Holiday houses in Annaka

Complete renovation of a single-story traditional kominka house [Harunire]

* From June 1, 2026, an accommodation tax system will be introduced in Karuizawa Town.Due to this, the accommodation fee has been updated. All the main attractions of Naka-Karuizawa are within walking distance! Within walking distance (about 900 m) from Shinano Railway's Naka-Karuizawa Station, about 15 minutes by car from Karuizawa Station, and a 1-minute walk to a convenience store You can enjoy your stay in Karuizawa with ease. ・A harmonious blend of traditional charm and sophisticated modernity Enjoy a relaxing and gentle moment in a space that evokes a sense of nostalgia, surrounded by the reassuring charm of vintage and meticulously designed interiors. ・ About 5-7 minutes on foot to popular sightseeing spots in the Hoshino area of Karuizawa, such as Harunire Terrace and Tombo-no-Yu ・ Two bedrooms to maintain privacy Master bedroom with a queen-size bed We have arranged a Japanese-style room (with 2 futons) that is like a detached house surrounded by silence. ・ A base for a wide variety of trips With the popular local supermarket "Tsuruya" and other shops nearby, you can enjoy a convenient daily life. There are several restaurants nearby, so you can enjoy an active time in Karuizawa even without a car. * Same price for up to 2 people (There will be an additional charge if there are more than 2 people) *There are two parking spaces on the premises

Family · Value · Indoor spaces

ASAMA HIDEAWAY｜Hot spring fed directly from the source｜Sauna｜BBQ｜Entire house rental｜About 30 minutes by car from Karuizawa Station

NEW OPENING in July 2026!! ASAMA HIDEAWAY is a luxurious, grown-up hideaway villa nestled at the foot of Mount Asama, designed by architect Keisuke Kojitani. A special location surrounded by a beautiful forest and the babbling of a stream.As you step into the building, which is dominated by a modern, natural black, you are greeted by the overwhelming sense of openness created by the high ceilings and the high-quality interior. The biggest attraction is the completely private spa area located right next to the creek that runs through the property. With a view of dynamic natural rock skin and deep greenery, the "semi open-air bath", and an authentic "sauna and water bath", you can ultimately spend a moment in mind and body. The luxurious outdoor living room is equipped with a BBQ grill and bioethanol fireplace.Enjoy a sophisticated space for adults, where you can have a BBQ amidst the fresh greenery during the day and be soothed by the flickering flames and the sound of the stream at night. Kita-Karuizawa is easily accessible from Tokyo, yet it offers the richness of nature brought by Mt. Asama and an overwhelming silence isolated from the hustle and bustle of the city.Please experience a time that can only be found here, where your five senses are sharpened.

Value · Family · Heating

Large space along the Nagatoro Valley river | Sauna, BBQ, karaoke | Limited to 1 group per day

Live Nagatoro's large resort villa, "Live Nagatoro", with its overwhelming presence and unique atmosphere, provides unforgettable memories for visitors.Luxurious and fun [Make fun memories / Live group] Spacious and private space to enjoy nature Scenic location downstream of Nagato and Iwamata About 60 minutes from the city center and only 25 minutes by car from Kanetsu Road and Hanazono IC.This property is nestled along the beautiful river of Nagato, where nature remains, while having excellent access. [Charming point] You can play in the river right from the building!1-2min walk from the property to the river.An excitement of adventure through nature's paths. The window overlooks the Arakawa River.In autumn, vibrant autumn leaves spread out, and you can enjoy the scenery of the four seasons. It is equipped with a wood stove and oil stove, so you can rest assured in the winter. You can spend a relaxing time in a completely private space. [There are also plenty of nearby sightseeing spots] Within a 10-minute drive! Nagatoro Iwamata (tourist attraction) · Outdoor experiences such as SAP/Rafting Nagatoro Fishing Center Nagatoro Country Club Get in touch with nature, enjoy the experience, and have a special time that you can only experience here.

Location · Value · TV

[Kanauya] Kyu-Usui Pass Promenade, Tetsudo Bunka Mura 3 minutes by car, Karuizawa 25 minutes, whole house rental, 2 nights or more

Located on the border between Gunma and Nagano prefectures, there are many places to enjoy in each season. ★ I would like to recommend the nearby Usui Toge Railway Culture Village to families with children who love trains.
It's an experiential railway theme park, so even moms who aren't railway fans won't be bored! 
★ Using the abandoned railway line of the Shinkansen Main Line Apt-type railway era, about 6 kilometers between Yokawa Station and Kumano-daira Station have been developed as a promenade. The Apt Road has six bridges and 10 tunnels, including the former Maruyama Substation, a national important cultural property, and you can see the Usui Toge Railway heritage, such as the Megane Bridge, a representative railway brick structure. 🤍 Usui Toge Railway Culture Village 1.5 km (3 min by car) 🤍 Natural Hot Spring ♨️ Toge no Yu 1.8 km (3 min by car) 🤍 Asa no Taki 1.1 km (2 min by car) 🤍 Karuizawa Outlet 15 km (25 min drive) 🤍 Karuizawa Ski Resort 15 km (25 min by car) 🤍 Karuizawa Ginza Shopping Street 17 km (32 min by car) 🤍 Karuizawa Toy Kingdom 42 km (50 min drive) 🤍Kusatsu Onsen 64 km (1 hour 20 minutes by car) 🤍 Gunma Safari Park 30 km (32 min by car) Refresh your mind and body away from the busy city life!

Location · Family · TV

Hirake, made from natural materials. Dog run, BBQ, campfire, playing in the river, hot spring, and multi-night discounts.

It is an open natural material Heike house where you can enjoy the greenery of the garden from every room. In the garden, there are barbecues, fires, and fences, so your dog can stay freely. Also, the garden is lit up at night and beautiful. Enjoy cooking in the spacious kitchen.(Fully equipped with cooking utensils, condiments, plates) There are also two great hot springs that can be reached in 10 minutes by car, and the meals in the facility are also popular! (Please bring towels and tooth brushes with you) There is also good access to Nagatoro, Chichibu, and Ikaho Onsen 🚗 In the summer, I recommend playing in the beautiful river nearby! There are many recommendations for hidden gems, so please do not hesitate to contact us♪ ※ There is high-speed wifi. * We will send a detailed map to those who have booked Kanto's largest antique market is held ▪️every Sunday... 3-minute walk ▪️Blueberry Picking (July) ▪️Orange Hunting (Nov.12) ▪️BBQ... rental 5,000 yen (Grill, net, charcoal, lighter, chakkaman, gloves, paper plates, paper cups, chopsticks) ▪️Supermarkets, butchers... 3 minutes by car ▪️Fire pit rental... 4,000 yen (with firewood) ※ Security cameras are installed at the entrance

Location · Family · Indoor spaces

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.

Family · Value · TV

Minsu Aoyama is an entire Japanese-style house.

[Floor plan and facilities] [1st floor] ◾️ Tea room (8 tatami mats) ◾️ Floor space (8 tatami mats, can be used as a bedroom) ◾️ Dining kitchen (gas stove, 　Microwave oven, rice cooker, refrigerator, 　Each with tableware and air conditioning) ◾️ Western music (analog records, CD listening/ 　 with air conditioning) ◾️Toilet ◾️ Bathroom [2nd floor] ◾️ Bedrooms (8 tatami mats, 7 tatami mats, 5 tatami mats, 　Shared air conditioning in both rooms) ◾️Toilet ◾️ Courtyard (BBQ grill, 　Table rental available) 　⭐️ Advance booking required 　⭐️Period (April to November) [Nearby] (Within about 10 minutes by car) ○ Hot spring facility ○ Winery ○ Whiskey brewery ○ Golf course ○ Sujin Shrine (Ryusei Festival) ○ Fruit road (strawberry, grape, blueberry) ○ Convenience store ○Supermarket ○ Ryusei Kaikan Roadside Station/Agricultural Products Direct Sales Office (a few minutes on foot)

Value · Family · Amenities

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.

Value · Location · Skiing

[Riverside House] A riverside villa in Karuizawa with a sauna and fireplace

We have renovated a villa along the river in the forest of Karuizawa. Great location is about 2,500 ㎡! Feel the extraordinary feeling of the garden and outdoor dining where you can run around, the living room has a large sofa and fireplace. The bathroom can also be enjoyed in the JAXSON jetted tub, a large sauna for 4 people in the metos, and a rain shower in the water bath. This is a renovated old villa in a natural environment.Please be aware that insects may appear in the room during your stay before making your reservation.If you have excessive allergies to insects, etc., please avoid booking.

Family · Location · Wi-Fi

40 minutes to Karuizawa, next to a hot♨ spring, with a golf course and ski resort close by, 2DK room

◆ Overview 3-minute walk from the nearest station 2DK room with tatami mats and kotatsu for relaxing There is a day-use hot spring with good water quality next door♨ ・ It is a quiet and calm environment with lots of nature Bicycles We have one available, so please feel free to use it☀ However, you are responsible for any accidents, etc. (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

Family · Location · Wi-Fi

Capsule House-K, a monumental capsule house in nature designed by Kisho Kurokawa

CAPUSULE HOUSE-K is a private house designed by Kisho Kurokawa. It was created based on the concepts of Metabolism and Homo Mobius. This building is composed of the same capsules as the Chugin Capsule Tower Building, which is also a metabolism building, and was completed in 1973, the year after the building was completed. Until now, it has been open only to a few people and was a little-known building, but in 2019, the restoration was started by Kisho Kurokawa's son, and now it is open to the public with the interior of that time.

Location · Value · Quiet

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.

Family · Location · Decor