Book Holiday Homes in Annaka

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Annaka

Runesu Karuizawa

Runesu Karuizawa

3.5 out of 5
1902-10 Kanbara Oninosensui, Tsumagoi-mura, Tsumagoi, Gunma
The price is AU$364 per night from 8 Dec to 9 Dec
AU$364
includes taxes & fees
8 Dec - 9 Dec
Located in Tsumagoi, Runesu Karuizawa is in the mountains, a 3-minute drive from Karuizawa Toy Kingdom and 7 minutes from Mount Asama.
Runesu Karuizawa
Mitsuba House

Mitsuba House

3 out of 5
631-1, Matsuidamachihitomi, Annaka, Gunma
The price is AU$530 per night from 1 Dec to 2 Dec
AU$530
includes taxes & fees
1 Dec - 2 Dec
Located in Annaka, this vacation home is in the mountains, a 3-minute drive from Isobe Onsen and 11 minutes from Tomioka Silk Mill.
Mitsuba House
A villa in the forest in Minamikaruizawa

A villa in the forest in Minamikaruizawa

2.5 out of 5
12154 Nishinomaki, Shimonita, Gunma
Located in Shimonita, this vacation home is within a 15-minute drive of Karuizawa Prince Shopping Plaza and Hoshino Onsen Hot Spring.
A villa in the forest in Minamikaruizawa
Save an average of 15% on thousands of hotels when you're signed in
Kiyomizu House

Kiyomizu House

3 out of 5
707-2, Nishiakiya, Misatomachi, Takasaki, Gunma
The price is AU$530 per night from 26 Nov to 27 Nov
AU$530
includes taxes & fees
26 Nov - 27 Nov
When you stay at this vacation home in Takasaki, you'll be in the historical district, just steps from Kamishiba's Shared Turbine and 3 minutes by foot from ...
Kiyomizu House
Entire building reserved Pets allowed sauna and  / Tomioka Gunma

Entire building reserved Pets allowed sauna and / Tomioka Gunma

Tomioka
The price is AU$519 per night from 26 Nov to 27 Nov
AU$519
includes taxes & fees
26 Nov - 27 Nov
With a stay at this vacation home in Tomioka, you'll be within a 5-minute drive of Tomioka Silk Mill and Konnyaku Park.
Entire building reserved Pets allowed sauna and / Tomioka Gunma
VILLA assist KARUIZAWA

VILLA assist KARUIZAWA

3.5 out of 5
1507-7 Nagakura, Karuizawa, Nagano
With a stay at this vacation home, you'll be centrally located in Karuizawa, a 4-minute drive from Hoshino Onsen Hot Spring and 5 minutes from Karuizawa Prince ...
VILLA assist KARUIZAWA
A private inn with a private hot spring fed direct / Agatsuma-gun Gunma

A private inn with a private hot spring fed direct / Agatsuma-gun Gunma

Agatsuma-gun
The price is AU$375 per night from 8 Dec to 9 Dec
AU$375
includes taxes & fees
8 Dec - 9 Dec
With a stay at this vacation home in Kusatsu, you'll be within a 5-minute drive of Yubatake and Kusatsu Nettaiken.
A private inn with a private hot spring fed direct / Agatsuma-gun Gunma
HARUNA CABIN log house / Agatsuma-gun Gunma

HARUNA CABIN log house / Agatsuma-gun Gunma

Agatsuma-gun
The price is AU$286 per night from 8 Dec to 9 Dec
AU$286
includes taxes & fees
8 Dec - 9 Dec
Located in Tsumagoi, this vacation home is a 2-minute drive from Karuizawa Toy Kingdom and 6 minutes from Onioshidashi Volcanic Park.
HARUNA CABIN log house / Agatsuma-gun Gunma
Mitsuba House Free BBQ rental Isobe Onsen 4min Karuizawa 40min Tokyo 90min 144 Max 12 - Rental of a whole building / Annaka Gunma

Mitsuba House Free BBQ rental Isobe Onsen 4min Karuizawa 40min Tokyo 90min 144 Max 12 - Rental of a whole building / Annaka Gunma

Annaka
The price is AU$485 per night from 26 Nov to 27 Nov
AU$485
includes taxes & fees
26 Nov - 27 Nov
With a stay at this vacation home in Annaka, you'll be within a 15-minute walk of Yanase River and Isobe Onsen.
Mitsuba House Free BBQ rental Isobe Onsen 4min Karuizawa 40min Tokyo 90min 144 Max 12 - Rental of a whole building / Annaka Gunma
Don't see what you're looking for?
See all available properties in Annaka
View all properties
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.

Annaka Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Annaka vacation homes are the perfect way for you to wing it.

Holiday houses in Annaka let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Annaka in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Annaka adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Annaka with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Annaka vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Annaka Holiday Homes essential information

Accommodation
143 Holiday Homes
Lowest Price
AU$98
Highest Price
AU$530
Popular accommodation
Runesu Karuizawa, Mitsuba House, A villa in the forest in Minamikaruizawa, Kiyomizu House, Entire building reserved Pets allowed sauna and / Tomioka Gunma, VILLA assist KARUIZAWA, A private inn with a private hot spring fed direct / Agatsuma-gun Gunma, HARUNA CABIN log house / Agatsuma-gun Gunma, Mitsuba House Free BBQ rental Isobe Onsen 4min Karuizawa 40min Tokyo 90min 144 Max 12 - Rental of a whole building / Annaka Gunma

Top trending hotels in Annaka

Karuizawa Prince Hotel West

Karuizawa Prince Hotel West

4 out of 5
1016-87 Karuizawa, Karuizawa, Nagano-ken
Fully refundableReserve now, pay when you stay
The price is AU$234 per night from 4 Dec to 5 Dec
AU$234
includes taxes & fees
4 Dec - 5 Dec
With a stay at Karuizawa Prince Hotel West, you'll be centrally located in Karuizawa, a 6-minute walk from Karuizawa Prince Shopping Plaza and 14 minutes by ...
Karuizawa Prince Hotel West
Karuizawa Hotel Longing House

Karuizawa Hotel Longing House

3.5 out of 5
1323-522 Karuizawa, Karuizawamachi, Karuizawa, Nagano Prefecture
Fully refundableReserve now, pay when you stay
With a stay at Karuizawa Hotel Longing House in Karuizawa, you'll be within a 5-minute drive of Karuizawa Prince Shopping Plaza and Hoshino Onsen Hot ...
Karuizawa Hotel Longing House
APA Hotel Karuizawa Ekimae Karuizawaso

APA Hotel Karuizawa Ekimae Karuizawaso

3 out of 5
1178-1135 Kitasaku-gun, Karuizawa, Nagano-ken
Fully refundableReserve now, pay when you stay
The price is AU$98 per night from 4 Dec to 5 Dec
AU$98
includes taxes & fees
4 Dec - 5 Dec
A stay at APA Hotel Karuizawa Ekimae Karuizawaso places you in the heart of Karuizawa, within a 15-minute walk of Karuizawa Prince Shopping Plaza and Karuizawa ...
APA Hotel Karuizawa Ekimae Karuizawaso
Save an average of 15% on thousands of hotels when you're signed in
Hotel Indigo Karuizawa, An IHG Hotel

Hotel Indigo Karuizawa, An IHG Hotel

4 out of 5
18-39 Yashikizoe, Nagakura Karuizawa-machi, Karuizawa, Nagano
Fully refundable
The price is AU$322 per night from 11 Dec to 12 Dec
AU$322
includes taxes & fees
11 Dec - 12 Dec
With a stay at Hotel Indigo Karuizawa, An IHG Hotel in Karuizawa, you'll be within a 5-minute drive of Karuizawa Prince Shopping Plaza and Karuizawa Prince Hotel ...
Hotel Indigo Karuizawa, An IHG Hotel
Don't see what you're looking for?
See all available properties in Annaka
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.