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

Vacation Rentals in Oshima

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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, (245 reviews)
"Good place for live in"
Canada
yunjie
The price is ¥22,827
¥25,282 total
Sep 2 - Sep 3
fav HAKODATE

2. 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 ¥43,650
¥68,610 total
Sep 2 - Sep 3
SINORI205

3. Condominium Stella Site

Condominium Stella Site
3.0 star property
Hakodate
9.6 out of 10, Exceptional, (92 reviews)
"Staff was extremely kind and helpful "
Australia
Luigi
The price is ¥18,081
¥20,424 total
Sep 8 - Sep 9
Condominium Stella Site

4. 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 ¥40,090
¥44,140 total
Sep 1 - Sep 2
Hakodate Classic Hotels

5. The Cozy Nest MATSUKAWA

The Cozy Nest MATSUKAWA
2.5 star property
Hakodate
The price is ¥19,882
¥31,550 total
Aug 31 - Sep 1
The Cozy Nest MATSUKAWA

6. Pres De La Mer

Pres De La Mer
3.5 star property
Motomachi
The price is ¥80,000
¥88,000 total
Sep 6 - Sep 7
Pres De La Mer

7. 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 ¥46,022
¥50,624 total
Sep 3 - Sep 4
Portside Inn Hakodate

8. 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 traveler
The price is ¥27,818
¥38,300 total
Aug 18 - Aug 19
villa futaba wakamatsucho

9. 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
9.6 out of 10, Exceptional, (15 reviews)
"Spacious room and very close to the ropeway—excellent location"
United States
ye
The price is ¥11,592
¥12,751 total
Sep 1 - Sep 2
コンドミニアム ビューマウント函館

10. Room only Rental villa with private jacuzzi / Hakodate Hokkaidō

Room only Rental villa with private jacuzzi / Hakodate Hokkaidō
Motomachi
The price is ¥102,080
¥102,080 total
Aug 23 - Aug 24
Room only Rental villa with private jacuzzi / Hakodate Hokkaidō

11. BAY LUNA

BAY LUNA
3.5 star property
Hakodate
The price is ¥22,504
¥44,330 total
Sep 8 - Sep 9
BAY LUNA

12. 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 ¥19,995
¥29,924 total
Aug 25 - Aug 26
Hakodate MOTOMACHI guesthouse

13. 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 ¥109,091
¥132,200 total
Aug 31 - Sep 1
La Cachette

14. 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 ¥19,615
¥31,050 total
Aug 31 - Sep 1
Nesaki Native

15. THE HORAI

THE HORAI
2.0 star property
Hakodate
The price is ¥19,800
¥34,980 total
Aug 24 - Aug 25
THE HORAI

16. ATUY ISHIZAKI

ATUY ISHIZAKI
4.0 star property
Hakodate City
The price is ¥128,864
¥163,530 total
Aug 17 - Aug 18
ATUY ISHIZAKI

17. 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 ¥25,137
¥37,162 total
Sep 7 - Sep 8
Aoyagi Stay

18. 3 minutes walk from Onuma Koen Station Relax and / Kameda-gun Hokkaidō

3 minutes walk from Onuma Koen Station Relax and / Kameda-gun Hokkaidō
Kameda-gun
The price is ¥34,800
¥34,800 total
Aug 20 - Aug 21
3 minutes walk from Onuma Koen Station Relax and / Kameda-gun Hokkaidō

19. Private sauna stay Shinori1 building reserved / hakodate Hokkaidō

Private sauna stay Shinori1 building reserved / hakodate Hokkaidō
hakodate
The price is ¥69,600
¥69,600 total
Aug 17 - Aug 18
Private sauna stay Shinori1 building reserved / hakodate Hokkaidō

20. B Near Hakodate Station and Goryokaku Park Enti / Hakodate Hokkaidō

B Near Hakodate Station and Goryokaku Park Enti / Hakodate Hokkaidō
Hakodate
10.0 out of 10, Exceptional, (1 review)
"宿泊日程内で強い地震もありましたが、安心できる空間で、乳児も落ち着いて過ごせて非常に助かりました。 また函館に用事がある際はお世話になりたいなと思いました。 この度はありがとうございました。"
Japan
くら
The price is ¥9,280
¥14,500 total
Aug 31 - Sep 1
B Near Hakodate Station and Goryokaku Park Enti / Hakodate Hokkaidō
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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