
Holiday houses in Annaka
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Top-rated holiday rentals in Annaka
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[Kanauya] Former Usui Pass Sightseeing Walkway, 3 minutes by train from Tetsudo Bunka Village, 25 minutes from Karuizawa, whole house rental, 2 nights or more
Located on the border of Gunma Prefecture and Nagano Prefecture, there are many places to enjoy every season. ★Recommended for families with children who love trains are nearby. It's an experiential railway theme park, so it doesn't seem to be boring even for mom who is not a train fan! Using the abandoned line of the Shigetsu★ Main Line, it was maintained as a promenade about 6 kilometers between Yokogawa Station and Kumanodaira Station as a promenade.The road of Apt has six bridges and 10 tunnels, including the country's important cultural property, the San Maruyama Substation, and can be touched by the railway brick structure, which represents the Megane Bridge. 🤍Ueyi Pass Railway Cultural Village 1.5km (3 minutes by car) 🤍Natural Onsen♨️ Pass-no-Yu 1.8km (3 minutes by car) 🤍Mahjong Waterfall 1.1km (2 min by car) 🤍Karuizawa Outlet 15km (25min by car) 🤍Karuizawa Ski Resort 15 km (25 min drive) 🤍Karuizawa Ginza Shopping Street 17km (32 minutes by car) 🤍Karuizawa Toy Kingdom 42 km (50 minutes by car) 🤍Kusatsu Onsen 64 km (1h 20 min by car) 🤍Gunma Safari Park 30 km (32 minutes by car) Get away from the busy city life and refresh your mind and body!

Izumiya house1, a good location for sightseeing access near Izumiya station
IZUMIYA is a newly built, single-family home located about a 7-minute walk from the north exit of Karuizawa Station. The house has 2 units and rents 2 buildings. It is in a good location within walking distance of the popular outlet mall, Kyukaruizawa Ginza, and Unba Pond, and you can also enjoy the beautiful nature unique to Karuizawa. It is very convenient, with a convenience store, supermarket, and delicious restaurants nearby. You can spend a spacious time renting one building, and it is equipped with a kitchen, furniture, and appliances necessary for daily life, so you can stay with your family and friends as if you were living in Karuizawa. Small children are also welcome. We keep the rooms clean and use a professional cleaning service for the towels and linens so that guests can feel at ease. Please let us know if you'd like to be flexible with check-in times, etc.

"Jugoya Villa" A soothing inn where tradition and modernity blend together. Maximum 13 people. Roofed BBQ. Families welcome.
Welcome to Jugaya Villa Carefully renovating a 50-year-old Japanese house. We have combined modern and sophisticated comfort with a traditional appearance. It has been reborn into a space where you can spend a comfortable time while retaining the calm and warmth unique to Japanese houses. Beautifully arranged interiors, with attention to lighting and furniture, create an extraordinary quality of time. On the 2nd floor, we have a room where children can have fun. With a spacious floor plan that can accommodate multiple families and three generations, adults and children can enjoy a comfortable stay. In the deck space, you can also enjoy a BBQ surrounded by greenery. Spending time in nature is a special experience that allows you to forget about everyday life. Enjoy a relaxing and rejuvenating time at "Jugaya Villa".

Please have a relaxing time on the sunny veranda side of the two rooms that are pure Japanese-style.
30 years after the building, this is a pure Japanese-style detached house. Feel free to use the pans, microwave, oven, and utensils in the spacious private kitchen, enjoy your meals and unwind. Rest peacefully in the tatami mat room on Japanese futons lined with pillows. Parking is also available for up to 2 station wagon sized vehicles. In addition, due to the enforcement of the new Private Lodging Law (Residential Accommodation Business Law) on June 15, 2018, government agencies are required to fill in the list of guests, and foreigners who do not have an address in Japan are required to present their passports.That's why we ask you to fill in the guest list, present your passport, and allow us to make a copy at the time of your stay.I hope this helps.

[Riverside House] A riverside villa in Karuizawa with a sauna and fireplace
We renovated a riverside villa in the forest of Karuizawa. The grounds of this great location are about 2,500 ㎡! Feel the extraordinary atmosphere with a large sofa and fireplace in the living room, a large yard and outdoor dining. In the bathroom, you can enjoy a JAXSON jet bath, a large sauna for 4 people that can be used at the same time, and a rain shower in the bath. Please note that in a natural environment, insects may occur indoors during your stay, as we are renovating an old villa. If you have an excessive allergy to insects, please refrain from booking.

40 minutes to Karuizawa, next to a hot♨ spring, with a golf course and ski resort close by, 2DK room
◆ Overview 3 minutes on foot from the nearest station There are tatami mats, kotatsu, and a 2DK room where you can relax There is a day-use hot spring with good quality next door♨ It is a quiet and calm environment with a lot of nature ◆ Bikes We provide one, so please feel free to use it☀ However, please be responsible for accidents, etc. (there is no insurance) ◆ Neighborhood information Karuizawa: about 40 minutes by car Ikaho Onsen: about 60 minutes by car Kusatsu Onsen: about 90 minutes by car Tomioka Silk Mill: about 20 minutes by car

Natural materials Heike's private inn Wood stove Dog run BBQ Bonfire Consecutive nights discount
どの部屋からも庭の緑を楽しむことができる、開放感のある自然素材の平家です。 庭ではバーベキューや焚き火をしたり、柵があるので愛犬も自由に過ごせます。 また、夜は庭がライトアップして美しいですよ。 広々キッチンではお料理をお楽しみください。(調理器具や調味料、お皿完備) 寒い時期は室内の薪ストーブも利用可能です。芯から暖まる心地よさをご体感ください。火の揺らぎを眺めているだけで癒されますよ。 また車10分で行ける素晴らしい温泉が2カ所あり、施設内のお食事も人気です! (宿にはタオル完備・歯ブラシはご持参ください) 穴場のオススメは沢山あるので、お気軽にお問い合わせください♪ ※高速Wi-Fiあります。 ※ご予約いただいた方に詳細マップをお送り致します ▪️毎週日曜日に開催している関東最大級の骨董市…徒歩3分 ▪️ブルーベリー狩り(6.7月) ▪️みかん狩り(11.12月) ▪️いちご狩り(1.2.3月) ▪️BBQ…レンタル5,000円 (グリル、網、炭、着火剤、チャッカマン、軍手、紙皿、紙コップ、割り箸付) ▪️スーパー、精肉店…車3分 ▪️焚火台レンタル…4,000円(薪付)

NEW! A-Frame House in Minami Karuizawa
“A-FRAME HOUSE” is a newly built & highly unique triangle shaped house located in beautiful Minami Karuizawa. Gaze for hours at the surrounding trees and mountains through the eight meter tall South facing triangular window. Step outside onto the 20 square meter wood deck and fully immerse yourself in nature. The modern Western style interior will make you feel like you’re in Europe or North America. Come and unwind in a one-of-a-kind home and enjoy the tranquil beauty of Minami Karuizawa.

Lampas karuizawa-The best choice for a family trip
"Live like a local in Karuizawa! 🏠" My wife and I welcome you to our lovely home, the perfect retreat for family trips. You will have the entire 1st floor to yourselves. It features 3 bedrooms with 6 beds, a comfortable living room, and a spacious counter kitchen with a large dining table that seats 6. The location is ideal for exploring. Local restaurants, pubs, natural onsen, and the Wild Bird Forest are all just a 10-minute walk or 3-minute drive away. We look forward to hosting you!😀

Chiyogiku 1Bld/Joshu Tomioka/yado/World Heritage
OPEN April 2019 Machiyado mabushiya Ashiya It is a room for rent Chiyo Chiku 1 We saw town in one inn Tomioka's "Mabushiya". People who visited here touched the daily life of Tomioka, While enjoying a conversation with people in town We would like to increase the "Family of Tomioka". "Machi Yado" is a business that considers the town as one lodging, and networked accommodation facilities and the daily life of the area, and treated the guests in a manner that improves the local value.

Sanson Terrace "Silk Barn"
Ohinata in Sakuho-town is a small village in a valley. I renovated a 80 years small wooden house by myself taking a long time. The building used to be used for raising silkworms by farms. It was our culture and industry to get silks in this area. You can have a calm time for having Coffee and beer, reading books, listening music... The village is surrounded by nature for hiking to mountains and rivers. Some local families live in around the house, so please stay like the village people.

6 minutes from Takasaki Station | 3 cars, 4 bedrooms | Retro-modern architecture that will be the base for hot springs, skiing and leisure trips
【Jomo Stay Takasaki 2 -the Garden-】 2025年12月オープン! 群馬県高崎市八千代町にある、広さ5LDK・140㎡超のゆったりとした二階建て一軒家。最大13名でご利用いただけます。 建物は1979年築の建築家こだわりのデザイン。木貼りの天井に、吹き抜け廊下、明るい光が注ぐ天窓など、半世紀前の建物とは思えない個性豊かな空間。その中に、現代のモダンなインテリアを取り入れ、家族やグループでの落ち着いた雰囲気で滞在できる宿をご用意しました。 1階は庭に面した明るいリビングと和室があり、子供が遊べるおもちゃや絵本も充実。2階には寝室が3部屋あるので、複数家族・グループ旅行を快適に利用いただけます。さらに、ワークスペースとして利用できる部屋もありますので、リモートワークや長期滞在にもおすすめです。 駅周辺市街地から車で6分程度とアクセスも良好。駐車場も3台分あり、観光地やイベント施設への拠点として、また仲間や家族との特別な滞在に最適な宿です。 【ご注意】 築40年のお家のため冬の夜間、廊下やホールは冷え込みますのでご理解ください。
Popular amenities for Annaka holiday rentals
Other great holiday rentals in Annaka

Minami-Karuizawa Forest views, shared luxury time

Up to 6 people, Asama-yama view, private rental villa in Hokuriku Iizawa | Long-term stays available

Ancient people in the open air

[Yudanaka Yumoto] Authentic Ryokan

Karuizawa Lake Cabin – BBQ Pet Friendly Retreat

Akima Orchard Live in Host Guest floor Family dog

妙義山麓 森に囲まれる宿 sazare

Entire 3BR House|Free Parking|Family & Group Stay
Destinations to explore
- Nagano Station
- Echigo-Yuzawa Sta.
- Nozawa Onsen Snow Resort
- Shigakogen Hasuike Ski Area
- Iwappara Ski Resort
- GALA Yuzawa Sta.
- Kawagoe Station
- Madarao Mountain Resort
- Kawaba Ski Resort
- Nagatoro Station
- Nikkō Tōshō-gū
- Marunuma Kogen Ski resort
- Yuzawa Kogen Ski Resort
- Yudanaka Station
- Katsunumabudokyo Station
- Kandatsu Snow Resort
- Tokorozawa Station
- Yuzawa Nakazato Ski Resort
- Ueda Station
- Mitake Station
- Hodaigi Ski Resort
- Minakami Station
- Koga Station
- Ota Station




