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Vacation rentals in Annaka

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Top-rated vacation rentals in Annaka

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Guest favorite
Home in Hokuto
4.97 out of 5 average rating, 157 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.

Guest favorite
Cottage in Karuizawa
4.82 out of 5 average rating, 123 reviews

Fully renovated single-story traditional Japanese 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. Within walking distance of Naka-Karuizawa's main attractions! Within walking distance of Shinano Railway's Naka-Karuizawa Station (about 900 m), 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 Enjoy a relaxing, comforting stay in a space that evokes a sense of nostalgia, surrounded by the reassuring charm of vintage style and carefully curated interior design. ・Popular Karuizawa tourist attractions in the Hoshino area, such as Harunire Terrace and Tombo no Yu, are about a 5–7-minute walk away. ・Two bedrooms that ensure privacy Main bedroom with a queen bed We have provided a detached-style Japanese-style room (2 futons) surrounded by silence. ・A hub for a wide range of travel experiences The popular local supermarket Tsuruya and other shops are nearby, making everyday life convenient. There are several different restaurants in the immediate vicinity, so you can enjoy a vibrant Karuizawa experience even without a car. * Same price for up to 2 people (There will be an additional charge if there are more than 2 people) * There is parking space for 2 cars on site

Guest favorite
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, 126 reviews

Natural materials, Heike, dog run, BBQ, campfire, playing in the river, hot spring, length-of-stay discount

It is a spacious, natural material bungalow 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 also roam freely. Also, the garden is beautifully lit up at night. Enjoy cooking in the spacious kitchen. (Equipped with cooking utensils, condiments, and plates) There are also two wonderful hot spring baths that can be reached in 10 minutes by car, and the on-site meals are popular! (Towels are provided at the inn. Please bring tooth brushes with you.) We have many recommendations for hidden gems, so please do not hesitate to ask ♪ ※ High speed WiFi is available. * We will send a detailed map to those who have made a reservation ▪️ The largest antique market in the Kanto region, held every Sunday... 3-minute walk ▪️ Blueberry picking (June and July) ▪️ Satsuma orange picking (November and December) ▪️ Strawberry picking (January, February, March) ▪️ BBQ… rental 5,000 yen (Includes grill, mesh, charcoal, igniter, tongs, work gloves, paper plates, paper cups, and disposable chopsticks) ▪️ Supermarket, butcher shop... 3 minutes by car ▪️ Fire platform rental: 4,000 yen (with firewood) ※ Security cameras are installed at the entrance

Guest favorite
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, 212 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.

Top guest favorite
A well-maintained garden path leads to a traditional two-story house framed by lush greenery. Sunlight filters through the leaves, illuminating various shrubs and trees surrounding the home. The clear blue sky above creates a serene outdoor environment.
Home in Chichibu
4.96 out of 5 average rating, 264 reviews

Minsu Aoyama is an entire Japanese-style house.

Floor plan and facilities [1st floor] ◾️Chanoma (8 tatami mats) ◾️ Floor space (8 tatami mats, can be used as a bedroom) ◾️ Dining kitchen (gas stove  Oven, microwave, rice cooker, refrigerator  Each has dishes and air conditioner) ◾️ Western-style room (analog record, CD listening   Air conditioning available) ◾️Toilet ◾️-Bath room [2nd floor] ◾️Bedrooms (8 tatami mats, 7, 5 tatami mats,  Shared air conditioner for two rooms) ◾️Toilet ◾️Courtyard (BBQ BBQ,  Table rental available)  * BBQ period (April-November) [Nearby] (about 10 minutes by car) ○ Hot spring facility ○ Winery ○ Whiskey brewery ○ Golf course ○ Sujin Shrine (Ryusei Festival) ○ Fruit road (strawberry, grape, blueberry) ○ Convenience store ○ Supermarket ○ Ryuseikaido Station / Agricultural Products Direct Sales Office (a few minutes on foot)

Guest favorite
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
4.94 out of 5 average rating, 99 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. It is a renovated old villa in a natural environment.Please note in advance before making your reservation that insects may enter the room during your stay.If you have excessive allergies to insects, etc., please avoid booking.

Guest favorite
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 favorite
Home in Hokuto
4.9 out of 5 average rating, 110 reviews

Yatsugatake Minami Mountain Foothills Southern Alps View, Slow Time Space, Private Rental Semi-Open Air Bath Sauna Convenience Store Walking Distance Resort

A small house welcomes guests.Wake up to the chirping of birds and listen to the wind rustling the trees in the morning.The large windows offer beautiful views of the Southern Alps.Within walking distance are atmospheric cafes, restaurants, and the famous Rihga Hotel.There is also a ranch nearby where you can experience horseback riding and enjoy nature. It's the perfect place for those seeking tranquility.Start your morning with a cup of coffee, enjoy horseback riding or hiking during the day, and dine by candlelight in the evening.

Top guest favorite
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.
Vacation home in Miyota
5 out of 5 average rating, 23 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 favorite
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, 218 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 favorite
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, 131 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.

Guest favorite
Villa in Miyota
4.96 out of 5 average rating, 51 reviews

Karuizawa The Panoramic Villa – Sky Retreat

【 Zero guest service fees 】 ■Karuizawa Panoramic House – Stunning Views This hilltop villa offers a peaceful escape with views of Mt. Asama and Nagano mountains. 174㎡, up to 8 guests. Enjoy seasonal scenery, a barrel sauna, a wood stove, jacuzzi, floor heating, espresso machine, and bring up to 4 small/medium or 2 large dogs. Quiet, nature-rich location near sightseeing, shopping, and skiing. ■We only provide one set of consumables; please purchase additional sets at supermarkets if needed.

Popular amenities for Annaka vacation rentals

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