Vacation rentals in Lion's Head

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Top-rated vacation rentals in Lion's Head

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Guest favorite

Place to stay in Wasaga Beach

5.0 out of 5 average rating, 191 reviews

Newly Built Woodsy Loft Retreat

Welcome to Woodsy Loft, a newly built retreat. A great spot for a getaway! A perfect home base for not just the beach and stunning walks into the sunset, but Blue Mtn, Scandinavian Spa, Collingwood, Cross Country Skiing Provincial Park and a brand new casino, all close by. Packed with amenities like screened in patio, XL bathtub, King size bed, 'The Frame' Smart TV, full kitchen, fast WIFI, motorized blind...and the list goes on. Situated and designed to offer max. privacy and relaxation.

Oct 14 – 21

G$28,644 GYD per night

Guest favorite

Guest suite in Wiarton

4.95 out of 5 average rating, 169 reviews

Cozy Getaway on the Bruce Trail!

Newly renovated, this spectacular and spacious two floor unit comes equipped with everything you need for a perfect getaway to the Bruce! This 3 acre property is conveniently located on the Niagara Escarpment with access to the Bruce Trail through the backyard, Only a 5-minute walk to downtown Wiarton or Georgian Bay. A 20-minute drive from Sauble Beach, and only 45 minutes to Tobermory. You won’t need to travel far from this central location to enjoy all the beauty this area has to offer!

Oct 5 – 12

G$23,782 GYD per night

Guest favorite

Guesthouse in Kemble

4.82 out of 5 average rating, 133 reviews

Waterfront Sunrise Cottage

Private waterfront cottage 15 mins north of Owen Sound on the crystal clear waters of Georgian Bay. With a 150 feet of shoreline shared only with a neighbouring cottage, enjoy the stunning sunrises, relax on a lounger, go for a swim, kayak, paddle board, go fishing or have a camp fire and stargaze. Use our cottage as a jumping off point for many hikes along the Bruce Trail, Sauble Beach (35min), Tobermory (70min) and many more. Or just work from here while enjoying the great view and wifi.

May 7 – 14

G$19,567 GYD per night

Guest favorite

Tiny home in Northern Bruce Peninsula

4.87 out of 5 average rating, 251 reviews

Waterfront Bruce Peninsula Lake Huron Cabin

Queen size bunk sleeps 4. Pillows, but NO BEDDING OR TOWELS. You must bring your own sleeping bags or bedding. Bar fridge, kettle, lamps, table & 4 chairs, a deck with 2 muskoka chairs, 2 folding lawn chairs, picnic table, fire pit, wifi, portable heater in Spring and Fall. Camp flush toilets a minute walk. No shower, but you can swim from our camp dock. Bring Drinking Water. Gas barbecue available for a charge. Firewood sold here, for health of our trees, do not bring any into camp.

Sep 15 – 22

G$21,180 GYD per night

Guest favorite

Cottage in Lion's Head

4.9 out of 5 average rating, 112 reviews

Myles Bay Cottage

Beautiful, quiet, private setting steps from the water and gorgeous sandy beach. Cottage is located near Lions Head ON on Myles/Stokes Bay. Boat launch close by (free government dock) one concession south, Lions Head Marina on east side of peninsula, or gradual entry steps away is good for canoe, kayak, or jet ski entry. Nicely finished interior for all your vacation needs. Available for full weeks, Sat-Sat, July & August (check in/out day is Saturday). STA Permit: NBP-2021-425

Oct 16 – 23

G$26,264 GYD per night

Guest favorite

Cottage in Tobermory

4.88 out of 5 average rating, 108 reviews

Whispering Cedars

Our cottage is located on Larry's Lake in Dorcas Bay. The cottage is quiet, private, on a shallow inland lake with dock. Relax in the evening by the fire pit and enjoy the beautiful sunsets from our westerly view. The Bruce Peninsula is renown for it's unique orchids and 1000 year old dwarf cedars. We hope that you enjoy our cottage's beautiful surroundings. You are located 15 minutes from downtown Tobermory and all amenities as well as minutes from entrance to both National Parks.

Oct 12 – 19

G$28,682 GYD per night

Guest favorite

Cottage in Tobermory

4.99 out of 5 average rating, 176 reviews

Tamarack by the Bay - Waterfront Cottage

Location; location; location. Spectacular year round waterfront cottage on Lake Huron 10 minutes from Tobermory. Featured in an article of Trips to Discover. Entire main floor walkout, 9 foot ceilings and 2 decks await your visit. Private access to the water along with supplied kayaks and paddleboard enhance your stay. Large firepit will allow for many hours of evening entertainment. See video tours on You Tube: "Welcome to Tamarack By The Bay" by CL Visuals and Calvin Lu.

Sep 11 – 18

G$73,639 GYD per night

Guest favorite

Apartment in Tobermory

4.92 out of 5 average rating, 457 reviews

2km from downtown & all local attractions

Escape to our charming studio apartment just minutes away from Tobermory's vibrant downtown. Dive into local delights like beaches, parks, boat tours, and hiking trails. After your adventures, unwind on your private deck, grill up a feast on the BBQ, or cozy up by the backyard fire pit. With tasteful decor and a welcoming atmosphere, our renovated space offers the perfect retreat for your Tobermory getaway. My Little Acre Back Deck STA#NBP-2021-472

Oct 9 – 16

G$21,444 GYD per night

Guest favorite

Guest suite in Lion's Head

4.91 out of 5 average rating, 214 reviews

Lion's Head Bahay

This 2-bedroom apartment above an old Ontario farmhouse sits on a half acre lot with award winning gardens. It has a separate entrance providing a private getaway. It is a great place for staycation, or as a work-from-home alternative, or for families. It is situated in downtown Lion's Head, steps from everything: stores, shops, restaurants, pub, LCBO, beach, marina, children's park, and Bruce trails.

Jun 4 – 11

G$46,398 GYD per night

Guest favorite

Cabin in Tobermory

4.97 out of 5 average rating, 182 reviews

The Way Way Back (Waterfront Cottage-Private Dock)

Cozy waterfront cottage; perfect spot to get away! Relax and enjoy the sunsets on the private dock hammock with all the comforts of home. 2 night off season minimum. Weekly (Friday to Friday) July & August. Maximum occupancy for this cottage is 4 adults and 2 children. Approximately 7 minutes from Tobermory, Bruce Peninsula National Park (the grotto) & Singing Sands. Please inquire!

Sep 17 – 24

G$58,677 GYD per night

Guest favorite

Guesthouse in Lion's Head

4.92 out of 5 average rating, 217 reviews

Stone Cottage By Georgian Bay

Cosy and private 2 bedroom Stone Cottage directly across from Georgian Bay. Approximately half an acre with water views from the comfort of your living room. Enjoy the fire pit, bbq, games and everything this cottage has to offer. Walk 1.5 kilometres to town and see the caves from the Niagara Escarpment that are 450 million years old. It’s amazing!

Apr 11 – 18

G$33,711 GYD per night

Guest favorite

Cottage in Miller Lake

4.9 out of 5 average rating, 351 reviews

Lake Huron Spectacular Cottage Home

Comfortably furnished family and entertainment cottage with private dock on Lake Huron. Newly built and well taken care of with 3 bedrooms and 2 bathrooms Shallow water with mix rock and sand beach. Gradual decline to deep water. Fantastic sunset views across Lake Huron from many viewpoints at the cottage. Plenty of parking.

Apr 16 – 23

G$34,161 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Lion's Head vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Lion's Head's top sights

Lion's Head Beach26 locals recommend

Lions Head Provincial Park65 locals recommend

Lion’s Head Lookout29 locals recommend

Rachel's Bakery and Cafe31 locals recommend

Lion's Head Light15 locals recommend

Lions Head Inn35 locals recommend

Other great vacation rentals in Lion's Head

Guest favorite

Guest suite in Meaford

4.95 out of 5 average rating, 172 reviews

The Beach Button

Dec 29 – Jan 5

G$25,919 GYD per night

Guest favorite

Cottage in Lion's Head

4.93 out of 5 average rating, 122 reviews

Trails End Family Friendly Beach House

Jul 7 – 14

G$40,774 GYD per night

Guest favorite

Guest suite in Lion's Head

4.94 out of 5 average rating, 78 reviews

Beachfront Private Duplex near Grotto & Tobermory

Nov 6 – 13

G$24,108 GYD per night

Guest favorite

Apartment in Lion's Head

5.0 out of 5 average rating, 8 reviews

Home away from home!

May 14 – 21

G$31,340 GYD per night

Guest favorite

Barn in Lion's Head

4.97 out of 5 average rating, 64 reviews

The Stone Barn @ Lion's Head

Jan 5 – 12

G$28,891 GYD per night

Guest favorite

Cottage in Tobermory

4.96 out of 5 average rating, 27 reviews

Peace and relaxation at Blackwood Cottage.

Jan 13 – 20

G$23,865 GYD per night

Guest favorite

Guesthouse in Kemble

5.0 out of 5 average rating, 49 reviews

Cozy Bunkie on a Scenic Hilltop with Goats

Sep 5 – 12

G$19,668 GYD per night

Guest favorite

Home in South Bruce Peninsula

4.89 out of 5 average rating, 18 reviews

Pine Villa-Mediterranean Cottage

Sep 16 – 23

G$39,072 GYD per night

Show all

Quick stats about vacation rentals in Lion's Head

Total rentals
60 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.7K reviews
Nightly prices starting at
G$14,594 GYD before taxes and fees

Frequently Asked Questions

What are the most popular amenities for Cottage Rentals in Lion''s Head?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Lion''s Head?
Four-legged friends are welcome in Lion''s Head. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Lion''s Head have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Lion''s Head. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Lion''s Head have wifi?
Absolutely! We offer over 10 house rentals with wifi in Lion''s Head. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Lion''s Head?
Lion''s Head has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cottage rentals in Lion''s Head?
Experience the best of Lion''s Head with our cottage rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Lion''s Head?
Yes! Work meets play with ease at over 20 vacation rentals in Lion''s Head featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cottage rentals in Lion''s Head have free parking?
Absolutely! We offer over 20 cottage rentals with free parking in Lion''s Head. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Lion's Head

Top-rated vacation rentals in Lion's Head

Vacation rentals for every style

Cottages

Hotels

Unique stays

Popular amenities for Lion's Head vacation rentals

Stay near Lion's Head's top sights

Other great vacation rentals in Lion's Head

Guest suite in Meaford

Cottage in Lion's Head

Guest suite in Lion's Head

Apartment in Lion's Head

Barn in Lion's Head

Cottage in Tobermory

Guesthouse in Kemble

Home in South Bruce Peninsula

Quick stats about vacation rentals in Lion's Head

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

What are the most popular amenities for Cottage Rentals in Lion''s Head?

Are there pet-friendly vacation rentals in Lion''s Head?

Do house rentals in Lion''s Head have a kitchen?

Do house rentals in Lion''s Head have wifi?

Are there family-friendly vacation rentals in Lion''s Head?

How much does it cost to stay in cottage rentals in Lion''s Head?

Are there vacation rentals with a dedicated workspace in Lion''s Head?

Do cottage rentals in Lion''s Head have free parking?

Destinations to explore