Vacation rentals in Toompea

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Top-rated vacation rentals in Toompea

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Top guest favorite
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 Tallinn
4.93 out of 5 average rating, 225 reviews

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.

Top guest favorite
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.
Condo in Tallinn
4.93 out of 5 average rating, 101 reviews

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.

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, 131 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. 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.

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
4.96 out of 5 average rating, 181 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.

Guest favorite
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, 314 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 favorite
A spacious studio apartment features a king-size bed with soft linens and a wooden accent wall. A dining table with orange chairs sits near a large window, offering views of greenery and a nearby tower. Cozy seating is seen in the corner.
Apartment in Tallinn
5 out of 5 average rating, 118 reviews

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 😄

Guest favorite
A bright and spacious living area features an inviting blue sectional sofa and a wooden coffee table, surrounded by plants and shelving units filled with books. Large windows provide ample natural light, highlighting the warm tones of the wooden flooring and ceiling beams.
Apartment in Tallinn
4.97 out of 5 average rating, 123 reviews

Your summerhouse middle of the city

Spacious, comfy & artistic, Scandinavian style penthouse with a quaint balcony nearby the Old Town, middle of parks and a romantic wooden house area. Well equipped apartment is ideal for couples and families. A small grocery shop just at the front door and a park for children across the street. Also nice SPA nearby. 15 minutes walk to the Old Town and to popular Telliskivi area. Pets are welcome too!

Top guest favorite
Apartment in Tallinn
4.94 out of 5 average rating, 300 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!

Guest favorite
The living room showcases a blend of antique furniture and vibrant decor. A round table is surrounded by chairs, with large windows allowing natural light. An eye-catching colorful artwork is displayed on the wall, complemented by several plants that enhance the room's character.
Apartment in Tallinn
4.93 out of 5 average rating, 107 reviews

Charming Quiet Old Town Flat. Mins to Scenic Views

Situated in the Heart of the Old Town, this quiet, one-bedroom apartment built in the late 18th century can be found in the highest point of the Old Town just minutes away from the best view points and only a 10 mins walk to the Town Hall Square. Our amenities: • Washing machine • Dish washer • Kettle and cafetière • Microwave • High-speed internet • Music speaker

Top 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, 568 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.

Guest favorite
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
4.92 out of 5 average rating, 318 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 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, 293 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 vacation rentals

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