Vacation rentals in Toompea

A charming historic building is located in a vibrant square, surrounded by colorful facades and outdoor dining areas. Pedestrians are seen enjoying the atmosphere under a slightly cloudy sky, with trees providing a touch of greenery to the scene.

4.89 out of 5 average rating, 125 reviews

2BR 95m2 apartment/Old Town/Free Parking/Sauna!

Cozy apartment located in the heart of Tallinn's Old Town – the oldest part of Tallinn that has managed to wholly preserve its medieval and Hanseatic structure and is registered on the UNESCO World Heritage list! This charming space features two comfortable bedrooms, a fully equipped kitchen, and a modern bathroom with a sauna and extra toilet. Living area is perfect for relaxing after a day of exploring, with a flat-screen TV and free Wi-Fi. Enjoy the historic ambiance and vibrant atmosphere!

ValueLocationAmenities

Superhost

Apartment in Kalamaja

Luxury Penthouse in Best Area, Balcony & Parking

Enjoy the luxury and comfort at a spacious penthouse in the heart of Tallinn. Perfectly located next to the UNESCO world heritage Tallinn old town and famous hipster area Telliskivi. In a few minutes walking distance, you can find the best restaurants, cafes, museums, and parks in Tallinn. The spacious and clever room planning in the property combines everything needed to offer a pleasant stay. There is a huge living room with an open kitchen and bedrooms on different sides of the apartment.

ValueLocationQuiet

4.79 out of 5 average rating, 29 reviews

A cozy sleeping area is separated by soft curtains, revealing a spacious bed with warm bedding. A small, round table and two antique chairs are positioned nearby, providing a quaint dining space. Dimmable lighting creates a gentle glow, highlighting the textured wall.

4.82 out of 5 average rating, 365 reviews

Medieval Romance + view _on the artery of Old Town

Apartment is housed in a historic building - just in the artery of the OldTown, on the quiet street. The property has marvellous St Nicholas' Church views. We really promise that you get the medieval atmosphere while your stay. The apartment is lately fully renovated, with central heating and fitted with a fully equipped kitchen with a dishwasher. There is 1 bath with washing machine. We provide all needed amenities for short or longer stay, including such as free WiFi and a flat-screen TV.

LocationFamilyTV

4.92 out of 5 average rating, 136 reviews

A bustling square is depicted, surrounded by historic buildings with distinct architecture. Cobblestone streets lead to a large building featuring ornate details and a peaked roof. Groups of people are visible, enjoying the lively atmosphere, while trees provide greenery at the edges of the scene.

Condo in Kesklinn

Idyllic flat in a prime location

Discover Tallinn's charm in my one-bedroom unique styled flat, nestled in the heart of the Old Town. Immerse yourself in the ambiance of this abode, where comfort meets timeless charm. Step outside to find yourself surrounded by the cobbled streets, medieval architecture, and a plethora of cafes, restaurants, and boutiques waiting to be explored. Whether you're a history enthusiast or a modern-day adventurer, the flat provides the perfect base to experience all that Tallinn has to offer.

ValueFamilyCheck-in

5.0 out of 5 average rating, 26 reviews

Bishop's Residence

Bishop's Residence is a cozy studio apartment in the oldest surviving private house on Toompea Hill, a national monument in the highest spot of Tallinn's Old Town. Located two metres and 41 centimetres from the Cathedral, this 15th-century building was the residence of the Archbishop in medieval times. Step outside and you’ll also find yourself between the Parliament and the Prime Minister’s Office, beside Bishop’s Garden where the evening light and sunsets can be nothing short of magical.

ValueLocationComfort

A spacious living area features a round dining table surrounded by elegantly carved chairs. An antique sofa complements the space, set on a richly patterned rug. Modern cabinetry and a light fixture are visible in the background, showcasing a blend of classic and contemporary design.

5.0 out of 5 average rating, 155 reviews

Luxury Old Town Apartment by Tallinn City Theatre

Enjoy a quiet Old Town retreat where medieval character meets modern comfort. This spacious two-room apartment features elegant antiques, an exceptionally comfortable king-size bed, and a deluxe whirlpool bath. In summer, the thick historic walls keep the apartment pleasantly cool, adding to its calm and restful atmosphere. It sits on one of Tallinn’s most picturesque streets, just a few steps from the Tallinn City Theatre and within easy walking distance of the Old Town’s main sights.

LocationFamilyQuiet

A private terrace showcases a cozy seating arrangement, featuring dark wicker furniture adorned with decorative cushions. An umbrella provides shade, while a view of Tallinn’s historic Old Town and surrounding greenery is visible in the background under a partly cloudy sky.

4.96 out of 5 average rating, 51 reviews

Luxury Villa style/best view/terrace/BBQ/2BR/2bath

Welcome to our spacious villa-style apartment with two bedrooms, a large living room, two bathrooms, and an open-plan dining area. Step out to your private balcony with stunning Old Town views, outdoor dining, and a BBQ for memorable evenings. Just a 5–10 minute walk brings you to Tallinn’s main Old Town attractions, shops, and cafés. Perfect for families or groups, the flat is fully equipped for cooking and features fast Wi-Fi and modern comforts. Book your Old Town stay today!

FamilyLocationSleep quality

The living area features a light-colored sofa and a glass coffee table positioned on a wooden floor. A flat-screen TV is visible against a textured wall with stone elements. Two windows allow natural light to illuminate the space, complemented by gray curtains and wood detailing.

4.83 out of 5 average rating, 197 reviews

Medieval flat for 4 with jacuzzi

This cozy, lovely apartment is situated in the heart of Old Town of Tallinn. This is the perfect home away from home for you- the apartment is full of medieval character dating back to the 15th Century with exposed lime stone, wooden beams and medieval painting. The apartment is on slightly different levels and very interesting. It has one bedroom with a double bed, fully equipped kitchen, a bathroom with jacuzzi bath, working fireplace, WIFI and washing machine.

FamilyLocationLong stay

4.95 out of 5 average rating, 20 reviews

Unique 1-bedroom in Old Town

Charming 1-bedroom apartment in the heart of Tallinn Old Town, featuring beautiful exposed wooden beams, warm wooden floors, and natural light. The apartment offers a unique split-level layout that blends historic character with modern comfort. Please note: The apartment is located on an upper floor and is accessed via quite steep and narrow stairs. This adds to the historic Old Town charm but may be uncomfortable for guests with limited mobility or large luggage.

ValueLocationQuiet

5.0 out of 5 average rating, 26 reviews

Apartment in Kalamaja

Luxury 3BR Panoramic Old Town Views | 6 Balconies

Wake up with panoramic views over Tallinn’s Old Town in this exceptional 3BR designer residence. Step onto six private balconies or unwind by the dramatic 4m floor-to-ceiling window as light floods the space and the city unfolds before you. Set in a one-of-a-kind building by Japanese-Estonian architects, right next to Old Town and vibrant Telliskivi, with top dining, cafés, and culture just steps away, plus private parking and elevator access.

LocationFamilyWalkability

4.94 out of 5 average rating, 329 reviews

Goldena Toompea Castle 2-Storey Unique Apartment

Modern and spacious 2level loft-style apartment with vaulted ceilings which is located in an 18th-century house right in the heart of Old Town. Most exclusive location and a wonderful view to Estonia Parliament building and St.Nevsky Cathedral. There are a lot of sightseeing, restaurants, bars, souvenir markets and historical places in a less than 500m walking distance. Enjoy your stay with Goldena Apartments!

FamilyValueHeating