Holiday 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!

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.

Luxurious Sea View Harbor suite

Merevaatega luksuslik läbi maja planeeringuga korter Noblessneri jahisadamas on valminud 2024 a. Aknast ja rõdult paistab meri, jahisadam, kai, kohvikud ja galeriid. Ümbrus on roheline ja hästi hoolitsetud, naabruses uusarendused, Kalmistu park, Kalaranna tänav, restoranid, Noblessneri valukoda ja palju muud. Lühikese jalutuskäigu kaugusel on trendikas Balti jaama turg, orgaanilise toidu pood ning palju muud uudistamist. Suvel toimub Noblessneris mitmeid kontserte, eriüritusi ja regatte.

Spacious Luxury with Stunning Terrace OId Town

Stylish 2BR flat in the heart of Tallinn’s Old Town, tucked away on a quiet, secure side street. Fully equipped kitchen, huge dining and living room, Netflix, 2 bathrooms (shower & bath). Quiet residential building, huge private terrace with breathtaking views. Strictly no parties allowed. If your travelling style is loud, please choose another place. It’s a small community and respecting our calm environment is non-negotiable. A rare gem in the best location, close to everything

Lavanda Suite

Welcome to your elegant and cozy stay. For your convenience, we offer easy contactless self check-in, allowing you to arrive anytime with complete flexibility. We are also always available online and happy to help with recommendations, questions, or anything you may need during your stay. We created these spaces with attention to every detail so that your trip feels comfortable, relaxing, and memorable — whether you are visiting Tallin for leisure, work, wellness, or a longer getaway.

Luxurious junior suite in Tallinn´s city centre

Luxurious new apartment presented in Junior Suite style (37m2) in the heart of Tallinn. Cental ventilation brings cooled air during the summer, therefore it will be cooler inside than outside. Located just 5 minutes walk away from the old town, shopping, restaurants and entertainment. This apartment was specificially made for AirBnB use, therefore everything here is new; no old beds, sofas, linens, towels, carpets – all new for your comfort. Check weekly and monthly specials!

2-story Loft/ Large terrace/ Next to Old Town

Cosy two-floor apartment near the city center. Downstairs bedroom opens to a large private terrace, perfect for morning coffee or evening relaxation. Upstairs features a bright open-plan living room, dining area, and fully equipped kitchen. Stylish furnishings, smart TV with Amazon prime video, Disney+ and GO3 available, fast Wi-Fi ensure comfort and convenience. At the edge of Old Town, shops, and cafés—ideal for a cozy Tallinn stay! The SmartStay Estonia team welcomes you!

Elegant Old Town Loft is located in Rataskaevu

Set in the heart of iconic Rataskaevu Street, this rare medieval loft overlooks Tallinn’s historic well and some of the city’s most celebrated restaurants. Fine dining, wine bars and a 5-star boutique hotel are just steps away, while inside the apartment you’ll find high ceilings, warm light and the timeless charm of Old Town Tallinn. Peaceful at night despite its prime central location, it offers a welcoming atmosphere that truly feels like a home away from home.

Your holiday cottage middle of the city

Charming and quaint two-room apartment with fireplace nearby the Old Town, middle of parks and a romantic wooden house area called Kassisaba. Well equipped, ideal for couples and families (1-2 kids). A park for children across the street. Dog park 500 m away. Walking distance to the Old Town 1,3 km and to nearest restaurants 300 m. Trendy Telliskivi area is just a 15-minutes walk away. Parking available in the yard if there is space. Two grocery shops nearby.

Spacious 1-Bedroom Apartment with Balcony

• 1 bedroom apartment • 180 cm-wide king bed • Additional sofa bed • Sleeps 4 people • Balcony • Climate-neutral & double carbon offset • 47-55 m2 • Kitchen • Air ventilation with cooling • Shared laundry facilities • Regular professional cleaning • Local gym access included • Yoga mats & online yoga studio access included • Contactless access • Early check-in & late check-out (on request) • Fast WiFi • Smart TV • Free luggage storage • Baby crib available

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!

Luxury stay in Old Town nobleman’s house

LUXURY APARTMENT IN THE QUIET INNER YARD OF OLD TOWN! Rent a luxury studio apartment in Engelhardt's house. The Lai 9 building is one of the cleanest neo-Renaissance-style buildings in Tallinn, with older structures dating back to the Middle Ages. The house was completely renovated in 2017. The house has a spacious quiet courtyard, which is also tidy and landscaped.