Jayne's Cottages

Theobald Island

Cottage in Gravenhurst

  • 5 Beds
  • 3.0 Baths
  • 10 Guests
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Theobald Island

Cottage in Gravenhurst

  • 5 Beds
  • 3.0 Baths
  • 10 Guests
Areal View - property

Theobald Island

Cottage in Gravenhurst

  • 5 Beds
  • 3.0 Baths
  • 10 Guests

Theobald Island

Cottage in Gravenhurst

Booking direct with us guarantees the lowest price. Select dates to calculate taxes and fees. Inquire for off-season and special pricing.

Stay Information

  • Summer WeekFromJun 14-July 19 & Aug 11-Sep 9C$10,505 /Summer Week
  • Super Peak WeekFromJul 19-Aug 11 C$11,288 /Super Peak Week

Property Details

3.5 acre private island on Lake Muskoka! Varied topography with incredible privacy and breathtaking, big lake views. Remarkable 360-degree vistas, allowing breakfast with sunrise and dinner with spectacular sunsets. 5 Bedrooms + 3 baths!

Have this whole island to yourself in South Bay of Lake Muskoka! Theobald Island is located halfway between Gravenhurst and Bracebridge. Several marinas can be utilized in under 10-minute boat drives, two being Pride of Muskoka and Campbell’s Landing. Gravenhurst Wharf is 5 minutes by boat through ‘The Narrows’ and offers a number of restaurants and shops.

THEOBALD ISLAND - Guests will encounter a beautiful olde Muskoka winding pine needle path from the boathouse to the front of the island. This approximate 50m pathway meanders past the bunkie and guest cabin and includes a couple of sets of broad granite steps. While the guests continue their way to the main cottage on this naturalistic terrain nestled among the trees, they will be met with stunning water views. The main living areas are located on the west end of the island. This benefits from the prevailing breeze which almost always keeps the area clear of insects permitting outdoor sitting, relaxing, and eating all day long. With 3.5 acres of land, this island has it all- there won’t be a shortage of privacy, nature, and adventure! The island offers multiple accesses to the water, including a fun jump right off the front, to a rock slope into a sheltered bay or diving off the dock. A swim around the island is a 700m fitness challenge!

The property is accessed by a large, well-protected boathouse with 2 slips available for guest use. On the lower deck, there are 4 Muskoka chairs, a bar area with a passthrough window to the decking, a diving board, and a dock ladder for easy access in and out of the water. There is also an outdoor shower. The upper deck features a hot tub and sitting area with various seating arrangements. The perfect star-laden sky can be viewed in the evening from the hot tub! The main cottage has water views out three sides and decking on the south/east and west. A six-seat table on the south deck is perfect for sunrise breakfasts while the five-seat table on the west creates amazing sunset dinner opportunities. The south/east decking area has a mechanical awning and charcoal and gas BBQ.

The guest cottage has stunning water views from both bedrooms as well as a quiet, covered deck. The water gently laps against the shore at night. A small intimate bunkie is located closer to the boathouse and has a small porch with a rocking chair. A stone lookout is built into the north side of the island providing a serene sitting area with two cedar Muskoka chairs. Perfect for morning coffee and afternoon tea.

Open kitchen with an island, large fridge/freezer, and ample cabinet space
Open concept area with 2 separate seating areas. These areas include vaulted wooden ceilings, a wood-burning fireplace, a piano keyboard, a dining table with seating for 6, and a walkout to the deck.
Encased in cedar floors, walls, and ceilings with ample windows and walkout to deck. Muskoka room faces west and north and contains a six-seat dining table and a set of antique wicker seating.

Lower level features a gym equipped with: a bike, weights, punching bag, and a bench. The gym has a roller door opening onto a stone patio for early morning exercises.

Bedroom 1 - King with walkout to Muskoka Room
Bathroom 1 - Full bath with shower/tub combo
Bedroom 2 - Bunk bed (Twin on top and double on the bottom)
Bedroom 3 - 2 Twins
Bedroom 4 - Queen
Bathroom 2 - 3-piece bath with stand-alone shower
Bedroom 5 - 2 Twins
Bathroom 3 - Powder Room

3.5-acre private island on Lake Muskoka
All Day Sun + Sunsets
Main Cottage + Boathouse + Bunkie + Guest House
Outdoor shower
Gorgeous water views from all angles of the island
Multiple outdoor seating areas

Diving Board
Hot Tub
2 Kayaks

This cottage is equipped with wifi
This cottage is not equipped with air conditioning, satellite, or a generator
The boathouse/guest house/bunkie is not equipped with satellite, wifi, air conditioning, or a generator
This cottage participates in Jayne's White Linen Program
Please note that this property is located on an island with no vehicle access. If you require a boat rental please contact our concierge team.

Parking at Pride Marina

Maximum 10 guests
Non-smoking cottage
Pets considered; must sign Pet Waiver
Outdoor fires are not permitted at this cottage

Check-in time 4:00 pm
Check-out time 10:00 am




Sleeping Arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 Bunk Bed

Bedroom 3

2 Single Beds

Bedroom 4

1 Queen Bed

Bedroom 5

2 Single Beds



Theobald Island
Gravenhurst, Ontario


Cancellation Policy

Cancellation Policy by Agency:
If the Cottage Property is for any reason not rentable prior to commencement of the Rental Period then the Guest Agreement will be null and void and all Advance Deposits will be refunded to the Guest’s credit card within 7 days of cancellation. No additional refund or damages will be paid to the Guest or Guests.

Cancellation Policy by Guest:
For rentals under $20,000/week, a Guest may cancel the agreement 150 days or more prior to the start of the rental period and the deposit will be returned, less a fee of $2,000/week of reservation. For rentals between $20,000/week and $40,000/week, a Guest may cancel the agreement 150 days or more prior to the start of the rental period and the deposit will be returned, less a fee of $4,000/week of reservation. For rentals over $60,000/week, a Guest may cancel the agreement 150 days or more prior to the start of the rental period and the deposit will be returned, less a fee of $6,000/week of reservation.

If the Guest cancels the agreement 61 to 149 days prior to the start of the rental, all deposits will be forfeited.
If the Guest cancels the agreement less than 60 days before the start of the rental agreement, the Guest is responsible for the full amount of the rent and is not entitled to any refund.

Cancellation Policy on Concierge Services: Full refund on deposits made 31 days or more prior to arrival. For cancellation of concierge service for arrivals less than 31 days away, all deposits will be forfeited.

Deposit Policy

Deposit Policy: 50% of Rental Amount is due at time of booking.  If your rental's arrival date is greater than 6 months, the 25% is due upon booking and 25% is due 6 months prior to the commencement of the rental.  Balance of payment is due 60 days prior to arrival. Please note that there is a $250 penalty associated with late payment of the balance between 59-46 days prior to the commencement of the rental that will be charged to your credit card. At 45 days prior to the rental, Jayne's Cottages is entitled to treat the booking as cancelled as per below.

Jayne's Cottages is entitled to treat the booking of any Guest as cancelled in the event that: a) the Guest gives written notification of cancellation; b) the Guest fails to pay the full deposit due or the balance of rent by the time specified above. In the event that the booking is so cancelled, Jayne's Cottages may re-book the property for the period concerned or for part of that period.

Bookings made within 24 hours of arrival will be charged an additional $1,000 Booking Fee.
Bookings made within 48 hours of arrival will be charged a $500 Booking Fee.

Rate varies due to seasonality and holidays.

Please select your dates on our online booking calendar and use the booking engine for an exact quote. Additional Fees may include, but are not limited to, Turnover Clean, Taxes, Security Deposit and other Optional Services to enhance your stay. 

1 Guest Reviews

5 star


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3 star


2 star


1 star


"Beautiful Island and Cottage"

by Brian and Kathie


We absolutely loved the cottage! The views were breathtaking, and the set up in the cottage was perfect. The outside sitting areas were comfortable and very well appreciated. The boathouse was easy to use and our boat felt secure inside during rough weather. The swimming area, ladder, and raft were very well used! We loved hiking around the island and the proximity to the 'action' on the lakes was great. We also enjoyed the Farmer's Market in Gravenhurst. An absolutely beautiful island and cottage! We would love to stay at Theobold Island again in the future!

from $1500.71 / night


Areal View

Theobald Island

Sunset From Main Cottage

Main Cottage

Muskoka Room

Muskoka Room

Main Level View

Great Room

Living Room Area


Dining Room Area

Main Cottage - Bedroom #1

Main Cottage - Bathroom #1

Main Cottage - Upper Level Bedroom #2

Main Cottage Deck

Main Cottage Deck

Main Cottage Deck

Guest house

Seating Area with Water View

Guest House - Bedroom #4

Guest House - Bathroom #2

Guest House - Bedroom # 3


Water access from the bunkie

Bunkie Interior - Bedroom #5


Boathouse - Diving Board

Diving Board

Boathouse Upper Deck

Boathouse Upper Deck - Hot Tub

Boathouse Lower Level - Gym

Boathouse Lower Level

Interior Boatslips

Fire Pit