Oak Bay Holiday Rentals

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Our top choices for Oak Bay holiday rentals

Woodhaven Country Lodge

Woodhaven Country Lodge
4.0 star property
Oak Bay
9.6 out of 10, Exceptional, (52 reviews)
"Perfect place with perfect hosts!!"
Canada
F
The price is NZ$207
includes taxes & fees
28 Jan - 29 Jan
Woodhaven Country Lodge

Spacious Garden-View Suite in 150-Year-Old Manor House

Spacious Garden-View Suite in 150-Year-Old Manor House
Bocabec
The price is NZ$243
includes taxes & fees
1 Feb - 2 Feb
Spacious Garden-View Suite in 150-Year-Old Manor House

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
9.6 out of 10, Exceptional, (27 reviews)
"Yes, everything was fine. Clean and spacious. Close to the border. "
Canada
John
The price is NZ$214
includes taxes & fees
5 Feb - 6 Feb
River View by the Border, stylish cozy centrally located in downtown St Stephen!

Spacious Garden-View King Suite in 150-Year-Old Manor House

Spacious Garden-View King Suite in 150-Year-Old Manor House
Bocabec
The price is NZ$258
includes taxes & fees
29 Jan - 30 Jan
Spacious Garden-View King Suite in 150-Year-Old Manor House

Charming Countryside Cabin. Pet-Friendly!

Charming Countryside Cabin. Pet-Friendly!
Bocabec
The price is NZ$243
includes taxes & fees
1 Feb - 2 Feb
Charming Countryside Cabin. Pet-Friendly!

Compass Cove Cottage with waterfront

Compass Cove Cottage with waterfront
Waweig
10.0 out of 10, Exceptional, (12 reviews)
"Exceptional place to stay we really enjoyed the experience "
Canada
Michelle R.
The price is NZ$444
includes taxes & fees
9 Feb - 10 Feb
Compass Cove Cottage with waterfront

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
9.8 out of 10, Exceptional, (33 reviews)
"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 NZ$398
includes taxes & fees
5 Feb - 6 Feb
Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.

Charming Beachfront Apt w/Home Cinema & Coffee Bar

Charming Beachfront Apt w/Home Cinema & Coffee Bar
Bayside
9.8 out of 10, Exceptional, (58 reviews)
"EXCELLENT LOCATION !"
Canada
Phil
The price is NZ$354
includes taxes & fees
10 Feb - 11 Feb
Charming Beachfront Apt w/Home Cinema & Coffee Bar

The Hideaway Cottage with Hot tub

The Hideaway Cottage with Hot tub
Waweig
10.0 out of 10, Exceptional, (6 reviews)
"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 NZ$444
includes taxes & fees
9 Feb - 10 Feb
The Hideaway Cottage with Hot tub

Spacious Garden-View King Suite in 150-Year-Old Manor House

Spacious Garden-View King Suite in 150-Year-Old Manor House
Bocabec
The price is NZ$258
includes taxes & fees
1 Feb - 2 Feb
Spacious Garden-View King Suite in 150-Year-Old Manor House

Private Apt. Heart of St Andrews

Private Apt. Heart of St Andrews
St. Andrews
10.0 out of 10, Exceptional, (24 reviews)
"Lovely apartment with extra comforts, walking distance to restaurants, shops, and docks! Friendly host too!"
United States
Nancy K.
The price is NZ$259
includes taxes & fees
29 Jan - 30 Jan
Private Apt. Heart of St Andrews

Charming Suite in Carriage House | 2 Bedrooms, Hot Tub, & Fire Pit

Charming Suite in Carriage House | 2 Bedrooms, Hot Tub, & Fire Pit
Bocabec
The price is NZ$331
includes taxes & fees
3 Feb - 4 Feb
Charming Suite in Carriage House | 2 Bedrooms, Hot Tub, & Fire Pit

Tidal Tranquility Cottage with waterfront

Tidal Tranquility Cottage with waterfront
Waweig
8.8 out of 10, Excellent, (6 reviews)
"Wonderful little spot. Super easy to find, very clean. I loved it! "
Canada
Monica M.
The price is NZ$444
includes taxes & fees
9 Feb - 10 Feb
Tidal Tranquility Cottage with waterfront

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
9.8 out of 10, Exceptional, (20 reviews)
"Excellent vacation property for a large group. Close to everything, lots of space, clean. "
Canada
Steph W.
The price is NZ$563
includes taxes & fees
1 Feb - 2 Feb
Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants

Cozy Coastal Cabin w/Hot Tub

Cozy Coastal Cabin w/Hot Tub
Valley Road
10.0 out of 10, Exceptional, (1 review)
"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 NZ$307
includes taxes & fees
16 Feb - 17 Feb
Cozy Coastal Cabin w/Hot Tub

Oakhill Oasis. Newly built house.

Oakhill Oasis. Newly built house.
Oak Hill
The price is NZ$329
includes taxes & fees
28 Jan - 29 Jan
Oakhill Oasis. Newly built house.

Captain Dan's Shanty on Water

Captain Dan's Shanty on Water
St. Andrews
10.0 out of 10, Exceptional, (1 review)
"This property is perfect for a medium to large group! Very spacious and the kitchen and back yard are perfect for a BBQ.Thanks again"
Canada
Richard C.
The price is NZ$701
includes taxes & fees
1 Feb - 2 Feb
Captain Dan's Shanty on Water

Captain Dan's Sunset Suite

Captain Dan's Sunset Suite
St. Andrews
10.0 out of 10, Exceptional, (1 review)
"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 NZ$704
includes taxes & fees
1 Feb - 2 Feb
Captain Dan's Sunset Suite

Cozy Rustic Cabin w/Hot Tub

Cozy Rustic Cabin w/Hot Tub
Valley Road
8.0 out of 10, Very good, (1 review)
"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 NZ$281
includes taxes & fees
1 Feb - 2 Feb
Cozy Rustic Cabin w/Hot Tub

Charming Countryside Cabin. Pet-Friendly!

Charming Countryside Cabin. Pet-Friendly!
Bocabec
The price is NZ$243
includes taxes & fees
1 Feb - 2 Feb
Charming Countryside Cabin. Pet-Friendly!
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 favorite 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 depends 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 NZ$207 per night. Entering your travel dates in the search wizard you might find 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?

River View by the Border, stylish cozy centrally located in downtown St Stephen!: This holiday home rental outside of Oak Bay has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave and an electric kettle.

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.