Oak Bay Holiday Rentals

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Holiday Rentals in Oak Bay

Apartment in Oak Bay

4.0 star property
9.6 out of 10, Exceptional, (51)
"Perfect place with perfect hosts!!"
Canada
F
The price is AU$210
includes taxes & fees
9 Dec - 10 Dec
Woodhaven Country Lodge

Holiday Home in St. Stephen

9.6 out of 10, Exceptional, (26)
"This place was clean, cozy, and exactly what we needed!"
Canada
Riley S.
The price is AU$194
includes taxes & fees
7 Dec - 8 Dec
River View by the Border, stylish cozy centrally located in downtown St Stephen!

Cottage in Waweig

10.0 out of 10, Exceptional, (12)
"Clean, well equipped, new accommodation. Terrific communication with host.15 minute drive from St Andrews"
United States
Mike E.
The price is AU$483
includes taxes & fees
6 Dec - 7 Dec
Compass Cove Cottage on tidal river

Condo in Bayside

10.0 out of 10, Exceptional, (55)
"EXCELLENT LOCATION !"
Canada
Phil
The price is AU$339
includes taxes & fees
4 Jan - 5 Jan 2026
Charming Beachfront Apt w/Home Cinema & Coffee Bar

Cottage in Waweig

10.0 out of 10, Exceptional, (5)
"Very impressed with the cleanliness and ease of check-in at this property. Listing was entirely accurate, host was accommodating, and overall my group had a wonderful time at the cabin! Would definitely stay here again. "
United States
Sarah
The price is AU$483
includes taxes & fees
6 Dec - 7 Dec
The Hideaway Cottage with Hot tub

Holiday Home in Lords Cove

9.8 out of 10, Exceptional, (32)
"A wonderful place to stay! Lots of room, very clean and well kept. Hosts were very welcoming and communication was great. Deer Island was a sweet little place to stay. Would book this location again and recommend ☺️"
Canada
Emma
The price is AU$364
includes taxes & fees
6 Dec - 7 Dec
Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.

Cabin in Valley Road

10.0 out of 10, Exceptional, (1)
"We loved this cabin! The hosts were incredible and the amenities were wonderful. Easy to find and access. We had a great stay."
United States
Lena R.
The price is AU$266
includes taxes & fees
7 Dec - 8 Dec
Cozy Coastal Cabin w/Hot Tub

Apartment in St. Andrews

10.0 out of 10, Exceptional, (22)
"Great location and very comfortable. Every convenience you could want was provided. Place was very clean. Would go back to this location any time. "
Canada
Shelley P.
The price is AU$238
includes taxes & fees
7 Dec - 8 Dec
Private Apt. Heart of St Andrews

Apartment in Valley Road

8.0 out of 10, Very good, (1)
"Host was lovely, cabin was beautiful, hot tub was wonderful! It was definitely an awesome place to stay and I will definitely be recommending to friends! And will definitely be back!"
Canada
Alyssa
The price is AU$243
includes taxes & fees
8 Dec - 9 Dec
Cozy Rustic Cabin w/Hot Tub

Holiday Home in Oak Hill

2.0 star property
The price is AU$275
includes taxes & fees
6 Dec - 7 Dec
Oakhill Oasis. Newly built house.

Holiday Home in St. Andrews

9.8 out of 10, Exceptional, (17)
"Overall convenient, and perfect for our needs to have a place to stay in Saint Andrews for a big group. The house is big and very clean and well located to walk into town for a cup of coffee in the morning."
United States
Linda R.
The price is AU$519
includes taxes & fees
7 Dec - 8 Dec
Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants

Apartment in St. Andrews

10.0 out of 10, Exceptional, (1)
"This location is breathtaking. Overlooking the wharf and ocean gives you all the sea vibes of St.Andrews. The rooms are modern and spacious. This is now my new favourite place to stay! "
Canada
Bailey T.
The price is AU$1,012
includes taxes & fees
31 Dec - 1 Jan 2026
Captain Dan's Sunset Suite

Holiday Home in Dufferin

The price is AU$3,416
includes taxes & fees
15 Dec - 16 Dec
Todd's Point Luxurious Watefront Mansion on 14 Acres /Your New Brunswick Retreat
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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Top Oak Bay Hotel Reviews

Find out more about Oak Bay

Everything you need to know about Oak Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Bay holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oak Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Bay. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oak Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oak Bay holiday rentals we have selected for you start as low as AU$194 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oak Bay rentals

At Expedia, we put the best Oak Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oak Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Oak Bay?

Yes, there are holiday rentals close to the most popular sights in Oak Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oak Bay has to offer?

Creekside Hideaway -Oak Bay, NB: This highly rated holiday home rental in Oak Bay offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Oak Bay?

Explore the area and family-friendly sights such as Huntsman Marine Science Centre, or get out into nature at a spot like St. Croix Island. In the wider area, you’ll find Oak Bay Provincial Park and Chocolate Museum.

What are holiday rentals like in Oak Bay?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oak Bay. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.