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Holiday houses in Annaka

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Top-rated holiday rentals in Annaka

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Guest favourite
Home in Hokuto
4.97 out of 5 average rating, 159 reviews

Forests, architecture, and art Yatsugatake Minami Fumoto Blackbird Stopover

Peaceful days with a private forest. Enjoy the sound of birds, the sound of the wind, and the flickering of light in the forest from a comfortable distance. Located at the southern foot of Mt. Yatsugatake at an altitude of 1150 m, it is a place where people who seek the nature and climate of the highlands live, rather than a tourist destination. Spring brings new greenery and buds, cool summers, colorful autumn leaves, and the warmth of a wood stove. There are also plenty of seasonal activities, such as skiing, hiking, river play, hot springs, and Hokuto City, which is surrounded by famous peaks, has many viewpoints where you can enjoy views of Mt. Yatsugatake, the Southern Alps, and Mt. Fuji. There is also an abundance of spring water. Please try to find them. The building was designed and constructed by the Tokei team, and the team operates it as an inn for many people to use. The distinctive architecture is a redesign of an old townhouse using modern construction methods and traditional materials. Inside, you'll find artwork such as murals and stone carvings of black birds, as well as books and photo collections selected by the host, which you can take your time to enjoy during your stay. * The capacity is 4 people, but if it is only adults, the number of people who can stay comfortably is up to 3 people. * The price shown is for up to 2 people, and 10,000 yen will be added to the accommodation fee for each additional person.

Top Guest favourite
Castle in Nagatoro
4.98 out of 5 average rating, 270 reviews

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.

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
4.97 out of 5 average rating, 213 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
4.87 out of 5 average rating, 188 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
Home in Hokuto
4.9 out of 5 average rating, 111 reviews

A resort with a spectacular view of the Southern Alps at the southern foot of Mt. Yatsugatake, a space where you can relax and enjoy a semi-open-air bath, sauna, and convenience store within walking distance.

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.
Apartment in Annaka
4.9 out of 5 average rating, 360 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

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, 219 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.

Guest favourite
The interior space features a blend of natural wood elements and curved walls. Shelves are filled with dishware, and large windows provide ample light. A simple wooden table and chair are positioned in the center, with a staircase leading to an upper level in the background.
Cottage in Saku
4.98 out of 5 average rating, 132 reviews

Sanson Terrace "House of Waltz" in rural Nagano

The Mochizuki district of Saku City, where "House of Waltz" is located, is known as Village of Horses and has long been a horse ranch where people and horses have a close relationship. To express our respect for these culture and history, we renovated a wooden house that offers a view of the horses spending time at a Equestrian Park. Within walking distance, you can visit Kasuga Onsen, boasting over 300 years of history and high-quality hot springs, a Equestrian Park, a tranquil park in nature.

Top Guest favourite
The spacious living area features a comfortable seating arrangement with a large television. Natural light fills the space through wide windows, complemented by warm wood flooring. The connected dining area is visible, showcasing a large table set for meals, alongside the modern kitchen with sleek appliances.
Home in Karuizawa
4.99 out of 5 average rating, 290 reviews

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!😀

Guest favourite
Cottage in Karuizawa
4.82 out of 5 average rating, 126 reviews

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

※2026年6月1日より、軽井沢町では宿泊税制度が導入されます。当施設ではこれに伴い、宿泊料金を改定しております。 中軽井沢の主要な楽しみを徒歩圏内で! しなの鉄道「中軽井沢駅」から徒歩圏内(約900m)、軽井沢駅から車で約15分、コンビニまで徒歩1分 身軽に軽井沢ステイを満喫いただけます ・受け継がれてきた趣と、洗練されたモダンが調和 ヴィンテージの安心感とこだわりのインテリアに包まれて、どこか懐かしさを感じる空間で心解けるやさしいひとときを ・軽井沢の人気観光スポット星野エリア「ハルニレテラス」「トンボの湯」など徒歩約5-7分 ・プライバシーを保つ2つの寝室 クイーンベッドを設えたメインベッドルーム 静寂に包まれた離れのような和室(和布団:2組)を配しました ・多様な旅に寄り添う拠点 地元で愛されるスーパー「ツルヤ」や商店が近く、不自由のない日常が手に入ります 至近には、多様なレストランが複数揃っているため、車がなくてもアクティブな軽井沢時間が楽しめます ※2名様まで同一料金 (2名を超える場合は追加料金が発生いたします) ※敷地内に2台分の駐車スペースあります

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
4.98 out of 5 average rating, 127 reviews

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

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) 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) ※玄関に防犯カメラ設置してあります

Top Guest favourite
Villa in Hokuto
5 out of 5 average rating, 143 reviews

1.6-Acre Private Estate: Mt Fuji, Sauna & Spa

1.6-Acre Forest Estate: Mt Fuji, Sauna & Spa Enjoy ultimate privacy on our 1.6-acre (6,600sqm) grounds. Perfect for a "Stay-at-the-Villa" experience—no need to go out. - Views: Stunning Mt. Fuji from all bedrooms - Wellness: Forest Sauna & Irori-style open-air bath - Fun: BBQ, basketball & trampoline - Work: High-speed Wi-Fi for remote stays A peaceful, spacious alternative to crowded Kawaguchiko. Relax in nature with pure mountain spring water.

Popular amenities for Annaka holiday rentals

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