Chippewas of Georgina Island Vacation Rentals from CA $87: Short-Term Rentals for 2026

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Our top choices for Chippewas of Georgina Island vacation rentals

A modern interior with a kitchen, dining area, and living room.

1. Cozy 3BR Cottage Near Lake Simcoe

Georgina

Corinne

CA $174 total

includes taxes & fees

Nov 30 - Dec 1

A multi-story building with a stone facade and multiple windows.

2. 5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

Georgina

Jeff

CA $340 total

includes taxes & fees

Nov 10 - Nov 11

A wooden cabin with a porch, surrounded by snow and trees.

3. Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

Sutton

Brodie V.

CA $321 total

includes taxes & fees

Nov 11 - Nov 12

A modern living room with a TV, a round coffee table, a sofa, and a view of a cityscape through large windows.

4. Stunning 1BR w Pool ~ Free Parking & Self Check-In

Innisfil

lisa

CA $278 total

includes taxes & fees

Nov 8 - Nov 9

A deck with a view of the sea and sunset.

5. Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.

Beaverton

Ginelle M.

CA $565 total

includes taxes & fees

Nov 8 - Nov 9

A marina at dusk with boats docked, waterfront buildings, and a calm water surface reflecting the lights.

6. Oasis Spa w/ Private Sauna!

Innisfil

"The Oasis Spa Getaway was a fantastic two night stay for my partner and I. The property was clean, modern and cozy! The unit had everything a couple needs for their stay including a sauna within the unit and a beautiful balcony. The host Michelle provided exceptional hospitality and was easy to connect with when needed. The location is great and only a short walk to the boardwalk and a quick two minute drive to the Nest golf course. The building’s pool was easy to access, quiet, and relaxing....

Matthew K.

CA $358 total

includes taxes & fees

Nov 8 - Nov 9

7. Friday Harbour Resort 2 Bedroom Pool Lake Simcoe

Innisfil

Albert M.

CA $258 total

includes taxes & fees

Nov 8 - Nov 9

A marina with boats docked, a clear blue sky, and a view of buildings in the distance.

8. FRIDAY HARBOUR CHIC WATERFRONT GETAWAY

Innisfil

Elias

CA $306 total

includes taxes & fees

Nov 8 - Nov 9

9. Cozy 3BR Cottage Near Lake Simcoe

Georgina

CA $171 total

includes taxes & fees

Nov 30 - Dec 1

A cozy living room with a brown sofa, a coffee table, and a TV. There's a kitchen area with a fridge and a sink in the background.

10. Crazy Farm C-Can Chalet

Innisfil

Hannah

CA $146 total

includes taxes & fees

Nov 24 - Nov 25

A modern hotel with a rooftop pool and outdoor seating area.

11. Upscale Spa Getaway w/ Private Sauna

Innisfil

CA $368 total

includes taxes & fees

Nov 8 - Nov 9

A glass table with a champagne bucket and glasses on a balcony with string lights.

12. Fire & Ice Spa w/ Private Sauna!

Innisfil

Craig

CA $397 total

includes taxes & fees

Nov 8 - Nov 9

A beach with a blue mat leading to the water, clear skies, and a distant pier.

13. ARCA Cozy Cabin-Innisfil Beach

Innisfil

Joanna H.

CA $368 total

includes taxes & fees

Nov 29 - Nov 30

A night scene with a fire feature, a bottle of champagne, and a starry sky visible through a glass enclosure.

14. Luxury Beach Spa w/ Private Sauna!

Innisfil

Dragisa

CA $435 total

includes taxes & fees

Nov 8 - Nov 9

A marina with multiple boats docked, surrounded by modern buildings with a mix of commercial and residential spaces.

15. Luxury 2BD Condo Friday Harbour Resort

Innisfil

CA $323 total

includes taxes & fees

Nov 15 - Nov 16

A brick exterior with a glass door and a small outdoor seating area with a table and chairs.

16. Modern 4 Bedroom Townhouse in Barrie South

Painswick

Patrick K.

CA $305 total

includes taxes & fees

Nov 11 - Nov 12

A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a chandelier.

17. Red Brickhouse Lakeside Cottage

Brechine

CA $702 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with dark cabinets, a stainless steel oven, and a granite countertop.

18. Innisfil Getaway

Innisfil

CA $358 total

includes taxes & fees

Nov 8 - Nov 9

A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a black countertop. There is a sink, a microwave, and a stove. The room has a wooden floor and a dining area with a table and chairs.

19. Escape to Nature, Sleep Under The Stars

Zephyr

Melissa B.

CA $429 total

includes taxes & fees

Nov 9 - Nov 10

A tent-like structure with a mattress inside, surrounded by a wooden frame and illuminated by string lights.

20. ❤ Cedar-View Studio with Hot Tub ❤

Orillia

Rory P.

CA $299 total

includes taxes & fees

Nov 8 - Nov 9

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Find vacation rentals that suit your style

Top Chippewas of Georgina Island Hotel Reviews

A building with a brick facade, a black door with a window, and a flower bed with various flowers.

SHORE VISTA LODGE

Georgina

10/10 Excellent

Jakob

A large, single-story building with a green roof, surrounded by lush greenery and a small parking area.

Lakeside Inn

Ramara

10/10 Excellent

It was excellent and the beach across the street excellent view from my room perfect for a photographer and beach bum..loads of beaching swimming and photos. Lots of birds beach sunsets are amazing for photography and everything is fairly close for eating and outdoor activities for those who like to walk hike or bike. Even a hammock across the street by their dock for a leisurely rest...loved it. The property owners manage the Inn as well a lovely young couple very up beat and helpful. They have...

sandra

A large indoor swimming pool with clear blue water, surrounded by white lounge chairs and a sun umbrella.

Days Inn by Wyndham Orillia

Ramara

10/10 Excellent

Lorraine

A hotel lobby with a bar area, a menu board, and a seating arrangement.

Best Western Plus Orillia Hotel

Orillia

10/10 Excellent

George

A lobby with a reception desk, a blue sofa, and yellow armchairs.

Comfort Inn & Suites

Bradford

10/10 Excellent

Brenda

A hotel sign with the name "Champlain Waterfront Hotel" and the year "1920" indicating its establishment.

The Champlain Waterfront Hotel, an Ascend Collection Hotel

Orillia

10/10 Excellent

Switzer

A spacious living room with a fireplace, comfortable seating, large windows, and a chandelier.

Stone Gate Inn

Orillia

10/10 Excellent

Judith

An outdoor seating area with a fire pit, yellow chairs, and a striped sofa.

Home2 Suites By Hilton Barrie

Barrie

10/10 Excellent

julie

A hotel room with a sofa, a small round table, a lamp, and a bed in the background.

Comfort Inn & Suites Barrie - Highway 400

Allandale

10/10 Excellent

Alain

A spacious bathroom with a large bathtub, a wooden vanity, and a fireplace.

Monte Carlo Inn Barrie Suites

Barrie

10/10 Excellent

M

A modern lobby with a fireplace, comfortable seating, large windows, and a flat-screen TV.

Best Western Voyageur Place Hotel

Newmarket

10/10 Excellent

Oranit

A modern lobby with a blue sofa, a round table, and a stone accent wall.

Fairfield Inn & Suites by Marriott Barrie

Ardagh Bluffs

10/10 Excellent

We recently travelled to Barrie for a medical procedure and the Barrie Fairfield was a great choice for our stay. While there are not a lot of amenities in the neighbourhood the proximity to Hwy 400 is very convenient and there are lots of restaurants a 5-10 minute drive away. The staff were exceptionally courteous and helpful and our room was super-clean and comfortable. We would definitely stay here again.

Anonymous traveller

A spacious living area with a stone fireplace, comfortable seating, and a kitchen in the background.

Comfort Inn Newmarket - Aurora

Newmarket

10/10 Excellent

Josh

Find out more about Chippewas of Georgina Island

Everything you need to know about Chippewas of Georgina Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chippewas of Georgina Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chippewas of Georgina Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chippewas of Georgina Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chippewas of Georgina Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chippewas of Georgina Island vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chippewas of Georgina Island vacation rentals we have selected for you start as low as CA $87 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chippewas of Georgina Island rentals

At Expedia, we put the best Chippewas of Georgina Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chippewas of Georgina Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chippewas of Georgina Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chippewas of Georgina Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Chippewas of Georgina Island?

Yes, we give you a choice of vacation rentals close to popular attractions in Chippewas of Georgina Island, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental that Chippewas of Georgina Island has to offer?

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!: Visitors like this Chippewas of Georgina Island vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

What can I see and do in Chippewas of Georgina Island?

Lake Simcoe and Fox Island are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Sibbald Point Provincial Park and Lyndhurst Golf Club.

What are vacation rentals like in Chippewas of Georgina Island?

Vacation rentals are private properties you can stay in for a couple days or more in Chippewas of Georgina Island. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for small groups.

Chippewas of Georgina Island Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chippewas of Georgina Island vacation rentals

1. Cozy 3BR Cottage Near Lake Simcoe

2. 5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

3. Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

4. Stunning 1BR w Pool ~ Free Parking & Self Check-In

5. Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.

6. Oasis Spa w/ Private Sauna!

7. Friday Harbour Resort 2 Bedroom Pool Lake Simcoe

8. FRIDAY HARBOUR CHIC WATERFRONT GETAWAY

9. Cozy 3BR Cottage Near Lake Simcoe

10. Crazy Farm C-Can Chalet

11. Upscale Spa Getaway w/ Private Sauna

12. Fire & Ice Spa w/ Private Sauna!

13. ARCA Cozy Cabin-Innisfil Beach

14. Luxury Beach Spa w/ Private Sauna!

15. Luxury 2BD Condo Friday Harbour Resort

16. Modern 4 Bedroom Townhouse in Barrie South

17. Red Brickhouse Lakeside Cottage

18. Innisfil Getaway

19. Escape to Nature, Sleep Under The Stars

20. ❤ Cedar-View Studio with Hot Tub ❤

Find vacation rentals that suit your style

Top Chippewas of Georgina Island Hotel Reviews

SHORE VISTA LODGE

10/10 Excellent

Find out more about Chippewas of Georgina Island

Chippewas of Georgina Island vacation rentals: An excellent choice for every season

How to find incredible deals on Chippewas of Georgina Island rentals

Frequently Asked Questions

Can I find vacation rentals in Chippewas of Georgina Island?

What's the top vacation rental that Chippewas of Georgina Island has to offer?

What can I see and do in Chippewas of Georgina Island?

What are vacation rentals like in Chippewas of Georgina Island?