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Vacation rentals in Upa

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Top-rated vacation rentals in Upa

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Guest favorite
A charming outdoor scene showcases a wooden cabin on a spacious grassy area, framed by lush trees. Colorful flowers bloom in the foreground, adding vibrancy. A patio with a grill and seating offers a relaxing space, while another cabin is seen in the distance.
Tiny home in Upa
4.94 out of 5 average rating, 36 reviews

Ärmapesa - private house with sauna, close to town

Ärmapesa is a cozy and private vacation home on Saaremaa. Just 5 km from the town of Kuressaare, yet in a pleasant, quiet, and green rural setting. Tall trees, a large courtyard area, and a quiet location create the perfect place for a vacation for a family or group of friends who value privacy, closeness to nature, and a homey atmosphere. The house has air conditioning, which ensures a comfortable indoor climate even on warmer days, and a fireplace with an open flame in the living room adds coziness. There is a sauna house in the yard, and you can also have a campfire! We look forward to seeing you!

Top guest favorite
Cabin in Nässuma
4.96 out of 5 average rating, 77 reviews

Modern tiny house in the forest with sauna option

Our new and spacious tiny house offers ultimate privacy and nature experience. House is located 25 km from Kuressaare. A unique place in beautiful nature for a relaxing getaway from everyday routine and duties. Ideal for couples and families. Every detail of the house is planned with functionality and design in mind. Small kitchen area, comfy double bed and an extra sleeping area upstairs. Modern, fully equipped bathroom, WIFI and big exterior terrace. All-year house with heating and cooling.

Guest favorite
A charming villa with a thatched roof is set against a clear blue sky. The structure features a blend of wooden and white walls, with large windows framing the entrance. A spacious patio extends in front, complemented by a grassy area and mature trees in the background.
Villa in Liigalaskma
4.92 out of 5 average rating, 118 reviews

Villa Bumba-spacious 4 bedroom villa with terrace

Villa Bumba is a bright and spacious 250m2 villa on the magical Saaremaa island that fits up to 10 people (4 bedrooms + sofa) and is decorated in beautiful Scandinavian style. It features a large well-equipped kitchen, charcoal BBQ grill (need to bring your own charcoal), big terrace and sauna. It's best suited for friends and family. Villa Bumba is located on Saaremaa island, 175km from Tallinn (2 hour drive + 25 min ferry ride). You are warmly welcome to our accommodation with your dog 🤎

Guest favorite
Cottage in Muratsi
4.87 out of 5 average rating, 83 reviews

Kordoni private house, Bird Watch, Sea views!

Cozy, spacious and bright house (Kordoni holiday home) is truly private and perfect for nature lovers, around is the sea. It is situated in Muratsi village on Vani peninsula. The place is close to Kuressaare, about 8km from city center. In the house there is everything you may need for carefree vacation (kitchen with all the necessary equipment). Wood-heated sauna with view to sea and large terrace for relaxing on second floor. Fireplace on living room.There are 2 bicycles for you, to use.

Top guest favorite
An open-plan living space features a light-filled area with a grey sofa and a bright yellow armchair. A kitchen island with white bar stools is visible, along with modern pendant lights above. The wood flooring and stone wall add texture to the elegant design.
Apartment in Kuressaare
4.97 out of 5 average rating, 115 reviews

Brand new stylish old town apartment

Welcome to our home :) It is a brand new Scandinavian style apartment 48 m2 located in the historical building in the heart of Kuressaare. It is elegance, light-filled apartment with high ceilings and blond timber floors. It has private access and free parking. It is open-plan apartment with fully equipped kitchen, bedroom, bathroom and common space. The flat is in peaceful area just 2 minute walk to the centre. Our place is suitable for couples and for families (with 2 children)

Guest favorite
Apartment in Kuressaare
4.98 out of 5 average rating, 44 reviews

Cozy little flat in Kuressaare

Selles rahulikus kohas saad kogu perega lõõgastuda. Otse maja ees on männimets, kus asuvad nii suurepärane terviserada kui discgolfipark. Hiljuti rajati maja juurde ka korvpalliplats ja välijõusaal. Kui soovid aktiivsemalt aega veeta, on meil korteris olemas nii korvpall kui discgolfikettad. Umbes 700m kaugusel, asub Saare Golfi 18- rajaga golfiväljak, kus asub ka suurpäraste maitsete pakkuja ja kõrgelt hinnatud restoran Figo. Kesklinna jalutab meie juurest vaid 20 minutiga.

Top guest favorite
The exterior showcases a charming yellow guesthouse with a dark roof, situated amidst lush greenery. Solar panels can be seen on the roof, and the surrounding yard features well-maintained grass and shrubs, offering a peaceful environment. A flagpole stands prominently in front.
Home in Muratsi
4.97 out of 5 average rating, 134 reviews

Peaceful Kivima guesthouse near Kuressaare

We offer a quiet and cozy little house only 3 km away from Kuressaare. It is a good holiday spot for couples, friends, solo travelers as well as families. It is more convenient to reach us by car. The guest house includes a relaxing wood heated sauna (1x15€). It is surrounded by a garden with plenty of grass-space for outdoor games. There is also a bicycle road that leads straight to Kuressaare from just behind the house. It is also possible to rent some bikes (2) from us.

Top guest favorite
A cozy apartment interior features a king size bed with crisp linens beside two windows adorned with flower pots. A small round rug is positioned on the light wooden floor, and an orange accent chair is paired with a side table. A kitchenette is visible against one wall.
Apartment in Kuressaare
4.91 out of 5 average rating, 128 reviews

Nice place to stay in Kuressaare

Meie väike armas korter asub mönusalt vaiksel tänaval bussijaama ja taksopeatuse vahetus läheduses. Kesklinnas asuvad kohvikud ja restoranid on umbes 7 minutilise jalutuskäigu kaugusel. Korter on renoveeritud täielikult 2019 aastal, 2024 värskendasime värvi seintel ning lisasime köögikapid koos kraanikausiga et oleks veelgi mugavam. Kööginurgas on veekeetja ja väike induktsioonpliit. Aias on ka kena nurgake kus sumedatel suveõhtutel istuda.

Guest favorite
Tiny home in Pamma
5 out of 5 average rating, 5 reviews

Greencabin | Cabin Escape in the Heart of Saaremaa

A cozy house surrounded by nature, with open field views right from your bed. Designed for slowing down, relaxing and escaping the noise of the city. Fully equipped for cooking , fast Starlink internet – perfect for a quiet getaway or remote work. BBQ grill, outside table and chairs on the terrace. 20 m² downstairs + 12 m² upstairs. Cabin is located in the heart of Saaremaa: Angla Windmills – 8 km Kaali Crater – 14 km Kuressaare – 30 km

Guest favorite
Apartment in Kuressaare
5 out of 5 average rating, 11 reviews

Historic Manor Apartment

Historic Manor Apartment in Kuressaare Stay in Kuressaare’s only wooden manor house, built in the late 19th century and located just a short walk from the town centre. This cozy apartment includes a kitchen with a fridge and stovetop, a private bathroom, and a combined living and sleeping area. Bed linen, towels, a flat-screen TV, and air conditioning are provided. Guests can also enjoy courtyard views and free private parking.

Guest favorite
A dining area is featured, presenting a round table surrounded by four white chairs. A vase filled with flowers sits at the center of the table. Light streams through two large windows with grey curtains, providing views of the outdoor landscape.
Apartment in Sääre
4.96 out of 5 average rating, 166 reviews

Sõrve panorama seaview apartment

A brand new apartement at the end of the world. Just under the Sõrve lighthouse with 270 degree view to the sea. This unique location is one of the most popular tourist attractions in Saaremaa during daytime while providing complete solitude as the sun sets. Perfect place for a romantic getaway, unique experience seekers and windsurfers. There is a coffee downstairs that is opened from June to August from 11 to 18.

Guest favorite
An aerial view of a red wooden house is presented, featuring a large deck surrounded by lush greenery. The property is complemented by a smaller outbuilding and a white car parked nearby. A picturesque landscape of trees and open space is visible in the background.
Home in Tirbi
4.86 out of 5 average rating, 21 reviews

Kivik

We completely restored and refurbished our vacation home in 2023. The house has 3 bedrooms, a large living room with a fireplace and views of the garden and sunset. From the living room you can access the garden directly via the large terrace. A sauna for up to 8 people is also provided. Adjacent to the property is a lake with crystal clear water where you can swim.

Popular amenities for Upa vacation rentals

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