Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Oakland vacation rentals

Cabin, 1 Double Bed, Shared Bathroom | Desk, free WiFi

Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
9.0 out of 10, Wonderful, (16 reviews)
"Staff was super welcoming and cabin was all set for us! "
Canada
Andrea
The price is ￥12,744
￥14,528 total
includes taxes & fees
Mar 2 - Mar 3
Oakhill Pines Campground
Premium bedding, pillowtop beds, free WiFi

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
10.0 out of 10, Exceptional, (23 reviews)
"Great spot for a special night out … beds were super comfortable "
Canada
Caroline
The price is ￥23,212
￥30,354 total
includes taxes & fees
Mar 15 - Mar 16
Black Forest Cabins
Outdoor spa tub

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Windsor Road
9.8 out of 10, Exceptional, (9 reviews)
"Everything was very clean!"
Canada
Max R.
The price is ￥17,011
￥22,907 total
includes taxes & fees
Mar 8 - Mar 9
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Outdoor spa tub

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
9.8 out of 10, Exceptional, (14 reviews)
"There’s so much about Dordéan Suites to like: a contemporary, fun alternative to large, impersonal corporate roadside hotel. Loved our place, loved our stay! "
United States
Karil
The price is ￥17,011
￥22,907 total
includes taxes & fees
Mar 2 - Mar 3
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Pool

Shackup Cabin— Wood Fired Hot Tub & Near the beach

Shackup Cabin— Wood Fired Hot Tub & Near the beach
West Dublin
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic little hideaway. Very comfortable and private"
Canada
Adam
The price is ￥26,259
￥34,100 total
includes taxes & fees
Mar 2 - Mar 3
Shackup Cabin— Wood Fired Hot Tub & Near the beach
Interior

Shackup A-frame— Private Hot Tub & Beach Access

Shackup A-frame— Private Hot Tub & Beach Access
La Have
10.0 out of 10, Exceptional, (4 reviews)
"Was an amazing weekend. Cabin was just as described."
United States
Adam H.
The price is ￥32,824
￥42,626 total
includes taxes & fees
Mar 9 - Mar 10
Shackup A-frame— Private Hot Tub & Beach Access
Exterior detail

Red Roof Bed & Breakfast

Red Roof Bed & Breakfast
Lunenburg
9.6 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is ￥20,437
￥31,107 total
includes taxes & fees
Feb 27 - Feb 28
Red Roof Bed & Breakfast
1 bedroom, iron/ironing board, WiFi, bed sheets

ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,

ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,
Bridgewater
8.4 out of 10, Very Good, (6 reviews)
"Great location. Surprisingly quiet given its proximity to a Main Street. "
United States
Jacqueline S.
The price is ￥14,337
￥24,346 total
includes taxes & fees
Mar 8 - Mar 9
ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,
Property grounds

Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.6 out of 10, Exceptional, (20 reviews)
"Excellent unit and very clean.The view was awesome.Highly recommended for a wonderful place to stay."
Canada
John S.
The price is ￥26,259
￥43,944 total
includes taxes & fees
Mar 4 - Mar 5
Oceanfront Luxury Magical Views Sunset and Sunrise
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)

Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)
Lunenburg
8.0 out of 10, Very Good, (2 reviews)
"Perfect from start to finish! Great communication, check in was easy, room very clean, comfortable and quiet.Perfect location to walk and explore beautiful Lunenburg.We will definitely stay here again with any future trips.Thanks to the owner for your excellent communication."
United States
Big Dog Pots Pottery
The price is ￥14,797
￥28,972 total
includes taxes & fees
Feb 27 - Feb 28
Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)
Property grounds

Indulge in luxurious bliss : private Hot Tub, kayaking. So much more

Indulge in luxurious bliss : private Hot Tub, kayaking. So much more
Chester
9.0 out of 10, Wonderful, (2 reviews)
"It was the perfect get away for myself after a rough week at work! Highly recommend. "
Canada
Michelle L.
The price is ￥31,746
￥40,471 total
includes taxes & fees
Mar 29 - Mar 30
Indulge in luxurious bliss : private Hot Tub, kayaking. So much more
Terrace/patio

The Lookout Dome One - Private Hot Tub

The Lookout Dome One - Private Hot Tub
LaHave
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful stay. "
Canada
Kyle M.
The price is ￥38,830
￥62,944 total
includes taxes & fees
Mar 1 - Mar 2
The Lookout Dome One - Private Hot Tub
Interior

The Lookout Dome Two - Private Hot Tub

The Lookout Dome Two - Private Hot Tub
LaHave
9.8 out of 10, Exceptional, (10 reviews)
"Great experience "
Canada
Nathan D.
The price is ￥38,830
￥62,944 total
includes taxes & fees
Mar 1 - Mar 2
The Lookout Dome Two - Private Hot Tub
Iron/ironing board, WiFi, bed sheets

Private Balcony View Riverside Walk Prime Downtown

Private Balcony View Riverside Walk Prime Downtown
Bridgewater
The price is ￥7,965
￥20,345 total
includes taxes & fees
Mar 5 - Mar 6
Private Balcony View Riverside Walk Prime Downtown
TV

Winter Snack Bar | Backyard Access | Private Entry

Winter Snack Bar | Backyard Access | Private Entry
Bridgewater
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay. We will be back for sure."
Canada
Geoff M.
The price is ￥13,654
￥27,001 total
includes taxes & fees
Mar 29 - Mar 30
Winter Snack Bar | Backyard Access | Private Entry
Interior

Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater

Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Bridgewater
9.4 out of 10, Exceptional, (3 reviews)
"As described and in a great location!"
United States
Erin E.
The price is ￥20,482
￥39,538 total
includes taxes & fees
Mar 1 - Mar 2
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
1 bedroom, WiFi

Luxury lakefront dome with private beach, close to nature and town!

Luxury lakefront dome with private beach, close to nature and town!
Lunenburg
9.8 out of 10, Exceptional, (10 reviews)
"Perfect spot for a peaceful getaway with a great view. "
Canada
Alan L.
The price is ￥31,291
￥47,476 total
includes taxes & fees
Mar 29 - Mar 30
Luxury lakefront dome with private beach, close to nature and town!
Living area

Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
Bridgewater
8.8 out of 10, Excellent, (3 reviews)
"Everything was clean. We'll set up Would stay again for sure"
Canada
Porter F.
The price is ￥20,482
￥40,874 total
includes taxes & fees
Mar 6 - Mar 7
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
Outdoor spa tub

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Chester Basin
10.0 out of 10, Exceptional, (18 reviews)
"Room was spotless so clean and cute with snacks and a cute card !! It was so perfect for a little get away. We stayed there after spending the day at the Sensea Nortic Spa, it was great to come back to more relaxation with the hot tub and adorable room! "
Canada
Isabel
The price is ￥17,011
￥22,907 total
includes taxes & fees
Mar 8 - Mar 9
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Marina

SUN, SAND, OCEAN, in Hubbards. What more do you need?

SUN, SAND, OCEAN, in Hubbards. What more do you need?
Hubbards
9.4 out of 10, Exceptional, (16 reviews)
"Lovely location. We enjoyed our stay and would go again."
United States
Angela C.
The price is ￥77,065
￥122,085 total
includes taxes & fees
Feb 28 - Mar 1
SUN, SAND, OCEAN, in Hubbards. What more do you need?
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 Oakland Hotel Reviews

The Dockside Inn & Restaurant

The Dockside Inn & Restaurant

10/10 Excellent
"Amazing individuals, super understanding, respectful and just overall awesome. Highly reccomend for nova scotian hospitality!"
James 1-night trip
Posted 5 days ago
The Dockside Inn & Restaurant

Find out more about Oakland

Search for holiday rentals in Oakland on Expedia! You can easily find your home rentals, villas, holiday apartments in Oakland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Oakland!

Frequently asked questions

Can I find a vacation rental in Oakland?

Yes, there are vacation rentals near well known local attractions in Oakland, or you can select a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Oakland?

Executive Ocean Front Estate with 2 Acres Overlooking Waters of Mahone Bay: Visitors like this Oakland vacation home rental. It is located by the ocean and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

What can I see and do in Oakland?

While exploring the area, visit family-friendly sights like Have A Yarn, or get outside and enjoy nature at Mahone Bay Swimming Pool. Cocoa Organic Spa & Boutique and Northern Sun Gallery & Gifts are a couple of places you'll find in the larger area.

What are vacation rentals like in Oakland?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Oakland. Vacation rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a small group gathering.