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Holiday rentals in Upa

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Top-rated holiday rentals in Upa

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Guest favourite
A wooden cottage is set on a spacious deck, surrounded by greenery. The entrance features a light-colored door and two windows, while a small grill and outdoor seating are visible. A flower pot with red blooms adds a touch of color to the outdoor space.
Tiny home
4.94 out of 5 average rating, 36 reviews

Ärmapesa - private house with sauna, close to town

Ärmapesa is a cosy and private holiday home on Saaremaa. Just 5 km from the town of Kuressaare, yet in a peaceful, green rural setting. The tall trees, large courtyard area and quiet location make this the perfect spot for a holiday for families or groups of friends who value privacy, being close to nature and feeling at home. The house is equipped with air conditioning, which ensures a comfortable indoor climate even on warmer days, and a cosy atmosphere is created by the open-fire fireplace in the living room. There’s a sauna house in the courtyard, and you can also have a bonfire! We look forward to seeing you!

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
4.92 out of 5 average rating, 119 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 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
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 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.
Flat
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 favourite
Guest house
4.89 out of 5 average rating, 82 reviews

Private House with 60 m² Terrace & BBQ

We are surrounded an amazing nature and you can relax and have a good vacation. A superb view to Meelase Windmill. We have a lot of lawned grass and very quiet. This is a private house for maximum 6 people, where is a kitchen where is all necessary utensils, shower room with toilet. There is dining area, sun loungers and sofas in 60m2 terrace and also you can do BBQ. There is huge relaxing area with hammocks and children's slide also in the yard. You can play discgolf.

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
4.97 out of 5 average rating, 135 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 favourite
A small outdoor seating area is displayed, featuring a round table adorned with a vase of fresh flowers. Two intricately designed chairs are positioned around the table, with a green wooden building visible in the background under clear blue skies.
Flat
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 favourite
Tiny home
5 out of 5 average rating, 6 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

Top guest favourite
A modern kitchen setup features a white dining table adorned with floral centerpieces in shades of pink and white. Elegant tableware is neatly arranged, including plates, cups, and utensils, against a backdrop of greenery visible through the kitchen window.
Villa
4.98 out of 5 average rating, 53 reviews

Villa Männituka - in the middle of pure nature

Villa Männituka is in Saaremaa, 12 km from Kuressaare. Vacation in Villa Männituka is a relaxing holiday in Saaremaa, in the middle of pure nature. There is a pine forest in the backyard of the Villa. You can get there through the back door, the sauna, or through the front door along the terrace surrounding the house. First floor has three bedrooms, one of which is pass-through. Accommodates 6 people. There is also an extra bed available.

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
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.

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.
Flat
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.

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.
Apartment
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.

Popular amenities for Upa holiday rentals

  1. Airbnb
  2. Estonia
  3. Saare
  4. Upa