Book Holiday Homes in Oak Bay

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Featured Holiday Homes in Oak Bay

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$197 per night from 11 Mar to 12 Mar
AU$197
includes taxes & fees
11 Mar - 12 Mar
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!
Carriage House on 9.5 Acres.  Sit at the ocean or enjoy the waterfalls - Luxury

Carriage House on 9.5 Acres. Sit at the ocean or enjoy the waterfalls - Luxury

Bayside
This vacation home is 1.7 mi (2.7 km) from Rickets Island and 3 mi (4.9 km) from Chamcook Lake.
Carriage House on 9.5 Acres. Sit at the ocean or enjoy the waterfalls - Luxury
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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
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
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$402 per night from 26 Feb to 27 Feb
AU$402
includes taxes & fees
26 Feb - 27 Feb
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
Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.

Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.

Lords Cove
The price is AU$397 per night from 27 Feb to 28 Feb
AU$397
includes taxes & fees
27 Feb - 28 Feb
Located in West Isles, this vacation home is in a rural location, within a 15-minute drive of Leonardville Lighthouse and Deer Island Point Lighthouse.
Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.
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.
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
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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
23 Holiday Homes
Lowest Price
AU$197
Highest Price
AU$402
Popular accommodation
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!, Carriage House on 9.5 Acres. Sit at the ocean or enjoy the waterfalls - Luxury, Getaway St Andrews - Bright Spacious Vacation Home, Location, location, location! Private - Waterview - Downtown Cottage, Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants, Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water., Jolly Seaside - Heart of Saint Andrews - small water view., St. Andrews Waterfront Vacation Home - Downtown

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$267 per night from 27 Mar to 28 Mar
AU$267
includes taxes & fees
27 Mar - 28 Mar
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
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!
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
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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
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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.

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^Subject to availability and chosen travel dates.