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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 outdoor living area features a circular wooden table surrounded by two simple chairs. The space is sheltered by a wooden roof, offering a view of the lush greenery beyond, enhancing the connection with nature.
Home in Hokuto
4.97 out of 5 average rating, 144 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 favorite
Cottage in Nakakaruizawa
4.9 out of 5 average rating, 155 reviews

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

* 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 about your daily routine and take a deep breath of fresh air. Enjoy an active stay with convenient access 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 guests with small children and those who want to relax on tatami mats ■ Long-term stays OK: Washing machine and dryer (with detergent) ■ 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 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 * WiFi equipped, wood-burning stove (firewood fee is separate) * No smoking on the premises. Security measures have been implemented * There are security cameras (at the entrance and around the premises) * Same price for up to 4 people (Additional charges apply for 4 or more people)

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, 112 reviews

自然素材平家の一棟貸切宿 ドッグラン BBQ 焚き火 温泉 連泊割

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)

Top guest favorite
Home in Shinano
4.99 out of 5 average rating, 274 reviews

Limited to one group per day, Mökki is a small cottage with a garden by a stream

Mökki means "cottage" in Finnish. Enjoy your time in a special place surrounded by nature. Guest house Mökki is located in Shinano-cho, which is blessed with forests, lakes, and snow in the northern part of Nagano Prefecture, and there are many natural places nearby such as Kurohime Kogen, Lake Nojiri, and Togakushi. Feel free to use the entire building, which has been renovated with natural materials such as cedar, cypress, and plaster, as well as the natural garden that creates seasonal scenery and the forest where the stream flows.You can see birds, squirrels, and martens in the forest, and you can enjoy walking around looking for wild vegetables and mushrooms, as well as swings and hammocks. We also paid attention to the interior of the room and kitchen utensils so that you can enjoy "living". At the pavilion by the stream, you can enjoy BBQs and campfires without worrying about the weather. In the green season, it is the perfect base for hiking, fishing, paddle boarding, and golf, and in the snow season, it is also the perfect base for winter sports. We also have a celebration cake service for guests celebrating birthdays and anniversaries.Please check with me in advanced.

Guest favorite
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, 117 reviews

Welcome! 森のやさしいサウナ付き一棟貸し【ご家族・ご夫婦限定】

Enjoy a special reward time for your family in the tranquility of the forest. A gentle and comfortable private sauna that is safe for beginners and will slowly soothe your mind and body. Enjoy a local rice and egg dish, authentic ratatouille curry, without having to make or think about it.There is also a large TV and card games in the building, so children can also enjoy themselves. And on weekdays, please stay for 2 nights. On the first day, we relaxed from the fatigue of traveling, and on the second day, we enjoyed the luxury of doing nothing.It's a special treat for a weekday with the family. [Important information] In accordance with the law, we collect the personal information, etc., of all guests. Please register using the link we will send you one week before check-in. Please note: ▪ Cannot be used by groups other than families. ▪ Please review the house rules in advance and strictly adhere to them.

Guest favorite
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
4.98 out of 5 average rating, 205 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 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
4.96 out of 5 average rating, 252 reviews

民泊青山は、まるまる貸切の和風住宅です。

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  Oven, microwave, rice cooker, refrigerator  Each has dishes and air conditioner) ◾️ Western-style room (analog record, CD listening   Air conditioning available) ◾️Toilet ◾️-Bath room [2nd floor] ◾️Bedrooms (8 tatami mats, 7, 5 tatami mats,  Shared air conditioner for two rooms) ◾️Toilet ◾️Courtyard (BBQ BBQ,  Table rental available)  * BBQ period (April-November) [Nearby] (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 ○ Ryuseikaido Station / Agricultural Products Direct Sales Office (a few minutes on foot)

Superhost
A wooden deck features a round hot tub, overlooking a serene lake and surrounding greenery. In the distance, mountains stand against a bright blue sky filled with fluffy clouds, creating a scenic backdrop for relaxation.
Tiny home in Shinano
4.93 out of 5 average rating, 496 reviews

Enjoy the view of Lake Nojiri, with a private sauna, Anoie (あの家)

This house overlooks Lake Nojiri and has a superb view. There are several ski resorts (Myoko, Kurohime, Madarao) about 15-20 minutes away by car, making it a perfect base for winter sports. Enjoy the wood stove sauna and the water bath with a view. There are no private houses around, so you can listen to music and watch movies loudly. Because it is a house located deep in the mountains, we take the best measures, but in the warm season, insects come out. It snows a lot in winter. In autumn, fallen leaves dance. You will also need to adjust the wood stove fire yourself. It's not an easy house to live in, but we promise you a great view and experience. Enjoy cooking with a counter kitchen with a view, condiments and cooking utensils. (There is no equipment for BBQ)

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, 355 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
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, 280 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.

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, 266 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!😀

Superhost
Home in Karuizawa
4.92 out of 5 average rating, 110 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.

Popular amenities for Annaka vacation rentals

Other great vacation rentals in Annaka

Guest favorite
A spacious living area features a large sectional sofa, elegant chairs, and a round coffee table. Natural light enters through several narrow windows. A flat-screen TV is mounted on the wall, while a warm glow from recessed lighting creates a cozy ambiance.
Villa in Minakami
5 out of 5 average rating, 20 reviews

Tanigawadake View | Near Ski Resort | Sauna & BBQ | Pets Allowed | 5 min drive from Minakami Interchange / 12 min from Joetsu Shinkansen Station

Guest favorite
The exterior of a renovated building is shown at dusk, featuring large windows that allow warm light to spill onto the sidewalk. The structure combines dark cladding with light wooden accents, contrasting with neighboring shops and creating an inviting appearance.
Apartment in Fujimi
4.96 out of 5 average rating, 25 reviews

8weeks Studio, Fujimi Station / Apartment with a Simple Interior / Limited to One Group per Day / Ideal for Mountain Biking!

Superhost
A wooden A-frame cabin is nestled among lush greenery, with a sloped roof and large windows allowing natural light. The gravel driveway provides access to the entrance, flanked by trees, creating a serene atmosphere.
Home in Oazakitakaruizawa
4.92 out of 5 average rating, 26 reviews

Entire rental villa with a playroom equipped with a BBQ and hammock chairs S'MORE Kitakaruizawa: A home for relaxation in the forest

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
4.96 out of 5 average rating, 23 reviews

[Kanauya] Kyu-Usui Pass Promenade, Tetsudo Bunka Mura 3 minutes by car, Karuizawa 25 minutes, whole house rental, 2 nights or more

Top guest favorite
Home in Takasaki
4.98 out of 5 average rating, 42 reviews

Entire 3BR House|Free Parking|Family & Group Stay

Superhost
Home in Tsumagoi
4.73 out of 5 average rating, 11 reviews

Up to 6 | Forest Hideaway with Great Nature

Superhost
A uniquely shaped room features large triangular windows that offer views of the surrounding forest. A spacious bed is situated in a curved alcove, accompanied by a low round table and a cozy seating area, all illuminated by natural light filtering through the trees.
Apartment in Oazakitakaruizawa
4.78 out of 5 average rating, 50 reviews

豊かな森の中で穏やかに過ごす自然共生型キャビン|SANU 2nd Home 北軽井沢 1st

Top guest favorite
Home in Takasaki
5 out of 5 average rating, 16 reviews

Retro-style house in Takasaki - whole rental

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