Holiday houses in Toompea

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.

Cozy Old Town Historic House

A unique three story single family house is located in an easily accessible part of the Old Town.The house`s thick limestone walls are partly the tower of the medieval city wall. You will find romance and privacy here within the small Scottish Park, behind a lockable gates to the park and your small private garden. Sightseeings, museums, restaurants of Old Town within a short walk. Enjoy yourself and companions in medieval atmosphere. Great for creative retreat.

Upscale Sea-View Loft with Sauna in Heart of Town

Glide from bedroom, to sauna, to open terrace at a sophisticated apartment with striking contemporary flourishes. Windows soar to 5m-high ceilings, and circular mirrors sparkle in the light. Parquet floors and fluffy textiles add depth and warmth. Minutes from Old Town, the loft is housed in a stylish apartment building, right next to the Kultuurikatel creative hub. Explore the trendy, bohemian Telliskivi and Kalamaja districts and unique Old Town.

Hygge stay in Kalamaja

Keep it nice and simple at this peaceful and centrally-located place. Whether you’re attending a conference at Kultuurikatel, are on a photo hunt for the Old Town or enjoying an easy getaway in a hip and fun district, this home will have you covered for any occasion and make sure you’re always just a step away from wherever you need to get to. Once you’re done for the day, it’ll be a spot to rewind and recoup. Tea and Netflix awaiting ;)

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. Reliably heated in winter and tailored for the thoughtful traveler, it sits on one of Tallinn’s most picturesque streets, just a few steps from the newly opened Tallinn City Theatre and a three-minute walk to the Christmas Market.

In the City Wall

This 40 m² studio is set within Tallinn’s medieval City Wall – a quiet and cozy retreat for travelers seeking history and privacy. Surrounded by limestone and brick, the space stays cool in summer and peaceful year-round. Tucked in a calm corner of the Old Town, it’s perfect for couples or solo explorers. Enjoy a compact kitchen, high-speed Wi-Fi, and a truly authentic Tallinn stay.

Old Bishop's House

Small but functional and characterful accommodation in nearly 700 year old medieval building complex once owned by bishop of Tallinn, built in year 1339. Cool on summer, warm on winter. Located in the heart of the old town, 150 meters from Town Hall Square. Surrounded with restaurants, cafes, shops, museums etc, yet quiet and private- tucked away in a gated courtyard

Goldena Toompea Castle 2 BR Old Town Apartment

The bright and spacious apartment is located in an 18th-century house right in the heart of Old Town historic sights. Most exclusive location and a wonderful view to Estonia Parliament building. 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 & Kitchen on Telliskivi District (3 guests)

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.

Medieval Old Tallinn Luxury 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.

Contemporary penthouse in Tallinn's Old Town

The contemporary penthouse with magnificent views of the rooftops and towers is conveniently located in a historical 14th century building the heart of Tallinn’s Old Town. You can easily enjoy the charm of Old Town by walking along the narrow streets to numerous restaurants, shops, museums.

Quiet Botanical Old Town Apartment

Discover tranquility in my spacious 1-bedroom apartment at the heart of the Old Town. Just a 5-min stroll to the lively main square and a 15/20-min walk to the ferry harbor. Immerse yourself in modern comfort with a touch of historic charm. Your perfect retreat in the midst of it all!