Oak Bay Holiday Rentals

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Holiday Rentals in Oak Bay

Woodhaven Country Lodge

4.0 star property
Oak Bay
9.6 out of 10, Exceptional, (51)
"Perfect place with perfect hosts!!"
Canada
F
The price is NZ$230
includes taxes & fees
23 Nov - 24 Nov
Woodhaven Country Lodge

Creekside Hideaway -Oak Bay, NB

Oak Bay
9.6 out of 10, Exceptional, (4)
"What a beautiful home. Love the style. We were 2 senior couples and loved the kitchen, dining and living rooms areas it was close to St Stephen’s and not far from St Andrew’s and the whale watching tours. We stayed two nights and had a wonderful time. We would recommend this place to anyone."
Canada
Vic L.
The price is NZ$407
includes taxes & fees
20 Nov - 21 Nov
Creekside Hideaway -Oak Bay, NB

Nestled along the coastline of the Atlantic welcome to Lilyhill bayside retreat!

Oak Bay
7.0 out of 10, Good, (6)
"Cute place with a nice outside sitting area"
Canada
Maria
Nestled along the coastline of the Atlantic welcome to Lilyhill bayside retreat!

Creekside Hideaway - Oak Bay, NB

Oak Bay
Creekside Hideaway - Oak Bay, NB

Charming Beachfront Apt w/Home Cinema & Coffee Bar

Bayside
10.0 out of 10, Exceptional, (55)
"EXCELLENT LOCATION !"
Canada
Phil
The price is NZ$371
includes taxes & fees
20 Nov - 21 Nov
Charming Beachfront Apt w/Home Cinema & Coffee Bar

The Boathouse overlooking Green's Point Lighthouse and Passamaquoddy Bay

L'Etete
9.8 out of 10, Exceptional, (19)
"Our family had a fabulous stay ! The boathouse was great - beautiful deck we enjoyed all week ! Maureen was very attentive. The proximity to the ocean and lighthouse made for lovely walks "
Canada
Kerri L.
The Boathouse overlooking Green's Point Lighthouse and Passamaquoddy Bay

Chamcook Dome(Priv.Big Hot Tub/Firepit/BBQ)

Chamcook
9.0 out of 10, Wonderful, (10)
"Was a beautiful place to stay! Only suggestion would be to have a hot plate/double burner :)"
Canada
Nicole C.
Chamcook Dome(Priv.Big Hot Tub/Firepit/BBQ)

River View by the Border, stylish cozy centrally located in downtown St Stephen!

St. Stephen
9.6 out of 10, Exceptional, (26)
"Very clean and com"
United States
Rebecca
The price is NZ$222
includes taxes & fees
23 Nov - 24 Nov
River View by the Border, stylish cozy centrally located in downtown St Stephen!

Registered Historic Edwardian Carriage House. Close to Katy's Cove.Pet Friendly.

St. Andrews
9.6 out of 10, Exceptional, (4)
"So many beds and so much room to explore outside. We kept our kids busy in the neighborhood during the day and came back to a well equipped kitchen to prepare our evening meals.Thor, one of our hosts, was gracious and accommodating whenever we had a question!"
United States
Nathan S.
Registered Historic Edwardian Carriage House. Close to Katy's Cove.Pet Friendly.

Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants

St. Andrews
9.8 out of 10, Exceptional, (17)
"This was a great house we enjoyed the stay for sure."
Canada
Heather L.
The price is NZ$594
includes taxes & fees
1 Dec - 2 Dec
Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants

Todd's Point Luxurious Watefront Mansion on 14 Acres /Your New Brunswick Retreat

Dufferin
The price is NZ$3,905
includes taxes & fees
1 Dec - 2 Dec
Todd's Point Luxurious Watefront Mansion on 14 Acres /Your New Brunswick Retreat

Location, location, location! Private - Waterview - Downtown Cottage

Saint Andrews
9.8 out of 10, Exceptional, (61)
"Very lovely getaway"
United States
Anonymous traveller
Location, location, location! Private - Waterview - Downtown Cottage

Jolly Whales! New, kitchenette, soaker tub, handicap shower, separate entrance.

St. Andrews
9.8 out of 10, Exceptional, (69)
"Excellent facility..hosts are helpful and so welcoming"
Canada
Sandy
Jolly Whales! New, kitchenette, soaker tub, handicap shower, separate entrance.

Captain Dan's Sunset Suite

St. Andrews
10.0 out of 10, Exceptional, (1)
"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.
Captain Dan's Sunset Suite

St. Andrews Beach Home

Chamcook
10.0 out of 10, Exceptional, (27)
"This was our second stay at this cottage and we enjoyed it as much as last time.The cottage is clean and well-equipped. Great windows and deck!We enjoyed the forested location with a view of the bay, as well as its proximity to the town of St. Andrew’s.We hope to be able to return for a third stay!"
Canada
Carol B.
St. Andrews Beach Home

Explore Deer Island! Family-friendly vacation home.

Lambertville
9.0 out of 10, Wonderful, (6)
"Highly recommend, comfortable and clean."
Canada
Cathy G.
Explore Deer Island! Family-friendly vacation home.

Jolly Seaside - Heart of Saint Andrews - small water view.

St. Andrews
9.6 out of 10, Exceptional, (22)
"Spacious, comfortable, complete with every amenity and perfectly located. We couldn’t have had a nicer stay. "
Canada
Angelica M.
Jolly Seaside - Heart of Saint Andrews - small water view.

Getaway St Andrews - Bright Spacious Vacation Home

St. Andrews
10.0 out of 10, Exceptional, (46)
"Amazing stay!"
Canada
James P.
Getaway St Andrews - Bright Spacious Vacation Home

Cozy Coastal Cabin w/Hot Tub

Valley Road
10.0 out of 10, Exceptional, (1)
"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$305
includes taxes & fees
20 Nov - 21 Nov
Cozy Coastal Cabin w/Hot Tub

Captain Dan's Shanty on Water

St. Andrews
10.0 out of 10, Exceptional, (1)
"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.
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.
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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$222 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?

Creekside Hideaway -Oak Bay, NB: This highly rated holiday home rental in Oak Bay offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.