Vacation rentals in Toompea

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!

Value · Location · View

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.

Value · Family · Hospitality

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.

Value · Location · Sleep quality

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.

Location · Value · Walkability

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.

Family · Location · View

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.

Family · Location · Getting around

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!

Family · Location · Getting around

W Apartments loft in Kalamaja, patio and parking

The 70 m2 loft set on two levels in a recently renovated historic building in a peaceful residential street, short walk from the Old Town, Telliskivi and Noblessner. Private patio, windows facing the courtyard, parking. 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.

Family · Value · Walkability

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 ;)

Value · Location · Getting around

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!

Family · Value · Laundry

Exclusive apartment in Heart of Town

The building is located next to Kultuurikatel in a quiet courtyard, only a short walk away from the Port of Tallinn passenger terminals, the Old Town, Telliskivi Creative City and Seaplane Harbour. An exclusive 3-room apartment, tastefully designed with attention to quality, in this apartment building that boasts unique architectural solutions both inside and on the exterior.

Location · Family · View

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.

Family · Location · Breakfast