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Holiday Rentals in Annaka

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Our top choices for Annaka holiday rentals

Mitsuba House

Mitsuba House
3.0 star property
Annaka
10.0 out of 10, Exceptional, (4)
"4世帯、9名(子供2名)で利用しました。 敷地内でバーベキューや水遊び(プール)もオプションで対応頂き、非常に楽しく過ごすことができました。 部屋や設備・寝具もすべて清潔感があり、食器や調理器具も豊富で非常に満足度の高いステイになりました。 またこども向けのグッズも豊富で、おむつ用のごみ箱の準備もしていただき、子連れでも安心して過ごせる宿だと思います。"
Japan
Anonymous traveller
The price is €286
28 Dec - 29 Dec
Mitsuba House

Mitsuba House Free BBQ rental Isobe Onsen 4min Karuizawa 40min Tokyo 90min 144 Max 14 - Rental of a whole building / Annaka Gunma

Mitsuba House Free BBQ rental Isobe Onsen 4min Karuizawa 40min Tokyo 90min 144 Max 14 - Rental of a whole building / Annaka Gunma
Annaka
9.0 out of 10, Wonderful, (2)
"多人数で行くのに最適です。"
Japan
Hiroaki
The price is €264
22 Dec - 23 Dec
Mitsuba House Free BBQ rental Isobe Onsen 4min Karuizawa 40min Tokyo 90min 144 Max 14 - Rental of a whole building / Annaka Gunma

Mitsuba House, Isobe Onsen villa near Karuizawa

Mitsuba House, Isobe Onsen villa near Karuizawa
Annaka
The price is €304
22 Dec - 23 Dec
Mitsuba House, Isobe Onsen villa near Karuizawa

Room only | Pets allowed Private cottage / Komoro City Nagano

Room only | Pets allowed Private cottage / Komoro City Nagano
Komoro City
The price is €108
21 Jan - 22 Jan 2026
Room only | Pets allowed Private cottage / Komoro City Nagano

DogrunCafe&Resorts JENNIE West-Karuizawa "Moco" is perfect for groups and family trips! Pet Friendly Hotels

DogrunCafe&Resorts JENNIE West-Karuizawa "Moco" is perfect for groups and family trips! Pet Friendly Hotels
MIYOTA-MACHI KITASAKU-GUN
The price is €156
22 Dec - 23 Dec
DogrunCafe&Resorts JENNIE West-Karuizawa "Moco" is perfect for groups and family trips! Pet Friendly Hotels

Bungalow C type / Kodama County Saitama

Bungalow C type / Kodama County Saitama
Kodama County
The price is €95
15 Jan - 16 Jan 2026
Bungalow C type / Kodama County Saitama

SANU 2nd Home Kitakaruizawa1st

SANU 2nd Home Kitakaruizawa1st
3.0 star property
Naganohara
10.0 out of 10, Exceptional, (1)
"電化製品や備品の質が高く、テンションが上がりました。 質の良い空間に滞在する事ができて心が満たされました。"
Japan
Tomokazu
The price is €191
6 Jan - 7 Jan 2026
SANU 2nd Home Kitakaruizawa1st

SANU 2nd Home Kitakaruizawa 2nd

SANU 2nd Home Kitakaruizawa 2nd
3.0 star property
Tsumagoi
10.0 out of 10, Exceptional, (3)
"very cozy house and environment. But it woulbe be better to have more English "
Taiwan
WEI-CHI
The price is €202
6 Jan - 7 Jan 2026
SANU 2nd Home Kitakaruizawa 2nd

SANU 2nd Home Karuizawa 1st

SANU 2nd Home Karuizawa 1st
3.0 star property
Karuizawa
The price is €191
7 Jan - 8 Jan 2026
SANU 2nd Home Karuizawa 1st

KARUIZAWA FOREST SEASONS

KARUIZAWA FOREST SEASONS
5.0 star property
Karuizawa
9.6 out of 10, Exceptional, (18)
"Wonderful property with wonderful staff. "
United States
Peter
The price is €447
23 Dec - 24 Dec
KARUIZAWA FOREST SEASONS

MAISON DE AILE

MAISON DE AILE
3.0 star property
Takasaki
The price is €120
6 Jan - 7 Jan 2026
MAISON DE AILE

5 minutes by car from Yubatake! Luxurious stay in Kusatsu with a spectacular bath and sauna with free-flowing hot-spring water from the Kusatsu Onsen hot spring and unlimited movies!

5 minutes by car from Yubatake! Luxurious stay in Kusatsu with a spectacular bath and sauna with free-flowing hot-spring water from the Kusatsu Onsen hot spring and unlimited movies!
草津町
10.0 out of 10, Exceptional, (1)
"Good location, great hospitalities"
Japan
??
The price is €172
23 Dec - 24 Dec
5 minutes by car from Yubatake! Luxurious stay in Kusatsu with a spectacular bath and sauna with free-flowing hot-spring water from the Kusatsu Onsen hot spring and unlimited movies!

eau sol vert karuizawa club

eau sol vert karuizawa club
4.0 star property
Karuizawa
9.6 out of 10, Exceptional, (47)
"friendly staff, quiet and tranquil environment, room is very new and clean "
Hong Kong SAR China
Yuen Kam
The price is €146
6 Jan - 7 Jan 2026
eau sol vert karuizawa club

Karuizawa Sunny Village

Karuizawa Sunny Village
2.5 star property
Karuizawa
9.2 out of 10, Wonderful, (196)
"The room was spacious and very clean. "
United States
Ricky
The price is €149
6 Jan - 7 Jan 2026
Karuizawa Sunny Village

Tokyu Vacations Karuizawa

Tokyu Vacations Karuizawa
2.0 star property
Karuizawa
10.0 out of 10, Exceptional, (20)
"comfortable accommodation for family vacation with 4 person. "
Taiwan
Anonymous traveller
The price is €165
5 Jan - 6 Jan 2026
Tokyu Vacations Karuizawa

AileHouse 3

AileHouse 3
3.5 star property
Takasaki
The price is €130
6 Jan - 7 Jan 2026
AileHouse 3

YADOKARI VILLAGE KITAKARUIZAWA

YADOKARI VILLAGE KITAKARUIZAWA
3.5 star property
Tsumagoi
8.0 out of 10, Very good, (6)
The price is €132
20 Jan - 21 Jan 2026
YADOKARI VILLAGE KITAKARUIZAWA

Maebashi Galleria

Maebashi Galleria
3.0 star property
Maebashi
8.6 out of 10, Excellent, (4)
"Prefect"
Hong Kong SAR China
Chun Pong
The price is €117
5 Jan - 6 Jan 2026
Maebashi Galleria

morinest kitakaruizawa

morinest kitakaruizawa
3.0 star property
Tsumagoi
The price is €128
6 Jan - 7 Jan 2026
morinest kitakaruizawa

HARUNA CABIN log house / Agatsuma-gun Gunma

HARUNA CABIN log house / Agatsuma-gun Gunma
Agatsuma-gun
10.0 out of 10, Exceptional, (2)
"軽井沢駅から車でたっぷり30分強の別荘地。 建物は新しくとても綺麗に整備されています。 今回は雨でBBQができませんでしたが広めのデッキにBBQコンロなど整っています。 キッチンはIH、炊飯器、冷蔵庫、エアコン、洗濯機全て揃っています。 薪暖炉を使えば寒い日でも暖かく過ごせます。 2階寝室のドアの立て付けが悪く湿気を帯びると木が膨張して閉まりませんσ(^_^;)それと、ハンガー掛けがなく脱いだ上着など保管する設備が必要かと思います。"
Japan
Hitoshi
The price is €163
22 Dec - 23 Dec
HARUNA CABIN log house / Agatsuma-gun Gunma
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 Annaka Hotel Reviews

Find out more about Annaka

Everything you need to know about Annaka holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Annaka holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Annaka holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Annaka holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Annaka. 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 Annaka holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Annaka holiday rentals we have selected for you start as low as €89 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Annaka rentals

At Expedia, we put the best Annaka holiday 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 Annaka 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 Annaka holiday.

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

Frequently asked questions

Are there holiday rentals in Annaka?

Yes, there are holiday rentals in Annaka close to Usui Pass Railway Heritage Park, or you can select a more secluded option if you're looking for a relaxing stay. Annaka is known for its golf courses and parks. Make sure you have time to check out the monuments and museums during your trip.

What are some of the best holiday rentals that Annaka has to offer?

Mitsuba House: This highly rated holiday home rental in Annaka is located in the mountains, and has a rooftop terrace, a private garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchenette with a fridge, a microwave and an electric kettle, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

What can I see and do in Annaka?

Family-friendly attractions include Usui Pass Railway Heritage Park and Togenoyu, whereas Isobe Onsen and Joshin'etsu-kogen National Park are a couple of great spots to enjoy the outdoors. Other places in town to visit include Karuizawa Prince Hotel Ski Resort and Mount Myogi.

What are holiday rentals like in Annaka?

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