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Vacation rentals in Annaka

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Top-rated vacation rentals in Annaka

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Guest favourite
Cottage in Karuizawa
4.9 out of 5 average rating, 158 reviews

IZUMIYA: A private residence surrounded by the warmth of a wood-burning stove and wood

* From June 1, 2026, an accommodation tax system will be introduced in Karuizawa Town.We have revised the accommodation fee for this facility A base in Karuizawa where you can forget your daily routine and take a deep breath of fresh air. Enjoy an active stay that makes the most of convenient amenities and enriching moments that nourish body and mind. 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 ■ 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 washer and dryer (laundry detergent provided) ■ The layout is flat from the parking lot to the front entrance, making it accessible for everyone from children to seniors. Convenient location for ■sightseeing and stay 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 *Wi-Fi available, wood-burning stove (firewood fee applies separately) *No smoking on the entire property; security measures in place * There are security cameras (at the entrance and around the premises) * Same price for up to 4 people (Additional fee applies for 4 or more people)

Guest favourite
Castle in Nagatoro
4.98 out of 5 average rating, 262 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
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
4.99 out of 5 average rating, 122 reviews

Heike, a private natural-material inn | Dog run | BBQ | Campfire | Hot spring | Multi-night discount

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 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
4.97 out of 5 average rating, 211 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 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, 210 reviews

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

30 years after the building, this is a pure Japanese-style detached house. 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.That's why we ask you to fill in the guest list, present your passport, and allow us to make a copy at the time of your stay.I hope this helps.

Guest favourite
A wooden deck features a circular table surrounded by a netted seating area. In the background, snow-capped mountains rise under a clear blue sky, framed by sparse trees and verdant hills. The serene natural setting provides a sense of tranquility.
Home in Hokuto
4.89 out of 5 average rating, 103 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
4.91 out of 5 average rating, 359 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 favourite
A modern kitchen area features wooden cabinetry and a countertop with a sink and stove. A dining table with wooden chairs is seen in the background. Natural light enters through windows, illuminating the open layout that connects to a bright living space.
Place to stay in Karuizawa
4.98 out of 5 average rating, 289 reviews

5 min Walk|Eco-Chic : Nordic Vintage & Always 23°C

Karuizawa Station 5min|Private Nordic Suite Enjoy a unique stay above our 1982-established restaurant. ■ Design & Comfort Produced by haluta, featuring vintage Nordic furniture. High insulation keeps the room at a constant 23°C (73°F) year-round—eco-friendly and cozy in any season. ■ Essentials - Full Kitchen - Washer & Dryer - Free shared workspace next door - Premium Koala Mattresses Savor the aroma of roast chicken from downstairs. Takeout available! 2+ nights min. Request for 1-night.

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, 125 reviews

Children are welcome! Private rental with a gentle forest sauna [for families and couples only]

森の静けさの中で、家族だけの特別なご褒美時間を。 じんわり心地よいプライベートサウナはサウナ初心者でも安心、心と体をゆっくり整えられます。 作らず・考えずに楽しめる地元産のお米と卵、本格レトルトカレーで、ママもラクに。館内には大型テレビやカードゲームもあり、お子さまも楽しめます。 そして、平日はぜひ2泊でのご滞在を。 1日目は移動の疲れをほどき、2日目は何もしない贅沢な時間を満喫。家族で過ごす、平日ならではの特別なご褒美です。 【ご注意点】 ▪男性のみのご利用はできません。 ▪ご利用は1家族のみとさせていただいております ▪ご友人同士や複数家族等、グループでのご利用はできません ▪事前にハウスルールをご確認いただき、厳守をお願い致します 【大切なご案内】 法令に基づき、宿泊者様全員の個人情報等をいただいております。 チェックインの1週間前にお送りするリンクより、ご登録をお願いいたします。 【宿泊税】 条例により宿泊税のお支払いをお願いします。 1名1泊200円です。(当日現地カード決済) ※宿泊税は長野県条例に基づき、すべてのご宿泊者様にお支払いいただく税金となります。

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, 147 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 favourite
An open interior space features warm wooden walls and ceilings, complemented by a mix of dining and seating arrangements. A stylish wood-burning stove is positioned near a spiral staircase, while large windows allow natural light to filter into the cozy atmosphere.
Chalet in Sakuho
4.97 out of 5 average rating, 254 reviews

Sanson Terrace "Hut Juksul" in Quiet Forest Nagano

We have renovated a small wooden hut by woods. It stands on a plateau area over 1,000m elevation. When I was a child, my one of a dream was building my secret place like this by myself. And the dream had come true at last! I hope you remember your childhood memory and feel wooden warmth by handmade in beautiful nature. This is a best area for hiking in forests and visiting beautiful lakes. The hut is good size to stay for a couple and a family or single.

Top guest favourite
Villa in Hokuto
5 out of 5 average rating, 138 reviews

1.6-Acre Private Estate: Mt Fuji, Sauna & Spa

1.6-Acre Forest Estate: Mt Fuji, Sauna & Spa Enjoy ultimate privacy on our 1.6-acre (6,600sqm) grounds. Perfect for a "Stay-at-the-Villa" experience—no need to go out. - Views: Stunning Mt. Fuji from all bedrooms - Wellness: Forest Sauna & Irori-style open-air bath - Fun: BBQ, basketball & trampoline - Work: High-speed Wi-Fi for remote stays A peaceful, spacious alternative to crowded Kawaguchiko. Relax in nature with pure mountain spring water.

Popular amenities for Annaka vacation rentals

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