Oshima Vacation Rentals from CA $87: Short-Term Rentals for 2026

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

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Top Cities in Oshima

A church with a spire, snow-covered trees, and a sunset in the background.

Our top choices for Oshima vacation rentals

A modern hotel room with a large bed, a sofa, a round table, and a potted plant.

1. fav HAKODATE

Hakodate

yunjie

CA $153 total

Oct 12 - Oct 13

A modern hotel room with a bed, curtains, and a wooden partition.

2. コンドミニアムビューマウント函館

Bay Area

CA $87 total

Oct 14 - Oct 15

A bedroom with a large bed, two bedside tables, a built-in bench with seating, and two windows with arched tops.

3. Portside Inn Hakodate

Hakodate

"Very smooth check-in. The place was really beautiful. The location was good, too. Quick walk to the red brick area. 20 minute walk to the ropeway. We were there in June, and didn't need to use the fire place, but the smell of woodsmoke was there. During winter, you expect the smell of wood burning, for sure, but I was not expecting that in June. However it didn't bother us since it was kind of like staying at a camping site. Just wondered if this might not be great for some people sensitive to...

Yusuke

CA $98 total

Nov 4 - Nov 5

A modern building with a prominent entrance and a sign reading "Stella Site".

4. Condominium Stella Site

Hakodate

Luigi

CA $133 total

Nov 3 - Nov 4

A traditional Japanese room with tatami flooring, a shoji screen window, and a hanging paper lantern.

5. Yunokawa Kagura

Yunokawacho

CA $371 total

Nov 9 - Nov 10

A modern living room with a kitchen area, a flat-screen TV mounted on the wall, and a comfortable seating area with a sofa and chairs.

6. Hakodate MOTOMACHI guesthouse

Hakodate

Wai Kit

CA $179 total

Nov 8 - Nov 9

A row of brick buildings with arched windows and a clear blue sky.

7. THE HORAI

Hakodate

CA $295 total

Oct 11 - Oct 12

A spacious living room with a high ceiling, wooden walls, a large TV, and a fireplace.

8. The Cozy Nest MATSUKAWA

Hakodate

CA $241 total

Oct 13 - Oct 14

A modern living room with a large window overlooking a beach, a wooden dining table with candles, and a patterned wall.

9. SINORI205

Hakodate

JUN

CA $409 total

Nov 4 - Nov 5

A spacious room with large windows overlooking a snowy landscape. There are two chairs and a small table with a glass.

10. Nesaki Native

Hakodate

Regina

CA $200 total

Nov 4 - Nov 5

A modern living room with a black sofa, a dining area with a table and chairs, a kitchen with wooden cabinets, and a flat-screen TV mounted on the wall.

11. APHRODITE

Yunokawacho

Jyri

CA $265 total

Oct 13 - Oct 14

A stone-walled hot tub with a wooden bench and a wooden ladder.

12. Hakodate Classic Hotels

Hakodate

よう

CA $223 total

Nov 4 - Nov 5

A modern living room with a flat-screen TV, a sofa, a coffee table, and a view of the beach.

13. Aoyagi Stay

Hakodate

"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...

Cassandra

CA $212 total

Nov 10 - Nov 11

A modern living room with a flat-screen TV, grey sofas, and a wooden floor.

14. villa futaba wakamatsucho

Hakodate

CA $317 total

Oct 14 - Oct 15

A hotel room with two beds, a desk, and a view of the sea.

15. ATUY ISHIZAKI

Hakodate City

Keiko

CA $1,594 total

Oct 14 - Oct 15

A modern kitchen with a central island, stainless steel appliances, and a staircase with wooden steps.

16. La Cachette

Yunokawacho

Ka Wo

CA $951 total

Oct 27 - Oct 28

A modern bathroom with a large window, a sink, and a mirror.

17. Pres De La Mer

Motomachi

CA $642 total

Oct 29 - Oct 30

A spacious living area with a sofa, ottoman, and dining table.

18. BAY LUNA

Hakodate

CA $428 total

Oct 15 - Oct 16

A modern living room with a black sofa, a dining table with chairs, a flat-screen TV mounted on the wall, and a potted plant.

19. Apollo

Yunokawacho

Hiroyuki

CA $265 total

Oct 12 - Oct 13

A modern kitchen with a large island, wooden beams, and a view of the outdoors.

20. POROTO HOUSE

Nanae

CA $372 total

Oct 20 - Oct 21

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Apartments

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Top Oshima Hotel Reviews

La Vista Hakodate Bay

10/10 Excellent

"breakfast buffet is must try. Onsen is amazing"

OMO5 Hakodate by Hoshino Resorts

8/10 Good

"As with other OMO hotels this place is very nice. Conveniently located to the JR station and some great restaurants. The bed was very comfortable and the room is well laid out and spacious. The onsen and 2F common space is lovely! Unfortunately, contrary to most other hotels in Japan, OMO does not provide any coffee for the room. It is a small issue but an inconvenience to go out and buy coffee."

APA Hotel Hakodate Ekimae

10/10 Excellent

"Great location within walking distance from JR Hakodate Station. I have stayed at other APA Hotel locations and it's always good to know there is consistency in everything they do, so once you have stayed with them, you will be comfortable. Having arrived very early prior to check-in time, I was still able to store my luggage with them until I was ready later in the day. This location has coin-operated laundry and offers a few amenities to bring back to your room. Several convenience stores and restaurants are within a few steps."

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 $87 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.

Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Oshima

Hakodate

Our top choices for Oshima vacation rentals

1. fav HAKODATE

2. コンドミニアムビューマウント函館

3. Portside Inn Hakodate

4. Condominium Stella Site

5. Yunokawa Kagura

6. Hakodate MOTOMACHI guesthouse

7. THE HORAI

8. The Cozy Nest MATSUKAWA

9. SINORI205

10. Nesaki Native

11. APHRODITE

12. Hakodate Classic Hotels

13. Aoyagi Stay

14. villa futaba wakamatsucho

15. ATUY ISHIZAKI

16. La Cachette

17. Pres De La Mer

18. BAY LUNA

19. Apollo

20. POROTO HOUSE

Find vacation rentals that suit your style

Top Oshima Hotel Reviews

La Vista Hakodate Bay

OMO5 Hakodate by Hoshino Resorts

Hotel ＆ Spa Century Marina Hakodate

Hotel Global View Hakodate

Hotel Hokke Club Hakodate

HOTEL MYSTAYS Hakodate Station

Toyoko Inn Hokkaido Hakodate Ekimae Asaichi

Hakodate Onuma Prince Hotel

APA Hotel Hakodate Ekimae

Find out more about Oshima

Oshima Vacation Rentals

Change your mind

Treat yourself

Be picky

Top Cities in Oshima

Hakodate

Our top choices for Oshima vacation rentals

1. fav HAKODATE

2. コンドミニアム ビューマウント函館

3. Portside Inn Hakodate

4. Condominium Stella Site

5. Yunokawa Kagura

6. Hakodate MOTOMACHI guesthouse

7. THE HORAI

8. The Cozy Nest MATSUKAWA

9. SINORI205

10. Nesaki Native

11. APHRODITE

12. Hakodate Classic Hotels

13. Aoyagi Stay

14. villa futaba wakamatsucho

15. ATUY ISHIZAKI

16. La Cachette

17. Pres De La Mer

18. BAY LUNA

19. Apollo

20. POROTO HOUSE

Find vacation rentals that suit your style

Top Oshima Hotel Reviews

La Vista Hakodate Bay

Find out more about Oshima

2. コンドミニアムビューマウント函館