The places that never leave you.
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, cleaning 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.
The Nova Scotia 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.
Sleeps 4
Oceanfront
Forested
2025 rate & dates coming soon …
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.
Sleeps 8
Oceanfront
Private Dock
rates from $650/night
The Oaks Seaside Retreat
Chester Basin
An icon of the South Shore since 1898. Traditional inn that has been thoughtfully redesigned as a unique oceanfront retreat.
An icon of the South Shore since 1898. Traditional inn that has been thoughtfully redesigned as a unique oceanfront retreat.
Sleeps 10
Oceanfront
Private Mooring
rates from $475/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.
Sleeps 6
Oceanview
Private Gardens
rates from $195/night
The Haven
Hubbards
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.
Sleeps 4
Forested
Private Gardens
rates from $179/night
Back Harbour House
Chester
Not just ‘on’ the water, but ‘in’ the water! Incredibly unique ocean experience and with an interior to match this unforgettable setting.
The perfect home base when staying in is the game plan.
Sleeps 6
Oceanfront
Private Dock
2025 rates & dates coming soon …
Compass Cottage
Deep Cove
A seasonal retreat that truly is a treat. Surrounded by lush coastal gardens on one side and the ocean on the other.
Situated on one of the quietest little coves on Mahone Bay. Close enough to town, but a world away in serenity.
Sleeps 4
Oceanview
Private Gardens
rates from $195/night
Stanford Lakehouse
Stanford Lake, Chester
Year-round lakefront escape with unrivalled views across to the world famous SENSEA Spa.
Only minutes to town, but you won’t want to leave the perfectly designed indoor and outdoor space.
Sleeps 6
Lakeview
Private Gardens
2025 rates & dates coming soon …
The Acorn at The Oaks
Chester Basin
The famous home of South Shore hospitality, just on a smaller scale. Weekday getaways have enver been so classy.
Soaring views over pristine Chester Basin set the scene for a memorable stay.
Sleeps 4
Oceanview
Private Gardens
rates from $249/night
Eagle Ridge Cabin
Deep Cove
Not near the ocean, but ON the ocean! Unique retreat perfect a couples getaway & only 35 minutes South of Halifax.
Perfectly perched overlooking Deep Cove and views out into majestic Mahone Bay. Quiet, quiet, quiet!
Sleeps 4
Oceanfront
Forested
2025 rates & dates coming soon …
The Coach House at White Cottage
Chester Village
Not near the ocean, but ON the ocean! Unique retreat perfect a couples getaway & only 35 minutes South of Halifax.
Perfectly perched overlooking Deep Cove and views out into majestic Mahone Bay. Quiet, quiet, quiet!
Sleeps 4
Oceanview
Private Gardens
2025 rates & dates coming soon …
The Nova Scotia 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.
6 Chalets
Oceanfront
Beach bum
rates from $295/night
Prince Edward Island.
The PEI North Shore.
Blooming Point Beach House
Blooming Point
A true family ocean playground, with front row beach access on perfect Tracadie Bay. This is PEI at it’s peak!
A short 20 minute drive to Charlottetown, but miles away from the noise and the summer crowds ...
Sleeps 5
Oceanfront
Beach Bum
rates from $235/night
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).
Sleeps 8
Oceanview
National Park
rates from $259/night
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!
Sleeps 4
Oceanfront
Beach Bum
2025 rate & dates coming soon …
The PEI 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.
Sleeps 6
Oceanfront
Beach Bum
rates from $179/night
Not sure where to look? Try our map-based view.
Say hey.
Discounts direct to your inbox.
No spam, just the stuff you want - promos & new vacation options for you & your friends.
