Book Holiday Homes in Oak Bay

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
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.
Getaway St Andrews - Bright Spacious Vacation Home
Jolly Seaside - Heart of Saint Andrews - small water view.

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

St. Andrews
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 ...
Jolly Seaside - Heart of Saint Andrews - small water view.
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
The price is AU$335 per night from 27 Apr to 28 Apr
AU$335
includes taxes & fees
27 Apr - 28 Apr
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.
Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants
Save an average of 15% on thousands of hotels when you're signed in
Location, location, location!  Private - Waterview - Downtown Cottage

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

Saint Andrews
A stay at this vacation home places you in the heart of St. Andrews, steps from Water Street and Sunbury Shores Arts & Nature Centre.
Location, location, location! Private - Waterview - Downtown Cottage
Cory Cottage - a charming 1830s home with ocean views. Walk to everything.

Cory Cottage - a charming 1830s home with ocean views. Walk to everything.

St. Andrews
A stay at this vacation home places you in the heart of St. Andrews, within a 10-minute walk of St Andrews Blockhouse and Centennial Park.
Cory Cottage - a charming 1830s home with ocean views. Walk to everything.
River View by the Border, stylish cozy centrally located in downtown St Stephen!

River View by the Border, stylish cozy centrally located in downtown St Stephen!

St. Stephen
The price is AU$202 per night from 7 Apr to 8 Apr
AU$202
includes taxes & fees
7 Apr - 8 Apr
With a stay at this vacation home in St. Stephen, you'll be within a 5-minute drive of Chocolate Museum and Charlotte County Museum.
River View by the Border, stylish cozy centrally located in downtown St Stephen!
St. Andrews Waterfront Vacation Home - Downtown

St. Andrews Waterfront Vacation Home - Downtown

St. Andrews
A stay at this vacation home places you in the heart of St. Andrews, steps from Water Street and Sunbury Shores Arts & Nature Centre.
St. Andrews Waterfront Vacation Home - Downtown
Explore Deer Island!  Family-friendly vacation home.

Explore Deer Island! Family-friendly vacation home.

Lambertville
Located in West Isles, this vacation home is within a 15-minute drive of Leonardville Lighthouse and Deer Island Point Lighthouse.
Explore Deer Island! Family-friendly vacation home.
Captain Dan's Shanty on Water

Captain Dan's Shanty on Water

St. Andrews
The price is AU$607 per night from 20 Apr to 21 Apr
AU$607
includes taxes & fees
20 Apr - 21 Apr
Located in St. Andrews, this vacation home is by the sea, within a 5-minute walk of Water Street and St. Andrews Lighthouse.
Captain Dan's Shanty on Water
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
27 Holiday Homes
Lowest Price
AU$202
Highest Price
AU$607
Popular accommodation
Getaway St Andrews - Bright Spacious Vacation Home, Jolly Seaside - Heart of Saint Andrews - small water view., Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants, Location, location, location! Private - Waterview - Downtown Cottage, Cory Cottage - a charming 1830s home with ocean views. Walk to everything., River View by the Border, stylish cozy centrally located in downtown St Stephen!, St. Andrews Waterfront Vacation Home - Downtown, Explore Deer Island! Family-friendly vacation home., Captain Dan's Shanty on Water

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$303 per night from 10 Apr to 11 Apr
AU$303
includes taxes & fees
10 Apr - 11 Apr
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.
Woodhaven Country Lodge
Creekside Hideaway -Oak Bay, NB

Creekside Hideaway -Oak Bay, NB

Oak Bay
The price is AU$343 per night from 5 May to 6 May
AU$343
includes taxes & fees
5 May - 6 May
Located in Oak Bay, this vacation home is a 2-minute drive from Oak Bay Provincial Park and 6 minutes from Rickets Island.
Creekside Hideaway -Oak Bay, NB
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
Located in Oak Bay, this cottage is a 2-minute drive from Oak Bay Provincial Park and 5 minutes from Rickets Island.
Nestled along the coastline of the Atlantic welcome to Lilyhill bayside retreat!
Save an average of 15% on thousands of hotels when you're signed in
Creekside Hideaway - Oak Bay, NB

Creekside Hideaway - Oak Bay, NB

Oak Bay
Located in Oak Bay, this vacation home is a 2-minute drive from Oak Bay Provincial Park and 6 minutes from Rickets Island.
Creekside Hideaway - Oak Bay, NB
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.