Vacation rentals in Toompea

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Top-rated vacation rentals in Toompea

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Guest favorite
The living area features a light-colored sofa and a glass coffee table positioned on a wooden floor. A flat-screen TV is visible against a textured wall with stone elements. Two windows allow natural light to illuminate the space, complemented by gray curtains and wood detailing.
Apartment in Tallinn
4.81 out of 5 average rating, 139 reviews

Medieval flat for 4 with jacuzzi

This cozy, lovely apartment is situated in the heart of Old Town of Tallinn. This is the perfect home away from home for you- the apartment is full of medieval character dating back to the 15th Century with exposed lime stone, wooden beams and medieval painting. The apartment is on slightly different levels and very interesting. It has one bedroom with a double bed, fully equipped kitchen, a bathroom with jacuzzi bath, working fireplace, WIFI and washing machine.

Top guest favorite
A comfortable living area is highlighted by wooden beams and a stone accent wall. A dark sofa is positioned near a vintage fireplace, with a decorative piece above it. Natural light filters through sheer curtains, and a small balcony is accessible through open doors.
Apartment in Tallinn
4.92 out of 5 average rating, 413 reviews

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 ...

Top guest favorite
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, 163 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 favorite
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, 109 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 favorite
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.

Top guest favorite
Apartment in Tallinn
4.94 out of 5 average rating, 285 reviews

Goldena Toompea Castle 2-Storey Unique Apartment

Modern and spacious 2level loft-style apartment 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!

Top guest favorite
Condo in Tallinn
4.95 out of 5 average rating, 313 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 favorite
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, 1,021 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

Guest favorite
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
4.93 out of 5 average rating, 496 reviews

Studio w/ Kitchen & Queen bed 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.

Top guest favorite
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.
Apartment in Tallinn
4.91 out of 5 average rating, 300 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 favorite
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, 277 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.

Top guest favorite
A dining area features a wooden table surrounded by four high-backed chairs, set for a meal with dishes and glassware. The rustic stone walls add character to the space, and soft lighting enhances the ambiance.
Apartment in Tallinn
4.93 out of 5 average rating, 111 reviews

Cave Studio in the heart of Tallinn Old Town, 55m2

Wander around the historic streets while the city sleeps, then head back for a morning coffee at this unique studio in 16th-Century Old Town Building. Opposite St. Olafs Church, and minutes walk from all main tourist attractions and restaurants.

Popular amenities for Toompea vacation rentals

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