Oak Bay Holiday Rentals

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Holiday Rentals in Oak Bay

Woodhaven Country Lodge

4.0 star property
9.6 out of 10, Exceptional, (40)
"Michael and David are lovely hosts and the property is wonderful. We would have stayed longer if we could. Great location to explore the area from."
The price is AU$293
includes taxes & fees
10 Dec - 11 Dec
Woodhaven Country Lodge

Creekside Hideaway -Oak Bay, NB

The price is AU$331
includes taxes & fees
2 Dec - 3 Dec
Creekside Hideaway -Oak Bay, NB

Creekside Hideaway - Oak Bay, NB

Creekside Hideaway - Oak Bay, NB

Charming Beachfront Apt w/Home Cinema & Coffee Bar

10.0 out of 10, Exceptional, (38)
"This rental is absolutely beautiful and every person who wants to see Atlantic Canada should come here. It's stunning. The place is beautiful with so many luxuries, we LOVED the movie theatre. Our dog loved the fenced back yard and the beach access and I just loved the pure stunning views. Hosts were very friendly and went above and beyond to make us feel cozy. 100% would recommend worth every dime and tucked in a beautiful quiet area. We are from pei where there aren't any deer and my son even...
The price is AU$320
includes taxes & fees
1 Dec - 2 Dec
Charming Beachfront Apt w/Home Cinema & Coffee Bar

The Boathouse overlooking Green's Point Lighthouse and Passamaquoddy Bay

10.0 out of 10, Exceptional, (8)
"The cottage was fully accomodited.We had everything we need for a our stay.Well decorated.Spacious rooms upstares👌ideal for families"
The Boathouse overlooking Green's Point Lighthouse and Passamaquoddy Bay

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

9.8 out of 10, Exceptional, (11)
"I really enjoy this property - the host is wonderful to work with and the location is perfect for my needs. I am anxious about giving such a great review for fear of not having it available when I want to stay! :)"
The price is AU$180
includes taxes & fees
22 Dec - 23 Dec
River View by the Border, stylish cozy centrally located in downtown St Stephen!

Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.

9.8 out of 10, Exceptional, (23)
"We had a great time. There was plenty of room for us and the big yard was perfect. We visited Old Sow, only 15 minutes away. We wanted to roast hot dogs and they had the fire ready to go for us, including hot dog sticks, upon our arrival! We even met the owner as we were getting on the ferry and she drove us straight to the house! We couldn’t have had better service Thank you! "
The price is AU$391
includes taxes & fees
30 Nov - 1 Dec
Naini's Rental, 4 bedrooms, located on Deer Island, N.B. 5 mins from the water.

Carriage House on 9.5 Acres. Sit at the ocean or enjoy the waterfalls - Luxury

10.0 out of 10, Exceptional, (9)
"This property is for nature lovers wishing to experience beautiful scenery, comfortable accommodation and a place that feels like coming back home to your friends every evening. Of course, you may not want to leave in the morning. When you do, all tourist sites are close and easy to get to. You will taste home made muffins and bring home ideas for preserving summer bounty. We spent evenings with owners by the campfire and enjoyed our mornings on a lovely patio. This is your place for a quiet...
Carriage House on 9.5 Acres. Sit at the ocean or enjoy the waterfalls - Luxury

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

9.8 out of 10, Exceptional, (65)
"Very clean. Quiet and nice area of town. Everything we needed was there… enjoyed our stay! Thanks!"
Jolly Whales! New, kitchenette, soaker tub, handicap shower, separate entrance.

Tidal Tranquility Cottage w/Hot tub and Oceanfront

7.4 out of 10, Good, (3)
"Very quiet and beautiful place yet close to St Andrews! Right on the river so you can kayak !"
The price is AU$411
includes taxes & fees
2 Dec - 3 Dec
Tidal Tranquility Cottage w/Hot tub and Oceanfront

Secluded Cottage 5 Minutes to Saint Andrews-by-the Sea

10.0 out of 10, Exceptional, (7)
"It was an awesome stay!"
Secluded Cottage 5 Minutes to Saint Andrews-by-the Sea

Summertime get away with beautiful water views!

9.6 out of 10, Exceptional, (14)
"This property is very pleasant to stay in and in a great location. Deck is fabulous and wonderful to just hang out and watch the tides and the wildlife. "
Summertime get away with beautiful water views!

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

9.8 out of 10, Exceptional, (43)
"Location is key!"
Location, location, location! Private - Waterview - Downtown Cottage

St. Andrews Waterfront Vacation Home - Downtown

10.0 out of 10, Exceptional, (15)
"This home far surpassed our expectations especially with location. The home was well appointed with little “extras” including spices and bathroom amenities. The only thing missing was a cutting board but that was easily overcome. Thank you for a great stay."
St. Andrews Waterfront Vacation Home - Downtown

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

10.0 out of 10, Exceptional, (12)
"Nice place, great whale art, great for walking.Clean, comfortable , quiet."
Jolly Seaside - Heart of Saint Andrews - small water view.

Private Apt. Heart of St Andrews<br>

10.0 out of 10, Exceptional, (10)
"John and Rosanne are 5 star hosts and they have created a perfect St. Andrews getaway for couples. They have attended to every possible detail, and the apartment with a private entrance was perfect in very way. John and Rosanne were very responsive to our questions, and they even made a point to recognize our special occasions that brought us to their wonderful town!"
The price is AU$247
includes taxes & fees
30 Nov - 1 Dec
Private Apt. Heart of St Andrews<br>

just steps away from the Macquadavic River,minutes away from the bay of Fundy

10.0 out of 10, Exceptional, (7)
"We greatly enjoyed our stay! The beds were incredibly comfortable, and the setting was both spectacular and relaxing. During our visit, we explored Deer Island and Minister’s Island, both of which were delightful experiences. Deer Island was a hidden gem we discovered through your welcome guide, and we had a lovely time, including our first ferry ride. Minister’s Island offered a great adventure as we drove across the ocean floor during low tide—a truly unique experience! My son-in-law and...
just steps away from the Macquadavic River,minutes away from the bay of Fundy

Pinnacle of St. Andrews by the Sea - Exquisite seaside home.

9.0 out of 10, Wonderful, (8)
"This was a perfect location in a lovely village. There were definite blips with owner communication, but were eventually resolved through VRBO staff. We loved the property and the view! Gorgeous."
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, (6)
"We stayed two nights at Corey cottage. From the start of our booking. The host could not have been more helpful. Very easy to contact and responded quickly. We stayed 2 nights and were able to unload our vehicles in the morning of the day we checked in as we were heading to Maine for a bit of shopping. We appreciated this so much. The cottage is stocked with everything you could possibly need. We brought few groceries as we were planning to dine out. Everything was easy to find....
Cory Cottage - a charming 1830s home with ocean views. Walk to everything.

Self contained two bedroom unit with beautiful views!!

Self contained two bedroom unit with beautiful views!!
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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Other types of properties in Oak Bay you may be interested in

Woodhaven Country Lodge

4.0 star property
9.6 out of 10, Exceptional, (40)
"Michael and David are lovely hosts and the property is wonderful. We would have stayed longer if we could. Great location to explore the area from."
The price is AU$293
includes taxes & fees
10 Dec - 11 Dec
Woodhaven Country Lodge

Creekside Hideaway -Oak Bay, NB

The price is AU$331
includes taxes & fees
2 Dec - 3 Dec
Creekside Hideaway -Oak Bay, NB

Creekside Hideaway - Oak Bay, NB

Creekside Hideaway - Oak Bay, NB
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Carriage House on 9.5 Acres. Sit at the ocean or enjoy the waterfalls - Luxury: This holiday home rental outside of Oak Bay is equipped with a balcony, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

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 Chocolate Museum and St. Croix Island.

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.