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Holiday houses 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.
Apartment 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 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.
Apartment in Tallinn
4.98 out of 5 average rating, 197 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 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.
Apartment 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.
Apartment 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.

Guest favourite
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.
Condo in Tallinn
4.81 out of 5 average rating, 530 reviews

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.

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.
Apartment in Tallinn
4.93 out of 5 average rating, 1,006 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 spacious living area features a deep blue couch complemented by soft pillows and a stylish coffee table. Elegant dining chairs surround a well-set dining table, while light-colored flooring creates a bright atmosphere. Soft wall colors and decorative art pieces add to the inviting ambiance.
Apartment in Tallinn
4.96 out of 5 average rating, 290 reviews

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!

Guest favourite
A bright studio space is furnished with a full-size bed, two armchairs, and a coffee table. Colorful artwork adorns the walls, while a vase of flowers adds a touch of nature. Soft lighting and a cozy atmosphere are created by the well-chosen decor.
Apartment in Tallinn
4.92 out of 5 average rating, 486 reviews

Studio with Kitchen, Urban location 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.

Guest favourite
A dining table set for four is paired with blue and white dishware. The open space features a comfortable seating area with a sofa and a spacious bed in the background, accented by large windows allowing natural light to illuminate the room.
Apartment in Tallinn
4.93 out of 5 average rating, 305 reviews

Medieval Old Tallinn Studio 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.
Apartment 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