
Holiday rentals in Tallinn
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Top-rated holiday rentals in Tallinn
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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.

Luxury Moroccan Old Town, Unique Home
This 70 m2 moroccan style luxury home is made for a great vacation! In the heart but quiet part of Old Town. We offer You everything to feel pampered. Superb location - close to everything, steps away are best restaurants and sights. Great for couples, families, business travellers and solos, also smaller groups! Truly romantic and authentic atmosphere let you feel as at sacred place. Find peace in mind and soul. Take Yourself to a memorable stay at peaceful and beautiful heart of Old Town!

Cozy apartment, self check-in!
Welcome to our cozy apartment in the vibrant Kalamaja neighborhood! Located in a restored historic wooden house, it's perfect for 1-2 guests. Enjoy a bright kitchen, comfy bedroom, free WiFi, TV and essential appliances. Free street parking and self check-in available. A 5-minute walk takes you to trendy Telliskivi's restaurants and cafes, while Tallinn Old Town is a 20-minute walk distance. The tram stop is nearby for easy city exploration. Perfect for a relaxing weekend or longer stay!

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.

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 ...

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.

Old Town View | Elegant Penthouse Residence
Elegant top-floor apartment with one bedroom and a balcony facing south with a fantastic Old Town view. Ideally located in the hip and popular Kalamaja district, next to the Old Town. Tallinn’s trendiest restaurants, bars and cafés are situated just a few minutes’ walk away. Opposite to the house you will find the best market in Tallinn with fresh groceries, bakeries, a food court etc. One of the nicest restaurants is situated downstairs in the house.

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.

Deluxe studio with great view!
Beautiful studio with amazing view and superb location. Old Town is only in 3 minutes walking distance and you'll get to the harbor in 10 minutes. Situated in an old industrial quarter which has been converted into a lively urban area - like a city in a city. Everything you might need is only a few steps away - cafes, shops, restaurants, bars, museums. It is also easily accessible by tram, bus, car and even by boat.

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!
Popular amenities for Tallinn holiday rentals
Stay near Tallinn's top sights
Other great holiday rentals in Tallinn

Toompea 3BR Flat Near Viewpoints

Idyllic Old Town Apartment

Stunning Viru Residence

Elegant penthouse, panoramic city views & sauna.

Rotermann Urban Art City Escape

Spacious 1-Bedroom Apartment with Balcony

Stunning View, Quiet, 2 min to Old Town, renovated

Quality apartment near Old Town! Best location.
Quick stats about holiday rentals in Tallinn
Total rentals
4K properties
Nightly prices starting at
$13 SGD before taxes and fees
Total number of reviews
174K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
820 properties allow pets
Rentals with a pool
10 properties have a pool
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