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

Simcoe Area Rentals

From $220 per night (USD)
VRBO
Suites of Wasaga Beach - Area 2-mins walk Beach 1
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Wasaga Beach Area 2, Just a 1 minute walk to the beach. Walk over to beach area 1, main strip. Accommodates 6 people ...
From $220 per night (USD)
VRBO
From $340 per night (USD)
Expedia
HOT TUB-Natural paradise, timber frame, sauna, close to Casino and ski hill.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Oak Ridge Retreat. Our chalet is set on a 4 acre property with access to hundreds of acres of forest with t ...
From $340 per night (USD)
Expedia
Click For Pricing
VRBO
Luxurious Trailer on The Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Looking for a camping experience without any hassles at the beach, we've got you covered. Introducing you a fully equipp ...
Click For Pricing
VRBO
From $262 per night (USD)
Expedia
Luxury Log Cabin with work spaces, generator and car charger
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to our log cabin, located on the shores of Georgian Bay. Property is a corner bungalow log Cabin, with sand sur ...
From $262 per night (USD)
Expedia
$Cottage\/Lake Simcoe\/Innisfil\/5 Bedrooms\/10 Guests$
From $638 per night (USD)
VRBO
Cottage\/Lake Simcoe\/Innisfil\/5 Bedrooms\/10 Guests
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Very charming two story 5-bedroom cottage situated cross the street from the Lake Simcoe conveniently located just 1 hou ...
From $638 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Suites of Wasaga - Beach Area 1 - Welcome PROMS! Birthdays, Bachelors Parties
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Wasaga Beach Area 1, just a 2 minute walk over to main strip, nightly entertainment, tourist shops on the beach, restau ...
From $227 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Rustic Loft in Working Horse Barn
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
NEW IN 2024 SEASON: While the farm is still a tranquil and quiet place for relaxation, this season we are not growing m ...
From $169 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Spectacular Lighthouse Point Waterfront Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the spectacular waterfront views from this Lighthouse Point property! This 2nd floor condo has been recently rede ...
From $139 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Lake house on Simcoe
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Families up to 5, minimum age rental is 30. Please message for monthly rates. Our renovated cozy waterfront cottage is ...
From $402 per night (USD)
VRBO
From $266 per night (USD)
Expedia
-Quiet Mountainview Retreat with Private Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Completely renovated in century home nestled amongst beautiful gardens, a spectacular inground, heated pool and pictures ...
From $266 per night (USD)
Expedia
From $177 per night (USD)
VRBO
Beeberry Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Beeberry Cottage is a homey little off-grid log cabin set in the woods of our 100 acre working farm. Spend your time wan ...
From $177 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Gorgeous getaway spot!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come relax and enjoy fresh mountain air. Whether it's a weekend get iaway or a longer stay, you will be blown away by th ...
From $215 per night (USD)
Expedia
From $549 per night (USD)
VRBO
Luxurious Lake front Island Twnhome Friday Harbour
Bedrooms:
5
Bathrooms:
4
Sleeps:
16
This luxurious 3 storey vacation home is located in the beautiful Friday Harbour Resort, in Innisfil, ON. The town home ...
From $549 per night (USD)
VRBO
$Woodland Beach Tiny\/ Wasaga Cottage 2 min to the beach$
From $257 per night (USD)
Expedia
Woodland Beach Tiny\/ Wasaga Cottage 2 min to the beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
**NOTE** Monthly rentals allowed until registered with Tiny township for weekly rentals** 2 bdrm, 1 bathroom, fully equ ...
From $257 per night (USD)
Expedia
From $479 per night (USD)
VRBO
Luxury Beach House With Incredible Sunset Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Luxury beach house with stunning views over Bluewater Beach and beyond. Over 3200 square feet makes it perfect for two f ...
From $479 per night (USD)
VRBO
From $627 per night (USD)
Expedia
Executive Villa - Year Round Swim Spa & Game Room
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
NOTE - We DO NOT accept bookings with: 1. More than 12 guests. 2. Party or Wedding events/gatherings. Please book s ...
From $627 per night (USD)
Expedia
$Cheerful 4 Bedroom Cottage w\/free Parking & WiFi, on Lake Simcoe$
Click For Pricing
VRBO
Cheerful 4 Bedroom Cottage w\/free Parking & WiFi, on Lake Simcoe
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Bring your whole family to this wonderful place with lots of room for fun! Gorgeous brand new executive cottage, located ...
Click For Pricing
VRBO
From $649 per night (USD)
Expedia
Basia Chalet by the beach.
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
This stylish place to stay is perfect for group trips or longer vacation.2400 sq ft space.Steps to the family friendly b ...
From $649 per night (USD)
Expedia
From $114 per night (USD)
VRBO
Spacious retreat in beautiful Blue Fairway—minutes from Blue Mountain slopes!
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Great destination to escape the city in quaint Collingwood. Perfectly located 10min from Blue Mountain, you can partake ...
From $114 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Lake Simcoe Loft 1BRD Full Bath WIFI Netflix AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful Loft located on the western arm of Lake Simcoe with a beautiful view all around → 1 Bedroom, Full Bath & Free ...
From $275 per night (USD)
Expedia
From $175 per night (USD)
VRBO
Class A motor home on large lot
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
27’ motor home on large lot in midland point. On property with owner but private area with parking. Hooked up to wate ...
From $175 per night (USD)
VRBO
From $130 per night (USD)
Expedia
Elegant & Updated Century Red Brick in Downtown Collingwood
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Originally build in 1905, this red brick house is a couple steps outside of the Collingwood Historic District. The house ...
From $130 per night (USD)
Expedia
From $183 per night (USD)
VRBO
#5 Wasaga Waterfront 2 bedroom Cottage - Ash Lane Cottages
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Nestled between the lazy waters of the Nottawasaga River and the sparkling beaches of Georgian Bay, this cottage is in ...
From $183 per night (USD)
VRBO
$Cheerful & cozy 3 Bedroom Cottage w\/Hot tub$
From $419 per night (USD)
Expedia
Cheerful & cozy 3 Bedroom Cottage w\/Hot tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Beautiful home perfect for a family relaxing mode, relax in the hot tub with total privacy, enjoy late night bonfire in ...
From $419 per night (USD)
Expedia
Click For Pricing
VRBO
Kids Paradise! Chickens, Pool, Trampoline
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Enjoy a getaway up North on your very own homestead! Our cottage sleeps 10 & is the perfect kid-friendly vacation home! ...
Click For Pricing
VRBO
$Modern Escape: boutique style 3 Bedroom Gallery Suite near SKI HILLS\/VETTA SPA.$
From $224 per night (USD)
Expedia
Modern Escape: boutique style 3 Bedroom Gallery Suite near SKI HILLS\/VETTA SPA.
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy the scenery and miles of trails at your doorstep. This 3 bedroom well cared for country escape Lower Flat is comp ...
From $224 per night (USD)
Expedia
From $139 per night (USD)
VRBO
Cute and relaxing cottage on the lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Quiet and relaxing four seasons cottage, three bedrooms with a great view of Lake Simcoe from our large front deck. Rela ...
From $139 per night (USD)
VRBO
Click For Pricing
Expedia
Elegant Bungalow In The Prestigious Village Of Hockley
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Vaulted Ceilings, Plenty Of Natural Light & Nature Views From Every Room. W/O Basement W/High Ceilings, Gym, Family Room ...
Click For Pricing
Expedia
From $659 per night (USD)
VRBO
Chic & luxurious villa with outdoor sauna - Steps away from the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Fontaine Bleu at Tiny Beaches! A vacation oasis in a chic, luxurious home, nestled next to one of Ontario’s m ...
From $659 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Beautiful All Season Cottage with a Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This cottage is located on a quiet cottage lane just 250 metres away from Jackson Beach Park and multiple public beach e ...
From $395 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Dock Life Cottage 1 - Riverside, 2 Bedroom, Wasaga
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
*Note - Please bring your favourite bedding and towels. Come stay at a piece of historic Wasaga, built in the 1920's as ...
From $157 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Medium Cottage, 2 min Walk to Beach, BCC #3
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome! From May-October please choose a package: Monday-Friday (5 day) Mon-Mon (week) Fri-Fri (week) Fri-Sun (weekend) ...
From $136 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Dock Life Cottage 7 - Riverside, 2 Bedroom, Wasaga
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Note - Please bring your favourite bedding and towels. Come stay at a piece of historic Wasaga, built in the 1920's as ...
From $152 per night (USD)
VRBO
From $123 per night (USD)
Expedia
Dock Life Cottage 9 - Riverside, 2 Bedroom, Wasaga
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Note - Please bring your favourite bedding and towels. Come stay at a piece of historic Wasaga, built in the 1920's as ...
From $123 per night (USD)
Expedia
From $152 per night (USD)
VRBO
Dock Life Cottage 10 - Riverside, 2 Bedroom, Wasaga
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
*Note - Please bring your favourite bedding and towels. Come stay at a piece of historic Wasaga, built in the 1920's as ...
From $152 per night (USD)
VRBO
From $94 per night (USD)
Expedia
Dock Life Cottage 5 - Riverside, 1 Bedroom, Wasaga
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*Note - Please bring your favourite bedding and towels. Come stay at a piece of historic Wasaga, built in the 1920's as ...
From $94 per night (USD)
Expedia
From $104 per night (USD)
VRBO
Dock Life Cottage 4 - Riverside, 1 Bedroom, Wasaga
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*Note - Please bring your favourite bedding and towels. Come stay at a piece of historic Wasaga, built in the 1920's as ...
From $104 per night (USD)
VRBO
From $100 per night (USD)
Expedia
Dock Life Cottage 2 - Riverside, 1 Bedroom, Wasaga
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*Note - Please bring your favourite bedding and towels. Come stay at a piece of historic Wasaga, built in the 1920's as ...
From $100 per night (USD)
Expedia
From $102 per night (USD)
VRBO
Dock Life Cottage 3 - Riverside, 1 Bedroom, Wasaga
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
*Note - Please bring your favourite bedding and towels. Come stay at a piece of historic Wasaga, built in the 1920's as ...
From $102 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Cute family cottage getaway near Lake Simcoe!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Relax with family and friends at this peaceful and spacious 3-bedroom cottage in Innisfil with a backyard facing a beaut ...
From $166 per night (USD)
Expedia
From $257 per night (USD)
VRBO
Georgian Bay Cozy 4 Bedroom House by the water
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Gorgeous Fully Furnished lake house minutes drive to Blue Mountain Resort, downtown Collingwood/Wasaga Beach. Relax by t ...
From $257 per night (USD)
VRBO
From $406 per night (USD)
Expedia
The Luxurious, Charming and Elegant Home - The Sandstone!!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the Sandstone - Relax with the whole family and friends at this peaceful new home. Within 15 minutes driving ...
From $406 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Cozy Vacation home on the River in Creemore
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Cozy up with a warm tea or a glass of wine accompanied by a blanket & listen to the crickets & frogs on the river as you ...
From $226 per night (USD)
VRBO
$Georgian Bay-Trail\/Run\/Bike\/Hike\/HotTub\/Sauna\/Swim$
From $463 per night (USD)
Expedia
Georgian Bay-Trail\/Run\/Bike\/Hike\/HotTub\/Sauna\/Swim
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Eagle Point cottage is our modern-chic cottage backing onto the Tay Trail and Georgian Bay. It’s a 12 minute drive to Mo ...
From $463 per night (USD)
Expedia
From $2948 per night (USD)
VRBO
Brand New 5bdrm 3bath modern home in Creemore!
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
MORNING STAR AREA Set atop the Niagara Escarpment this stunning Scandinavian style home boasts breathtaking views as far ...
From $2948 per night (USD)
VRBO
From $641 per night (USD)
Expedia
Stunning century home downtown Collingwood! 4bdrm 3bath! Huge Rec Room!
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
CENTURY CHIC AREA Welcome to the heart of Southern Georgian Bay! Enjoy four-seasons recreation in the centre of historic ...
From $641 per night (USD)
Expedia
$Wasaga Beach\/ Blue Mountain Ski Hills\/ Christmas village\/ Lake Front\/$
From $276 per night (USD)
VRBO
Wasaga Beach\/ Blue Mountain Ski Hills\/ Christmas village\/ Lake Front\/
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Beachfront! Beachfront! Beachfront! Fabulous Beachfront Condo in Wasaga Beach with heated Out door Pool ( only June to ...
From $276 per night (USD)
VRBO
From $381 per night (USD)
Expedia
✨Awenda Provincial Park Dream Cottage✨💫🏡🧿
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Welcome to your Dream Cottage near Awenda Provincial Park 🙌🏻 Located approximately two hours north of Toronto, in Tin ...
From $381 per night (USD)
Expedia
From $117 per night (USD)
VRBO
Dock Life Cottage 6 - Riverside, 1 Bedroom, Wasaga
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
*Note - Please bring your favourite bedding and towels. Come stay at a piece of historic Wasaga, built in the 1920's as ...
From $117 per night (USD)
VRBO
From $113 per night (USD)
Expedia
Dock Life Cottage 8 - Riverside, 1 Bedroom, Wasaga
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
*Note - Please bring your favourite bedding and towels. Come stay at a piece of historic Wasaga, built in the 1920's as ...
From $113 per night (USD)
Expedia
$Lux Waterfront Beach house\/Cottage$
From $365 per night (USD)
VRBO
Lux Waterfront Beach house\/Cottage
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Newly renovated luxury cottage 3000 +sq ft sleeps 15 Tucked into a treed lot (for that Canadian cottage feel) while of ...
From $365 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Large Cottage, 2 min Walk to Beach, BCC #1
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome! From May-October please choose a package: Monday-Friday (5 day) Mon-Mon (week) Fri-Fri (week) Fri-Sun (weekend) ...
From $148 per night (USD)
Expedia
From $139 per night (USD)
VRBO
Cute Cottage, 2 min Walk to Beach, BCC #2
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome! From May-October please choose a package: 1. Sunday-Friday (5 day)... or if Long Weekend ends on that Monday, i ...
From $139 per night (USD)
VRBO
From $421 per night (USD)
VRBO
Bluebird Cottage - Lakefront - Casino
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
IG: @bluebirdcottageonthelake Bluebird Cottage is situated on Lake St. John with over 100 ft of beachfront along with p ...
From $421 per night (USD)
VRBO
From $643 per night (USD)
VRBO
Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake
Bedrooms:
4
Bathrooms:
8
Sleeps:
14
Welcome to your own private resort, with in-ground heated pool and hot tub, nestled steps from the glorious Georgian Ba ...
From $643 per night (USD)
VRBO
Click For Pricing
Expedia
Ski Chalet by the Beach
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Ski Chalet and Beach Retreat in one! With only a short 7 minute drive to Blue Mountain, its a skier/boarders dream! In t ...
Click For Pricing
Expedia
From $392 per night (USD)
VRBO
beachfront
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
“Enjoy world’s longest freshwater beach with your beloved ones! You will love the unique experience of staying in an am ...
From $392 per night (USD)
VRBO
$Adorable and spacious 3 bedrooms house close to all amenities\/quite neighborhood$
Click For Pricing
Expedia
Adorable and spacious 3 bedrooms house close to all amenities\/quite neighborhood
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Bring the whole family to this great place with lots of room for fun. Our upper level beautiful and spacious home is loc ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Sunsets to die for on quite bay on Lake Simcoe
Bedrooms:
4
Bathrooms:
7
Sleeps:
20
Beautiful sunsets and quiet bay to take advantage of on Lake Simcoe! Lots of room for family and friends. Sandy beach an ...
Click For Pricing
VRBO
From $3484 per night (USD)
Expedia
5bdrm 7bath modern oasis in Creemore! Pool! Hot Tub! Sauna! Podcast Media Rm!
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
BUNKER RIDGE FARM AREA Nestled amongst the picturesque rolling hills of Creemore on 52 acres, Bunker Ridge Farm is set a ...
From $3484 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Cozy cottage with ping pong - short walk to the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our cozy and comfortable cottage located less than 10 minutes walk away from Wahnekewaning Beach, one of the ...
From $204 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Sleeps 8! Just a 2 Min. Walk to Beach 1
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
2 min. walk to Beach 1 restaurants, surf shops and the worlds largest fresh water beach. 5 min. drive to Walmart and Ti ...
From $265 per night (USD)
Expedia
Click For Pricing
VRBO
You Will Love The Cozy Beach Side House.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Over 2000 Sf Of Living Area, 4 Bedrooms and 2 Full Washrooms easy for Multiple family Together. 2 Mins Walk To The River ...
Click For Pricing
VRBO
From $2853 per night (USD)
Expedia
Luxury Lake Simcoe Waterfront Cottage
Bedrooms:
8
Bathrooms:
9
Sleeps:
20
Welcome to our lakefront vacation rental! Enjoy the full spectrum of morning golden hour colours in this premium waterfr ...
From $2853 per night (USD)
Expedia
From $127 per night (USD)
VRBO
Spacious Resort Studio in Collingwood - 9 Min from Blue Mountain!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our Resort Studio located in the heart of Cranberry Village, Collingwood. I am very excited to join VRBO! Aft ...
From $127 per night (USD)
VRBO
Click For Pricing
Expedia
Muskoka Lakefront Resort - 5 Bedroom Modern Cottage
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Cottage de Cos. Only 1.5 hours north of Toronto, we are located only 30 minutes from the hub of Muskoka. This ...
Click For Pricing
Expedia
From $653 per night (USD)
VRBO
Sun & Seclusion - All-Season Cottage
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Spacious 2100 sq ft cottage with a Scandinavian feel, nestled on a large, densely-wooded property. 90 minutes from downt ...
From $653 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy Cottage Retreat Steps to the Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
You'll enjoy the privacy and tranquility of this cozy cottage, just steps from the beach. It features all the comforts ...
Click For Pricing
Expedia
From $408 per night (USD)
VRBO
The perfect get away by the Georgian Bay!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to our Retreat in Paradise! This is a place where your body, mind hi and soul will relax! STRTT-2025-116 DURING ...
From $408 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Listen to the waves from your front deck
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
1 bedroom with full size kitchen and living room. 2 min. walk to all the surf shops and restaurants at Beach 1. 5 min. ...
From $207 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Comfortable Vacation Getaway in Innisfil Ontario.
Bedrooms:
3
Bathrooms:
5
Sleeps:
6
Comfortable Vacation Getaway near the Beaches on Lake Simcoe Only steps away from Lake Simcoe & Innisfil Beach Park, whe ...
From $312 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Lafontaine Beach House - HOT TUB & SAUNA
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
***Maximum is 10 adults or 8 adults plus children*** Welcome to the beautiful Lafontaine Beach House, located a short 5 ...
From $511 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Woodland Beach Sunset Haven
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come and enjoy your Christmas vacation with your family at Woodland Beach. A cozy, spacious cottage to celebrate Christm ...
From $391 per night (USD)
VRBO
Click For Pricing
Expedia
A little oasis away from home
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Private home in one of Barrie's best neighborhoods. You will enjoy your stay in a walkout basement with huge kitchen, op ...
Click For Pricing
Expedia
From $607 per night (USD)
VRBO
Simcoe Waterfront Home with new Hot Tub ( near Casino Rama)
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautiful home, north end of Lake Simcoe, 1:10 min to GTA 4 min to downton Orillia. 3 bedrooms, 4 beds. Up to 8 people. ...
From $607 per night (USD)
VRBO
From $867 per night (USD)
Expedia
Luxury Chalet Cottage Simcoe
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Indulge in the epitome of modern farmhouse elegance at our tranquil lakeside chalet! Recently renovated in 2022, this en ...
From $867 per night (USD)
Expedia
From $204 per night (USD)
VRBO
The Relaxation Station
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
Enjoy absolutely stunning sunsets on the east side of Farlain Lake with your own private 50 foot waterfront and beach (n ...
From $204 per night (USD)
VRBO
Click For Pricing
Expedia
Chalet style 3 bedroom townhome. 8 minutes to Blue Mountain
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Enjoy comfort and convenience. 8 minutes to the hills. 5 minutes to great dinning, casual and fine. Jet tub in master. F ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Family and Friend Gateway to Sunshine city
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to Sunshine city, we are located in Orillia, Canada, situated in a quiet residential neighbourhood. The Water Sp ...
Click For Pricing
VRBO
From $896 per night (USD)
Expedia
Stunning Private Cottage with beautiful Pond On 20 Acre Property
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
20 acres of private land, with a beautiful pond. We’ve had weddings, birthdays, corporate events, large family reunions ...
From $896 per night (USD)
Expedia
From $199 per night (USD)
Expedia
Barrie North Retreat - Great for work crews!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your home away from home! After a day at the beach, park, ski hills, golf course, work or just sightseeing, ...
From $199 per night (USD)
Expedia
From $208 per night (USD)
Expedia
Luxury Contemporary Condo in Downtown Collingwood (97044)
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Walk outside your door and find yourself strolling through thriving downtown Collingwood. This prime location boasts the ...
From $208 per night (USD)
Expedia
From $182 per night (USD)
VRBO
Bright and Spacious Condo in Downtown Collingwood (97043)
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Walk outside your door and find yourself strolling through thriving downtown Collingwood. This prime location boasts the ...
From $182 per night (USD)
VRBO
From $711 per night (USD)
Expedia
Wood fired Hot Tub- Lakeside Cottage compound
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to our family compound ! Our property is immaculately designed and cared for. Beautiful sandy water, incredible ...
From $711 per night (USD)
Expedia
From $366 per night (USD)
VRBO
Stunning Buckingham Chalet - Minutes to Blue Mountain with Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Gorgeous, private, and immaculately maintained 4 season chalet, nestled in the trees, located minutes from the private s ...
From $366 per night (USD)
VRBO
$Family Cottage with 3BR\/1B-Steps to Wasaga Beach!$
Click For Pricing
Expedia
Family Cottage with 3BR\/1B-Steps to Wasaga Beach!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Escape the everyday ordinary and head to this stylish vacation rental in the heart of Wasaga Beach. Relax and enjoy ocea ...
Click For Pricing
Expedia
From $116 per night (USD)
VRBO
Large, bright basement apartment close to ski hills, beaches and trails
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly renovated basement apartment. Accommodation for up to 4 people. There is one bedroom with a luxury queen bed. T ...
From $116 per night (USD)
VRBO
Click For Pricing
Expedia
Cottage on the Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautiful 4 BR cottage sleeps up to 10. 7 min drive from downtown Midland. Located on Georgian Bay. Large backyard with ...
Click For Pricing
Expedia
From $239 per night (USD)
VRBO
Seasonal Rental; 2-mins drive to dwntwn Cwood; 8-mins to Blue Mtn; pet-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Retreat on The Sixth. Enjoy a 1250sq ft family-friendly bungalow with a private entrance, a backyard & firepi ...
From $239 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Cottage on quiet lake, great for swimming, fishing, boating
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful lake view. Upper porch to sit and enjoy coffee in the morning or wine in the evening, also covered porched to ...
From $445 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Lake Simcoe Waterfront Cottage Getaway
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Lake Simcoe Waterfront Cottage Getaway This is a great location for a couple, friends, or family looking to get away and ...
From $509 per night (USD)
VRBO
From $358 per night (USD)
Expedia
Magnificent Lakefront Modern Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy the Lake front Cottage, snuggled by lake Couchiching with magnificent sunset view. You can spend your day time on ...
From $358 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Water Access Only Cottage on Georgian Bay
Bedrooms:
1
Bathrooms:
6
Sleeps:
10
Water access only cottage - short 5 minutes boat ride from mainland. You need to have a boat or rent it. We do not provi ...
From $330 per night (USD)
VRBO
From $377 per night (USD)
Expedia
VILLA UPPER & LOWER SPECIAL RATES SLEEPS 15, VERY CLOSE TO BEACH ACCESS,
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
Wasaga Beach is a great spot for family vacation! Come and enjoy the water of Georgian Bay. With tons of attractions in ...
From $377 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Beachfront
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Looking for a charming spot in Wasaga Beach to get away from busy city all year round? “You can enjoy the sunlight an ...
From $436 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Barrie house close to all amenities
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to 4 bedrooms house close to all amenities, restaurants, malls and groceries within walking distance. Downtown B ...
From $225 per night (USD)
Expedia
From $179 per night (USD)
VRBO
City living in Cottage Country with all season activities
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
TWO-BEDROOM bsmt apt + 2000+ feet of Living Area, Short drive to Lake Simcoe and Innisfil Beach Park, FULL KITCHEN, DESK ...
From $179 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Residential Collingwood Steps to Georgian Bay
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Large double lot 2 storey, 3 bedroom + den family home available this summer. The home features an open concept living ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Peaceful house by the beach with hot tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
7
This newly renovated, spacious 5BR house with a hot tub will be the ideal place to spend summer days by the beach or win ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Cozy Cottage Close to Lake Simcoe
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This cozy, spacious cottage has all the amenities of home at the cost of hotel room. With a full eat in Kitchen that is ...
Click For Pricing
Expedia

Search Your Destination Now!

Simcoe Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals