Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Oakland vacation rentals

Beach

Large Backyard Oasis near River and Trails

Large Backyard Oasis near River and Trails
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 ￥11,289
￥24,502 total
includes taxes & fees
May 26 - May 27
Large Backyard Oasis near River and Trails
Beach

Sunny Bachelor with Balcony near River & Trails

Sunny Bachelor with Balcony near River & Trails
Bridgewater
The price is ￥9,792
￥24,479 total
includes taxes & fees
May 25 - May 26
Sunny Bachelor with Balcony near River & Trails
Exterior

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, (20 reviews)
"Hot tub is Devine, everything is clean and thoughtfully provided. Basket of snacks was a sweet treat! We enjoyed the large deck and privacy very much ♥️we will definitely be back "
Canada
Suzanne
The price is ￥17,280
￥23,376 total
includes taxes & fees
May 25 - May 26
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
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 ￥14,515
￥24,779 total
includes taxes & fees
Jun 1 - Jun 2
ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,
TV, fireplace

King Bed Apt in Bridgewater near River and Trails

King Bed Apt in Bridgewater near River and Trails
Bridgewater
The price is ￥10,368
￥25,000 total
includes taxes & fees
May 26 - May 27
King Bed Apt in Bridgewater near River and Trails
Beach

Cozy Riverside Escape 1BR Near Trails and Parks

Cozy Riverside Escape 1BR Near Trails and Parks
Bridgewater
5.6 out of 10, (4 reviews)
"The host was fantastic and the apartment was clean and lovely."
Canada
JACQUELINE
The price is ￥9,792
￥22,751 total
includes taxes & fees
May 25 - May 26
Cozy Riverside Escape 1BR Near Trails and Parks
Premium bedding, pillowtop beds, free WiFi

Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.4 out of 10, Exceptional, (32 reviews)
"Wonderful cabins and well located. "
Canada
Jonathan
The price is ￥23,500
￥30,730 total
includes taxes & fees
May 27 - May 28
Black Forest Cabins
Interior

Relaxing King Bed Suite Close to Lunenburg Harbour (Suite 2)

Relaxing King Bed Suite Close to Lunenburg Harbour (Suite 2)
Lunenburg
9.6 out of 10, Exceptional, (4 reviews)
"It is a lovely place to stay! Very clean, very inviting."
Canada
Danette R.
The price is ￥19,284
￥34,985 total
includes taxes & fees
May 25 - May 26
Relaxing King Bed Suite Close to Lunenburg Harbour (Suite 2)
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 ￥20,620
￥31,386 total
includes taxes & fees
May 25 - May 26
Red Roof Bed & Breakfast
Beach

Summer Sale 1BR Big Kitchen by River and Trails

Summer Sale 1BR Big Kitchen by River and Trails
Bridgewater
The price is ￥10,368
￥23,424 total
includes taxes & fees
May 25 - May 26
Summer Sale 1BR Big Kitchen by River and Trails
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)
"The cleanliness was impeccable, the hospitality was lovely. Everything one needs while away from home was supplied and then some ! Would definitely visit again !"
Canada
Carol
The price is ￥17,280
￥28,629 total
includes taxes & fees
May 25 - May 26
Tiny home in Chester Nova Scotia. Hosted by Dordean Suites
Property grounds

Oceanfront Luxury Magical Views Sunset and Sunrise

Oceanfront Luxury Magical Views Sunset and Sunrise
Western Shore
9.6 out of 10, Exceptional, (21 reviews)
"Short stay, unfortunately, but I’ll definitely be back. "
Canada
Laird N.
The price is ￥27,071
￥49,976 total
includes taxes & fees
May 25 - May 26
Oceanfront Luxury Magical Views Sunset and Sunrise
Terrace/patio

Two Cliffside Domes - Hot Tubs, Firepit, Decks, Perfect for Families & Groups

Two Cliffside Domes - Hot Tubs, Firepit, Decks, Perfect for Families & Groups
LaHave
The price is ￥75,598
￥100,795 total
includes taxes & fees
May 25 - May 26
Two Cliffside Domes - Hot Tubs, Firepit, Decks, Perfect for Families & Groups
TV

The Margaret of Hubbards Apt 2 - 7 Person Hot Tub

The Margaret of Hubbards Apt 2 - 7 Person Hot Tub
Hubbards Nova Scotia
The price is ￥40,423
￥82,722 total
includes taxes & fees
May 25 - May 26
The Margaret of Hubbards Apt 2 - 7 Person Hot Tub
Beach nearby

Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot we had the best time!!"
Canada
Patricia C.
The price is ￥24,053
￥38,846 total
includes taxes & fees
May 26 - May 27
Lake Mushamush Cottage!
Property grounds

Beach Cottage - Silver Birches - Hubbards Beach

Beach Cottage - Silver Birches - Hubbards Beach
Hubbards
8.0 out of 10, Very Good, (3 reviews)
"No hot tub. Wifi excellent "
Canada
AUDREY
The price is ￥55,036
￥73,322 total
includes taxes & fees
May 25 - May 26
Beach Cottage - Silver Birches - Hubbards Beach
Property grounds

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 ￥19,906
￥35,694 total
includes taxes & fees
May 25 - May 26
Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)
Terrace/patio

Log Cabin #1 - Hubbards Beach

Log Cabin #1 - Hubbards Beach
Hubbards
9.6 out of 10, Exceptional, (4 reviews)
"A wonderful cottage with character!! Comfy beds, nice pillows! Very rustic, very peaceful"
Canada
Lisa R.
The price is ￥43,199
￥57,634 total
includes taxes & fees
May 25 - May 26
Log Cabin #1 - Hubbards Beach
Interior

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Lunenburg
8.8 out of 10, Excellent, (8 reviews)
"Close to town , clean and comfortable "
United States
Tom D.
The price is ￥19,906
￥35,694 total
includes taxes & fees
May 25 - May 26
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Terrace/patio

Log Cabin #2 - Hubbards Beach

Log Cabin #2 - Hubbards Beach
Hubbards
10.0 out of 10, Exceptional, (1 review)
"As advertised and 2 minutes from the shore club."
Canada
Jody K.
The price is ￥45,359
￥60,425 total
includes taxes & fees
May 25 - May 26
Log Cabin #2 - Hubbards Beach
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 Homeport Motel

The Homeport Motel

10/10 Excellent
"Great motel. Owner was great! Would stay again without any question."
Greg 1-night trip
Posted 2 hours ago
The Homeport Motel

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:

  • View our selection of featured holiday rentals in Oakland
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  • Enter your travel dates to view the best deals on holiday rentals in Oakland while they last

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?

Mahone Bay Hide-Away : You might want to consider this vacation home rental near Oakland, which offers a patio, a garden, and a barbecue grill 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 Oakland?

While exploring the area, visit family-friendly sights like For The Birds Nature Shop, 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.