Oak Bay Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Oak Bay vacation rentals

Woodhaven Country Lodge

Woodhaven Country Lodge
4.0 star property
Oak Bay
9.6 out of 10, Exceptional, (53 reviews)
"Perfect place with perfect hosts!!"
Canada
F
The price is CA $156
CA $180 total
includes taxes & fees
Apr 12 - Apr 13
Woodhaven Country Lodge

Charming Beachfront Apt w/Home Cinema & Coffee Bar

Charming Beachfront Apt w/Home Cinema & Coffee Bar
Bayside
9.8 out of 10, Exceptional, (59 reviews)
"EXCELLENT LOCATION !"
Canada
Phil
The price is CA $168
CA $291 total
includes taxes & fees
Apr 10 - Apr 11
Charming Beachfront Apt w/Home Cinema & Coffee Bar

Compass Cove Cottage with waterfront

Compass Cove Cottage with waterfront
Waweig
10.0 out of 10, Exceptional, (13 reviews)
"Exceptional place to stay we really enjoyed the experience "
Canada
Michelle R.
The price is CA $238
CA $369 total
includes taxes & fees
Apr 5 - Apr 6
Compass Cove Cottage with waterfront

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

Spacious Garden-View Suite in 150-Year-Old Manor House
Bocabec
The price is CA $146
CA $200 total
includes taxes & fees
Apr 5 - Apr 6
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
9.4 out of 10, Exceptional, (30 reviews)
"Yes, everything was fine. Clean and spacious. Close to the border. "
Canada
John
The price is CA $125
CA $176 total
includes taxes & fees
Apr 6 - Apr 7
River View by the Border, stylish cozy centrally located in downtown St Stephen!

Private Cottage with King Bed. Pet-Friendly!

Private Cottage with King Bed. Pet-Friendly!
Bocabec
The price is CA $156
CA $212 total
includes taxes & fees
Apr 5 - Apr 6
Private Cottage with King Bed. Pet-Friendly!

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 CA $238
CA $369 total
includes taxes & fees
Apr 5 - Apr 6
Tidal Tranquility Cottage with waterfront

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 CA $156
CA $212 total
includes taxes & fees
Apr 5 - Apr 6
Spacious Garden-View King Suite in 150-Year-Old Manor House

The Hideaway Cottage with Hot tub

The Hideaway Cottage with Hot tub
Waweig
10.0 out of 10, Exceptional, (6 reviews)
"In a word…perfect"
Canada
Derrick D.
The price is CA $238
CA $369 total
includes taxes & fees
Apr 7 - Apr 8
The Hideaway Cottage with Hot tub

Private Apt. Heart of St Andrews

Private Apt. Heart of St Andrews
St. Andrews
10.0 out of 10, Exceptional, (24 reviews)
"Host was very welcoming and accommodating. Nice spit and very walkable to the main attractions."
Canada
Dylan G.
The price is CA $155
CA $210 total
includes taxes & fees
Apr 5 - Apr 6
Private Apt. Heart of St Andrews

Oakhill Oasis Guest House

Oakhill Oasis Guest House
2.0 star property
Oak Hill
The price is CA $163
CA $188 total
includes taxes & fees
Apr 17 - Apr 18
Oakhill Oasis Guest House

Oakhill Oasis. Newly built house.

Oakhill Oasis. Newly built house.
Oak Hill
The price is CA $158
CA $272 total
includes taxes & fees
Apr 5 - Apr 6
Oakhill Oasis. Newly built house.

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 CA $199
CA $231 total
includes taxes & fees
Apr 30 - May 1
Cozy Rustic Cabin w/Hot Tub

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 CA $263
CA $305 total
includes taxes & fees
Apr 5 - Apr 6
Cozy Coastal Cabin w/Hot Tub

Luxury Coastal Home on the ocean/Sleeps 10/Downtown St. Andrews/4BR/2.5 baths

Luxury Coastal Home on the ocean/Sleeps 10/Downtown St. Andrews/4BR/2.5 baths
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 CA $592
CA $775 total
includes taxes & fees
Apr 6 - Apr 7
Luxury Coastal Home on the ocean/Sleeps 10/Downtown St. Andrews/4BR/2.5 baths

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 CA $156
CA $212 total
includes taxes & fees
Apr 5 - Apr 6
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 CA $146
CA $200 total
includes taxes & fees
Apr 10 - Apr 11
Charming Countryside Cabin. Pet-Friendly!

Charming Countryside Cabin. Pet-Friendly!

Charming Countryside Cabin. Pet-Friendly!
Bocabec
The price is CA $146
CA $200 total
includes taxes & fees
Apr 18 - Apr 19
Charming Countryside Cabin. Pet-Friendly!

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 CA $209
CA $272 total
includes taxes & fees
Apr 10 - Apr 11
Charming Suite in Carriage House | 2 Bedrooms, Hot Tub, & Fire Pit

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 CA $323
CA $579 total
includes taxes & fees
Apr 6 - Apr 7
Captain Dan's Shanty on Water
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oak Bay Hotel Reviews

Find out more about Oak Bay

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oak Bay. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Oak Bay?

Yes, we offer vacation rentals near well known points of interest in Oak Bay, or you can select a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Oak Bay has to offer?

Jolly Seaside - Heart of Saint Andrews - small water view.: This vacation home rental near Oak Bay is located in the city center and offers a patio, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 larger area, you’ll find Oak Bay Provincial Park and Chocolate Museum.

What are vacation rentals like in Oak Bay?

Vacation rentals are private properties you can stay in for several days or longer in Oak Bay. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips.