Oro-Medonte, Ontario Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Oro-Medonte, Ontario on RentalSaver.com!

Oro-Medonte Rentals

From $254 per night (USD)
VRBO
Country House, sleeps 8. Kitchen, BBQ, campfire. Self contained, Event Friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Three bedroom / three bathroom country house on quiet private acreage. Full kitchen, lounge area, outdoor fireplace and ...
From $254 per night (USD)
VRBO
From $645 per night (USD)
VRBO
Lake Simcoe Water Front Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
The lake Simcoe region is a favourite year round holiday destination with any area events and attraction. This is family ...
From $645 per night (USD)
VRBO
From $201 per night (USD)
VRBO
Warm, comfortable rustic luxury chalet near lake, park, forest trails and skiing
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Barrie's most comfortable and friendly chalet, with a rustic ambience that attracted a film crew to make part of a docu ...
From $201 per night (USD)
VRBO
From $130 per night (USD)
VRBO
The North Shore Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The North Shore Suite Largely accommodating longer stays for Corporate Clients, Professionals, and Clients of RVH and ...
From $130 per night (USD)
VRBO
From $820 per night (USD)
VRBO
Luxurious All-season Simcoe Lakefront Cottage
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
A luxurious all-season family lakefront cottage with 100'+ of private shoreline on Lake Simcoe. An open-concept, gourmet ...
From $820 per night (USD)
VRBO
From $214 per night (USD)
VRBO
PRIVATE PRESIDENTIAL SUITE 1 BEDROOM
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful one bedroom that comes with two TVs, jacuzzi ted, glass stand-up showers, large breakfast island, full kitchen ...
From $214 per night (USD)
VRBO
From $101 per night (USD)
VRBO
Furnished studio in Country Carriage Club - Oro
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Fully Furnished studio apartment in a beautiful country setting, just one hour north of Toronto, in the heart of Horsesh ...
From $101 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Horseshoe Valley Farm Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
A private, rustic farmhouse on a working farm, where your group or family can spend quality time together in this centur ...
From $225 per night (USD)
Expedia
From $221 per night (USD)
VRBO
Ski Season Townhouse in Horseshoe Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Huge 1 bdrm condo with full kitchen on top of Horseshoe Valley ski area. There is a large king size bed in the bedroom a ...
From $221 per night (USD)
VRBO
From $878 per night (USD)
VRBO
Glen Warren - Lake Simcoe Luxury - Shanty Bay
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Note: There is a strict one week minimum booking period; no exceptions. Special Christmas/New Years Packages available. ...
From $878 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Barrie Kempenfelt Bay Waterfront Cottage(Muskoka by the City)
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Located in commutting distance from City of Toronto (one hour north of Toronto) on North shore of Kempenfelt Bay , the ...
From $420 per night (USD)
VRBO
From $94 per night (USD)
VRBO
Amazing Townhouse For Rent In Horseshoe Valley. Be Where The Action Is
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Amazing 3 bedroom townhouse / condo in the heart of Horseshoe Valley available for rent. Open concept kitchen, family ro ...
From $94 per night (USD)
VRBO
From $441 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 $441 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Gorgeous getaway spot!!!
Bedrooms:
1
Bathrooms:
1
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 $213 per night (USD)
Expedia
From $183 per night (USD)
VRBO
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 $183 per night (USD)
VRBO
From $757 per night (USD)
VRBO
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 $757 per night (USD)
VRBO
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VRBO
Moonstone Chalet: Your perfect city escape! With Hot tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to your perfect chalet getaway. This stylish, newly renovated 4 bed, 2.5 bath is the perfect retreat for all se ...
Click For Pricing
VRBO
$4-Bed Country Club Haven with Pool, BBQs, and More\n$
From $339 per night (USD)
Expedia
4-Bed Country Club Haven with Pool, BBQs, and More\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Welcome to our one-of-a-kind 4-bed condo country club, a truly exceptional destination that caters to large families and ...
From $339 per night (USD)
Expedia
Click For Pricing
VRBO
Need a summer getaway a little oasis?
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Need a summer getaway a little oasis? Our quaint and lovely home is available from May 1st 2022 to August 31st 2022. W ...
Click For Pricing
VRBO
From $794 per night (USD)
VRBO
Lake Simcoe Very Rare Southern Exposure Timberframe Waterfront With Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
A beautiful and one of the rare south exposure properties on Lake Simcoe with the sun all day long on the dock. A cus ...
From $794 per night (USD)
VRBO
From $755 per night (USD)
VRBO
All season Cottage Water Front on Simcoe Lake
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
We are offering our Water Front Cottage , over 3500sq ft up to 14 guests a beautiful place with exquisite view of Lake S ...
From $755 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Tranquil Retreat with Secluded Hot Tub – Near Horseshoe Valley Resort
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our "Tree House" retreat in Sugarbush—a peaceful escape nestled in a forested, rural setting, perfect for tho ...
From $168 per night (USD)
VRBO
From $96 per night (USD)
VRBO
Cozy Copeland Studio + Pool + Patio + Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax with the family in this cozy + peaceful unit. Explore the Horseshoe Valley @ Carriage Hills Country Club. Our four ...
From $96 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Charming Copeland 1-bed Condo + patio + hot tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax with the whole family in this charming + peaceful unit. Explore the Horseshoe Valley @ Carriage Hills Country Club ...
From $148 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Relax or Explore! Northern Escape Cottage Condo - Country Club!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Bring the family or a group of friends! This spacious 2 bedroom unit provides lots of room for fun! With access to pool, ...
From $256 per night (USD)
VRBO
From $168 per night (USD)
VRBO
Country Horseshoe Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A four-season villa located one hour north of Toronto, a 'must stay' place with rolling hills in a beautiful country set ...
From $168 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Cozy cottage with up to 15 acres of land and flowing river
Bedrooms:
1
Bathrooms:
4
Sleeps:
15
Make some memories at this unique and family-friendly place. This area is just over 15 acres of green land and has beaut ...
From $337 per night (USD)
VRBO
From $86 per night (USD)
VRBO
Cozy studio in Horseshoe Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax in nice and quiet place. Two beds, full bath room and kitchenette. Wi-Fi internet, Smart TV size 55 in, video pla ...
From $86 per night (USD)
VRBO
From $339 per night (USD)
VRBO
4 seasons waterfront cottage with hot tub on Lake Simcoe
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
The 4 season-charming cottage on Lake Simcoe is a beautiful getaway that offers stunning views of the water and is perfe ...
From $339 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Two units in Horseshoe Valley
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Relax in this peaceful place with a whole family. Condo suite comprises two units located on a ground floor. 5 beds. 9 p ...
From $216 per night (USD)
VRBO
From $88 per night (USD)
VRBO
Margarita Vacation Getaway 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Front Hall Upon entering the suite there is a well lit, spacious front hallway. Unit 2009 suite is designed for smal ...
From $88 per night (USD)
VRBO
$Country Club Apartment with Loads of Amenities\n$
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Expedia
Country Club Apartment with Loads of Amenities\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax at this peaceful townhome at Carriage Country Club. Situated in the heart of Horseshoe Valley with 30 acres of pro ...
Click For Pricing
Expedia
$Enjoy Country Club Living in this Modern, Spacious Suite w/ Loads of Amenities\n$
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VRBO
Enjoy Country Club Living in this Modern, Spacious Suite w/ Loads of Amenities\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax at this peaceful townhome at Carriage Country Club. Situated in the heart of Horseshoe Valley with 30 acres of pro ...
Click For Pricing
VRBO
From $158 per night (USD)
VRBO
Margarita Vacation Getaway 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Front Hall Upon entering the suite there is a well lit, spacious front hallway with a full coat cupboard. Unit 2008 ...
From $158 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Charming century log home steps away from Lake & cross the park
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
CHARACTER-FILLED CENTURY LOG HOME FOUND IN THE PRESTIGIOUS TOLLENDALE AREA! Built circa 1850, this charming century home ...
From $408 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Retreat to heaven on earth. An unforgettable luxury estate in paradise
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to El Edén. Step into Simcoe County's paradise estate. Retreat to this luxury property to reconnect with nature. ...
From $376 per night (USD)
Expedia
From $130 per night (USD)
VRBO
Spacious Hideaway in Nature
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks b ...
From $130 per night (USD)
VRBO
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Expedia
Margarita Vacation Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
<p>While you're here, you can enjoy all the comforts of home and more, including a sauna and a fenced pool, as well as a ...
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Expedia
From $83 per night (USD)
VRBO
Lovely Getaway in Nature
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks b ...
From $83 per night (USD)
VRBO
$❤ Getaway with an 8-seater Hot Tub ❤\n\n$
From $957 per night (USD)
Expedia
❤ Getaway with an 8-seater Hot Tub ❤\n\n
Bedrooms:
2
Bathrooms:
5
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 $957 per night (USD)
Expedia
From $458 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 $458 per night (USD)
VRBO
From $240 per night (USD)
Expedia
A lovely two-bedroom condo in Carriage Hills sleeps 8 persons
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Relax with the whole family or your group of friends at this peaceful place to stay. This four-season resort-like condo ...
From $240 per night (USD)
Expedia
Click For Pricing
VRBO
Jr Club Suite: Kitchenette, Pool, HotTub, Gym, BBQ
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Relax at this peaceful townhome located in a resort-style community. Situated in the heart of Horseshoe Valley ...
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VRBO
From $469 per night (USD)
Expedia
Moonstone ski Chalet
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Once a Presbyterian Church built in 1889, is now converted into modern Chalet with entertaining family and comfort in m ...
From $469 per night (USD)
Expedia
From $119 per night (USD)
VRBO
Lovely condo unit in Horseshoe Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Relax in this peaceful place to stay. A luxury unit with separate entrance located on a ground floor. Pool facility is w ...
From $119 per night (USD)
VRBO
From $183 per night (USD)
Expedia
Dual Suites: Ample Space, King Beds, Jacuzzi, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Perfect for large groups and family adventures, our dual suites provide comfort, flexibility and privacy. Spac ...
From $183 per night (USD)
Expedia
From $142 per night (USD)
VRBO
Spacious Club Suite: King Bed, Jacuzzi, Pool, BBQ
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Perfect for family adventures or a romantic getaway, this 1-bedroom suite provides comfort and privacy. Spacio ...
From $142 per night (USD)
VRBO
From $1367 per night (USD)
Expedia
❤ Double Delight Getaway: 2 Homes + 2 Hot Tubs ❤
Bedrooms:
3
Bathrooms:
8
Sleeps:
16
About this space Nestled in a tranquil neighborhood of the Sunshine City, this house and an add-on apartment (650 meters ...
From $1367 per night (USD)
Expedia
From $712 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 $712 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Friday harbour Aquarius 2 bedroom Condo Lake Simcoe
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step away from the hustle of city life and relax in this stylish, cozy 2-bedroom condo located in the heart of Friday Ha ...
From $319 per night (USD)
Expedia
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VRBO
Cozy & Serene 2-BDR Apt. in Horseshoe Valley
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
★ 6 mins drive to Horseshoe Valley Resort ★ 13 mins drive to Copeland Forest ★ Winter sports attractions nearby ★ Spacio ...
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VRBO
From $137 per night (USD)
Expedia
Cozy 1 BDR Retreat near Horseshoe Valley Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
♣Cozy retreat near Horseshoe Valley Resort, just a 6-minute drive away. ♣Copeland Forest, only 13 minutes by car. ♣Perfe ...
From $137 per night (USD)
Expedia
From $100 per night (USD)
VRBO
Chic 1-BDR Condo in Horseshoe Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
♣Cozy retreat near Horseshoe Valley Resort, ideal for winter sports enthusiasts. ♣En-suite bedroom with a king & double ...
From $100 per night (USD)
VRBO
From $131 per night (USD)
Expedia
Jacuzzi Suite with full kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. Guests e ...
From $131 per night (USD)
Expedia
From $419 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 $419 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Relax & Rejuvenate at 2BR Haven
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Escape to our resort for an amazing outdoor adventure! Ideal for nature lovers, our tranquil retreat accommodates 8 gues ...
From $190 per night (USD)
Expedia
From $124 per night (USD)
VRBO
Jacuzzi Suite Relaxing Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Imagine a vacation getaway right by Horseshoe Valley Resort, and literally walking distance to the new Vetta Nordic Spa! ...
From $124 per night (USD)
VRBO
From $115 per night (USD)
Expedia
KingBed+Pool+HotTub+Sauna+ pet friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the scenic Carriage Ridge Resort area, our cozy unit offers a perfect blend of relaxation and adventure. Enjo ...
From $115 per night (USD)
Expedia
From $195 per night (USD)
VRBO
KingBed+Kitchen+JacuzziTub+Pool+HotTub+Sauna
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in the scenic Carriage Ridge Resort area, our cozy unit offers a perfect blend of relaxation and adventure. Enjo ...
From $195 per night (USD)
VRBO
From $111 per night (USD)
Expedia
Luxury Suite, Jacuzzi, Full Kitchen, Heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. Guests e ...
From $111 per night (USD)
Expedia
From $108 per night (USD)
VRBO
Luxurious Studio with King Bed with Heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spacious, Renovated Studio with King bed, kitchenette, bathroom and balcony Available for you at Carriage Hills!! Acces ...
From $108 per night (USD)
VRBO
From $102 per night (USD)
Expedia
Lux Studio-King Bed with Pool on Grounds
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish studio suite close to major destinations. Guests enjoy ...
From $102 per night (USD)
Expedia
From $102 per night (USD)
VRBO
Carriage Studio Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish studio suite close to major destinations. Guests enjoy ...
From $102 per night (USD)
VRBO
From $114 per night (USD)
Expedia
Carriage Jacuzzi suite Escape
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. Guests e ...
From $114 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Carriage Country Club Home Away From Home
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Embark on extraordinary adventures in Horseshoe Valley, just 1.5 hours north of the Greater Toronto Area. From golfing t ...
From $189 per night (USD)
VRBO
Click For Pricing
Expedia
Modern Ski Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4BR/3.5BA stunning custom home in Highlands community in Horseshoe Valley accessible to multiple ski opportunities. This ...
Click For Pricing
Expedia
From $810 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 $810 per night (USD)
VRBO
From $128 per night (USD)
Expedia
Romantic Country Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. Guests e ...
From $128 per night (USD)
Expedia
From $113 per night (USD)
VRBO
Country Retreat Horseshoe Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience country living in this serene condo, offering an ideal escape from the hustle of the city. Recently renovated ...
From $113 per night (USD)
VRBO
From $230 per night (USD)
Expedia
Luxury Condo at Friday Harbour Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Luxury 2 bedroom 2 bathroom condo at the gorgeous Friday Harbour Resort on Lake Simcoe. Fully furnished and includes eve ...
From $230 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Closest Building to the Ski Hill
Bedrooms:
2
Bathrooms:
1
Sleeps:
10
Experience the Magic of Our Private Townhouse! Perfect for group adventures, our townhouse invites you to create unforg ...
From $187 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Newly Renovated Ski-In Ski-Out 1-Bedroom Condo by Horseshoe Valley. Heated Pool, Sauna, Gym.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Highland Estate Private Condominiums, where modern comfort meets the beauty of the great outdoors. Nestled at ...
From $154 per night (USD)
VRBO
From $217 per night (USD)
VRBO
Luxurious Ski-In Ski-Out Condo with Jacuzzi – Your Highland Estates Escape in Horseshoe Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the Carriage Club at Highland Estate Private Condominiums! Nestled on the scenic rolling hills of Horseshoe V ...
From $217 per night (USD)
VRBO
From $108 per night (USD)
Expedia
Classic Spacious Studio Suite!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Imagine a vacation getaway right by Horseshoe Valley Resort, walking distance to the new Vetta Nordic Spa! Need a sweet ...
From $108 per night (USD)
Expedia
From $241 per night (USD)
VRBO
Cozy Lake Simcoe Retreat: Beach, Skiing, & Relaxation Minutes from Barrie!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to a cozy retreat by Lake Simcoe, just minutes from Barrie’s vibrant downtown. Wake up to stunning lake views and ...
From $241 per night (USD)
VRBO
From $629 per night (USD)
Expedia
cottage style home with the immunities near to city and nature
Bedrooms:
2
Bathrooms:
6
Sleeps:
12
beautiful cottage style home with beautiful views of nature and not far away from city. this home is ideal for the famil ...
From $629 per night (USD)
Expedia
From $584 per night (USD)
VRBO
Large Modern Farmhouse. Full kitchen. Close to skiing, hiking, golf, fishing.
Bedrooms:
2
Bathrooms:
3
Sleeps:
12
3 bedroom large family friendly updated farmhouse with huge outdoor space. Open plan great room with gas fireplace. BB ...
From $584 per night (USD)
VRBO
From $201 per night (USD)
Expedia
The DREAM HOUSE Retreat @Carriage Hill next door to HORSESHOE VALLEY RESORT
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Escape to A Dream House Retreat, where tranquillity meets adventure! Nestled in a breathtaking, picturesque setting, thi ...
From $201 per night (USD)
Expedia
From $2835 per night (USD)
VRBO
Luxury Cottage on Lake Simcoe & Pool - 1 Hr to Toronto; Mins to Skiing & Golf
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Stunning Cottage on Lake Simcoe ~ 1 Hr to GTA ~ 15 Mins to Barrie & Golf Courses ~ 20 Mins to Snow Valley, Horseshoe Val ...
From $2835 per night (USD)
VRBO
From $95 per night (USD)
Expedia
Peaceful Escape King Bed and Outdoor Activities
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to a relaxing resort retreat in Oro-Medonte! This cozy one-bedroom unit features a king-size bed and a pull-out s ...
From $95 per night (USD)
Expedia
From $124 per night (USD)
VRBO
Resort Style w/ Balcony, Hot Tub and Full Kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to a peaceful resort retreat in Oro-Medonte! This spacious one-bedroom unit features a king-size bed and a pull-o ...
From $124 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Gym+Pool+PetFriendly+KingBeds
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located just about 1.5 hours North of Toronto, this is the place you'll want to be. In an area where most units are simi ...
From $177 per night (USD)
Expedia
$5br 3.5bth home w Free Parkings+Ensuite laundry\nBarrie,ON$
From $219 per night (USD)
VRBO
5br 3.5bth home w Free Parkings+Ensuite laundry\nBarrie,ON
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Welcome to our 5-bedroom 3.5-bath home with a fully stocked kitchen, ensuite laundry and 03FREE parking spots in a quiet ...
From $219 per night (USD)
VRBO
From $525 per night (USD)
VRBO
Lake Simcoe Waterfront Cottage. All Season Getaway,
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4 Bedrooms | 🛁 2.5 Bathroom | Private Waterfront | Sleeps 8 Welcome to our charming Lake Simcoe waterfront cottage, ...
From $525 per night (USD)
VRBO
From $179 per night (USD)
VRBO
Cozy Lake Simcoe 2 bedroom condo with a garden walkout to the boardwalk/ Pier.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to a spacious 2-bedroom 2-full bath Stunning condo with a garden walkout offering an unrivalled blend of conveni ...
From $179 per night (USD)
VRBO
From $124 per night (USD)
Expedia
King Jacuzzi Suite, Full Kitchen, Heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
🏨 Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. 💦 G ...
From $124 per night (USD)
Expedia
From $188 per night (USD)
VRBO
Cozy Cabin Retreat Steps to Trails, Hike, Snowshoe
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
🏨 Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. 💦 G ...
From $188 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Cozy Chalet near Snowy Escapes & Outdoor Fun
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
🏨 Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. 💦 G ...
From $187 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to our cozy, modern condo in Horseshoe Valley — the perfect destination for families and groups of friends seeki ...
From $292 per night (USD)
VRBO
From $127 per night (USD)
Expedia
King Suite – Sauna, Kitchen & heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
🏨 Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. 💦 G ...
From $127 per night (USD)
Expedia
From $110 per night (USD)
VRBO
King Studio Suite – Sauna, heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
🏨 Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. 💦 G ...
From $110 per night (USD)
VRBO
From $110 per night (USD)
Expedia
King Studio Suite – heated Pool, Sauna
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
🏨 Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. 💦 G ...
From $110 per night (USD)
Expedia
From $127 per night (USD)
VRBO
King Suite – heated Pool, Sauna & Kitchen
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
🏨 Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. 💦 G ...
From $127 per night (USD)
VRBO
From $205 per night (USD)
Expedia
Highland Hideaway 2BR Condo Pool & Spa Daily
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
🏨 Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. 💦 G ...
From $205 per night (USD)
Expedia
From $259 per night (USD)
VRBO
Lower Level LuxSuite - 1min Walk from Heated Pool!
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Escape to peaceful Highland Estates! 🌲 This spacious 2-bedroom Jacuzzi Suite features 2 balconies, 2.5 baths, a full ki ...
From $259 per night (USD)
VRBO
$Oasis Family Cottage-Getaways\nHome in Shanty Bay, ON$
From $226 per night (USD)
Expedia
Oasis Family Cottage-Getaways\nHome in Shanty Bay, ON
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Oasis Family Cottage – Where Lifestyle Meets Quality Time Escape to our beautifully crafted Craighurst model condo, a sp ...
From $226 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Group-Friendly 5BR 3.5BA Yard, Parking, Jacuzzi
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Welcome to The Ambler Escape: Sleeping Arrangements: • 5 pMaster Bedroom: King-size bed + ensuite bathroom • ...
From $248 per night (USD)
VRBO
From $903 per night (USD)
Expedia
Waterfront Cottage | 1hr from Toronto
Bedrooms:
3
Bathrooms:
6
Sleeps:
15
Located on Lake Simcoe, in Kempenfelt Bay, our cottage is an amazing 6+bedroom waterfront home. It is a great space for ...
From $903 per night (USD)
Expedia
From $692 per night (USD)
VRBO
Modern Family Friendly Chalet
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
We are located only a minutes drive to Horseshoe Resort which offers skiing, adventure parks, treetop trekking, golf, do ...
From $692 per night (USD)
VRBO
From $129 per night (USD)
Expedia
2100-Victoria-Cathy-NEW
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to a renovated jacuzzi suite at Highland Estates! 🌿 Full kitchen with espresso machine, king bed, His & Her sink ...
From $129 per night (USD)
Expedia

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