Book Holiday Homes in Oak Bay

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Featured Holiday Homes in Oak Bay

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$180 per night from 22 Dec to 23 Dec
AU$180
includes taxes & fees
22 Dec - 23 Dec
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
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$392 per night from 23 Nov to 24 Nov
AU$392
includes taxes & fees
23 Nov - 24 Nov
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.
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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
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
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.
just steps away from the Macquadavic River,minutes away from the bay of Fundy

just steps away from the Macquadavic River,minutes away from the bay of Fundy

Bonny River
This vacation home is 9.5 mi (15.2 km) from Long Island and 14.4 mi (23.2 km) from Deer Island Ferry.
just steps away from the Macquadavic River,minutes away from the bay of Fundy
Pinnacle of St. Andrews by the Sea - Exquisite seaside home.

Pinnacle of St. Andrews by the Sea - Exquisite seaside home.

St. Andrews
With a stay at this vacation home in St. Andrews, you'll be a 1-minute walk from Water Street and 7 minutes by foot from St. Andrews Lighthouse.
Pinnacle of St. Andrews by the Sea - Exquisite seaside home.
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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$104
Highest Price
AU$392
Popular accommodation
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, Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water., Getaway St Andrews - Bright Spacious Vacation Home, Location, location, location! Private - Waterview - Downtown Cottage, St. Andrews Waterfront Vacation Home - Downtown, Jolly Seaside - Heart of Saint Andrews - small water view., just steps away from the Macquadavic River,minutes away from the bay of Fundy, Pinnacle of St. Andrews by the Sea - Exquisite seaside home.

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$297 per night from 24 Nov to 25 Nov
AU$297
includes taxes & fees
24 Nov - 25 Nov
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$332 per night from 25 Nov to 26 Nov
AU$332
includes taxes & fees
25 Nov - 26 Nov
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
Algonquin Resort St Andrews by-the-Sea Autograph Collection

Algonquin Resort St Andrews by-the-Sea Autograph Collection

4 out of 5
184 Adolphus Street, St. Andrews, NB
Fully refundableReserve now, pay when you stay
The price is AU$188 per night from 8 Dec to 9 Dec
AU$188
includes taxes & fees
8 Dec - 9 Dec
With a stay at Algonquin Resort St Andrews by-the-Sea Autograph Collection in St. Andrews, you'll be by the ocean, within a 10-minute walk of Kingsbrae Garden ...
Algonquin Resort St Andrews by-the-Sea Autograph Collection
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Kennedy House

Kennedy House

3 out of 5
218 Water Street, St. Andrews, NB
Fully refundableReserve now, pay when you stay
The price is AU$104 per night from 24 Nov to 25 Nov
AU$104
includes taxes & fees
24 Nov - 25 Nov
With a stay at Kennedy House, you'll be centrally located in St. Andrews, steps from Water Street and within a 10-minute walk of Kingsbrae Garden.
Kennedy House
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.

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