Oak Bay Holiday Rentals

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Holiday Rentals in Oak Bay

Woodhaven Country Lodge
4.0 star property
9.8 out of 10, Exceptional, (29)
"This is one of the greatest places ive ever stayed!"
The price is NZ$272
per night
24 Jun - 25 Jun
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 NZ$424
per night
24 Jun - 25 Jun
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, (24)
"Right on the tidal shore of the St. Croix River, 4 miles to the vibrant St.Andrews town centre. Owners young, active, tidy, friendly. The guest apartment is super well equipped, clean and comfortable."
The price is NZ$423
per night
24 Jun - 25 Jun
Charming Beachfront Apt w/Home Cinema & Coffee Bar
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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 NZ$277
per night
24 Jun - 25 Jun
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.
10.0 out of 10, Exceptional, (1)
"We are a group of 5 seniors. The deck overlooking the bay was the perfect place to drink coffee in the AM and relax in the evening. The house was spotless and just a short walk to downtown. A short walk in the other direction took us to the light house, Indian Point and some nice walking trails. The grounds are well maintained. The co-host is right across the street to help with any issues. A great place to stay -- quiet, peaceful and on the water. Five stars."
The price is NZ$984
per night
22 Jul - 23 Jul
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 NZ$250
per night
21 Jul - 22 Jul
Spacious Apartment In St Andrews
Getaway St Andrews - Bright Spacious Vacation Home
10.0 out of 10, Exceptional, (17)
"Perfect location for four couples away on our annual golf weekend. Well appointed and clean with all of the amenities. Sue was great to deal with and responded immediately to any questions we had. Already booked for next year!!"
Getaway St Andrews - Bright Spacious Vacation Home
Jolly Whales! New, kitchenette, soaker tub, handicap shower, separate entrance.
9.8 out of 10, Exceptional, (58)
"We enjoyed our second stay just as much as the first. Everything we could need was provided, the location is great, and the suite is immaculate. Thanks for another wonderful stay."
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!
9.4 out of 10, Exceptional, (6)
"Amazing deck made this stay just perfect. Beach access to the river was wonderful to explore and look for sea glass during low tides. Very private 1/2 mile driveway off the main road down to the watwer also made for nice walks with a bit of a challenge as you reach the top of the driveway. Comfortable home that was beautifully decorated with lovely gardens outside. We thoroughly enjoyed our stay! Note: Vrbo listing lists a hot tub in the amenities. There was no hot tub, though it does look like...
Summertime get away with beautiful water views!
Location, location, location! Private - Waterview - Downtown Cottage
9.8 out of 10, Exceptional, (36)
"This cottage is so stunning in person. The view of the ocean from the upper balcony is so breathtaking, the apple blossoms were out and made the lower deck look like it was out of a magazine. Check-in was seamless, communication was prompt. The property was clean and beautifully decorated. Highly recommend."
The price is NZ$822
per night
20 Jul - 21 Jul
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...
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
Don't see what you're looking for?
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, (29)
"This is one of the greatest places ive ever stayed!"
The price is NZ$272
per night
24 Jun - 25 Jun
Woodhaven Country Lodge
Algonquin Resort St Andrews by-the-Sea Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1004)
"Carpet in room wasn’t fresh, staff were slow at times and seemed overwhelmed at reservation desk so had a few long waits - property great- shuttle to golf was very convenient - kids play room with pool table was fun but a bit dungeony Just needs a refresh but location is awesome "
The price is NZ$330
per night
5 Jul - 6 Jul
Algonquin Resort St Andrews by-the-Sea Autograph Collection
Kennedy House
3.0 star property
8.8 out of 10, Excellent, (480)
"Very friendly staff. Even though it is an older hotel, it was very clean."
The price is NZ$169
per night
23 Jun - 24 Jun
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Oak Bay holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Oak Bay. 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 Oak Bay. 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 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 holiday 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 Oak Bay short-term rentals, that won’t be hard to do.

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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