Oak Bay Vacation Rentals

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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, (51)
"Perfect place with perfect hosts!!"
Canada
F
The price is ¥19,010
¥21,862 total
includes taxes & fees
Dec 14 - Dec 15
Woodhaven Country Lodge

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

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

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.
Creekside Hideaway -Oak Bay, NB

Creekside Hideaway - Oak Bay, NB

Creekside Hideaway - Oak Bay, NB
Oak Bay
Creekside Hideaway - Oak Bay, NB

The Boathouse overlooking Green's Point Lighthouse and Passamaquoddy Bay

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 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)

Charming Beachfront Apt w/Home Cinema & Coffee Bar

Charming Beachfront Apt w/Home Cinema & Coffee Bar
Bayside
10.0 out of 10, Exceptional, (55)
"EXCELLENT LOCATION !"
Canada
Phil
The price is ¥20,542
¥35,176 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming Beachfront Apt w/Home Cinema & Coffee Bar

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

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.

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

Jolly Whales! New, kitchenette, soaker tub, handicap shower, separate entrance.
St. Andrews
9.8 out of 10, Exceptional, (69)
"Perfect location and close to everythimg we wanted to do.Very clean and everything we needed for a great getaway.Thank You so much."
United States
H&R P.
Jolly Whales! New, kitchenette, soaker tub, handicap shower, separate entrance.

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

Large Home downtown Saint Andrews within walking to Beach, Shops and Restaurants
St. Andrews
9.8 out of 10, Exceptional, (17)
"Well if we could give you more stars, it would be 10.Perfect really probably the nicest place we have ever stayed at and perfect for entertaining family and friends. We are booked over Christmas so looking forward to our next visit. "
Canada
Elaine S.
The price is ¥40,633
¥53,348 total
includes taxes & fees
Dec 21 - Dec 22
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

Todd's Point Luxurious Watefront Mansion on 14 Acres /Your New Brunswick Retreat
Dufferin
The price is ¥248,314
¥351,816 total
includes taxes & fees
Dec 15 - Dec 16
Todd's Point Luxurious Watefront Mansion on 14 Acres /Your New Brunswick Retreat

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

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

Captain Dan's Sunset Suite

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.
The price is ¥44,245
¥78,836 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Captain Dan's Sunset Suite

Getaway St Andrews - Bright Spacious Vacation Home

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

St. Andrews Beach Home

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.

Explore Deer Island! Family-friendly vacation home.
Lambertville
9.0 out of 10, Wonderful, (6)
"Very clean and in a convenient location"
Canada
mary s.
Explore Deer Island! Family-friendly vacation home.

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
9.6 out of 10, Exceptional, (26)
"This place was clean, cozy, and exactly what we needed!"
Canada
Riley S.
The price is ¥14,109
¥19,860 total
includes taxes & fees
Dec 14 - Dec 15
River View by the Border, stylish cozy centrally located in downtown St Stephen!

Private Apt. Heart of St Andrews

Private Apt. Heart of St Andrews
St. Andrews
10.0 out of 10, Exceptional, (23)
"Great location and very comfortable. Every convenience you could want was provided. Place was very clean. Would go back to this location any time. "
Canada
Shelley P.
The price is ¥18,082
¥24,429 total
includes taxes & fees
Dec 14 - Dec 15
Private Apt. Heart of St Andrews

St. Andrews Waterfront Vacation Home - Downtown

St. Andrews Waterfront Vacation Home - Downtown
St. Andrews
10.0 out of 10, Exceptional, (21)
"We had a wonderful time in St. Andrews! The property was excellent! We totally enjoyed sipping wine on the deck, and we could walk everywhere in the town from the house. The furnishings were very comfortable and afforded each of us individual privacy.We fell in love with the town as soon as we saw it! We only wish we could have stayed longer."
Canada
Anonymous traveler
St. Andrews Waterfront Vacation Home - Downtown

Blue Heron Cottage on beautiful tidal river

Blue Heron Cottage on beautiful tidal river
Waweig
10.0 out of 10, Exceptional, (4)
"Excellent stay, great location and property."
Canada
Terry B.
Blue Heron Cottage on beautiful tidal river
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

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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?

Creekside Hideaway -Oak Bay, NB: This Oak Bay vacation home rental offers a garden, a barbecue grill, 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 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.