Vacation rentals in Toompea

Elegant penthouse, panoramic city views & sauna.

The brand-new two-story penthouse offers luxurious living with breathtaking views. The top floor provides panoramic vistas of Tallinn, including Old Town, the city center, Tallinn Bay, and Harku Lake. The interior is modern, elegant and air-conditioned. The second level boasts an amazing glass-walled private sauna with superb views. The 3BR suite penthouse comes fully furnished and includes 3 parking spaces and 2 storage units. It's conveniently located with nearby amenities and attractions.

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.

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.

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.

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.

Rooftop flat in city central, Free Private Parking

Enjoy your stay in our fully renovated apartment which is just an 8 minute walk from the Freedom Square and Old Town. Free Wifi and free private parking on site. Self check in and out. Our apartment is located in a historic building built in 1889 which is protected by the National Heritage Board. The building and the apartment are fully renovated. It is easy to get around the city center by foot, electric scooters and tram. Cafes, restaurants and grocery stores are close by.

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.

Romantic apartment in Old Town Tallinn

Freshly renovated charming 1 bedroom apartment with French balcony. Apartment is a part of the Medieval Hansa Merchant's House, located in very centre of the Old Town. We offer unique accommodation in decorated apartment with historic details. At the center of all interests, restaurants, cafes, shops, museums, public transport, nightlife, family activities etc. Located in quiet gated courtyard. Ideal apartment for couple, family, friends, business travellers ...

Rotermann Industrial Art Loft

Experience the charm of Tallinn’s iconic Rotermann Quarter in this stylish industrial loft. Featuring authentic exposed brick walls, large historic windows, warm oak finishes, and modern Nordic design, the apartment blends heritage with comfort. Located in a lively area filled with excellent restaurants, cafés, bars, and shops, it’s the perfect base for exploring the city. Walking distance to Old Town, the harbor, and major attractions.

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!