Vacation rentals in Toompea

Charming loft right next to the beautiful Old Town

The warm seaside apartment is located in the heart of Tallinn and is right next to the beautiful Old Town, the harbour and to everything that the romantic and medieval city of Tallinn has to offer. Its location gives you the opportunity to stroll and wonder around the Old Town, go sightseeing, take a culinary voyage - drink wine in Toompea and enjoy dessert in Neitsitorn, explore museums, theatre, music, architecture, culture, nightlife and much more to spend quality time in this historic city.

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.

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.

W Apartments on city waterfront, parking

The 80m2 stylish apartment (2nd floor, elevator) of a brand new building by the sea in Kalaranna, a short walk from the Old Town, Noblessner and Telliskivi. With 2 bedrooms the apartment is ideal for couples and friends sharing and it is also great for families. Premium quality beds, feather duvets and pillows, sateen bed linen and black out curtains assure a goodnight sleep. One indoor parking place is available for the guests free of charge.

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 😄

Chic Boutique Stay By Old Town & Seaside

Experience comfort and style in this beautifully designed 2-bedroom apartment, ideally located in the heart of Kalamaja—Tallinn’s most vibrant and creative neighborhood. Just steps away from the historic Old Town, the seaside promenade, and some of the city’s best restaurants, bars, cafés, and art galleries, this home is perfect for travelers who value both convenience and character.

Charming Quiet Old Town Flat. Mins to Scenic Views

Situated in the Heart of the Old Town, this quiet, one-bedroom apartment built in the late 18th century can be found in the highest point of the Old Town just minutes away from the best view points and only a 10 mins walk to the Town Hall Square. Our amenities: • Washing machine • Dish washer • Kettle and cafetière • Microwave • High-speed internet • Music speaker

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!

Luxury penthouse with terrace & sauna in Old Town

This luxury penthouse apartment is a hidden gem in Tallinn Old Town. The apartment boasts two floors and a large private terrace with spectacular views overlooking the Old Town. The penthouse has one bedroom and accommodates up to four guests. There is a fully equipped kitchen with a combined dining area and living room as well as a bathroom with sauna.

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.