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Vacation rentals in Annaka

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Top-rated vacation rentals in Annaka

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
Home in Hokuto
4.97 out of 5 average rating, 151 reviews

Forests, architecture, and art Yatsugatake Minami Fumoto Blackbird Stopover

Peaceful days with a private forest. Enjoy the sound of birds, the sound of the wind, and the flickering of light in the forest from a comfortable distance. Located at the southern foot of Mt. Yatsugatake at an altitude of 1150 m, it is a place where people who seek the nature and climate of the highlands live, rather than a tourist destination. Spring brings new greenery and buds, cool summers, colorful autumn leaves, and the warmth of a wood stove. There are also plenty of seasonal activities, such as skiing, hiking, river play, hot springs, and Hokuto City, which is surrounded by famous peaks, has many viewpoints where you can enjoy views of Mt. Yatsugatake, the Southern Alps, and Mt. Fuji. There is also an abundance of spring water. Please try to find them. The building was designed and constructed by the Tokei team, and the team operates it as an inn for many people to use. The distinctive architecture is a redesign of an old townhouse using modern construction methods and traditional materials. Inside, you'll find artwork such as murals and stone carvings of black birds, as well as books and photo collections selected by the host, which you can take your time to enjoy during your stay. * The capacity is 4 people, but if it is only adults, the number of people who can stay comfortably is up to 3 people. * The price shown is for up to 2 people, and 10,000 yen will be added to the accommodation fee for each additional person.

Guest favourite
Cottage in Nakakaruizawa
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, 260 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.

Top 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, 121 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
Home in Karuizawahigashi
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.

Superhost
A private villa is nestled among trees, illuminated softly by exterior lighting. Steps lead to a spacious deck with an outdoor hot tub, reflecting the surrounding greenery. Large windows reveal a welcoming interior, seamlessly connecting with nature during the evening twilight.
Villa in Tsumagoi
4.87 out of 5 average rating, 186 reviews

Rock Forest Hokuriku Izawa [BBQ in the fireplace in the forest & hot spring bath fed by a source spring on a rock]

A 1000 square meter private villa with 7 spaces. The entire "Rock Forest" has seven main concepts. We offer each "way of spending time". After procuring fresh ingredients locally, move to the Rock Forest, park your car in the parking lot, and go up the stairs to bring the ingredients to the hearth space. You won't see any other people. It is 60 minutes by Shinkansen from Tokyo to Karuizawa, and 30 minutes by car from Karuizawa Station, so you can work in the morning and take a half-day off in the afternoon, for example. Surrounded by nature, you can relax and enjoy an extraordinary time. < Winter season November-March > The outdoor bath is closed during the winter months.

Guest favourite
A view from inside shows a wooden deck extending outward, framed by a tree and the majestic mountains in the background. A small table with a decorative bowl sits in the foreground, partially obscuring the view. Bright sunlight illuminates the scene.
Home in Hokuto
4.89 out of 5 average rating, 102 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

Guest favourite
The exterior of the home is showcased under a twilight sky, illuminated by warm lights that highlight the structure's traditional Japanese architecture. Surrounded by lush greenery, the property features a spacious yard and access to natural landscapes.
Villa in Ueda
4.98 out of 5 average rating, 218 reviews

Modern Luxury, Classic Style, Onsen Nearby

Nestled in the mountains of Nagano at an elevation of 860 meters (2,821 feet), this is a luxury home exclusively for those who want to escape tourist traps, experience a side of Japan rarely seen by outsiders, and do it in style. Our 3-bedroom home is 200 sq. meters (2153 sq. feet) large and is a marriage between traditional Japanese architecture and modern technology and comfort. The home is accessible from Tokyo and other major cities via the Shinkansen bullet train or Joshin-etsu Expressway.

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, 276 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 favourite
Home in Karuizawa
4.92 out of 5 average rating, 119 reviews

Peaceful Forest Villa | Private Garden | 1BR Home

🌲 Private Forest Retreat 15m drive from Karuizawa Stn. A cozy house near the forest with a wood deck, birdsong, and starry skies. Enjoy your quiet, private time. 🛌 1LDK 2 Double beds (140cm) Sofa bed: +¥3,000 (Request in advance) 🗝️Check-in &Check-out Check-in: 4 PM – 9 PM Late CI (9PM+): +¥3,000 (every 2 hours) Early CI: Extra fee (subject to availability) Quiet Hours: From 9 PM (Residential area) 🌿 Enjoy a peaceful stay in nature! Questions? Message us anytime.

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, 122 reviews

Welcome to the children! Entire house 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)

Popular amenities for Annaka vacation rentals

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