Vacation rentals in Upa

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.

4.9 out of 5 average rating, 67 reviews

Cozy Old Town Penthouse with Large Balcony

A great place to recharge your batteries, where it is possible to spend time with your loved ones, either in the room in front of the TV or enjoying the sun on the 10m2 cozy balcony. For lovers of adventure seekers there is the city centre, Kuressaare Castle, great taste experiences, a park, a beach and more within a short walking distance. For families with young children, there are many different playgrounds in the surrounding area for fun. The apartment has a travel crib for the smaller ones (can also be taken to the balcony if you'd like) and a toy box with exciting content.

4.94 out of 5 average rating, 36 reviews

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

Ärmapesa - private house with sauna, close to town

Ärmapesa is a cozy and private vacation home where you can relax comfortably with family or friends. For sauna lovers, there is a wood-burning sauna in the yard, with fresh birch! We are just 5 km from the city of Kuressaare. The nearest beach is just below the Kuressaare side, by the castle park. Kuressaare is a beautiful town, on a green island with a plethora of attractions, good places to eat, cafes, shopping and entertainment establishments. For Saaremaa and the events/opportunities here, see the visitsaaremaa website. Come visit us!

A spacious living area features a wooden dining table surrounded by chairs. A sofa offers comfortable seating, complemented by soft cushions. Natural light filters through the windows, illuminating the decorative wall art and wooden furniture, creating a relaxed and inviting setting.

4.93 out of 5 average rating, 83 reviews

Artisan studio in Kuressaare old town

Artisan Studio Khiron (1860) is located in the old town of Kuressaare, 2 mins walk from the central square. Welcome to this haven of calm! New kitchen (07/24) in solid oak with induction hob & dishwasher. Renovated and furnished with a special flare - the thick stone walls lend a peaceful ambience. New single bed & new double sofa-bed, sleeping max 3. Perfect for couples, solo adventurers, as well business travellers. Enjoy unlimited WIFI and cable TV. The cosy bathroom has under-floor heating.

5 out of 5 average rating, 17 reviews

A modern living space is depicted, featuring a round dining table set for four with stylish tableware. A comfortable seating area is arranged with a large television mounted on the wall, adjacent to a stylish fireplace. Soft lighting enhances the inviting atmosphere.

Apartment in Kudjape

Tenno Apartment 2

Majutuskoht asub idülliliselt vaikses Kudjape külas Kuressaare külje all. Maja taga saab alguse Kudjape tervisepark, kus on võimalik teha tervisesporti kasvõi kogu perega. Naabruses asub ka jõusaal koos välijõusaaliga. Majutuskohast üle tee algab vastvalminud jalgrattatee, mida mööda võib liigelda, jalgsi, ratastel , rulluiskudel ümber Kuressaare linna. Lisaks on läheduses ka Kudjape disc-golfi rajad, Saaremaa suurimad ostukeskused AURIGA, LIDL, SELVER, COOP. Imeline paik puhkuseks kogu perega.

4.95 out of 5 average rating, 64 reviews

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

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.

A well-equipped kitchenette features sleek white cabinetry, a modern stove, and an oven. A round dining table is set for two, complemented by a small vase with flowers. Natural light filters through the window, highlighting the warm wooden flooring.

4.99 out of 5 average rating, 70 reviews

Cozy & modern apartment with bath

The unit is located near the central square of Kuressaare (~15minute walk). Location is good but quiet. The kitchenette has the necessary accessories (stove, oven, kettle, refrigerator, dishes, pot and pan, oil, salt/pepper, tea, coffee etc). There is a 43’ TV, a hairdryer and a fast internet connection (WiFi). AC in the summertime. There is a washing machine and a drying rack, iron. Bed linen and towels are provided. Also a travel cot for a child max age 3. Parking is free near the house.

4.88 out of 5 average rating, 80 reviews

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

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.

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.

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)

A viewing telescope is positioned on a balcony overlooking a serene landscape. Beyond the balcony railing, a grassy area meets a calm body of water, framed by trees and open sky. Light clouds are visible, creating a peaceful ambiance.

5 out of 5 average rating, 89 reviews

Modern sea view apartment with balcony

A modern apartment in Kuressaare, island of Saaremaa, where you will have everything you need to enjoy your stay. Perfect location near the sea, park and castle. Shop is within walking distance of 200m, restaurant 50m, and old city is less than 2km. This place is perfect for couples, solo adventures, business travellers and also families with kids. This apartment can accommodate up to 4 people, it has 1 bedroom with queen size bed, and a sofa bed is located in the living room.

4.97 out of 5 average rating, 132 reviews

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

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.

Superhost

Cottage in Undva

4.89 out of 5 average rating, 202 reviews

My little happy place

This is the perfect place to relax in nature, surrounded by numerous beautiful lakes and the sea. The closest lake and seaside are less than 1 km from the property, and just 3 km away you’ll find a stunning white sandy beach with crystal-clear blue waves. Nearby are the Vilsandi National Park and the iconic abandoned Kiipsaare lighthouse. This location offers plenty of freedom and fresh air—so much so that even nature itself comes here to take a vacation!

A modern building with a mix of brick and wood accents is shown. The entrance features large glass windows, and multiple balconies are visible on the upper floors. An open parking area is located in front, offering several spaces for vehicles.