A rocky shoreline with a forested area and a calm sea.

Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Oakland vacation rentals

Premium bedding, pillowtop beds, WiFi (free)

1. Black Forest Cabins

Black Forest Cabins
3.0 star property
Mahone Bay
9.6 out of 10, Exceptional, (65 reviews)
"A very lovely weekend getaway from my partner and I. Great location to go between Mahone Bay, Lunenburg and Bridgewater. Communication was very good. Really enjoyed our stay."
Canada
Jacob
The price is ￥37,752
￥46,873 total
includes taxes & fees
Aug 16 - Aug 17
Black Forest Cabins
Interior

2. Mahone Bay Hide-Away

Mahone Bay Hide-Away
Mahone Bay
10.0 out of 10, Exceptional, (106 reviews)
"Close to restaurants, sights, many walking distance. Clean, bright, lodgings. Welcoming and helpful hosts. Would recommend to anyone "
Canada
Nancy R.
The price is ￥19,693
￥33,996 total
includes taxes & fees
Aug 13 - Aug 14
Mahone Bay Hide-Away
TV

3. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (110 reviews)
"It was perfect. Very relaxed stay close to town. Thanks"
Canada
James
The price is ￥25,320
￥41,565 total
includes taxes & fees
Aug 27 - Aug 28
One bedroom fully equipped Mahone Bay luxury cottage
Interior

4. One bedroom fully equipped Mahone Bay luxury cottage

One bedroom fully equipped Mahone Bay luxury cottage
Mahone Bay
10.0 out of 10, Exceptional, (62 reviews)
"Immaculately clean and cozy! We had a lovely stay."
United States
Kathryn H.
The price is ￥25,236
￥41,427 total
includes taxes & fees
Aug 16 - Aug 17
One bedroom fully equipped Mahone Bay luxury cottage
Cabin, 1 Double Bed, Shared Bathroom | Desk, WiFi (free)

5. Oakhill Pines Campground

Oakhill Pines Campground
3.0 star property
Oak Hill
9.0 out of 10, Wonderful, (22 reviews)
"Staff was super welcoming and cabin was all set for us! "
Canada
Andrea
The price is ￥12,813
￥14,607 total
includes taxes & fees
Aug 9 - Aug 10
Oakhill Pines Campground
1 bedroom, WiFi (free), bed sheets

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

Luxury lakefront dome with private beach, close to nature and town!
Lunenburg
10.0 out of 10, Exceptional, (27 reviews)
"Everything you need Welcome snacks were lovely Property well maintained Great amenities!"
Canada
Kelsea
The price is ￥37,699
￥53,240 total
includes taxes & fees
Aug 31 - Sep 1
Luxury lakefront dome with private beach, close to nature and town!
Property grounds

7. Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
Western Shore
9.6 out of 10, Exceptional, (22 reviews)
"Beautiful spot!"
United States
Kirby D.
The price is ￥65,052
￥100,068 total
includes taxes & fees
Aug 17 - Aug 18
Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,
Exterior detail

8. Red Barn Bed & Breakfast

Red Barn Bed & Breakfast
Lunenburg
9.4 out of 10, Exceptional, (10 reviews)
"We enjoyed our stay very much! "
Canada
Kimberley K.
The price is ￥20,189
￥30,687 total
includes taxes & fees
Aug 26 - Aug 27
Red Barn Bed & Breakfast
Beach

9. Large Backyard Oasis near River and Trails

Large Backyard Oasis near River and Trails
Bridgewater
6.8 out of 10, (3 reviews)
"Perfect place to stay. We will be back for sure."
Canada
Geoff M.
The price is ￥17,218
￥31,434 total
includes taxes & fees
Aug 24 - Aug 25
Large Backyard Oasis near River and Trails
Interior

10. 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, (7 reviews)
"It is a lovely place to stay! Very clean, very inviting."
Canada
Danette R.
The price is ￥28,466
￥46,644 total
includes taxes & fees
Aug 30 - Aug 31
Relaxing King Bed Suite Close to Lunenburg Harbour (Suite 2)
Living area

11. 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
9.2 out of 10, Wonderful, (5 reviews)
"Great location for us and very clean and spacious."
Canada
Christina
The price is ￥21,310
￥37,527 total
includes taxes & fees
Aug 22 - Aug 23
Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.
Terrace/patio

12. Oceanfront Kayaking retreat close to Lunenburg

Oceanfront Kayaking retreat close to Lunenburg
Lunenburg
9.0 out of 10, Wonderful, (2 reviews)
"Place was really spacious, amazing living spaces and out of this world views. Access to kayaks was a great treat. Enjoyed location just outside of Lunenburg and lots to do. Unfortunately weren’t able to get the TV to work and some appliances were finicky to get operating though nothing that would keep us from coming back. The place had so much to offer and was a nice place for a relaxing weekend getaway!"
United States
Matthew P.
The price is ￥32,806
￥54,404 total
includes taxes & fees
Aug 18 - Aug 19
Oceanfront Kayaking retreat close to Lunenburg
Marina

13. Ocean Sanctuary - The Salty Cribb Cabin

Ocean Sanctuary - The Salty Cribb Cabin
Rose Bay
10.0 out of 10, Exceptional, (2 reviews)
"When we arrived after a long trip we found the rooms were clean, welcoming and attractive. The cabin was well equipped and everything worked. Beautiful location, always enjoyed the drive up to Lunenberg."
United States
Paul K.
The price is ￥22,788
￥44,323 total
includes taxes & fees
Aug 12 - Aug 13
Ocean Sanctuary - The Salty Cribb Cabin
Interior

14. 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
8.8 out of 10, Excellent, (5 reviews)
"Handy location for us. Very roomy. Clean. Easy parking."
Canada
Karen
The price is ￥22,432
￥41,990 total
includes taxes & fees
Aug 11 - Aug 12
Welcome to our cozy/charming 2 Bedroom 1 Bath Apartment in Central Bridgewater
Smart TV, fireplace, video games, DVD player

15. The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg

The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg
Rose Bay
9.8 out of 10, Exceptional, (45 reviews)
"Views, location and quality of accommodations were just right."
Canada
Thomas P.
The price is ￥44,639
￥79,657 total
includes taxes & fees
Sep 3 - Sep 4
The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg
1 bedroom, iron/ironing board, WiFi, bed sheets

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

ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,
Bridgewater
8.6 out of 10, Excellent, (7 reviews)
"Very nice place, clean and friendly people, the door is at the back of the building which I didn’t know until arrival so jsyk"
Canada
Cadence
The price is ￥28,040
￥41,990 total
includes taxes & fees
Aug 22 - Aug 23
ABBY’S APT Suite , 1 Queen Bed , 65” Curved TV,
Beach

17. Pretty Bachelor with Balcony near River & Trails

Pretty Bachelor with Balcony near River & Trails
Bridgewater
2.0 out of 10, (1 review)
The price is ￥9,790
￥24,175 total
includes taxes & fees
Aug 10 - Aug 11
Pretty Bachelor with Balcony near River & Trails
Property grounds

18. Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)

Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)
Lunenburg
9.0 out of 10, Wonderful, (4 reviews)
"12 minutes walk from the waterfront made it a great location for us. We just left the car there the days we visited Lunenburg."
Canada
Eric
The price is ￥28,466
￥46,644 total
includes taxes & fees
Aug 12 - Aug 13
Cozy Garden View Suite near Lunenburg Waterfront (Suite 6)
Interior

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

Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Lunenburg
9.0 out of 10, Wonderful, (12 reviews)
"Close to town , clean and comfortable "
United States
Tom D.
The price is ￥29,677
￥48,152 total
includes taxes & fees
Aug 7 - Aug 8
Romantic Getaway w/ King Bed in Historic Lunenburg (Suite 4)
Beach nearby

20. Lake Mushamush Cottage!

Lake Mushamush Cottage!
Lower Northfield
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful spot we had the best time!!"
Canada
Patricia C.
The price is ￥23,419
￥37,821 total
includes taxes & fees
Aug 17 - Aug 18
Lake Mushamush Cottage!
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

8/10 Good
"Great place"
Jeff 5-night trip
Posted less than an hour ago
The Dockside Inn & Restaurant

Find out more about Oakland

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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?

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort: Visitors like this Oakland vacation home rental. It is located by the ocean and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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. Have A Yarn and Oak Island 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.