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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 Nakakaruizawa
4.9 out of 5 average rating, 156 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)

Top guest favourite
Castle in Nagatoro
4.98 out of 5 average rating, 254 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
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, 113 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)

Top guest favourite
Home in Shinano
4.99 out of 5 average rating, 276 reviews

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

Mökki means "cottage" in Finnish. Spend your time in a special place surrounded by nature. Guest house Mökki is located in Shinano Town, which is blessed with forests, lakes and snow in the northern part of Nagano Prefecture, and there are many natural places such as Kurohime Kogen, Lake Nojiri and Togakushi nearby. You can freely use the comfortable building renovated with natural materials such as cedar, cypress, and plaster, the natural garden that creates seasonal views, and the forest where the stream flows.In the forest that we have been maintaining, you can see birds, squirrels, and raccoons, and you can enjoy strolling around looking for wild vegetables and mushrooms, as well as swings and hammocks. We also paid close attention to the interior design and kitchen utensils to make sure you can enjoy "living". At the gazebo by the stream, you can enjoy BBQs and campfires without worrying about the weather. It is ideal as a base for hiking, fishing, paddleboarding, and golf in the green season, and as a base for winter sports in the snow season. We also offer a celebration cake service for customers celebrating their birthdays or anniversaries.Please check with me in advanced.

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, 120 reviews

Welcome to the children! Entire house with a gentle forest sauna [for families and couples only]

Enjoy a special reward time just for your family in the quiet of the forest. The gentle and comfortable private sauna is safe for sauna beginners and will slowly soothe your mind and body. Enjoy local rice and eggs with authentic ratatouille curry without having to cook or think.There is also a large TV and card games in the building, which children can enjoy. And, on weekdays, please stay for 2 nights. On the first day, we will unwind from the fatigue of the journey, and on the second day, we will enjoy the luxury of doing nothing.It's a special treat for families on weekdays. [Important information] In accordance with the law, we collect the personal information, etc., of all guests. Please register using the link that will be sent to you one week before check-in. Please note: ▪ Not available for groups other than families. ▪ Please check the house rules in advance and strictly adhere to them.

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 Karuizawahigashi
4.98 out of 5 average rating, 207 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
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.

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.
Apartment in Annaka
4.91 out of 5 average rating, 356 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, 283 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 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, 268 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, 113 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.

Top guest favourite
Villa in Hokuto
5 out of 5 average rating, 134 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.

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