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Holiday houses in Anan

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Top-rated holiday rentals in Anan

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Top Guest favourite
A warm wooden interior showcases textured walls and ceilings, complemented by natural light filtering through small windows. A stylish lamp illuminates a side table, while a decorative curtain adds subtle elegance. A dining table made of timber invites gatherings in this cozy space.
Guesthouse in Iijima
4.97 out of 5 average rating, 36 reviews

Hara-Ie, a 100-year-old dojo inn with a view of the two Alps, in Ina Valley, Nagano Prefecture

This is a small, renovated, 100-year-old earthen storehouse in a town in Ina Valley, Nagano Prefecture, where you can see the two Alps. The inn is run by a married couple who run a design office. It is a space where we designed it ourselves, created the parts we could with our own hands, and explored the possibilities of renovating the warehouse while cultivating the power to create our own lives. We hope you will find your own comfort through the experience of living in this quiet place where the lifestyle of the past and the present intersect. ■ Capacity 3 people It is a small space with a total floor area of about 50 ㎡, so it is spacious enough for 1-3 adults to stay comfortably. ■ Time Check-in: 4 pm - 8 pm Check-out: 11 am We greet you in person at check-in and check-out. Please let us know your arrival time in advance when you make a reservation. ■ Access We encourage you to come by car to shop for groceries and stroll around the neighborhood. There is parking space for 2 cars on the premises (please contact us if you have more than 2 cars)

Guest favourite
A warm interior space is highlighted by a round wooden table surrounded by four chairs. A wood-burning stove stands in one corner, while a large window offers a view of lush greenery outside. A workspace is positioned adjacent, with shelves displaying books and items.
Cottage in Kiso
4.93 out of 5 average rating, 215 reviews

Kiso Kogen Model House, Kiso, Shinshu Starry Sky, Hammock

A model house of a construction company that builds wooden houses in Kiso, Shinshu. It is located at the entrance of the vacation home area of Kiso Komakogen and has an open feeling that blends into nature. An infinite sea of stars. A summer resort at an altitude of about 900 m. Feel the warmth and scent of the wood with Kiso cypress pillars, Kiso cypress flooring, and Kiso larch beams. In winter, it is heated with a firewood stove and solar heat. How about reading in a hammock? There is a construction office and a restaurant run by the construction office on site, and you can also have lunch. We also have a desk workspace, so you can use it for business trips, telework, etc. Please work surrounded by nature. We will ask you to fill in the contact information for everyone at check-in.

Top Guest favourite
The exterior of a traditional Japanese home is visible, featuring wooden beams and sliding doors. Guests relax on benches in the foreground, with a well-maintained garden displaying stones and low shrubbery. The two-story structure reflects a connection to nature and cultural heritage.
Hut in Nagiso
4.98 out of 5 average rating, 97 reviews

A spacious, 221-year-old private house in the center of Tsumagojuku!

This is an old house built 221 years ago, located in the center of Tsumago-juku. The 20-tatami living room has a sunken hearth (currently unavailable) and you can enjoy the old Japanese private house. There are 3 bedrooms, so you can stay with a large number of people, such as family and friends. No meals are provided. You are welcome to use the full kitchen freely. There is a backyard at the end of the dirt floor that continues from the entrance, and you can walk around freely. Equipped with WiFi and an automatic lifting table, teleworking is also possible for long-term stays. Please have a relaxing time in this quiet old house. We look forward to seeing you !

Top Guest favourite
A panoramic view of the surrounding landscape showcases snow-capped mountains under a clear blue sky. Fields stretch out in the foreground, while a few houses are visible, blending into the natural scenery.
Home in Iijima
4.96 out of 5 average rating, 189 reviews

Da Stefano (Stefano's house with a beautiful mountain view)

It is a 10-minute drive to the Komagatake Ropeway bus stop, making it the perfect location for mountain climbing, skiing, and learning about Japanese rural life. Sake and miso factories are also close by. The altitude is about 700 m and the stars are beautiful at night if the weather is clear. We also offer free bicycle rentals (2 bikes) for those who wish. The hosts are an Italian and Japanese couple who can speak English, Italian, Chinese, and Japanese. Why not come and visit an Italian family in Minamishinshu?

Top Guest favourite
A traditional living room features wooden beams and tatami flooring. Two comfortable couches are positioned around a low wooden table, accentuated by a potted green plant. Natural light filters through sliding shoji doors, illuminating the space warmly.
Hut in Hokuto
4.97 out of 5 average rating, 72 reviews

Antique house/Riverside Oasis Japan/Private suite

An old Japanese Traditional KOMINKA house with a history of about 150 years. It's located along the River. When you open the window, you can feel the pleasant breeze coming up from the river. Opposite the house is a Shrine and two large zelkova trees that are designated as national natural monuments. It's like the world of Ghibli. Perfect for trekking, bouldering, rock and mountain climbing. Mt. Mizugaki in Chichibu-Tama Kai National Park is easily accessible. Please add your favorite:)

Top Guest favourite
The interior of the traditional house features a spacious room with tatami flooring and sliding paper doors. Natural light filters through large windows, illuminating a wooden table surrounded by comfortable seating. Lush greenery is visible outside, creating a serene atmosphere.
Home in Fujieda
4.98 out of 5 average rating, 561 reviews

Japan Charm&Tradition-Yui Valley(easy Tokyo/Kyoto)

Welcome to Yui Valley ! A refreshing stop between Tokyo and Kyoto. In the countryside, a simple farmers traditional house surrounded by Lush Green Mountains, Bamboo forests, Rivers and Tea Fields. Outside the usual tourist path, discover the real countryside of Japan. Come to relax and enjoy different activities: Hiking with view of Mt. Fuji, walk crossing Bamboo groves and tea fields, Green Tea ceremony, Hot spring, Bicycles, Bamboo workshop, Shiatsu, Acupuncture treatment or River Dipping.

Guest favourite
A spacious dining area features a large wooden table surrounded by six black chairs. Bright natural light fills the room through large windows, highlighting the cozy lounge area with a blue sofa and colorful decorative pillows visible in the background.
Home in Iida
4.96 out of 5 average rating, 213 reviews

[3-minute walk to the observation deck where you can see the starry sky] A private house on the highland where you can enjoy nature with terrace BBQ and rental bicycles

飯田ICから車で約10分で行ける高原の別荘地で、リノベーションハウスを一棟貸しのゲストハウスとしてオープンしました。 豪華ではありませんが、居心地の良い空間を意識してリフォームしています。 冬でも安心。暖かな室内で仲間だけの時間を楽しめます。
住宅地から離れた静かな環境で、人目を気にせずゆっくり滞在できます。

 夜は徒歩で行ける展望台や、隣接する湖畔キャンプ場、または庭といったすぐそばで星空が見られる静かなロケーションです。 (※展望台は雪が積もる季節は登れません) 屋内では、Wi-Fiで簡単に操作できるプロジェクターでホームシアターも楽しめます。隣接する民家がないので、いつでも大音量でお楽しみいただけます。 滞在中は84㎡の占有面積をご自由にお使いいただけます。 洗濯乾燥機を無料で使っていただけますので、長期滞在にもお勧めです。 自炊も可能な設備をご用意していますので、旅行プランに合わせた滞在スタイルを楽しんでいただけます。 冬季(1月〜3月中旬)は、施設付近の道路に雪や氷が残ることがあります。お越しの際はスタッドレスタイヤ装着の車と、できれば4WDでお越しください。

Top Guest favourite
Apartment in Nakatsugawa
5 out of 5 average rating, 62 reviews

Limited to 1 group per day | Apartment | 25-minute walk from the station | Restaurants and supermarkets within walking distance | Free parking | A base to experience local life

Relax in your own private apartment — enjoy Nakatsugawa’s nature and culture while staying close to everyday conveniences. Our place is ideal for travelers who enjoy a slower pace — strolling through town, discovering small spots, and soaking in daily life. We’re about 25 minutes on foot from the station, in a quiet area with shops and restaurants nearby. Free parking is right in front. Many come to Nakatsugawa for the Nakasendo hike, but there’s beauty in quiet, everyday moments too.

Guest favourite
A serene sleeping area is presented with two single beds featuring striped bedding. A tall lamp adds soft lighting to the blue accent wall behind the beds, which is complemented by light-colored nightstands on either side.
Home in Iida
4.96 out of 5 average rating, 72 reviews

Iida ​Accommodation

Perfect for remote work! Long-term stay discounts available 2-minute walk from Iida Station Enjoy a fully private house — ideal for families Convenience stores, and restaurants are all nearby. One parking space. Sleeping arrangements: Bedroom 1 (Western): 2 single beds Bedroom 2 (Japanese): 2 futons Up to 4 guests. Amenities: Wi-Fi, kitchen (fridge, microwave, kettle, cookware, tableware), TV, Bluetooth speaker, etc. Disposable amenities are not provided — please bring your own.

Top Guest favourite
An open living space features a traditional sunken hearth surrounded by comfortable cushions. Large windows provide views of the countryside and allow natural light to fill the room. Wooden beams add character to the high ceiling, and a dining table is positioned nearby.
Hut in Iida
5 out of 5 average rating, 155 reviews

130-year-old traditional Kominka 『燕と土と』

A 130-year-old Japanese farmhouse, restored by the host, is now a private retreat. Traditional beams, tatami rooms, an irori hearth and wood stove offer an authentic yet comfortable stay. From the windows, the Central Alps and peaceful countryside unfold, and at night the sky glitters with stars. Try the fire-heated goemon bath, cook in the kitchen or over the hearth, and pick seasonal vegetables from the garden. A place to slow down, breathe deeply, and simply be.

Top Guest favourite
Cottage in Achi
4.93 out of 5 average rating, 86 reviews

Achi – Japan’s Best Starry Sky | 1.5h from Nagoya

Experience Ultimate Luxury Under Japan’s Best Starry Sky 🌌 Starry Lodge is a private rental villa in Nagano, offering a serene escape in nature with Japan’s most stunning starry sky. Accommodating up to five guests, it’s perfect for families and friends seeking a peaceful retreat. 🚗 Easy Access – Just 1.5 hours from Nagoya ♨️ Relax in Hot Springs – 8 minutes to Hirugami Onsen ✨ Spectacular Stargazing – See the Milky Way & shooting stars with the naked eye

Top Guest favourite
A spacious room features wooden beams and large windows framing serene mountain views. A cozy bed with soft bedding is positioned near the windows, creating a calming atmosphere. A minimalist wooden table and warm lighting enhance the natural decor.
Home in Mori
4.94 out of 5 average rating, 120 reviews

Mountain in Shizuoka/Natural Building/Zen/BIO

This BIO Lodge is facing to beautiful mountains with amazing views. We built this building using natural and local materials and traditional techniques, so as to get back to sustainable and recycle-oriented lifestyle. You can feel wholeness and harmony with nature here. Also we offer various options based on your preference. -harvesting (seasonal fruits) -making traditional Japanese food -exploring local culture

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