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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 Nakakaruizawa
4.9 out of 5 average rating, 158 reviews

IZUMIYA: A private residence surrounded by the warmth of a wood-burning stove and wood

* From June 1, 2026, an accommodation tax system will be introduced in Karuizawa Town.We have revised the accommodation fee in accordance with this A base in Karuizawa where you can forget your daily routine and breathe in the fresh air. Enjoy an active stay with convenient facilities and a rich experience for both body and mind The place can accommodate up to 7 people!!!!!!!Perfect for friends or two households ■ 3 bedrooms: private bedrooms, open space connected to the living room, loft ■ With a Japanese-style room: Comfortable for those with small children or those who want to relax on tatami mats ■ Long-term stays OK: with washer-dryer (fully equipped with detergent) ■ The layout is friendly to everyone from children to the elderly, and you can enter the flat from the parking lot to the entrance Convenient location for ■sightseeing and stay Nakagaruizawa area, Harunire Terrace and Dragonfly Hot Spring 5 minutes by car/Shinano Railway "Nakagaruizawa Station" 2 minutes on foot 160m/Outlet Old Karuizawa 10 minutes by car/Supermarket, convenience store, coin laundry 5 minutes by car *WiFi equipped, wood-burning stove (wood not included) *Smoking is prohibited on the entire premises and security measures have been implemented * There are security cameras (at the entrance and around the premises) * Same price for up to 4 people (Additional charges apply for 4 or more people)

Top 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
4.99 out of 5 average rating, 120 reviews

Heike, a private natural-wood building | Dog run | BBQ | Bonfire | Hot spring | Multi-night discount

It is a spacious, natural material house where you can enjoy the greenery of the garden from any room. You can have barbecues and fires in the garden, and there is a fence so your dog can spend time freely. Also, the garden is lit up at night and beautiful. Enjoy cooking in the spacious kitchen. (Equipped with cooking utensils, condiments, and dishes) An indoor wood stove is also available during the cold season. Experience the comfort of warming up from the inside. Just watching the fire flicker will soothe you. There are also two wonderful hot springs within 10 minutes by car, and the meals at the facility are also popular! (Towels are provided at the inn, please bring toothbrushes) There are many hidden gems, so please feel free to ask ♪ ※ High speed Wi-Fi is available. * We will send a detailed map to those who have booked ▪ ️ Kanto's largest antique market held every Sunday... 3-minute walk ▪ ️ Blueberry picking (June and July) ▪️Tangerine picking (November and December) ▪️ Strawberry picking (January, February, March) ▪ ️ BBQ… Rental 5,000 yen (Grill, mesh, charcoal, igniter, tongs, gloves, paper plates, paper cups, chopsticks included) ▪️Supermarket, butcher shop… 3 minutes by car ▪️Fire pit rental: 4,000 yen (with firewood)

Guest favourite
The exterior of the cozy accommodation is illuminated under a star-filled night sky. The structure features wooden beams and large windows, creating a connection with the surrounding nature. The warm light from inside highlights the inviting atmosphere, suggesting a peaceful retreat in the forest.
Cottage in Komoro
4.97 out of 5 average rating, 121 reviews

Welcome to the children! Entire house with a gentle forest sauna [for families and couples only]

Enjoy a special time with your family in the tranquility of the forest. The gentle and comfortable private sauna is safe for sauna beginners and will slowly soothe your mind and body. Enjoy local rice and eggs with authentic curry, making it easy for mums to enjoy without having to cook or think.There are also large TVs and card games in the building, which children can enjoy. And on weekdays, please stay for 2 nights. On the first day, we will unwind from the fatigue of the journey, and on the second day, we will enjoy the luxury of doing nothing.A special treat for the whole family on a weekday. [Important information] In accordance with legal requirements, we collect the personal data, etc., of all guests. Please register using the link that will be sent to you one week before check-in. Please note: ▪ It is not available for male-only use. ▪ Use is limited to one family only ▪ It cannot be used by groups such as friends or multiple families ▪ Please check the house rules in advance and strictly observe them.

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 Karuizawahigashi
4.97 out of 5 average rating, 209 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.

Guest favourite
A wooden deck features a round hot tub, overlooking a serene lake and surrounding greenery. In the distance, mountains stand against a bright blue sky filled with fluffy clouds, creating a scenic backdrop for relaxation.
Tiny home in Shinano
4.93 out of 5 average rating, 505 reviews

Enjoy the view of Lake Nojiri, with a private sauna, Anoie (あの家)

This house overlooks Lake Nojiri and has a superb view. There are several ski resorts (Myoko, Kurohime, Madarao) about 15-20 minutes away by car, making it a perfect base for winter sports. Enjoy the wood stove sauna and the water bath with a view. There are no private houses around, so you can listen to music and watch movies loudly. Because it is a house located deep in the mountains, we take the best measures, but in the warm season, insects come out. It snows a lot in winter. In autumn, fallen leaves dance. You will also need to adjust the wood stove fire yourself. It's not an easy house to live in, but we promise you a great view and experience. Enjoy cooking with a counter kitchen with a view, condiments and cooking utensils. (There is no equipment for BBQ)

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, 186 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 view from inside shows a wooden deck extending outward, framed by a tree and the majestic mountains in the background. A small table with a decorative bowl sits in the foreground, partially obscuring the view. Bright sunlight illuminates the scene.
Home in Hokuto
4.89 out of 5 average rating, 102 reviews

Yatsugatake Minami Alps View, Relaxing Space, Semi-Open-air Bath Sauna 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.

Top 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
4.91 out of 5 average rating, 358 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, 217 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.

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, 274 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
Castle in Nagatoro
4.98 out of 5 average rating, 259 reviews

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

長瀞の大型リゾートヴィラ、「 Live Nagatoro」圧倒的な存在感と独特の雰囲気が漂い、訪れる人々に忘れられない思い出を提供します。贅沢で楽しい時間を 【Make fun memories / Live Group 】 大自然を満喫できる広々プライベート空間 長瀞・岩畳の下流に位置する絶景ロケーション 都心から約60分、関越道・花園ICから車でわずか25分。アクセス抜群ながら、自然が残る長瀞の美しい川沿いに佇む宿泊施設です。 【魅力ポイント】 建物からすぐ川遊びが可能!敷地から川まで徒歩1〜2分。自然の小道を通るワクワクの冒険気分。 窓からは荒川を一望。秋には鮮やかな紅葉が広がり、四季折々の景観が楽しめます。 薪ストーブ・石油ストーブ完備で冬も安心。 完全プライベート空間でのんびりとお過ごしいただけます。 【周辺観光スポットも充実】 車で10分圏内! ・長瀞岩畳(観光名所) ・SAP・ラフティングなどのアウトドア体験 ・長瀞フィッシングセンター ・長瀞カントリークラブ 自然に触れ、体験を楽しみ、ここでしか味わえない特別な時間を過ごしてください。

Guest favourite
Home in Karuizawa
4.92 out of 5 average rating, 118 reviews

Peaceful Forest Villa | Private Garden | 1BR Home

🌲 Private Forest Retreat 15m drive from Karuizawa Stn. A cozy house near the forest with a wood deck, birdsong, and starry skies. Enjoy your quiet, private time. 🛌 1LDK 2 Double beds (140cm) Sofa bed: +¥3,000 (Request in advance) 🗝️Check-in &Check-out Check-in: 4 PM – 9 PM Late CI (9PM+): +¥3,000 (every 2 hours) Early CI: Extra fee (subject to availability) Quiet Hours: From 9 PM (Residential area) 🌿 Enjoy a peaceful stay in nature! Questions? Message us anytime.

Popular amenities for Annaka holiday rentals

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