Holiday rentals in Toompea

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.

New Modern Gem Near Old Town

Experience modern elegance on the edge of Tallinn’s historic heart. Welcome to your stylish boutique apartment in Kalamaja — thoughtfully designed for comfort and character, with everything you need for a relaxing stay. From the windows, you can spot the beautiful Stenbock House, the seat of the Estonian government, adding a touch of history to your view. Step outside to explore cozy cafés, unique shops, the lively Baltic Station Market, and the magic of Old Town — all just moments away.

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.

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.

Spacious seaside apartment next to Old Town

This modern and spacious (92 m²) seaside apartment has a wonderful location—very close to Tallinn Old Town, the harbour, and the train station. There are all the makings of an ideal family city vacation or business trip with colleagues—a roomy living room with an open kitchen area, two bedrooms, a sauna, a balcony, and in-house parking space. The apartment is situated on the upper floor, and it gets a lot of sunlight. There are several restaurants, coffee shops, and museums nearby.

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.

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.

Stunning View · Quiet · Modern · 2 min to Old Town

Discover a bright, modern studio retreat - designed for couples and small families seeking a peaceful stay with stunning Old Town views. Enjoy a renovated interior, a spacious 43 m² open-plan layout, and a 55” Smart TV. Located just 2 minutes from Old Town, this home offers comfort, convenience, and space to unwind. Paid parking is available. And one more amenity you can’t filter for: a very friendly host 😄.

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!

Studio w/ Kitchen & Queen bed in Telliskivi

This studio apartment has everything you need to live, work and play. Get the practical things like a fully equipped kitchen, washing machine, fast WiFi, 24/7 support, and regular professional cleaning, and fun stuff like a retro game console and instant camera. Stay in comfort for as long as you’d like – days, weeks or months.

Romantic attic in the middle of the Old Town

A romantic and cozy attic apartment in the heart of Tallinn Old Town, situated next to the Town Hall Square. Unique apartment with exposed historical wooden beams. Hardwood floor gives the historic feeling of Old Town. Located on 3rd floor of a 16th century building with windows to courtyard.

Medieval Old Tallinn Studio Apartment

This apartment will fulfil your medieval old town fantasies. Have you ever dreamed of staying in the house that was built over 6 centuries ago in year 1343? Just 200 meters from the best scenic views and sights in Tallinn, the Apartment is just renovated and with all the modern conveniences.