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Holiday rentals in Annaka

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Top-rated holiday rentals in Annaka

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Superhost
Cottage in Nakakaruizawa
4.89 out of 5 average rating, 144 reviews

R-villa Karuizawa [01] ~ IZUMIYA ~ 2-minute walk from Nakakaruizawa Station

A base in Karuizawa where you can forget your daily routine and take a deep breath of fresh air. Enjoy an active stay in a comfortable, newly built space, and a rich time to fill your mind and body. 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 ■ Japanese-style room: Comfortable for those with small children or those who want to relax on tatami mats ■ Long-term stays OK: With a washer and dryer (detergent included), you can enjoy consecutive nights and long-term stays without stress. ■ 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 accommodation 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 ※ Fully equipped with WiFi, wood-burning stove, bed and Japanese-style room. No smoking on the premises. Security measures have been implemented! * There are security cameras (at the entrance and around the premises) * The price is the same for up to 4 people. (Additional charges apply if there are more than 4 people)

Top guest favourite
An open-concept living space displays natural wood beams and a warm color palette. A dining table is positioned near expansive glass doors, providing views of the garden. A cozy seating area includes a lounge chair and a wood-burning stove, enhancing the inviting ambiance.
Home in Kamikawa
5 out of 5 average rating, 101 reviews

Natural materials Heike's private inn Wood stove Dog run BBQ Bonfire Consecutive nights discount

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 beautifully lit up at night. Enjoy cooking in the spacious kitchen.(Fully equipped with cooking utensils, condiments, plates) A wood-burning stove is also available in the room during the cold season.Experience the warmth from the core.Just watching the flickering of the fire is soothing. 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 are many recommendations for hidden gems, so please do not hesitate to contact us♪ ※ High-speed Wi-Fi is available. *We will send a detailed map to those who have made a reservation Kanto's largest antique market is held ▪️every Sunday... 3-minute walk ▪️Blueberry Picking (July) ▪️Orange Hunting (Nov.12) ▪️Strawberry picking (1.2.3 months) ▪️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)

Superhost
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] Former Usui Pass Sightseeing Walkway, 3 minutes by train from Tetsudo Bunka Village, 25 minutes from Karuizawa, whole house rental, 2 nights or more

Located on the border of Gunma Prefecture and Nagano Prefecture, there are many places to enjoy every season. ★Recommended for families with children who love trains are nearby.
It's an experiential railway theme park, so it doesn't seem to be boring even for mom who is not a train fan! Using the abandoned line of the Shigetsu★ Main Line, it was maintained as a promenade about 6 kilometers between Yokogawa Station and Kumanodaira Station as a promenade.The road of Apt has six bridges and 10 tunnels, including the country's important cultural property, the San Maruyama Substation, and can be touched by the railway brick structure, which represents the Megane Bridge. 🤍Ueyi Pass Railway Cultural Village 1.5km (3 minutes by car) 🤍Natural Onsen♨️ Pass-no-Yu 1.8km (3 minutes by car) 🤍Mahjong Waterfall 1.1km (2 min by car) 🤍Karuizawa Outlet 15km (25min by car) 🤍Karuizawa Ski Resort 15 km (25 min drive) 🤍Karuizawa Ginza Shopping Street 17km (32 minutes by car) 🤍Karuizawa Toy Kingdom 42 km (50 minutes by car) 🤍Kusatsu Onsen 64 km (1h 20 min by car) 🤍Gunma Safari Park 30 km (32 minutes by car) Get away from the busy city life and refresh your mind and body!

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, 191 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, 245 reviews

Minshuku Aoyama is a private 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,  Microwave oven, rice cooker, refrigerator,  Each with tableware and air conditioning) ◾️ Western music (analog records, CD listening/   with air conditioning) ◾️Toilet ◾️-Bath room [2nd floor] ◾️Bedrooms (8 tatami mats, 7, 5 tatami mats,  Shared air conditioning in both rooms) ◾️Toilet ◾️Courtyard (BBQ BBQ,  Table rental available)  *BBQ period (April-November) [Nearby] (Within 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 ○ Ryusei Kaikan Roadside Station/Agricultural Products Direct Sales Office (a few minutes on foot)

Top 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 out of 5 average rating, 40 reviews

"Jugoya Villa" A soothing inn where tradition and modernity blend together. Maximum 13 people. Roofed BBQ. Families welcome.

Welcome to Jugaya Villa The 50-year-old Japanese house has been carefully renovated. It blends modern, sleek comfort in a traditional look. It has been transformed into a comfortable space where you can spend time while preserving the calm and warmth of a Japanese house. Attentive to lighting and furniture, the beautifully appointed interiors create an extraordinary quality time. On the second floor, there is a room where children can have fun. It has a spacious floor space that can accommodate multiple families and three generations, making it comfortable for adults and children. You can also enjoy a BBQ while surrounded by greenery in the deck space. Spending time in nature will be a special experience that will make you forget your daily life. Enjoy healing and relaxing time at "Jugaya Villa".

Guest favourite
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.

Superhost
A light-filled bedroom features a spacious bed with a striped blanket, positioned against a wall. A large mirror is located nearby, reflecting the room. Natural light filters through sheer curtains, highlighting a simple rug on the wooden floor.
Flat in Maebashi
4.93 out of 5 average rating, 27 reviews

(Gunma-maehashi) Apartment, Convenience store 1 minute on foot | Akagi

This is a 2DK apartment (living room 6 tatami x 2 rooms + DK 5 tatami) located in Kawaramachi, Maebashi City. You can use the entire room, and one parking space is also available on the premises. Within walking distance, you can find the city's prized Shikishima Park Rose Garden and stylish cafes where young people gather, allowing you to comfortably enjoy the countryside and the city. The land is flat and getting around by car is convenient. If you don't have a car, I recommend renting a car at Maebashi Station. space A one room apartment, so it is completely private. Long stays are also welcome.

Top guest favourite
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, 140 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 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
4.92 out of 5 average rating, 73 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 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, 351 reviews

40 minutes to Karuizawa, next to a hot♨ spring, with a golf course and ski resort close by, 2DK room

◆ Overview 3 minutes on foot from the nearest station There are tatami mats, kotatsu, and a 2DK room where you can relax There is a day-use hot spring with good quality next door♨ It is a quiet and calm environment with a lot of nature ◆ Bikes We provide one, so please feel free to use it☀ However, please be responsible for accidents, etc. (there is 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
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.
Holiday home in Miyota
5 out of 5 average rating, 20 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.

Popular amenities for Annaka holiday rentals

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