Holiday rentals in Toompea

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Top-rated holiday rentals in Toompea

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

An overhead view of the living area reveals a blue sofa adorned with throw pillows. A round dining table is set for two, accompanied by light-colored chairs. Natural light filters through large windows, highlighting the clean lines and modern decor.

Loft in Kalamaja

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.

4.93 out of 5 average rating, 251 reviews

Guest favourite

A charming historic building is located in a vibrant square, surrounded by colorful facades and outdoor dining areas. Pedestrians are seen enjoying the atmosphere under a slightly cloudy sky, with trees providing a touch of greenery to the scene.

Flat in Kesklinn

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!

4.89 out of 5 average rating, 125 reviews

Top guest favourite

A modern living area features a large flat-screen television positioned above an electric fireplace. Shelves with decorative plants frame the TV. A window displays a city view adorned with twinkling lights and a Christmas tree, creating a cozy ambiance.

Flat in Kesklinn

Stunning Viru Residence

There is no better location to be found in Tallinn: high 8th floor in a unique residential building that seamlessly connects to the iconic Viru Keskus between landmark Viru Hotel and Tallink Hotel. It puts you right at the epicentre within a short walking distance from everything amazing that Tallinn has to offer: Old Town, bars, restaurants and much more. Connection to Viru Keskus grants you effortless access to shopping, dining, and exercising without even leaving the comfort of your home.

4.98 out of 5 average rating, 125 reviews

Top guest favourite

A bustling square is depicted, surrounded by historic buildings with distinct architecture. Cobblestone streets lead to a large building featuring ornate details and a peaked roof. Groups of people are visible, enjoying the lively atmosphere, while trees provide greenery at the edges of the scene.

Apartment in Kesklinn

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.

4.91 out of 5 average rating, 141 reviews

Top guest favourite

A spacious living area features a round dining table surrounded by elegantly carved chairs. An antique sofa complements the space, set on a richly patterned rug. Modern cabinetry and a light fixture are visible in the background, showcasing a blend of classic and contemporary design.

Flat in Kesklinn

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.

5.0 out of 5 average rating, 158 reviews

Top guest favourite

A cozy sleeping area is highlighted by a softly curved dark feature wall with integrated lighting. The spacious bed is adorned with decorative pillows and is complemented by a simple bedside table. A green door adds a contrasting touch to the neutral tones of the room.

Apartment in Kalamaja

Unique Studio Next to Telliskivi and Old Town

Welcome to your charming home base in Tallinn. Nestled between the iconic Old Town and trendy Telliskivi this stylish studio is the perfect blend of comfort and location. Whether you’re here for the food, culture, or just a weekend escape, everything is within walking distance. Located on a quiet side street in the heart of Kalamaja, the apartment offers peaceful nights and buzzing days. And yes – free parking is included, which is a rare perk in this area.

4.94 out of 5 average rating, 110 reviews

Top guest favourite

A comfortable living area features a gray sofa adorned with decorative cushions and a small glass side table with a lamp. Two abstract artworks are displayed on the light-colored wall, and a dining table with wooden chairs is positioned nearby, offering a view of the balcony.

Flat in Kalamaja

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.

4.98 out of 5 average rating, 112 reviews

Top guest favourite

A spacious living room showcases a pink sofa adorned with decorative pillows and a textured throw. A low table sits in front, complemented by a warm rug. Natural light filters through large balcony doors, accentuating a woven wall hanging above the sofa.

Flat in Kalamaja

Cozy 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 ;)

4.99 out of 5 average rating, 142 reviews

Superhost

A spacious bed is adorned with a patterned bedspread and colorful cushions, providing a comfortable sleeping area. A soft yellow pillow adds a pop of color. A bedside lamp stands nearby, illuminating the cozy space.

Apartment in Kesklinn

Schnelly Studio

Just a 5-minute walk from Tallinn’s Old Town, this cozy 20 m² studio is perfect for 2 travelers who value peace and quiet while staying close to the city’s main sights. Located near Telliskivi Creative City and right next to the Park Inn by Radisson & Spa, it’s an ideal base to explore the city. Easily reachable on foot from the port and city center, this spot offers comfort, convenience, and a great location all in one.

4.82 out of 5 average rating, 585 reviews

Top guest favourite

Flat in Kesklinn

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 😄

4.99 out of 5 average rating, 151 reviews

Guest favourite

Flat in Kesklinn

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!

4.94 out of 5 average rating, 331 reviews

Top guest favourite

Flat in Kalamaja

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.

4.99 out of 5 average rating, 162 reviews