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Vacation rentals in Annaka

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Top-rated vacation rentals in Annaka

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Guest favourite
Home in Hokuto
4.97 out of 5 average rating, 164 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 favourite
Cottage in Karuizawa
4.82 out of 5 average rating, 133 reviews

Complete renovation of a one-storey traditional kominka 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. The main attractions of Naka-Karuizawa are within walking distance! Within walking distance of Shinano Railway's Naka-Karuizawa Station (about 900 m), about 15 minutes by car from Karuizawa Station, and a 1-minute walk to a convenience store You can enjoy your stay in Karuizawa with ease ・ A harmonious blend of traditional charm and sophisticated modernity Enjoy a relaxing and gentle moment in a space that evokes a sense of nostalgia, surrounded by the reassuring charm of vintage and meticulously crafted interiors. ・ About 5-7 minutes on foot to popular tourist spots in Karuizawa, such as the Hoshino area, Harunire Terrace, and Tombo-no-Yu ・ Two bedrooms to maintain privacy Master bedroom with a queen-size bed We have arranged a Japanese-style room (with 2 futons) that is like a separate dwelling, surrounded by silence. ・A hub for a wide range of travel experiences Tsuruya, a popular local supermarket, and other shops are nearby, making everyday life convenient. There are several different restaurants nearby, so you can enjoy an active time in Karuizawa 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 are two parking spaces on the premises

Guest favourite
Castle in Nagatoro
4.98 out of 5 average rating, 279 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
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, 133 reviews

Children welcome | Entire house with sauna in a forest hideaway [for families and couples only]

Enjoy a special time with your family in the forest. SORA is a private rental accommodation where families with children can stay without hesitation.You can play, relax, and spend time with your family without worrying about your surroundings. There is a large TV and card games available in the building.You can also enjoy ingredients that showcase the bounty of Shinshu, such as locally grown rice and eggs. Please enjoy a relaxing moment in the private sauna surrounded by nature. We recommend a stay of two nights or more. Enjoy the luxury of spending time without worrying about the time in a hidden forest retreat. Please note: ▪ Not available for men only ▪We only allow one family to use ▪It is not available for groups such as friends or multiple families Please review the house rules in ▪advance and strictly adhere to them [Guest information] In accordance with the law, we ask that all guests register their information. Please register using the link sent to you one week before check-in. [Accommodation tax] The accommodation tax (200 yen per person per night) will be automatically charged to the credit card registered at the time of pre-check-in. *This is a tax based on Nagano Prefecture ordinances.

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
4.97 out of 5 average rating, 139 reviews

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

It is an open natural material Heike house where you can enjoy the greenery of the garden from every room. In the garden, there are barbecues, fires, and fences, so your dog can stay freely. Also, the garden is lit up at night and beautiful. Enjoy cooking in the spacious kitchen.(Fully equipped with cooking utensils, condiments, plates) There are also two great hot springs that can be reached in 10 minutes by car, and the meals in the facility are also popular! (Please bring towels and tooth brushes with you) There is also good access to Nagatoro, Chichibu, and Ikaho Onsen 🚗 In the summer, I recommend playing in the beautiful river nearby! There are many recommendations for hidden gems, so please do not hesitate to contact us♪ ※ There is high-speed wifi. * We will send a detailed map to those who have booked Kanto's largest antique market is held ▪️every Sunday... 3-minute walk ▪️Blueberry Picking (July) ▪️Orange Hunting (Nov.12) ▪️BBQ... rental 5,000 yen (Grill, net, charcoal, lighter, chakkaman, gloves, paper plates, paper cups, chopsticks) ▪️Supermarkets, butchers... 3 minutes by car ▪️Fire pit rental... 4,000 yen (with firewood) ※ Security cameras are installed at the entrance

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
4.96 out of 5 average rating, 221 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 favourite
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, 279 reviews

Minsu Aoyama is an entire Japanese-style house.

[Floor plan and facilities] [1st floor] ◾️ Tea room (8 tatami mats) ◾️ Floor space (8 tatami mats, can be used as a bedroom) ◾️ Dining kitchen (gas stove,  Oven range, rice cooker, refrigerator,  Each has dishes and air conditioning) ◾️ Western music (analog records, CD listening/   Air conditioning available) ◾️Toilet ◾️ Bathroom [2nd floor] ◾️ Bedrooms (8 tatami mats, 7 tatami mats, 5 tatami mats,  Shared air conditioning for two rooms) ◾️Toilet ◾️ Courtyard (BBQ grill,  Table rental available)  ⭐️Advance booking required  ⭐️Period (April to November) [Nearby] (about 10 minutes by car) ○ Hot spring facility ○ Winery ○ Whiskey brewery ○ Golf course ○ Shinto shrine (Ryusei Festival) ○ Fruit road (strawberry, grape, blueberry) ○ Convenience store ○ Supermarket ○ Ryusei Kaikan Roadside Station / Agricultural Products Direct Sales Office (a few minutes on foot)

Guest favourite
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
4.95 out of 5 average rating, 113 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's a renovated old villa set in a lush natural environment.Please be aware in advance that insects may appear in the room during your stay when making your reservation.If you have excessive allergies to insects, etc., please avoid booking.

Guest favourite
Home in Hokuto
4.9 out of 5 average rating, 124 reviews

Yatsugatake Minami Alps View, Relaxing Space, Semi-Open-air Bath Sauna, Convenience Store, 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, 364 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
A modern A-frame living area showcases large glass doors that connect the indoor space with a wooden deck. Natural wood walls and flooring create a warm environment. A cozy sitting area includes a three-seater sofa and a coffee table, complemented by a pellet stove.
Home in Shimonita
4.96 out of 5 average rating, 54 reviews

NEW! A-Frame House in Minami Karuizawa

“A-FRAME HOUSE” is a newly built & highly unique triangle shaped house located in beautiful Minami Karuizawa. Gaze for hours at the surrounding trees and mountains through the eight meter tall South facing triangular window. Step outside onto the 20 square meter wood deck and fully immerse yourself in nature. The modern Western style interior will make you feel like you’re in Europe or North America. Come and unwind in a one-of-a-kind home and enjoy the tranquil beauty of Minami Karuizawa.

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, 224 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.

Popular amenities for Annaka vacation rentals

Other great vacation rentals in Annaka

Top guest favourite
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
5.0 out of 5 average rating, 25 reviews

Capsule House-K, a monumental capsule house in nature designed by Kisho Kurokawa

Top guest favourite
Home in Agatsuma-gun
5.0 out of 5 average rating, 14 reviews

ASAMA HIDEAWAY|Hot spring fed directly from the source|Sauna|BBQ|Entire property rental|About 30 minutes by car from Karuizawa Station

Guest favourite
Home in Oazakitakaruizawa
5.0 out of 5 average rating, 7 reviews

The Cabin by Deep Gorge|焚き火と陶器を楽しむ森の一棟貸し

Superhost
Cabin in Oazakitakaruizawa
New place to stay

【Noël Kitakaruizawa Notch】Pets, Sauna & Jacuzzi

Guest favourite
A spacious onsen bathing area is surrounded by wooden walls and large windows, allowing natural light to illuminate the space. Stone flooring complements the wooden features, while two benches and two wash stations with mirrors are positioned near the edges. A deep, stone-lined onsen bath is centrally located.
Villa in Tsumagoi
5.0 out of 5 average rating, 57 reviews

AsamaMori : a private onsen villa in Kitakaruizawa

Guest favourite
A traditional-style room features natural wood accents and a low wooden table surrounded by cushions. A television is mounted on the wall, and a dining area is visible in the background. Light is gently diffused through the window, illuminating the space.
Home in Annaka
4.96 out of 5 average rating, 25 reviews

[Kanauya] Kyu-Usui Pass Promenade, Tetsudo Bunka Mura 3 minutes by car, Karuizawa 25 minutes, whole house rental, 2 nights or more

Guest favourite
A spacious living area is depicted, featuring large windows that invite natural light and offer views of the surrounding greenery. A modern sectional sofa and a circular coffee table are located on light hardwood flooring. The room's open design enhances the sense of openness.
Home in Karuizawa
4.98 out of 5 average rating, 83 reviews

View of Mt. Asama! Relax surrounded by the chirping of birds and the sound of spring cicadas! A quiet location where you can enjoy convenience and scenery

Guest favourite
A spacious living area features a large, dark-colored sofa and a dining table for gatherings. Light enters through multiple windows with shoji screens, illuminating the harmonious blend of traditional design and modern comfort.
Home in Tomioka
5.0 out of 5 average rating, 76 reviews

Jugoya Villa: A soothing house that blends tradition and modernity. Maximum 13 guests. Roofed BBQ. Families welcome