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Top Holiday Rentals in Oak Bay

Apartment | Private spa tub
Woodhaven Country Lodge
4.0 star property
9.8 out of 10, Exceptional, (25)
"We loved everything about our stay and wish we had been able to spend more than one night!!"
The price is £126
per night
22 May - 23 May
Woodhaven Country Lodge
Property grounds
Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.
9.4 out of 10, Exceptional, (11)
"Clean and nice. We loved it."
The price is £210
per night
22 May - 23 May
Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.
Property grounds
Charming Beachfront Apt w/Home Cinema & Coffee Bar
10.0 out of 10, Exceptional, (19)
"Was above and beyond what we expected. The accommodations were clean and welcoming and the view was just amazing. Would definitely recommend family and friends."
The price is £193
per night
22 May - 23 May
Charming Beachfront Apt w/Home Cinema & Coffee Bar
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Fridge, microwave, oven, stovetop
Spacious Apartment In St Andrews
The price is £103
per night
23 May - 24 May
Spacious Apartment In St Andrews
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.
Fridge, microwave, oven, stovetop
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
per night
27 May - 28 May
Private Apt. Heart of St Andrews<br>
Property grounds
Pinnacle of St. Andrews by the Sea - Exquisite seaside home.
The price is £485
per night
5 Jun - 6 Jun
Pinnacle of St. Andrews by the Sea - Exquisite seaside home.
On the beach
Serenity by the Sea - On the Bay of Fundy
9.6 out of 10, Exceptional, (5)
"We thoroughly enjoyed our short stay at this property. We found the location a little off the beaten track but actually found that we loved the piece and quiet. All of our needs were met for our stay and would definitely return."
Serenity by the Sea - On the Bay of Fundy
On the beach
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
Smart TV, fireplace, books
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
On the beach
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 £461
per night
16 Jun - 17 Jun
St. Andrews Waterfront Vacation Home - Downtown
Beach
Getaway St Andrews - Bright Spacious Vacation Home
10.0 out of 10, Exceptional, (15)
"We enjoyed our stay. Lots of games for my family. Lots of dining options too."
Getaway St Andrews - Bright Spacious Vacation Home
Exterior
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
Terrace/patio
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!
Property grounds
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.
Property grounds
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
Exterior
Cory Cottage - a charming 1830s home with ocean views. Walk to everything.
10.0 out of 10, Exceptional, (1)
"We love Saint Andrews and this home was the perfect way for our family to all be together to enjoy it. We love the old homes and historic feel of the area. This home has a rich history with a great blend of modern amenities yet with a historic feeling. The house was spotless and very well looked after. All of the rooms are large and spacious with very comfortable beds. Each room has its own ensuite bathroom which is a great feature. The kitchen was very well stocked with everything you need....
Cory Cottage - a charming 1830s home with ocean views. Walk to everything.
Property grounds
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
Property grounds
Self contained two bedroom unit with beautiful views!!
Self contained two bedroom unit with beautiful views!!
Exterior
St. Andrews Beach Home
10.0 out of 10, Exceptional, (17)
"I would highly recommend The Shorebird as a place to vacation and rejuvenate. It is a beautiful home, complete with everything needed to make your stay a memorable one in the best possible way Lovely and relaxing with incredible views of the water and so close to St.Andrews. Looking forward to returning again."
St. Andrews Beach Home
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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

Apartment | Private spa tub
Woodhaven Country Lodge
4.0 star property
9.8 out of 10, Exceptional, (25)
"We loved everything about our stay and wish we had been able to spend more than one night!!"
The price is £126
per night
22 May - 23 May
Woodhaven Country Lodge
Golf
Algonquin Resort St Andrews by-the-Sea Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1000)
"Two night stay with four adults annd two grandchildren. The Algonquin Resort now taken over by Marriott is catering more to young families with lots of in house activities aimed at keeping children amused. Kids loved the large, bright swimming pool with a hot tub and an enormous water slide. A A great time had by all. Stayed in two connecting Studio rooms each with two queen beds and a kitchenette. Free buffet breakfast for younger children and one night almost free )because of my Hotels.com...
The price is £165
per night
7 Jun - 8 Jun
Algonquin Resort St Andrews by-the-Sea Autograph Collection
View from room
Saint Andrews Inn & Suites
3.0 star property
8.8 out of 10, Excellent, (707)
"All the suites are facing the water Loved watching the tide come in and out The most friendliest staff and owners Located in an ideal spot "
The price is £109
per night
23 May - 24 May
Saint Andrews Inn & Suites
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 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, apart-hotels, 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 £103 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?

Pinnacle of St. Andrews by the Sea - Exquisite seaside home.: This holiday home rental outside of 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 wider area, you’ll find St. Croix Island and Moosehorn National Wildlife Refuge.

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.

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