50 Best Vacation Rentals in Lion's Head - Holiday Lettings - Cabins

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68 Vacation rentals

(6) Excellent 

12

Vacation b&b in Lion's Head

Bruce Peninsula / Lion's Head

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
Enter the quiet and tranquility of an escarpment setting within view of Georgian Bay. Located on the Bruce Trail, near the expansive Lion's Head Provincial Nature Reserve. Fabulous hiking, interesting and rare flora, geological sites of interest. Your host is a Bruce …see more

from $72 / night

$503 / week

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avg. 3 hours 50 minutes

from $72 / night

(5) Excellent 

22

Lion's Head Vacation cottage rental

Bruce Peninsula / Lion's Head

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Pet friendly
This four-bedroom waterfront cottage is located on a private dead-end road just 1.5 km from a beautiful public sandy beach in the village of Lion's Head. The cottage has spectacular views of the Niagara Escarpment and great swimming for children. The cottage is 2000 squ …see more

from $102 / night

$714 - $1507 / week

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from $102 / night

(5) Very Good 

17

Cottage rental in Lion's Head

Bruce Peninsula / Lion's Head

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask about children
  • Pet friendly
Delightful, three bedroom waterfront cottage located on the shores of stunning Isthmus Bay, not far from the community of Lion's Head. This cottage makes a great 'basecamp' for your adventurous holiday on the Bruce Peninsula! Enter into the front door of the cottage to …see more

from $125 / night

$872 - $1190 / week

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from $125 / night

11

Vacation b&b in Lion's Head

Bruce Peninsula / Lion's Head

3 3 1 night min

  • 3 bedrooms
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
Our B&B is located in a Century Old Home built in 1883 and is nestled in the town of Lion's Head minutes from the beautiful shores of Georgian Bay and the cliffs of the Niagara Escarpment. You can hike the Bruce Trail or one of the many side trails and we are a short dr …see more

from $108 / night

$750 / week

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from $108 / night

(1) Excellent 

11

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
The calendar is wrong on the site, this cottage is available August 19-26th This lovely Georgian Bay Beach Stone Cottage is located on Helen Street and the property looks out at the Lion's Head Beach!! The play ground is there, and a wonderful sand beach. The cottage …see more

from $278 / night

$1110 / week

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avg. 2 hours 29 minutes

from $278 / night

(1) Excellent 

15

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Pet friendly
Quaint, 750 square foot cottage (plus bunkie) located along the shore of beautiful Dyer’s Bay on Georgian Bay. This cottage provides a great escape from the hustle and bustle of the city and will allow you to relax and enjoy the stunning views. Enter through the rear of …see more

from $92 / night

$639 - $1197 / week

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from $92 / night

(19) Excellent 

13

Cottage rental in Lion's Head

Bruce Peninsula / Lion's Head

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
Nestled on the shores of quiet Lookabout Bay (Lake Huron, Ontario), our 4 luxurious waterfront cottage rentals present the best the Bruce Peninsula has to offer. Each cottage has access to a shared 2,400 square foot dock with a hot tub, 2 large gas barbeques, and …see more

from $218 / night

$1388 / week

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avg. 2 hours 39 minutes

from $218 / night

(12) Very Good 

15

Lion's Head Vacation cottage rental

Bruce Peninsula / Lion's Head

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Cozy, well-maintained, two-bedroom waterfront cottage is located at Myles Bay, on Lake Huron. The cottage has a good-sized living room with comfortable furnishings and a garden door that leads out onto a deck which overlooks Lake Huron. This living area contains propane …see more

from $74 / night

$516 - $734 / week

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from $74 / night

(1) Excellent 

19

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

4 6 7 nights min

  • 4 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Pet friendly
This recently renovated four bedroom pine cabin is located on Myles Bay, along Lake Huron and is just a short drive to the village of Lion's Head. A great feature of this cottage is its proximity to a beautiful sandy beach - it is only 400 meters to Black Creek Provinci …see more

from $91 / night

$635 - $1031 / week

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from $91 / night

10

Cottage rental in Lion's Head

Bruce Peninsula / Lion's Head

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Pet friendly
Hidden amongst two acres of forest, set in picturesque, English style gardens, above Little Lake in the village of Barrow Bay you’ll find your answer, Cobblestone. Truly unique, this fully modernized 80 year old stone cottage with additional stone Bunkie accommodation p …see more

from $127 / night

$793 - $952 / week

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from $127 / night

(1) Very Good 

14

Lion's Head Vacation cottage rental

Bruce Peninsula / Lion's Head

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
HILARY'S HAVEN This is a lovely 3 bedroom cottage, located in the Village of Lion's Head. It will take you 2 1/2 minutes to walk to get to the amazing light sand beach with play ground, picnic tables and even some shade trees, as well as washrooms. It will be about …see more

from $318 / night

$1110 / week

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avg. 2 hours 29 minutes

from $318 / night

(5) Excellent 

16

Vacation home rental

Bruce Peninsula / Lion's Head

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Child friendly
The Breckenridge rental cottage is Lakefront Georgian Bay at it's best - Centrally located on the Bruce Peninsula in Lion's Head - 250 km north of both London, and Toronto. Beautiful 1400 sq ft cottage, 3 bedrooms in the main cottage and 2 other bedrooms in seperate bun …see more

from $211 / night

$1471 / week

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avg. 3 hours 20 minutes

from $211 / night

(3) Very Good 

21

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Pet friendly
'View-tiful' - the perfect term for a cottage that provides beautiful, panoramic views of Jackson's Cove while also providing privacy and the opportunity to relax in a natural setting. This 2100 square foot cottage on Georgian Bay also includes 350 square feet of deck s …see more

from $216 / night

$1507 - $1824 / week

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from $216 / night

(2) Very Good 

18

Lion's Head Vacation cottage rental

Bruce Peninsula / Lion's Head

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Pet friendly
Private, three bedroom, 1500 square foot Viceroy cottage located at Cape Chin North on the shores of Georgian Bay. This nicely decorated cottage has a large living room with Cathedral Ceilings, two massive windows facing the lake, a wood burning stove, a full size couch …see more

from $136 / night

$952 - $1427 / week

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from $136 / night

(9) Excellent 

20

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Pet friendly
This newly constructed 1600 square foot waterfront Timber frame cottage is located on a deep private lot in Pleasant Harbour, on Lake Huron. The hardwood flooring is found throughout the open-concept main living area. Catheral ceilings add to the roomy feel of the cotta …see more

from $92 / night

$639 - $1356 / week

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from $92 / night

(12) Excellent 

20

Cottage rental in Lion's Head

Bruce Peninsula / Lion's Head

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
This 1024 square foot, three bedroom cottage is elevated over Georgian Bay providing a magnificent view of the bluffs of Cape Croker from the upper deck. The cottage is finished in natural woodwork throughout. It has that cozy cottage feel with it's cathedral ceilings a …see more

from $85 / night

$595 - $1190 / week

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from $85 / night

(6) Very Good 

23

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Ask about children
Starlit Cove is a charming and delightfully comfortable 1900 sq ft cottage with distinctive ecologically-friendly designer craftsmanship throughout. A quiet, private setting with enchanting atmosphere, both inspiring and cheerful. Constructed mostly with local and susta …see more

from $158 / night

$1101 - $1659 / week

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from $158 / night

(11) Very Good 

24

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Be our guest at Villa Luce, a 3-bedroom, sun-splashed year-around cottage on the splendid blue, clear waters of the Georgian Bay, nestled between the bay and the Niagara Escarpment. Our South-east exposure offers a panoramic vista of the water with spectacular sunrises. …see more

from $148 / night

$1031 - $1269 / week

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from $148 / night

(1) Excellent 

17

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 0.16 mi
  • Child friendly
  • Car not necessary
NEW PHOTOS HAVE BEEN ADDED, CHECK THEM OUT!!! This is a beautiful cottage located a few steps from Georgian Bay. THIS COTTAGE HAS 3 BEDROOMS!!! 2 Queen size beds, 1 double size bed. It has an upper deck off a bedroom,with a view of the water!!! and a lower deck on th …see more

from $318 / night

$1269 / week

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avg. 2 hours 29 minutes

from $318 / night

16

Vacation cottage accommodation

Bruce Peninsula / Lion's Head

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
This is a perfect couples retreat, or a writers haven ...baby/child.. come enjoy the Bruce Peninsula in the lovely Village of Lion's Head. Walk 1/2 a minute to the sand beach, or down the road to the Lighthouse and Marina to watch the Georgian Bay waters crash upon the …see more

from $318 / night

$952 / week

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Responds fast!
avg. 2 hours 29 minutes

from $318 / night

(2) Excellent 

22

Cottage rental in Lion's Head

Bruce Peninsula / Lion's Head

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Lovely old time, 2000 square foot waterfront cottage located on the shores of beautiful Whip-poor-will Bay, on Georgian Bay. This cottage has a nice old time cottage feel with all the comforts of home. The main living area has large glass windows facing the lake, pine p …see more

from $182 / night

$1269 - $1348 / week

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from $182 / night

20

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ask about children
  • Pet friendly
Quaint 1000 sq ft, 3 bedroom, 2 bathroom located within the village of Lion's Head. Less than 600 metres from the Sandy Shores of Lion's Head Public Beach, 700m to the grocery store and 900m to the Bruce Trail. Once through the front entrance you will find yourself in t …see more

from $80 / night

$555 / week

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from $80 / night

(5) Excellent 

20

Cottage rental in Lion's Head

Bruce Peninsula / Lion's Head

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Experience breathtaking views at this three-bedroom waterfront cottage, located on top of the Niagara Escarpment, only 2 km from Lion's Head. The cottage boasts a spectacular view of the pristine waters of Isthmus Bay and the majestic rock. The aquamarine colour of the …see more

from $125 / night

$872 / week

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from $125 / night

15

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
NEW OWNERS. 3 bedrooms on the 2nd floor,1 queen size bed, 1 double, 2 single cots, 1 with a single bed, and a 3 piece washroom(bath tub). On the main floor there is a 4th bedroom with a queen size bed, and the main floor also has a bathroom(shower) and just outside …see more

from $359 / night

$1255 / week

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avg. 2 hours 29 minutes

from $359 / night

(10) Excellent 

19

Cottage rental in Lion's Head

Bruce Peninsula / Lion's Head

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
Nestled between the escarpment and the cobble beach of Dyer's Bay, this 1200 sq ft 'gingerbread' cottage is built in the old-Ontario farmhouse style. Beautifully decorated, this 2-bedroom home is the perfect setting for your holiday, set against the pristine waters of G …see more

from $114 / night

$793 - $1348 / week

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from $114 / night

(1) Very Good 

19

Lion's Head Vacation cottage rental

Bruce Peninsula / Lion's Head

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
Rental description: located at 181 North Shore Rd, Barrow Bay. WATERFRONT COTTAGE, DIRECT ACCESS TO GEORGIAN BAY, next to the BRUCE TRAIL on Barrow Bay SUITABLE FOR 4 adults or a family of 2 adults and up to 3 kids (when adults share bed and bunk house is used) -- PET …see more

from $318 / night

$1110 / week

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avg. 2 hours 29 minutes

from $318 / night

(4) Good 

15

Lion's Head Vacation cottage rental

Bruce Peninsula / Lion's Head

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Pet friendly
Quaint 1000 sq ft, 3 bedroom cottage with its own private access to the magnicifent flat rock shoreline of Isthmus Bay, just across the road from the cottage. Enjoy some of the best shoreline in Ontario while you soak up the sun on the flat rocks and swim in the crystal …see more

from $114 / night

$793 - $952 / week

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from $114 / night

21

Cottage rental in Lion's Head

Bruce Peninsula / Lion's Head

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Pet friendly
Upscale three bedroom, 2000 square foot cottage located on the spectacular shores of Barrow Bay on Georgian Bay. Located less than 3 kilometers from Lion's Head, it combines the convenience of necessary amenities with a waterfront location on a dead end road. This taste …see more

from $114 / night

$793 - $1427 / week

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from $114 / night

7

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
Waterfront cottage with breathtaking views of Georgian Bay. Very Private setting, beautiful escarpment views, 500 feet of water frontage. Marina and town steps away with all necessary amenities. Recently renovated cottage with spacious kitchen. Plenty of space for a c …see more

from $357 / night

$2248 / week

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avg. 2 hours 37 minutes

from $357 / night

(8) Very Good 

18

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
Enjoy the sandy shoreline in front of this three bedroom, 1050 square foot cottage privately situated at Pleasant Harbour on the shores of Lake Huron. The main living area of the cottage features a stone fireplace as the focal point of this room, and is the perfect way …see more

from $136 / night

$952 - $1586 / week

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from $136 / night

16

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Pet friendly
Two bedroom, 1250 square foot cottage located just 300 metres to the shores of Whiskey Harbour on Lake Huron. This private cottage located in a quiet, serene setting surrounds you with nature while you get away from the city. Make this cottage your home away from home w …see more

from $80 / night

$555 - $714 / week

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from $80 / night

(4) Excellent 

28

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
This spectacular timber-frame cottage is located on the crystal clear shores of Georgian Bay just north of Lion's Head on Isthmus Bay. Open concept main floor has panoramic views of Georgian Bay from this entire level of the cottage. The practical kitchen has brand new …see more

from $92 / night

$639 - $2313 / week

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from $92 / night

(3) Very Good 

15

Vacation cottage rental

Bruce Peninsula / Lion's Head

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
  • Pet friendly
Quaint 1355 sq ft cottage located in the village of Lion's Head. With a sand beach one block away, a great grassy yard, and nearby opportunities for swimming and hiking, you will truly enjoy the many outdoor wonders that this area has to offer! This cottage is located a …see more

from $80 / night

$555 - $754 / week

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from $80 / night

(2) Excellent 

19

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Pet friendly
Loki's Lodge is a very private rustic cedar log cabin built on the beautiful limestone cliff tops in center of the Bruce Peninsula Ontario overlooking the crystal clear waters of Georgian Bay at Cape Chin South. This adorable log cabin features a covered porch with brea …see more

from $114 / night

$793 - $1229 / week

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from $114 / night

(3) Very Good 

20

Lion's Head Vacation cottage rental

Bruce Peninsula / Lion's Head

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Ask about children
  • Pet friendly
This large three bedroom cottage is located 100 metres from a public water access on beautiful Miller Lake. This cottage is situated on a large corner lot, surrounded by a nice large lawn. The cottage also has a front deck with nice patio furniture. The interior of the …see more

from $68 / night

$476 - $635 / week

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from $68 / night

12

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
THE DANDY DAWN COTTAGE - NEW LISTING AUGUST AVAILABILITY...This cottage is centrally located in the Village of Lion's Head, and at this time accommodates 8 people extremely comfortably. Hardwood flooring..NO CARPET.Tucked between the Golden Dawn Nursing Home and The D …see more

from $278 / night

$991 / week

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Responds fast!
avg. 2 hours 29 minutes

from $278 / night

(2) Excellent 

11

Lion's Head Vacation cottage rental

Bruce Peninsula / Lion's Head

2 9 2 nights min

  • 2 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 0.32 mi
  • Child friendly
  • Car not necessary
BRING THE FAMILY TO LION'S HEADBEST OF BOTH GEORGIAN BAY AND LAKE HURON!!BRUCE TRAIL HIKING,MOUNTAIN BIKING TRAILS,LIGHTHOUSES, GROTTO, GREIGS CAVES, SANDY BEACHES, FISHING, GOLFING NEARBY TOO!We have The Dark Sky Viewing Platform at the marina!! There are long range b …see more

from $278 / night

$1031 / week

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Responds fast!
avg. 2 hours 29 minutes

from $278 / night

11

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
FELSBOURG LANE COTTAGE Come stay at a fabulous cottage, and only steps from Little Sandy Beach, on Lake Huron. This cottage is a great CLEAN, and UNCLUTTERED rental. You will feel the love that the owners have for their vacation home in every room. Accommodates up …see more

from $397 / night

$1269 / week

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Responds fast!
avg. 2 hours 29 minutes

from $397 / night

(3) Very Good 

24

Vacation cottage in Lion's Head

Bruce Peninsula / Lion's Head

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
Experience breathtaking sunrises from this spacious 2300 sq. ft., four bedroom cottage in Pike Bay. Enter from the second floor entry and find yourself in the open space of the kitchen, dining room and sitting area. Stairs to the first floor are located here as well. En …see more

from $91 / night

$635 - $1586 / week

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from $91 / night

10

Lion's Head Vacation home accommodation

Bruce Peninsula / Lion's Head

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 0.25 mi
  • Child friendly
  • Pet friendly
NEW OWNERS-Reasonable rent price too Perfect little cottage in the Village of Lion's Head for 2 adults and 3 children to absolutely enjoy a summer's week or weeks. 2 bedrooms, 1 with a double bed, 1 with a double futon, with a single bunk above it. Washroom is be …see more

from $258 / night

$714 / week

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Responds fast!
avg. 2 hours 29 minutes

from $258 / night