Holiday houses in Upa

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Top-rated holiday rentals in Upa

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Top Guest favourite

A dining area features a wooden table surrounded by four yellow upholstered chairs. Natural light enters through large windows, complemented by soft curtains. Decorative items, including woven placemats and a small bowl, are placed on the table, enhancing the space's inviting ambiance.

Apartment in Kuressaare

4.92 out of 5 average rating, 84 reviews

Cozy penthouse with large balcony in Old Town

A great place to recharge your batteries, where you can spend time with your loved ones, either in the room in front of the TV or on a cozy 10m2 balcony while enjoying the sun. For those looking for great adventures, the city center, Kuressaare Castle, great taste experiences, park, beach, etc. are a short walk away. There are many different playgrounds in the area for families with small children to have fun. The apartment has a smaller travel bed (if desired, you can also take it to the balcony) and a toy box with exciting contents.

ValueFamilyLong stay

Top Guest favourite

Two comfortable armchairs are positioned facing large glass doors that open to scenic forest views. A round table stands between the chairs, topped with a small plant. Natural light fills the space, enhancing the serene atmosphere created by the surrounding trees.

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.

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Guest favourite

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 on hubane ja privaatne puhkemaja Saaremaal. Vaid 5 km kaugusel Kuressaare linnast, kuid samas mõnusalt maal rahulikus ja rohelises ümbruses. Kõrged puud, suur hooviala ja vaikne asukoht loovad ideaalse paiga puhkuseks perele või sõpruskonnale, kes hindavad privaatsust, looduse lähedust ja kodust olemist. Majas on konditsioneer, mis tagab mõnusa sisekliima ka soojematel päevadel ning hubasust lisab elava tulega kaminahi elutoas. Hoovis on saunamaja ja saab teha ka lõket! Ootame Sind!

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Guest favourite

A spacious living area features large windows that invite natural light, complemented by a stone fireplace and wooden beams overhead. A comfortable seating arrangement is paired with a dining table, while a well-equipped kitchen is visible in the background, showcasing a harmonious Scandinavian design.

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 🤎

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Guest favourite

A charming house with a thatched roof is positioned on a grassy hillside. The image features a wooden deck with railings, leading to the entrance. Surrounding landscapes include open fields under a clear blue sky, providing a sense of tranquility and privacy.

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.

LocationValueIndoor spaces

Top Guest favourite

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)

ValueFamilyBathroom

Top Guest favourite

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.

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Guest favourite

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

LocationHospitalityIndoor spaces

Guest favourite

A cozy living area features a comfortable sofa with striped cushions and a black coffee table. Natural light floods in through large windows, illuminating wooden walls and a select bookshelf. A soft rug adds warmth, while a potted plant enhances the inviting space.

Cottage in Kailuka

5 out of 5 average rating, 19 reviews

Idyllic Island Escape Cottage

Escape to an idyllic island retreat on the beautiful island of Saaremaa with this charming two-story cottage. Immerse yourself in a tranquil countryside setting, surrounded by nature's beauty while still being just a 10-minute drive away from the vibrant town of Kuressaare. Whether you're seeking a peaceful getaway or an adventurous exploration of the island, this property offers the perfect base for your island adventure.

LocationFamilySleep quality

Guest favourite

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.

LocationFamilyWalkability

Top Guest favourite

The living room features a modern television mounted above a minimalist entertainment unit with decorative accents. A faux fireplace adds warmth. Soft carpeting lies underfoot, while natural light filters in through the nearby window, complemented by indoor plants.

Condo in Kuressaare

4.99 out of 5 average rating, 68 reviews

Lovely 1 bed room apartment next to Golf course

Nice and lovely apartment with Sauna in the golf residence next to Saare Golf course, unique, peaceful and friendly neighborhood. Wow center and Gym 3 minutes walking distance. Free private parking lot. Possible use bicycle. Apartment have one bedroom, living room with kitchen area, Sauna, bathroom, 2 balconies(living room and bedroom)both balconies have golf course view.

LocationFamilyCleanliness

Top Guest favourite

A cozy bedroom showcases a wooden bed frame with plush blue pillows and a layered blanket. A tray with fresh roses and cups is placed on the bed. Soft lighting is provided by two bedside lamps, enhancing the tranquil environment.

Home in Kuressaare

4.96 out of 5 average rating, 54 reviews

Hygge Stay

This stylish place to stay is perfect for couples. It has private entrance, parking on the premises, yard and a sun terrace with outdoor furniture. It is suitable for 2 adults and 1 small child (crib 0-3y). It has 1 bedroom, a livingroom with well-equipped kitchen, a bathroom with shower . Free wifi, towels and sheets are provided.

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