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Vacation rentals in Annaka

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Top-rated vacation rentals in Annaka

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Guest favorite
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
4.95 out of 5 average rating, 22 reviews

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

Located on the border between Gunma and Nagano prefectures, there are many places to enjoy in each season. ★ I would like to recommend the nearby Usui Toge Railway Culture Village to families with children who love trains.
It's an experiential railway theme park, so even moms who aren't railway fans won't be bored! 
★ Using the abandoned railway line of the Shinkansen Main Line Apt-type railway era, about 6 kilometers between Yokawa Station and Kumano-daira Station have been developed as a promenade. The Apt Road has six bridges and 10 tunnels, including the former Maruyama Substation, a national important cultural property, and you can see the Usui Toge Railway heritage, such as the Megane Bridge, a representative railway brick structure. 🤍 Usui Toge Railway Culture Village 1.5 km (3 min by car) 🤍 Natural Hot Spring ♨️ Toge no Yu 1.8 km (3 min by car) 🤍 Asa no Taki 1.1 km (2 min by car) 🤍 Karuizawa Outlet 15 km (25 min drive) 🤍 Karuizawa Ski Resort 15 km (25 min by car) 🤍 Karuizawa Ginza Shopping Street 17 km (32 min by car) 🤍 Karuizawa Toy Kingdom 42 km (50 min drive) 🤍Kusatsu Onsen 64 km (1 hour 20 minutes by car) 🤍 Gunma Safari Park 30 km (32 min by car) Refresh your mind and body away from the busy city life!

Superhost
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, 188 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
4.95 out of 5 average rating, 243 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 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 out of 5 average rating, 38 reviews

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

Welcome to Jugaya Villa A carefully renovated 50-year-old Japanese house. It combines modern and sophisticated comfort with a traditional appearance. It has been reborn as a comfortable space while retaining the calm and warmth unique to Japanese houses. The beautifully appointed interior, with its carefully selected lighting and furniture, creates an extraordinary and high-quality experience. On the second floor, there is a room where children can have fun. The spacious layout can accommodate multiple families or three generations, and is comfortable for everyone from adults to children. In the deck space, you can enjoy a BBQ surrounded by greenery. Spending time in nature will be a special experience that will make you forget your daily routine. Enjoy a relaxing and healing time at Jugaya Villa.

Guest favorite
A vibrant display of blooming flowers features clusters of purple and pink petunias, interspersed with green foliage. The lush garden bed is bordered by dark stones, providing a natural contrast to the bright colors of the blossoms.
Home in Takasaki
4.88 out of 5 average rating, 192 reviews

Please have a relaxing time on the sunny veranda side of the two rooms that are pure Japanese-style.

It is a pure Japanese-style bungalow single unit constructed 30 years ago. Feel free to use the pans, microwave, oven, and utensils in the spacious private kitchen, enjoy your meals and unwind. Rest peacefully in the tatami mat room on Japanese futons lined with pillows. Parking is also available for up to 2 station wagon sized vehicles. In addition, due to the enforcement of the new Private Lodging Law (Residential Accommodation Business Law) on June 15, 2018, government agencies are required to fill in the list of guests, and foreigners who do not have an address in Japan are required to present their passports.Therefore, we ask for permission to fill in the guest list and present your passport and copy at the time of staying.We appreciate your understanding.

Top guest favorite
A traditional Japanese room showcases tatami flooring and wooden beams. Natural light filters through sliding doors, highlighting minimalist decor. A low table with floral arrangement sits in the center, while a decorative piece and a vintage clock add character to the serene atmosphere.
Home in Yorii
4.95 out of 5 average rating, 139 reviews

Enjoy your stay in a large Japanese house.

It is a Japanese house surrounded by lush greenery. The space available for rent is 120 ㎡ (about 70 tatami mats). 7 minutes by car from the Kan-etsu Expressway, Hanazono Interchange. Free parking for 4 cars is available. It is a 9-minute walk from Hachioji Station on the Tobu Tojo Line. Since it is a private rental, we can only allow 1-2 people to stay for up to 7 consecutive nights. Long-term stays are possible for 3 or more people. Please use it for sightseeing such as Nagatoro, Chichibu, and Ikuno, or for work. You will have the entire first floor of a rural house to yourselves.

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
4.91 out of 5 average rating, 68 reviews

[Riverside House] A riverside villa in Karuizawa with a sauna and fireplace

We renovated a riverside villa in the forest of Karuizawa. The grounds of this great location are about 2,500 ㎡! Feel the extraordinary atmosphere with a large sofa and fireplace in the living room, a large yard and outdoor dining. In the bathroom, you can enjoy a JAXSON jet bath, a large sauna for 4 people that can be used at the same time, and a rain shower in the bath. Please note that in a natural environment, insects may occur indoors during your stay, as we are renovating an old villa. If you have an excessive allergy to insects, please refrain from booking.

Top 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
4.91 out of 5 average rating, 350 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
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, 45 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.

Top guest favorite
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, 249 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!😀

Superhost
The exterior of a renovated traditional house is shown. Sliding glass doors and wooden beams characterize the front, revealing a sleeping area behind. Decorative elements and air conditioning units are visible. A welcoming entrance offers glimpses of the street and nearby surroundings.
Hut in Tomioka
4.88 out of 5 average rating, 138 reviews

Chiyogiku 1Bld/Joshu Tomioka/yado/World Heritage

OPEN April 2019 Machiyado mabushiya Ashiya It is a room for rent Chiyo Chiku 1 We saw town in one inn Tomioka's "Mabushiya". People who visited here touched the daily life of Tomioka, While enjoying a conversation with people in town We would like to increase the "Family of Tomioka". "Machi Yado" is a business that considers the town as one lodging, and networked accommodation facilities and the daily life of the area, and treated the guests in a manner that improves the local value.

Top guest favorite
The exterior of a renovated building is framed by trees and greenery. A path of stone stepping stones leads through the garden, which features patches of grass and a small area for planting. Large windows reflect natural light, enhancing the inviting setup.
Hut in Sakuho
4.95 out of 5 average rating, 419 reviews

Sanson Terrace "Silk Barn"

Ohinata in Sakuho-town is a small village in a valley. I renovated a 80 years small wooden house by myself taking a long time. The building used to be used for raising silkworms by farms. It was our culture and industry to get silks in this area. You can have a calm time for having Coffee and beer, reading books, listening music... The village is surrounded by nature for hiking to mountains and rivers. Some local families live in around the house, so please stay like the village people.

Popular amenities for Annaka vacation rentals

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