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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, 121 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)

Top guest favourite
Home in Shinano
4.99 out of 5 average rating, 280 reviews

Limited to one group per day, Mökki is a small cottage with a garden by a stream

Mökki means "cottage" in Finnish. Spend your time in a special place surrounded by nature. Guest house Mökki is located in Shinano-cho, which is blessed with forests, lakes and snow in the northern part of Nagano Prefecture, and there are many natural places such as Kurohime Kogen, Lake Nojiri and Togakushi nearby. You will have full access to a comfortable building renovated with natural materials such as cedar, cypress, and plaster, a natural garden that creates seasonal views, and a forest with a stream.In the forest that we have been maintaining, you can see birds, squirrels, and raccoon dogs, and you can enjoy strolling around looking for wild vegetables and mushrooms, as well as swings and hammocks. We have also paid special attention to the interior of the room and kitchen utensils so that you can enjoy 'living'. At the pavilion by the stream, you can enjoy BBQ and campfires without worrying about the weather. It is ideal as a base for hiking, fishing, paddleboarding and golf in the green season, and as a base for winter sports in the snow season. We also offer a celebration cake service for customers celebrating their birthdays or anniversaries.Please check with me in advanced.

Guest favourite
Home in Miyota
4.93 out of 5 average rating, 137 reviews

Newly built adult hideaway in July 2024 · Sauna · BBQ · Bonfire · Stone bath · Open-air bath (Jacuzzi) 123.58㎡ [C]

Every year, from May to June, the spring greenery season is a special time when tender young leaves burst into bloom all at once, allowing you to feel the vitality of the trees.It is cool in the morning and pleasantly sunny during the day, and when you open the window, a refreshing breeze blows through. Surrounded by the soft green of young leaves, enjoy a cup of coffee in the morning while breathing in the fresh air.During the day, you can enjoy walks in the natural surroundings, and in the evening, you can relax and spend some quiet time. STAYCHELIN 2025 Relax and unwind in the spacious and tranquil space. Cool down in the jacuzzi after enjoying a sauna that warms your body from the core. On the spacious wooden deck where you can enjoy the outdoor air bath with a view of the forest, you can install a gas BBQ grill for a fee, and enjoy a bonfire. Enjoy a superb sauna and glamping experience. 891 ㎡ 269subo You can have a special time while feeling the nature. The living room is fully equipped with a projector, so you can enjoy Netflix.

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, 211 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, 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.

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

Top guest favourite
A semi-double loft bed is adorned with soft white linens, while decorative pillows provide an inviting touch. Natural wood beams span the ceiling, complementing the light interior. A cozy living area features unique furnishings, with a view of the inviting kitchen area framed by large windows.
Cabin in Nagano
4.97 out of 5 average rating, 102 reviews

tiny cabin Nagano - Serene retreat / Snow Monkey

✨ Discover the perfect blend of modern design and serene nature in this charming, cozy cabin nestled in the forests of Nagano. Redesigned by a renowned Nagano-based interior designer as a model home, this cabin offers a unique stay with stylish interiors. Whether you’re seeking tranquility, ❄️skiing Nagano’s famous powder snow (just a 15-min. drive), or visiting historic shrines (30 min.), this cabin has it all. For outdoor enthusiasts, a camping and lake activity center is just 5 minutes away!✨

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, 275 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!😀

Popular amenities for Annaka holiday rentals

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