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Vacation rentals in Annaka

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Top-rated vacation rentals in Annaka

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Top guest favorite
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

Entire private house made of natural materials, wood stove, dog run, BBQ, campfire, discount for consecutive nights

It is a spacious, natural material house 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 spend time freely. Also, the garden is lit up at night and beautiful. Enjoy cooking in the spacious kitchen. (Equipped with cooking utensils, condiments, and dishes) An indoor wood stove is also available during the cold season. Experience the comfort of warming up from the inside. Just watching the fire flicker will soothe you. There are also two wonderful hot springs within 10 minutes by car, and the meals at the facility are also popular! (Towels are provided at the inn, please bring toothbrushes) There are many hidden gems, so please feel free to ask ♪ ※ High speed Wi-Fi is available. * We will send a detailed map to those who have booked ▪ ️ Kanto's largest antique market held every Sunday... 3-minute walk ▪ ️ Blueberry picking (June and July) ▪️Tangerine picking (November and December) ▪️ Strawberry picking (January, February, March) ▪ ️ BBQ… Rental 5,000 yen (Grill, mesh, charcoal, igniter, tongs, gloves, paper plates, paper cups, chopsticks included) ▪️Supermarket, butcher shop… 3 minutes by car ▪️Fire pit rental: 4,000 yen (with firewood)

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.

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
4.87 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 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] ◾️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)

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

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, 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.

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!😀

Guest favorite
A compact cabin made of wood and metal is pictured, set against a backdrop of trees. A small deck leads up to the entrance, which is adorned with large glass doors. An umbrella provides shade over a seating area beside the cabin.
Tiny home in Sakuho
4.95 out of 5 average rating, 602 reviews

Sanson Terrace "off-grid tiny cottage"

In Ohinata, Sakuho-town, Nagano-pref. We built a small cottage at a mountain side of the natural woodland which separated for a while from the colony. The time flows graceful here, while the interval of farm labor or works in the mountain. It is a special time to have Coffee or Beer while looking at Mt. Morai on the other side. You can spend time, being surrounded by nature... reading books slowly, taking a walk the mountain, listening songs of birds while lie on a hammock in the forest.

Popular amenities for Annaka vacation rentals

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  2. Japan
  3. Gunma Prefecture
  4. Annaka