A coastal cityscape at dusk with illuminated buildings, a marina, and a large body of water.

Oshima Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Cities in Oshima

Our top choices for Oshima vacation rentals

1. fav HAKODATE

fav HAKODATE
4.0 star property
Hakodate
9.2 out of 10, Wonderful, (249 reviews)
"Good place for live in"
Canada
yunjie
The price is CA $153
CA $169 total
Sep 23 - Sep 24
fav HAKODATE

2. Condominium Stella Site

Condominium Stella Site
3.0 star property
Hakodate
9.6 out of 10, Exceptional, (93 reviews)
"Staff was extremely kind and helpful "
Australia
Luigi
The price is CA $130
CA $143 total
Sep 23 - Sep 24
Condominium Stella Site

3. Portside Inn Hakodate

Portside Inn Hakodate
3.0 star property
Hakodate
9.6 out of 10, Exceptional, (7 reviews)
"Aesthetically absolutely beautifully designed interior, however not so functional. We stayed over the new year so it was cold/dry weather so we wish they had humidifiers. The beds are extremely comfortable unlike the beds at the major hotels so we were able to get rest well to recover from 13 hours flight. Unfortunately unlike other guests, we didn't get response from the owner quickly. We got a response 3 days after we checked out which was not a big deal anyway. "
United States
Nozomi
The price is CA $356
CA $393 total
Sep 9 - Sep 10
Portside Inn Hakodate

4. SINORI205

SINORI205
3.5 star property
Hakodate
10.0 out of 10, Exceptional, (14 reviews)
"It is very clean and nice rooms, and ocean view is the amazing"
United States
JUN
The price is CA $279
CA $485 total
Sep 1 - Sep 2
SINORI205

5. コンドミニアム ビューマウント函館

コンドミニアム ビューマウント函館
3.5 star property
Bay Area
9.8 out of 10, Exceptional, (16 reviews)
"Spacious room and very close to the ropeway—excellent location"
United States
ye
The price is CA $92
CA $102 total
Aug 30 - Aug 31
コンドミニアム ビューマウント函館

6. The Cozy Nest MATSUKAWA

The Cozy Nest MATSUKAWA
2.5 star property
Hakodate
The price is CA $117
CA $213 total
Aug 31 - Sep 1
The Cozy Nest MATSUKAWA

7. BAY LUNA

BAY LUNA
3.5 star property
Hakodate
The price is CA $199
CA $389 total
Sep 2 - Sep 3
BAY LUNA

8. Nesaki Native

Nesaki Native
4.0 star property
Hakodate
9.0 out of 10, Wonderful, (8 reviews)
"Room is fine but lack privacy. CCTVs monitoring guests outside door and inside. Great seafront with waves 30 metres away but the 8 Dec 2025 earthquake (and advisory for tsunami) struck when we were preparing to rest. Had to walk far to get to mainroad. Have to balance between seafront living with safety."
Singapore
Regina
The price is CA $114
CA $208 total
Aug 31 - Sep 1
Nesaki Native

9. Yunokawa Kagura

Yunokawa Kagura
4.0 star property
Yunokawacho
The price is CA $141
CA $375 total
Aug 31 - Sep 1
Yunokawa Kagura

10. Hakodate MOTOMACHI guesthouse

Hakodate MOTOMACHI guesthouse
4.0 star property
Hakodate
10.0 out of 10, Exceptional, (7 reviews)
"A very spacious guesthouse at a very convenient location. Recommend to try. "
Hong Kong SAR China
Wai Kit
The price is CA $153
CA $237 total
Aug 26 - Aug 27
Hakodate MOTOMACHI guesthouse

11. Aoyagi Stay

Aoyagi Stay
4.0 star property
Hakodate
6.8 out of 10, (3 reviews)
"We had a really lovely time here, and it was a perfect retreat after the busy atmosphere of Tokyo! The atmosphere of Hakodate is reminiscent of places like the Oregon Coast and Fairbanks, Alaska, that is, a slow-paced town in a cool climate with wonderful museums and historical sites related to indigenous community (in this case, the Ainu and other neighboring cultures) and a strong connection to the sea. The star-shaped Goryokuko was a unique stop we could have explored further. And I should...
United States
Cassandra
The price is CA $148
CA $245 total
Sep 14 - Sep 15
Aoyagi Stay

12. villa futaba wakamatsucho

villa futaba wakamatsucho
2.0 star property
Hakodate
8.0 out of 10, Very good, (2 reviews)
"道が複雑で迷ってしまいましたが、電話で道案内の対応をしていただき無事到着できました。室内も清潔で快適でした。ありがとうございました。"
Japan
Anonymous traveller
The price is CA $203
CA $291 total
Aug 31 - Sep 1
villa futaba wakamatsucho

13. THE HORAI

THE HORAI
2.0 star property
Hakodate
The price is CA $150
CA $281 total
Aug 30 - Aug 31
THE HORAI

14. Hakodate Classic Hotels

Hakodate Classic Hotels
3.0 star property
Hakodate
9.4 out of 10, Exceptional, (8 reviews)
"お風呂が広く快適に過ごせました。 寒いかと思っていたのですが、各お部屋は暖かくて良かったです。 皿やコップもあり食事もスムーズに楽しめました。"
Japan
Eriko
The price is CA $345
CA $381 total
Sep 1 - Sep 2
Hakodate Classic Hotels

15. Pres De La Mer

Pres De La Mer
3.5 star property
Motomachi
The price is CA $626
CA $689 total
Sep 10 - Sep 11
Pres De La Mer

16. ATUY ISHIZAKI

ATUY ISHIZAKI
4.0 star property
Hakodate City
10.0 out of 10, Exceptional, (1 review)
"景色も設備も素晴らしく、また利用したいです。"
Japan
Keiko
The price is CA $1,115
CA $1,416 total
Aug 26 - Aug 27
ATUY ISHIZAKI

17. POROTO HOUSE

POROTO HOUSE
3.0 star property
Nanae
9.0 out of 10, Wonderful, (2 reviews)
The price is CA $205
CA $300 total
Aug 30 - Aug 31
POROTO HOUSE

18. La Cachette

La Cachette
4.5 star property
Yunokawacho
10.0 out of 10, Exceptional, (14 reviews)
"This is our favourite vacation home in the world, we’re stayed there 5th times in the row, every time don’t want to leave, excellent property and awesome property management "
Canada
Ka Wo
The price is CA $949
CA $1,150 total
Sep 9 - Sep 10
La Cachette

19. APHRODITE

APHRODITE
3.0 star property
Yunokawacho
9.6 out of 10, Exceptional, (4 reviews)
"Many restaurants and large COOP close by. Airport and big road too, which cause some noise, but luckily night was pretty quiet."
Finland
Jyri
The price is CA $134
CA $251 total
Aug 30 - Aug 31
APHRODITE

20. Apollo

Apollo
3.0 star property
Yunokawacho
8.8 out of 10, Excellent, (3 reviews)
"とてもキレイで居心地の良い旅になりました!"
Japan
yuki
The price is CA $136
CA $253 total
Aug 30 - Aug 31
Apollo
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oshima Hotel Reviews

Find out more about Oshima

Everything you need to know about Oshima vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oshima vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oshima vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oshima vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oshima. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oshima vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oshima vacation rentals we have selected for you start as low as CA $102 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oshima rentals

At Expedia, we put the best Oshima vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oshima rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oshima vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oshima. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.