Book Holiday Homes in Oak Bay

Start date: Check-in selected.
To Date
End date: Check-out

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Oak Bay

Getaway St Andrews - Bright Spacious Vacation Home

Getaway St Andrews - Bright Spacious Vacation Home

St. Andrews NB
With a stay at this vacation home in St. Andrews, you'll be within a 5-minute walk of Water Street and Saint Andrews Community Adventure Playground.
Opens in a new windowGetaway St Andrews - Bright Spacious Vacation Home
St. Andrews Beach Home

St. Andrews Beach Home

Chamcook NB
Located in St. Andrews, this vacation home is by the ocean, within a 5-minute drive of Atlantic Salmon Interpretive Centre and Chamcook Lake.
Opens in a new windowSt. Andrews Beach Home
Explore Deer Island!  Family-friendly vacation home.

Explore Deer Island! Family-friendly vacation home.

Lambertville NB
Located in West Isles, this vacation home is within a 15-minute drive of Leonardville Lighthouse and Deer Island Point Lighthouse.
Opens in a new windowExplore Deer Island! Family-friendly vacation home.
Save an average of 15% on thousands of hotels when you're signed in
Jolly Seaside - Heart of Saint Andrews - small water view.

Jolly Seaside - Heart of Saint Andrews - small water view.

St. Andrews NB
A stay at this vacation home places you in the heart of St. Andrews, steps from Water Street and 6 minutes by foot from Saint Andrews Community Adventure ...
Opens in a new windowJolly Seaside - Heart of Saint Andrews - small water view.
Captain Dan's Shanty on Water

Captain Dan's Shanty on Water

St. Andrews NB
Located in St. Andrews, this vacation home is by the sea, within a 5-minute walk of Water Street and St. Andrews Lighthouse.
Opens in a new windowCaptain Dan's Shanty on Water
Registered Historic Edwardian Carriage House. Close to Katy's Cove.Pet Friendly.

Registered Historic Edwardian Carriage House. Close to Katy's Cove.Pet Friendly.

St. Andrews NB
With a stay at this vacation home in St. Andrews, you'll be within a 10-minute walk of Water Street and Kingsbrae Garden.
Opens in a new windowRegistered Historic Edwardian Carriage House. Close to Katy's Cove.Pet Friendly.
Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants

Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants

St. Andrews NB
The price is AU$522 per night from 1 Jan to 2 Jan
AU$522
1 Jan - 2 Jan 2026
includes taxes & fees
A stay at this vacation home places you in the heart of St. Andrews, steps from Water Street and 6 minutes by foot from St. Andrews Lighthouse.
Opens in a new windowLarge Home downtown Saint Andrews within walking to Beach, Shops and Restaurants
Todd's Point Luxurious Watefront Mansion on 14 Acres /Your New Brunswick Retreat

Todd's Point Luxurious Watefront Mansion on 14 Acres /Your New Brunswick Retreat

Dufferin NB
The price is AU$3,431 per night from 5 Jan to 6 Jan
AU$3,431
5 Jan - 6 Jan 2026
includes taxes & fees
Located in Dufferin, this vacation home is a 5-minute drive from Ferry Cove and 7 minutes from Ganong Nature Park.
Opens in a new windowTodd's Point Luxurious Watefront Mansion on 14 Acres /Your New Brunswick Retreat
Location, location, location!  Private - Waterview - Downtown Cottage

Location, location, location! Private - Waterview - Downtown Cottage

Saint Andrews NB
A stay at this vacation home places you in the heart of St. Andrews, steps from Water Street and Sunbury Shores Arts & Nature Centre.
Opens in a new windowLocation, location, location! Private - Waterview - Downtown Cottage
Don't see what you're looking for?
See all available properties in Oak Bay
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Oak Bay Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Oak Bay vacation homes are the perfect way for you to wing it.

Holiday houses in Oak Bay let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Oak Bay in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Oak Bay adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Oak Bay with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Oak Bay vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Oak Bay Holiday Homes essential information

Accommodation
28 Holiday Homes
Lowest Price
AU$238
Highest Price
AU$3,431
Popular accommodation
Getaway St Andrews - Bright Spacious Vacation Home, St. Andrews Beach Home, Explore Deer Island! Family-friendly vacation home., Jolly Seaside - Heart of Saint Andrews - small water view., Captain Dan's Shanty on Water, Registered Historic Edwardian Carriage House. Close to Katy's Cove.Pet Friendly., Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants, Todd's Point Luxurious Watefront Mansion on 14 Acres /Your New Brunswick Retreat, Location, location, location! Private - Waterview - Downtown Cottage

Top trending hotels in Oak Bay

Woodhaven Country Lodge

Woodhaven Country Lodge

4 out of 5
14 Murray Lane Oak Bay NB
The price is AU$238 per night from 4 Jan to 5 Jan
AU$238
4 Jan - 5 Jan 2026
includes taxes & fees
When you stay at Woodhaven Country Lodge in Oak Bay, you'll be on the beach, within a 5-minute drive of Rickets Island and Oak Bay Provincial Park.
Opens in a new windowWoodhaven Country Lodge
Scoodic Motel

Scoodic Motel

2.5 out of 5
241 Route 170 Oak Bay NB
With a stay at Scoodic Motel in Oak Bay, you'll be within a 5-minute drive of Crocker Island and Oak Bay Provincial Park.
Opens in a new windowScoodic Motel
Creekside Hideaway -Oak Bay, NB

Creekside Hideaway -Oak Bay, NB

Oak Bay NB
Located in Oak Bay, this vacation home is a 2-minute drive from Oak Bay Provincial Park and 6 minutes from Rickets Island.
Opens in a new windowCreekside Hideaway -Oak Bay, NB
Save an average of 15% on thousands of hotels when you're signed in
Nestled along the coastline of the Atlantic welcome to Lilyhill bayside retreat!

Nestled along the coastline of the Atlantic welcome to Lilyhill bayside retreat!

Oak Bay NB
Located in Oak Bay, this cottage is on the waterfront, a 2-minute drive from Oak Bay Provincial Park and 5 minutes from Rickets Island.
Opens in a new windowNestled along the coastline of the Atlantic welcome to Lilyhill bayside retreat!
Don't see what you're looking for?
See all available properties in Oak Bay
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.