The places that never leave you.

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Book direct & have more money left for lobster.

We don’t think you should be charged to book your own vacation. The big booking engines are built on that idea and an array of plus, plus, plus fees. It all adds up to a whole lotta money for you and needlessly takes away from what you actually left to enjoy your vacation.

Here is some welcomed news - There are NEVER any booking fees, pet fees or change fees when you book direct at sleepyhouse.ca.

Our own secure booking platform allows you to confidently book your next stay, pay by credit card, add coverage and all with a potential savings of up to 35% in a fee free environment. It’s that easy.

Nova Scotia.

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- The South Shore -

The Beacon
Bayswater Beach

Truly, a one-of-a-kind escape. 11 acres of oceanfront privacy and views unmatched across Nova Scotia. On a clear day, enjoy a long look across to Peggy’s Cove.

Your soft landing on a perfectly rugged South Shore coastline.

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A silhouette of the ocean.
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Sleeps 4

Oceanfront

Forested

View Cottage

2025 rates from $195/night

White Cottage, 1795
Chester Village

Standing tall above the Chester front harbour since 1795, White Cottage is an world-renowned and highly awarded Nova Scotia icon.

Hosting exclusive groups and individuals year-round - this is where big moments are celebrated and memories are made.

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Sleeps 8

Oceanfront

Private Wharf

View Cottage

2025 rates from $595/night

Witmere
Chester

Straight from the pages of a design magazine and inserted into your vacation dreams …

One-of-a-kind stylish masterpiece with unique moments at every turn. True vacation elegance …

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Sleeps 8

Oceanfront

Private Gardens

View Cottage

2025 rates from $595/night

The Nest
Deep Cove

Relax in oceanside peace. Exceptionally finished and fully-stocked for your South Shore adventures. Or, just sit and watch the boats in the cove and the eagles fish.

Relaxation at it’s finest.

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Sleeps 6

Oceanview

Private Gardens

View Cottage

2025 rates from $195/night

Pine & Sea
Chester

Spectacular setting and an absolutely lovingly cared for home, loaded with everything you need.

Tucked away on a private acreage on the outskirts of town. The peace and quiet you seek, with amenities not too far away.

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Oceanview

Sleeps 4

Private Gardens

Inquire

2026 rates & dates soon …

The Cupcake House
Old Town Lunenburg

Peaceful, proper and playful in the UNESCO World Heritage town of Lunenburg.

Live like a local and stay amongst all of the character and charm of Canada’s East Coast crown jewel.

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Sleeps 4

Historic Town

Private Gardens

View Cottage

2025 rates from $195/night

The Coach House at White Cottage
Chester Village

A little slice of couples getaway bliss, positioned perfectly high atop the beautiful Chester front harbour.

Explore the village on foot and return home to all the romance of White Cottage. Couldn’t have it any better!

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Oceanfront

Sleeps 2

Private Gardens

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View Cottage

2025 rates from $225/night

- The North Shore -

Ocean Sunset Chalets
Brule Beach

This legendary North Shore beach escape at Brule Beach now works with Sleepyhouse. Yay!

Classic styling, cozy feels and the ultimate family beach experience at your doorstep. Remember when? That’s what OSC is all about.

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Oceanfront

6 Chalets

Beach Bum

Visit OSC …

rates from $295/night

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Prince Edward Island.

- The North Shore -

The Summerhouse
St. Peter’s Bay

A quiet escape with coastal finishes, fully stocked and plenty of room indoors & out for families to enjoy a perfect PEI experience.

Acreage overlooking majestic St. Peters Bay and a short bike down to the world famous beach and boardwalks at Greenwich National Park (PEI).

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Sleeps 8

Oceanview

National Park

View Cottage

rates from $279/night

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Camp Cable Head
Cable Head

Signature sandy seascapes on the North Shore. Just outside of the National park, but the same coastline of endless beauty.

A very unique experience is in the works ... We will keep you posted!

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Sleeps 4

Oceanfront

Beach Bum

Coming 2025

2025 rates & dates coming soon

- The South Shore -

Sunset Beach Bungalow
Fernwood/Chelton

Walk on waterfront cottage right out your back door. Spectacular family-friendly cottage in the exact right spot for PEI exploration.

Mere minutes from the bridge means you will be making lifelong memories in no time.

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Oceanfront

Sleeps 6

Beach Bum

Inquire

2025 rates from $259/night

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The Wee Buoy
Augustine Cove

The cutest lil getaway for 2 is coming to the South Shore next season.

Straight across the bridge to take a break on the strait. Could. Not. Be. Sweeter! Details as they roll in …

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Ocean access

Sleeps 2

Beach Bum

Summer '26

rates from $149/night

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