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Holiday rentals in Annaka

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Top-rated holiday rentals in Annaka

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Guest favourite
Cottage in Karuizawa
4.82 out of 5 average rating, 133 reviews

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 of Naka-Karuizawa's main attractions are within walking distance! Within walking distance (about 900 meters) from Shinano Railway's Naka-Karuizawa Station, about a 15-minute drive from Karuizawa Station, and a 1-minute walk to a convenience store You can enjoy a carefree stay in Karuizawa. ・A harmonious blend of traditional charm and sophisticated modernity Surrounded by the reassuring charm of vintage and carefully curated interior design, enjoy a relaxing and nostalgic moment in this cozy space. ・Approximately 5–7 minutes on foot to popular Karuizawa tourist attractions in the Hoshino area, such as Harunire Terrace and Tonbo-no-Yu ・Two bedrooms to ensure privacy Master bedroom with a queen-size bed We have provided a Japanese-style room (with 2 futons) that feels like a tranquil, secluded retreat. ・A hub supporting a wide range of journeys With the popular local supermarket Tsuruya and other shops nearby, you can enjoy a convenient daily life without any hassle. There are several different restaurants in the immediate vicinity, so you can enjoy an active Karuizawa experience even if you don't have 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

Top guest favourite
Home in Agatsuma-gun
5.0 out of 5 average rating, 14 reviews

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 murmur 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 that is 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.

Guest favourite
A spacious sunlit dining area features a wooden table surrounded by chairs, offering views of the lush garden outside. Large glass doors open to a wooden deck, enhancing the connection to nature. A soft light filters through a translucent ceiling.
Home in Kamikawa
4.97 out of 5 average rating, 139 reviews

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 is 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) Access to Nagatoro, Chichibu, and Ikaho Onsen is also good🚗 I recommend playing in the beautiful nearby river in the summer! There are many recommendations for hidden gems, so please do not hesitate to contact us♪ * There is high-speed Wi-Fi. * We will send a detailed map to the person who made the reservation 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) * There is a security camera at the entrance.

Guest favourite
Home in Oazakitakaruizawa
5.0 out of 5 average rating, 8 reviews

The Cabin by Deep Gorge|焚き火と陶器を楽しむ森の一棟貸し

Wood burning stove fire, woodland facing deck and evening bonfires. Deep Gorge The Cabin is a private rental inn nestled in the quiet forest of Kita-Karuizawa.Surround the fire, cook, and take a leisurely time to do nothing.It is a space where you can spend quietly in the forest, a little away from the daily routine. There is a wood stove, kitchen, and private bathroom in the room, as well as a BBQ (additional fee) and outdoor living on the wooded deck.At night, watch the fire at the fire pit in the garden, and have a peaceful time like Kita-Karuizawa. Deep Gorge's pottery workshop is about a 10-minute drive away.During your stay, you can actually use the ware made in the workshop.If you'd like, you can also have a pottery experience at a discounted price for guests. It is also convenient for sightseeing and hot spring tours in the direction of Karuizawa and Kusatsu Onsen.Enjoy a touch of fire and woods and vessels in a slightly nostalgic and calm forest cabin, unlike the newly built The Lodge.

Guest favourite
A spacious living area features a comfortable sofa and colorful chairs around a dining table. Natural light filters in through sheer curtains covering a window. A small coffee table is placed on a textured rug, complementing the warm wooden flooring.
Home in Karuizawa
4.96 out of 5 average rating, 221 reviews

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.

Superhost
A private villa is nestled among trees, illuminated softly by exterior lighting. Steps lead to a spacious deck with an outdoor hot tub, reflecting the surrounding greenery. Large windows reveal a welcoming interior, seamlessly connecting with nature during the evening twilight.
Villa in Tsumagoi
4.86 out of 5 average rating, 191 reviews

Rock Forest Hokuriku Izawa [BBQ in the fireplace in the forest & hot spring bath fed by a source spring on a rock]

A 1000 square meter private villa with 7 spaces. The entire "Rock Forest" has seven main concepts. We offer each "way of spending time". After procuring fresh ingredients locally, move to the Rock Forest, park your car in the parking lot, and go up the stairs to bring the ingredients to the hearth space. You won't see any other people. It is 60 minutes by Shinkansen from Tokyo to Karuizawa, and 30 minutes by car from Karuizawa Station, so you can work in the morning and take a half-day off in the afternoon, for example. Surrounded by nature, you can relax and enjoy an extraordinary time. < Winter season November-March > The outdoor bath is closed during the winter months.

Guest favourite
A wooden deck extends from the house, furnished with a dining table and chairs. Lush greenery frames the view, with trees and a body of water visible in the background under a clear blue sky.
Home in Karuizawa
4.95 out of 5 average rating, 113 reviews

[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 located in a natural, verdant setting.Please be aware in advance that insects may appear in the room during your stay when making your reservation.If you have excessive allergies to insects, etc., please avoid booking.

Guest favourite
Home in Hokuto
4.9 out of 5 average rating, 124 reviews

Yatsugatake Minami Sanroku Southern Alps View, Slow Time Space One Building Rental Semi-Open Air Bath Sauna Convenience Store Walking Distance Resort

A small house will meet you.Wake up with the birds chirping and listen to the wind whispering through the trees in the morning.The large windows offer beautiful views of the Southern Alps.There are also atmospheric cafes and restaurants within walking distance, as well as the famous risonale hotel.There is also a ranch nearby where you can experience horseback riding, so you can enjoy interacting with nature. If you are looking for tranquility, this is the perfect place.Start with a cup of coffee in the morning, enjoy horseback riding or hiking during the day, and dinner in the candle lights at night.

Guest favourite
The room features a low table surrounded by tatami mats, providing a comfortable and traditional setting. Bright yellow curtains frame the windows, allowing natural light to fill the space. A television set is positioned nearby, creating a cozy atmosphere for relaxation.
Flat in Annaka
4.9 out of 5 average rating, 364 reviews

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

Top guest favourite
The Capsule House is nestled among autumn foliage, with vibrant orange and yellow leaves surrounding the unique architectural structure. The building features distinct circular windows and a wooden facade, offering a harmonious blend with the natural landscape.
Holiday home in Miyota
5.0 out of 5 average rating, 25 reviews

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.

Guest favourite
A modern A-frame living area showcases large glass doors that connect the indoor space with a wooden deck. Natural wood walls and flooring create a warm environment. A cozy sitting area includes a three-seater sofa and a coffee table, complemented by a pellet stove.
Home in Shimonita
4.96 out of 5 average rating, 54 reviews

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.

Guest favourite
The exterior of the home is showcased under a twilight sky, illuminated by warm lights that highlight the structure's traditional Japanese architecture. Surrounded by lush greenery, the property features a spacious yard and access to natural landscapes.
Villa in Ueda
4.98 out of 5 average rating, 224 reviews

Modern Luxury, Classic Style, Onsen Nearby

Nestled in the mountains of Nagano at an elevation of 860 meters (2,821 feet), this is a luxury home exclusively for those who want to escape tourist traps, experience a side of Japan rarely seen by outsiders, and do it in style. Our 3-bedroom home is 200 sq. meters (2153 sq. feet) large and is a marriage between traditional Japanese architecture and modern technology and comfort. The home is accessible from Tokyo and other major cities via the Shinkansen bullet train or Joshin-etsu Expressway.

Popular amenities for Annaka holiday rentals