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Holiday houses in Annaka

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Top-rated holiday rentals in Annaka

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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, 98 reviews

自然素材平家の一棟貸切宿 薪ストーブ ドッグラン BBQ 焚き火 連泊割

どの部屋からも庭の緑を楽しむことができる、開放感のある自然素材の平家です。 庭ではバーベキューや焚き火をしたり、柵があるので愛犬も自由に過ごせます。 また、夜は庭がライトアップして美しいですよ。 広々キッチンではお料理をお楽しみください。(調理器具や調味料、お皿完備) 寒い時期は室内の薪ストーブも利用可能です。芯から暖まる心地よさをご体感ください。火の揺らぎを眺めているだけで癒されますよ。 また車10分で行ける素晴らしい温泉が2カ所あり、施設内のお食事も人気です! (宿にはタオル完備・歯ブラシはご持参ください) 穴場のオススメは沢山あるので、お気軽にお問い合わせください♪ ※高速Wi-Fiあります。 ※ご予約いただいた方に詳細マップをお送り致します ▪️毎週日曜日に開催している関東最大級の骨董市…徒歩3分 ▪️ブルーベリー狩り(6.7月) ▪️みかん狩り(11.12月) ▪️いちご狩り(1.2.3月) ▪️BBQ…レンタル5,000円 (グリル、網、炭、着火剤、チャッカマン、軍手、紙皿、紙コップ、割り箸付) ▪️スーパー、精肉店…車3分 ▪️焚火台レンタル…4,000円(薪付)

Guest favourite
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
4.95 out of 5 average rating, 44 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 favourite
A traditional living room features wooden beams and tatami flooring. Two comfortable couches are positioned around a low wooden table, accentuated by a potted green plant. Natural light filters through sliding shoji doors, illuminating the space warmly.
Hut in Hokuto
4.97 out of 5 average rating, 72 reviews

Antique house Japan/Riverside Oasis/Private suite

An old Japanese Traditional KOMINKA house with a history of about 150 years. It's located along the River. When you open the window, you can feel the pleasant breeze coming up from the river. Opposite the house is a Shrine and two large zelkova trees that are designated as national natural monuments. It's like the world of Ghibli. Perfect for trekking, bouldering, rock and mountain climbing. Mt. Mizugaki in Chichibu-Tama Kai National Park is easily accessible. Please add your favorite:)

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, 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!😀

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, 136 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
The exterior of a renovated building is framed by trees and greenery. A path of stone stepping stones leads through the garden, which features patches of grass and a small area for planting. Large windows reflect natural light, enhancing the inviting setup.
Hut in Sakuho
4.95 out of 5 average rating, 418 reviews

Sanson Terrace "Silk Barn"

Ohinata in Sakuho-town is a small village in a valley. I renovated a 80 years small wooden house by myself taking a long time. The building used to be used for raising silkworms by farms. It was our culture and industry to get silks in this area. You can have a calm time for having Coffee and beer, reading books, listening music... The village is surrounded by nature for hiking to mountains and rivers. Some local families live in around the house, so please stay like the village people.

Guest favourite
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

【かなう家】旧碓氷峠遊覧歩道 鉄道文化村車3分 軽井沢25分 一棟貸し 2泊から

群馬県と長野県の県境に位置しており、季節ごとに楽しめる場所もたくさんあります。 ★電車が大好きなお子様のいるファミリーにお勧めしたいのが、近くの碓氷峠鉄道文化むら。
体験型の鉄道テーマパークなので、鉄道ファンでないママでも退屈しなさそう! 
★信越本線アプト式鉄道時代の廃線敷を利用して、横川駅~熊ノ平駅の間の約6キロメートルを遊歩道として整備されました。アプトの道は国の重要文化財である旧丸山変電所をはじめ6つの橋梁と10の隧道があり、めがね橋を代表する鉄道煉瓦構造物群などの碓氷峠鉄道遺産にふれることができます。 🤍碓氷峠鉄道文化村 1.5km(車3分) 🤍天然温泉♨️峠の湯 1.8km (車3分) 🤍麻苧の滝 1.1km (車2分) 🤍軽井沢アウトレット 15km(車25分) 🤍軽井沢スキー場 15km(車25分) 🤍軽井沢銀座商店街 17km(車32分) 🤍軽井沢おもちゃ王国 42km(車50分) 🤍草津温泉 64km(車1時間20分) 🤍群馬サファリパーク 30km(車32分) 忙しい都会の生活から離れて心も体もリフレッシュしよう!

Top Guest favourite
A serene sleeping area features two single beds, each dressed in green covers. Decorative pillows add a touch of comfort. A nearby window draped with light curtains allows natural light to brighten the space, complemented by a small potted plant.
Home in Kawaba
4.93 out of 5 average rating, 199 reviews

Relax in the countryside/A base for adventure

✤ No Shower/Bath ✤ Car Recommended ✤ Visit this unit detached from the main house, nestled in the peaceful countryside. There are plenty of activities in the surrounding area, such as the nearby Den-en Plaza, hot springs, trekking, and skiing. Although there's no shower/bath in the unit, we have kept the price low so that guests can enjoy the surrounding hot springs and other activities. Use for relaxation or as outdoor base. Ideal for long stays.

Superhost
Home in Takasaki
5 out of 5 average rating, 5 reviews

高崎駅車6分|P3台・4寝室|温泉・スキー・レジャー旅の拠点になるレトロモダン建築の一軒家

【Jomo Stay Takasaki 2 -the Garden-】 2025年12月オープン! 群馬県高崎市八千代町にある、広さ5LDK・140㎡超のゆったりとした二階建て一軒家。最大13名でご利用いただけます。 建物は1979年築の建築家こだわりのデザイン。木貼りの天井に、吹き抜け廊下、明るい光が注ぐ天窓など、半世紀前の建物とは思えない個性豊かな空間。その中に、現代のモダンなインテリアを取り入れ、家族やグループでの落ち着いた雰囲気で滞在できる宿をご用意しました。 1階は庭に面した明るいリビングと和室があり、子供が遊べるおもちゃや絵本も充実。2階には寝室が3部屋あるので、複数家族・グループ旅行を快適に利用いただけます。さらに、ワークスペースとして利用できる部屋もありますので、リモートワークや長期滞在にもおすすめです。 駅周辺市街地から車で6分程度とアクセスも良好。駐車場も3台分あり、観光地やイベント施設への拠点として、また仲間や家族との特別な滞在に最適な宿です。

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.
Guest suite in Karuizawa
4.98 out of 5 average rating, 263 reviews

Cozy eco conscious Apartment in Karuizawa

Discount: 3 nights- 10%OFF, 5 nights- 15%OFF, 7 nights- 20%OFF, 28 nights- 30%OFF 232hotel is an exclusive one bedroom apartment. Which lets you stay like you are “living there" while you are traveling. The room features specially selected Danish vintage furnitures and lighting. Everything we use in the apartment is carefully selected for it's design, usability and we use environmentally friendly products.

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, 186 reviews

軽井沢駅近くで観光地へのアクセス抜群、好立地の一棟貸しの別荘Izumiya house1

IZUMIYAは軽井沢駅北口から徒歩7分程にある1棟貸しの新築1軒家の別荘です。 家は2ユニットあり2棟貸し出しております。 観光地で人気のアウトレットモール、旧軽井沢銀座、雲場池も徒歩で行ける好立地にあり、軽井沢ならではの美しい自然も満喫できます。 コンビニ、スーパー、美味しいレストランも近くにありとても便利な場所です。 1棟貸しで広々過ごせ、生活に必要なキッチン、家具、家電が備わっており、ご家族、ご友人同士で軽井沢に暮らすようにお泊まりいただけます。 小さなお子様連れも歓迎いたします。 ゲストが安心して気持ちよく過ごせるよう、部屋は清潔に保ち、お使いいただくタオルやリネンはプロのクリーニング業者に依頼しております。 チェックイン時間等、臨機応変に対応いたさはますのでお気軽にご相談、お問い合わせください。

Guest favourite
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, 37 reviews

「Jugoya Villa」伝統とモダンが融合する癒しの宿 最大13名 屋根付BBQ・家族連れ歓迎

ようこそ、「Jugaya Villa」へ 築50年の日本家屋を丁寧にリノベーション。 伝統的な佇まいの中に、モダンで洗練された快適さを融合させました。 日本家屋ならではの落ち着きや温もりを残しつつ、心地よく過ごせる空間へと生まれ変わっています。 照明や家具にもこだわり、美しく整えられたインテリアが、非日常の上質な時間を演出します。 2階には、お子様が楽しく過ごせるお部屋をご用意。 複数のご家族や三世代でのご利用にも対応できる広々とした間取りで、大人から子どもまで快適にお過ごしいただけます。 デッキスペースでは、緑に囲まれながらBBQを楽しむことも可能。 自然の中で過ごすひとときは、日常を忘れさせてくれる特別な体験となるでしょう。 「Jugaya Villa」で、癒しとくつろぎの時間をお楽しみください。

Popular amenities for Annaka holiday rentals

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