Oakland Holiday Rentals

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Check prices for these dates

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov

Holiday Rentals in Oakland

Fridge, microwave, oven, stovetop
Executive Ocean Front Estate with 2 Acres Overlooking Waters of Mahone Bay
Executive Ocean Front Estate with 2 Acres Overlooking Waters of Mahone Bay
9.8 out of 10, Exceptional, (31)
"Charming, spacious house. Easy check-in & well stocked kitchen. Lovely location. Overall a great visit!"
United States
Mary M.
Executive Ocean Front Estate with 2 Acres Overlooking Waters of Mahone Bay
Meeting facility
Black Forest Cabins
Black Forest Cabins
3.0 star property
10.0 out of 10, Exceptional, (12)
"Great spot for a special night out … beds were super comfortable "
Canada
Caroline
The price is HK$1,019
HK$1,352 total
includes taxes & fees
25 Nov - 26 Nov
Black Forest Cabins
Full-sized fridge, microwave, oven, stovetop
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
10.0 out of 10, Exceptional, (116)
"Great cottage and even better hosts!"
Canada
Sophia T.
Oceanfront Cottage on a Quiet Cove Just Outside Lunenburg
Terrace/patio
Family Home In the Heart of the Village of Chester
Family Home In the Heart of the Village of Chester
9.6 out of 10, Exceptional, (28)
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."
Canada
Dan D.
Family Home In the Heart of the Village of Chester
Fireplace, books, stereo
A Quiet Riverside Cottage with 2 Fireplaces
A Quiet Riverside Cottage with 2 Fireplaces
10.0 out of 10, Exceptional, (71)
"Beautiful setting and property. So perfect for a couple. Excellent location. Wonderful host"
Canada
Nancy R.
A Quiet Riverside Cottage with 2 Fireplaces
Fridge, microwave, oven, stovetop
One bedroom fully equipped Mahone Bay luxury cottage
One bedroom fully equipped Mahone Bay luxury cottage
10.0 out of 10, Exceptional, (103)
"Great cottage to use as a base to discover the area. Well equipped, quiet and close to restaurants and shopping."
Canada
Chris K.
One bedroom fully equipped Mahone Bay luxury cottage
Property grounds
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
10.0 out of 10, Exceptional, (98)
"The island is beautiful and exceeded our expectations. The house was clean and check in was easy. Phil was an excellent host. "
United States
Amanda J.
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Fridge, microwave, oven, stovetop
Amazing ocean view/ private road/close to bayswater beach.
Amazing ocean view/ private road/close to bayswater beach.
8.6 out of 10, Excellent, (47)
"Great property for a quiet get away"
Canada
Debora
Amazing ocean view/ private road/close to bayswater beach.
Terrace/patio
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
9.6 out of 10, Exceptional, (34)
"Beautiful setting, very peaceful with lovely linens on the beds. The kitchen is fully stocked, the sitting room is comfortable and the outside decks are amazing. The little village of Chester was close by with a cozy pub offering live music on select nights and the local playhouse had local talent performing while we were there. We would stay again"
Canada
Elisabeth
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
View from property
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
8.4 out of 10, Very good, (30)
"Beautiful view, the property owner was very responsive, they even had water in the fridge. Was perfect for our relaxing family getaway! "
United States
Ariele M.
The price is HK$999
HK$1,316 total
includes taxes & fees
30 Oct - 31 Oct
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Exterior
Moonlight Cottage
Moonlight Cottage
9.2 out of 10, Wonderful, (19)
"It was beautiful and scenic, relaxing, and fun with the ping pong table, affordable for the family and the owners were accommodating "
Canada
laura f.
Moonlight Cottage
Exterior
Lunenburg's Cupcake House
Lunenburg's Cupcake House
10.0 out of 10, Exceptional, (4)
"What can I say? Lovely hosts, gorgeous cozy property, comfy beds, well-equipped kitchen, thoughtful information pack, board games in the cupboard, everything spotless, and in a great location within a few minutes walk of Lunenberg’s waterfront, shops and restaurants. Even the flowers at the front were in full bloom and smelled amazing! We toured Canada for 5 weeks, as a family of 4, staying in 14 different locations, and this house was my favourite. Thank you so much for a lovely stay! I only...
United Kingdom
Emily L.
Lunenburg's Cupcake House
Fridge, microwave, oven, stovetop
Modern oceanview vacation living in the deep bay
Modern oceanview vacation living in the deep bay
9.8 out of 10, Exceptional, (27)
"Clean, quiet cottage with fantastic views of the cove. We enjoyed our stay and would recommend it for anyone."
United States
Clara V.
Modern oceanview vacation living in the deep bay
Interior
Oceanfront Luxury Magical Views Sunset and Sunrise
Oceanfront Luxury Magical Views Sunset and Sunrise
9.6 out of 10, Exceptional, (19)
"We took day trips from Holly’s home all week, but the view off the balcony was a delight to return to. "
United States
frances p.
The price is HK$1,389
HK$2,290 total
includes taxes & fees
13 Nov - 14 Nov
Oceanfront Luxury Magical Views Sunset and Sunrise
Terrace/patio
Iconic Cabin on Lighthouse Route
Iconic Cabin on Lighthouse Route
10.0 out of 10, Exceptional, (3)
"Had a super comfortable stay. Kate had thought of everything you might need when away from home. Accommodation was better than we expected and all her suggestions of places to eat and visit were terrific. It was exactly what we were looking for. "
Canada
Claire A.
Iconic Cabin on Lighthouse Route
TV
Mahone Bay Hide-Away
Mahone Bay Hide-Away
10.0 out of 10, Exceptional, (91)
"Great location, lovely town."
Canada
Lissa B.
Mahone Bay Hide-Away
Exterior
Charming Heritage Suite w/ Cozy Sunroom & Deck (Suite 1)
Charming Heritage Suite w/ Cozy Sunroom & Deck (Suite 1)
9.6 out of 10, Exceptional, (5)
"Lovely space and grounfs."
Canada
Patricia
The price is HK$869
HK$1,599 total
includes taxes & fees
28 Oct - 29 Oct
Charming Heritage Suite w/ Cozy Sunroom & Deck (Suite 1)
Desk, free WiFi
Oakhill Pines Campground
Oakhill Pines Campground
3.0 star property
9.0 out of 10, Wonderful, (16)
"Great place"
Canada
Thelma
Oakhill Pines Campground
Exterior
Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg
Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg
9.8 out of 10, Exceptional, (16)
"Lovely walking distance to the waterfront. Beautiful place to stay!"
Canada
Emma
The price is HK$1,499
HK$3,107 total
includes taxes & fees
26 Oct - 27 Oct
Remodelled historic suite w/nautical boho decor, in the UNESCO Town of Lunenburg
Dining
Oceanfront 3-Bedroom Captain's House
Oceanfront 3-Bedroom Captain's House
9.8 out of 10, Exceptional, (30)
"The property was just what we needed for our family. The location is great and close to the many things we wanted to do on our trip."
United States
Gary M.
Oceanfront 3-Bedroom Captain's House
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

Miller House By the Bay

Miller House By the Bay

10/10 Excellent
"Miller house family apartment was beautiful! It was a large space and very clean. Check in was easy."
Janice 1-night trip
Posted 18 hours ago
Miller House By the Bay

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
  • Use the map to find apartments and other holiday homes in the Oakland neighbourhood you prefer
  • 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 holiday rental in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, 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 Oakland has to offer?

Executive Ocean Front Estate with 2 Acres Overlooking Waters of Mahone Bay: This highly rated holiday home rental in Oakland is located by the ocean, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 wider area.

What are holiday rentals like in Oakland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakland. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.