resorts Vacations to Explore
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.47 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Barrie - Orillia
- ·
- Oro-Medonte
- 5.19 mi to center
-
Private Pool
-
Parking
-
Pool
-
Skiing
-
Private Pool
-
Parking
-
Pool
-
Skiing
- Barrie - Orillia
- ·
- Port Stanton
- 0.36 mi to center
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
- Barrie - Orillia
- ·
- Port Stanton
- 0.41 mi to center
-
Private Pool
-
Oceanfront
-
EV Charge Station
-
Parking
-
Private Pool
-
Oceanfront
-
EV Charge Station
-
Parking
- Barrie - Orillia
- ·
- Oro-Medonte
- 4.49 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Barrie - Orillia
- ·
- Wasaga Beach
- 3.35 mi to center
-
Parking
-
Pool
-
View
-
Internet
-
Parking
-
Pool
-
View
-
Internet
- Barrie - Orillia
- ·
- Innisfil
- 8.29 mi to center
-
Pool
-
View
-
Air Conditioner
-
Internet
-
Pool
-
View
-
Air Conditioner
-
Internet
- Barrie - Orillia
- ·
- Wasaga Beach
- 2.64 mi to center
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Barrie - Orillia
- ·
- Innisfil
- 8.22 mi to center
-
Private Beach
-
Hot Tub
-
EV Charge Station
-
Parking
-
Private Beach
-
Hot Tub
-
EV Charge Station
-
Parking
- Barrie - Orillia
- ·
- Innisfil
- 8.28 mi to center
-
Private Beach
-
Oceanfront
-
Breakfast
-
Parking
-
Private Beach
-
Oceanfront
-
Breakfast
-
Parking
- Barrie - Orillia
- ·
- Wasaga Beach
- 1.93 mi to center
-
Parking
-
Skiing
-
Balcony/Terrace
-
View
-
Parking
-
Skiing
-
Balcony/Terrace
-
View
- Barrie - Orillia
- ·
- Tiny
- 9.82 mi to center
-
Parking
-
Balcony/Terrace
-
View
-
Internet
-
Parking
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Balcony/Terrace
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View
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Internet