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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
A modern living area features a cozy sofa and two elegant armchairs, positioned around a circular coffee table. A soft, textured rug lies beneath. A kitchen is visible in the background, complemented by a dining area with ample natural light streaming through windows.
Flat in Tallinn
4.92 out of 5 average rating, 436 reviews

Cozy attic in the heart of Old Town Tallinn

"The place is very unique and in an amazing location. One of the most interesting places I’ve stayed for an Airbnb" says one of my guests in feedback. Newly renovated and beautifully decorated apartment in the heart of old town Tallinn. High ceiling and supporting beams create the atmosphere, as well as stylish furnishings and atmospheric lighting. A quiet home base, even though the city's hustle and bustle starts just behind the gate – our vacation home that we are happy to open to our guests!

Top guest favourite
A modern living space showcases a dining area with a table and comfortable chairs, accompanied by a bouquet of tulips and a bowl of fruit. A soft gray sofa sits against a patterned accent wall, with large windows offering natural light and access to a balcony.
Flat in Tallinn
5 out of 5 average rating, 160 reviews

Brand new 1BR luxury apartment next to OLD TOWN

Our new apartment is furnished and styled with love. It's cozy and comfortable, full of light and clean. Located at Rotermanni district. It's a quieter and smaller urban area with many exceptional cafes/restaurants, beauty salons and a variety of high end brand stores. Port: 800 m walk Central Bus Station: 2 km Train Station: 1.5 km Airport: 4 km Viru Shopping center: 400 m Old Town: 100 m Park Kadriorg: 2.2 km Pelguranna, Pirita & Pikakari beach: 5-6 km Kalamaja/Telliskivi district: 2 km

Top guest favourite
A cozy workspace is presented with a light wooden table, accompanied by a red chair. A vase with dried grass stands on the table, alongside a mocha pot and a cup. A large roof window provides natural light and opens to a view of the surrounding historic buildings.
Flat in Tallinn
4.98 out of 5 average rating, 199 reviews

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.

Top guest favourite
A quaint stone building features a distinctive turret, complemented by a metal roof. A small outdoor seating area with two chairs and a table is situated in the garden, surrounded by neatly arranged greenery. The backdrop reveals taller buildings, adding to the historic ambiance.
Home in Tallinn
4.95 out of 5 average rating, 157 reviews

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.

Top guest favourite
A bright living room features a comfortable blue sofa with decorative cushions, positioned alongside a low coffee table. A wall-mounted TV is visible, and large windows offer a view of the Old Town, allowing natural light to fill the space. Light curtains frame the windows.
Flat in Tallinn
5 out of 5 average rating, 106 reviews

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.

Top guest favourite
A spacious living area is highlighted by large windows that reach the ceiling, allowing natural light to fill the room. A modern staircase with a glass railing leads to the upper floor. A soft sofa and a round pouf provide comfortable seating options, complemented by decorative plants.
Loft in Tallinn
4.99 out of 5 average rating, 307 reviews

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.

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 Tallinn
4.99 out of 5 average rating, 107 reviews

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 ;)

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 Tallinn
5 out of 5 average rating, 123 reviews

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.

Top guest favourite
Apartment in Tallinn
4.95 out of 5 average rating, 309 reviews

In the City Wall

This 40 m² studio is set within Tallinn’s medieval City Wall – a quiet and cozy retreat for travelers seeking history and privacy. Surrounded by limestone and brick, the space stays cool in summer and peaceful year-round. Tucked in a calm corner of the Old Town, it’s perfect for couples or solo explorers. Enjoy a compact kitchen, high-speed Wi-Fi, and a truly authentic Tallinn stay.

Top guest favourite
A charming courtyard is depicted, framed by historic white-washed buildings. A vintage car is parked prominently, adding character to the scene. The cobblestone ground provides texture, while the architectural details, including windows and doorways, suggest a blend of history and functionality.
Flat in Tallinn
4.93 out of 5 average rating, 1,007 reviews

Old Bishop's House

Small but functional and characterful accommodation in nearly 700 year old medieval building complex once owned by bishop of Tallinn, built in year 1339. Cool on summer, warm on winter. Located in the heart of the old town, 150 meters from Town Hall Square. Surrounded with restaurants, cafes, shops, museums etc, yet quiet and private- tucked away in a gated courtyard

Top guest favourite
A round wooden dining table is set for six, featuring white dishes and elegant glassware. A modern light fixture hangs above, illuminating the space. The room is complemented by large windows with dark curtains, allowing natural light to filter in.
Flat in Tallinn
4.91 out of 5 average rating, 297 reviews

Medieval Old Tallinn Luxury Apartment

This apartment will fulfil your medieval old town fantasies. Have you ever dreamed of staying in the house that was built over 6 centuries ago in year 1343? Just 200 meters from the best scenic views and sights in Tallinn, the Apartment is just renovated and with all the modern conveniences.

Top guest favourite
An internal spiral staircase leads to a cozy living area with hardwood flooring. A black couch, a wooden dining table, and various seating options are arranged around the room. Natural light enters through a large arched window, highlighting decorative indoor plants.
Flat in Tallinn
4.96 out of 5 average rating, 270 reviews

Contemporary penthouse in Tallinn's Old Town

The contemporary penthouse with magnificent views of the rooftops and towers is conveniently located in a historical 14th century building the heart of Tallinn’s Old Town. You can easily enjoy the charm of Old Town by walking along the narrow streets to numerous restaurants, shops, museums.

Popular amenities for Toompea holiday rentals

  1. Airbnb
  2. Estonia
  3. Harju
  4. Tallinn
  5. Toompea