Oak Bay Vacation Rentals

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Vacation Rentals in Oak Bay

Woodhaven Country Lodge
4.0 star property
9.8 out of 10, Exceptional, (28)
"This is one of the greatest places ive ever stayed!"
The price is $144
$166 total
includes taxes & fees
Jun 16 - Jun 17
Woodhaven Country Lodge
Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.
9.4 out of 10, Exceptional, (12)
"Enjoyed our time here. Great amenities in kitchen. Great bedrooms. Especially appreciated having both a keurig and conventional coffee pot."
The price is $160
$257 total
includes taxes & fees
Jun 15 - Jun 16
Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.
Charming Beachfront Apt w/Home Cinema & Coffee Bar
10.0 out of 10, Exceptional, (23)
"It was in a beautiful location and had such thoughtful additions. "
The price is $188
$275 total
includes taxes & fees
Jul 1 - Jul 2
Charming Beachfront Apt w/Home Cinema & Coffee Bar
Private Apt. Heart of St Andrews<br>
10.0 out of 10, Exceptional, (1)
"Sept 22-29, 2023. Everything is bran new...Very close to water street and the restaurant. We really enjoyed it."
The price is $127
$169 total
includes taxes & fees
Jun 19 - Jun 20
Private Apt. Heart of St Andrews<br>
The Boathouse overlooking Green's Point Lighthouse and Passamaquoddy Bay
10.0 out of 10, Exceptional, (6)
"So beautiful, so relaxing. Charming place in a wonderful location walking distance to the lighthouse. Abundant wildlife and gorgeous views! There is a often an audible foghorn, which we personally loved, but a possible consideration for exceptionally light sleepers or those sensitive to noise. Plan to visit again!"
The Boathouse overlooking Green's Point Lighthouse and Passamaquoddy Bay
Pinnacle of St. Andrews by the Sea - Exquisite seaside home.
The price is $349
$594 total
includes taxes & fees
Jun 16 - Jun 17
Pinnacle of St. Andrews by the Sea - Exquisite seaside home.
Cory Cottage - a charming 1830s home with ocean views. Walk to everything.
10.0 out of 10, Exceptional, (2)
"Beautiful house. Perfect for 4 adult couples. Very well equipped. A wonderful holiday for friends."
Cory Cottage - a charming 1830s home with ocean views. Walk to everything.
Spacious Apartment In St Andrews
10.0 out of 10, Exceptional, (1)
"I was pleased with the stay"
The price is $80
$136 total
includes taxes & fees
Jun 16 - Jun 17
Spacious Apartment In St Andrews
Getaway St Andrews - Bright Spacious Vacation Home
10.0 out of 10, Exceptional, (16)
"Clean and spacious property. Host is easily available for all questions. We felt very welcomed and would come again. Highly recommend."
Getaway St Andrews - Bright Spacious Vacation Home
Jolly Whales! New, kitchenette, soaker tub, handicap shower, separate entrance.
9.8 out of 10, Exceptional, (57)
"This was a great location close to everything downtown and easy to find. It was quiet and we even made a small bonfire. The town is so quaint, the people very friendly. Will definetly recommend this place to my friends and family and will be back."
Jolly Whales! New, kitchenette, soaker tub, handicap shower, separate entrance.
Secluded Cottage 5 Minutes to Saint Andrews-by-the Sea
10.0 out of 10, Exceptional, (3)
"Quiet, clean and roomie cottage on a large property. Exactly what we were looking for on your week long golf trip. Highly recommend this place. Great hosts."
Secluded Cottage 5 Minutes to Saint Andrews-by-the Sea
Summertime get away with beautiful water views!
9.2 out of 10, Wonderful, (5)
"Overall, it was very homey plus a few surprises like freezies in the ice box and side by side recliner chairs for TV viewing. Great view from the spacious deck. Suggestions would be air conditioning and outside umbrellas for shade. Chipmunks wrestling was entertaining! Would recommend to others."
Summertime get away with beautiful water views!
Location, location, location! Private - Waterview - Downtown Cottage
9.8 out of 10, Exceptional, (35)
"We had a lovely weekend. This house is the perfect size for a family, lovely setup and comfy all around."
Location, location, location! Private - Waterview - Downtown Cottage
Registered Historic Edwardian Carriage House. Close to Katy's Cove.Pet Friendly.
8.0 out of 10, Very Good, (1)
"Belle maison ancienne située dans un secteur calme et paisible avec en prime de charmants chevreuils (inoffensifs) se baladant chaque jour sur le terrain. De très jolis chambres avec des lits très confortables et une cuisine très bien équipée. Le seul bémol, je dirais, c’est qu’il y a une seule salle de bain, ce qui étonne pour une maison de quatre chambres et de plus, la baignoire à l’ancienne est difficilement accessible pour des personnes plus âgées. C’est un critère à considérer. Le...
Registered Historic Edwardian Carriage House. Close to Katy's Cove.Pet Friendly.
St. Andrews Waterfront Vacation Home - Downtown
9.8 out of 10, Exceptional, (9)
"The town of St. Andrews is totally fabulous in SO many ways if you enjoy 'easy-peasy' and friendly living. Our VRBO could not have been better--spotless, centrally located, beautifully furnished, perfect view w/deck. AND, I got to bring my dog!! ;-). Our hostess, Karen, was totally available whenever I reached out. We cannot wait to go back next year. Have been on VRBO for many years and rented numerous times in FL, on Cape Cod, and along the coast of Maine. This one will forever be The Favorite...
The price is $290
$564 total
includes taxes & fees
Jun 16 - Jun 17
St. Andrews Waterfront Vacation Home - Downtown
Jolly Seaside - Heart of Saint Andrews - small water view.
9.8 out of 10, Exceptional, (9)
"Clean and quiet. Everything was prearranged by email. I did not have to contact the host so I am not sure what the response time would be. Easy stay. Would highly recommend "
Jolly Seaside - Heart of Saint Andrews - small water view.
just steps away from the Macquadavic River,minutes away from the bay of Fundy
10.0 out of 10, Exceptional, (3)
"Perfect stay! Lots of little touches that made us feel welcomed. Thank you!"
just steps away from the Macquadavic River,minutes away from the bay of Fundy
The Hideaway Cottage w/Private trails
The Hideaway Cottage w/Private trails
Explore Deer Island! Family-friendly vacation home.
Explore Deer Island! Family-friendly vacation home.
Carriage House on 9.5 Acres. Sit at the ocean or enjoy the waterfalls - Luxury
10.0 out of 10, Exceptional, (5)
"This is absolutely the best stay we ever had. This place goes way beyond charming. Turning into the most endearing homestead. The inside of the home is immaculate, with all the comforts of a home and then some. The grounds of the property is set back and secluded, giving way to a relaxing, calming and serene feeling. Having morning coffee and juice on the back terrace, which opens out from the bedroom, with all the hummingbirds at the feeder is a must. Sitting watching the many birds at the...
Carriage House on 9.5 Acres. Sit at the ocean or enjoy the waterfalls - Luxury
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See all available properties in Oak Bay
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.

Other types of properties in Oak Bay you may be interested in

Woodhaven Country Lodge
4.0 star property
9.8 out of 10, Exceptional, (28)
"This is one of the greatest places ive ever stayed!"
The price is $144
$166 total
includes taxes & fees
Jun 16 - Jun 17
Woodhaven Country Lodge
Algonquin Resort St Andrews by-the-Sea Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1004)
"Beautiful historic site."
The price is $164
$212 total
includes taxes & fees
Jul 4 - Jul 5
Algonquin Resort St Andrews by-the-Sea Autograph Collection
Kennedy House
3.0 star property
8.8 out of 10, Excellent, (473)
"If you're looking to stay somewhere more unique than the average hotel, this is a great place. Close to everything in the town. Very comfortable stay for my family. "
The price is $112
$133 total
includes taxes & fees
Jun 16 - Jun 17
Kennedy House
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.

Everything you need to know about Oak Bay vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Bay vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oak Bay vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oak Bay in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oak Bay rentals

At Expedia, we put the best Oak Bay vacation 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 vacation.

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 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?

Pinnacle of St. Andrews by the Sea - Exquisite seaside home.: This vacation home rental near Oak Bay has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings.

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 Oak Bay Provincial Park. In the larger area, you’ll find St. Croix Island and Moosehorn National Wildlife Refuge.

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.

Recent reviews of Oak Bay properties
Expedia verified reviews