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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, 142 reviews

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

A base in Karuizawa where you can forget your daily routine and breathe in the fresh air. Enjoy an active stay in a comfortable, newly built space, and a rich time to fulfil your mind and body. The place can accommodate up to 7 people!!!!!!!Perfect for friends or two generations.■ 3 bedrooms: A bedroom with privacy, an open space connected to the living room, and a 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 a washer/dryer (detergent provided), you can enjoy stress-free stays even for consecutive nights or long stays. ■ The layout is friendly to everyone from children to the elderly, as 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 *WiFi available, wood stove, beds and Japanese-style rooms available, smoking prohibited on the premises, and security measures in place!* 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, 99 reviews

Natural materials Heike private inn Wood stove Dog run BBQ Bonfire Discount for consecutive nights

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 comfort of being warmed from the inside out.Just looking at the flickering 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 usâ™Ș ※ High-speed Wi-Fi is available. *We will send a detailed map to those who have booked Kanto's largest antique market is held â–Șevery Sunday... 3-minute walk â–ȘBlueberry Picking (July) â–ȘOrange Hunting (Nov.12) â–ȘStrawberry picking (1.2.3 months) â–ȘBBQ... rental 5,000 yen (Grill, net, charcoal, lighter, chakkaman, gloves, paper plates, paper cups, chopsticks) â–ȘSupermarket, butcher shop
 3 minutes by car â–ȘFire pit rental... 4,000 yen (with firewood)

Guest favourite
Home in Takasaki
5 out of 5 average rating, 5 reviews

6 minutes from Takasaki Station | 3 cars, 4 bedrooms | A retro-modern building that will be the base for hot springs, skiing and leisure trips

[Jomo Stay Takasaki 2 -the Garden-] Opening December 2025! A spacious two-story house with 5LDK and over 140㎡ in Yachiyo-cho, Takasaki-shi, Gunma Prefecture.It can accommodate up to 13 people. The building was built in 1979 with a distinctive architectural design.With its wooden ceiling, atrium corridor and skylights that pour in bright light, this is a unique space that you wouldn't believe was built half a century ago.We have incorporated modern interiors into the accommodation, creating a calm atmosphere for families and groups. On the ground floor, there is a bright living room facing the garden and a Japanese-style room, and there are plenty of toys and picture books for children to play with.There are 3 bedrooms on the 2nd floor, so it is comfortable for multiple families and groups.There are also rooms that can be used as workspaces, making them ideal for remote work or long-term stays. It is also well accessible, about 6 minutes by car from the city around the station.There is also a parking lot for 3 cars, making it an ideal base for sightseeing and events, or for a special stay with friends and family.

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, 186 reviews

軜äș•æČąé§…èż‘ăă§èŠłć…‰ćœ°ăžăźă‚ąă‚Żă‚»ă‚čæŠœçŸ€ă€ć„œç«‹ćœ°ăźäž€æŁŸèČžă—ăźćˆ„è˜Izumiya house1

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.

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, 37 reviews

Jugoya Villa, a soothing inn that blends tradition and modernity, for up to 13 people, with a covered BBQ, and family-friendly

Welcome to Jugaya Villa A 50-year-old Japanese house has been carefully renovated. Modern and sophisticated comforts are combined with a traditional appearance. It has been reborn into a comfortable space that retains the calm and warmth unique to Japanese houses. Beautifully arranged interiors with attention to lighting and furniture create an extraordinary, high-quality time. On the 2nd floor, there is a room where children can have fun. The spacious floor plan can accommodate multiple families and three generations, making it comfortable for adults and children. You can also enjoy a BBQ surrounded by greenery on the deck space. Spending time in nature is a special experience that will make you forget your daily life. Enjoy a relaxing and rejuvenating 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
4.87 out of 5 average rating, 191 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 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
4.95 out of 5 average rating, 243 reviews

Minpaku Aoyama is a private Japanese-style house.

Floor plan and facilities [1st floor] ◟Tea room (8 tatami) ◟Floor space (8 tatami, can be used as a bedroom) ◟Dining room (gas stove,  oven range, rice cooker, fridge,  various dishes, air conditioner) ◟Western-style room (vinyl record player, CD player,   Air conditioner) ◟toilet ◟Bathroom [2nd floor] ◟Bedroom (8 tatami, 7, 5 tatami,  There is a shared air conditioner for the two rooms) ◟toilet ◟Courtyard (BBQ grill,  Table rental available) [Neighborhood Information] (within 10 minutes by car) ○Hot spring facility, ○winery, ○whiskey brewery, ○golf course, ○Ureshino Shrine (Ryusei Festival),○ fruit road (strawberries, grapes, blueberries), ○convenience store - ○Super market ○Ryusei Kaikan Roadside Station/Farm Stand (a few minutes on foot)

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, 138 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
4.91 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 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, 350 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

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
4.95 out of 5 average rating, 44 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 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, 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!😀

Popular amenities for Annaka holiday rentals

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  2. Japan
  3. Gunma Prefecture
  4. Annaka