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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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Guest favourite
Flat
4.96 out of 5 average rating, 111 reviews

Clean, cozy and light Old Town loft apartment

Apartment has high ceilings and a very warm and inviting energy. Peaceful and welcoming with a classic Tallinn historical feel with a fantastic location and an atmosphere that feels right away like "home from home". 2 minute walk from Old Town Square, neighbouring some delicious restaurants, this apartment is fully equipped with lovely furniture and kitchenware. Super clean and bright with several comfortable places to sleep and on a (nearly) traffic-free street, its very peaceful at night.

Top guest favourite
A wooden sofa with colorful cushions is positioned in the living area, providing a cozy seating option. A dining table with chairs is visible in the background, along with shelves displaying various items. Natural light streams in through large windows, enhancing the inviting atmosphere.
Flat
4.96 out of 5 average rating, 238 reviews

Your holiday cottage middle of the city

Charming and quaint two-room apartment with fireplace nearby the Old Town, middle of parks and a romantic wooden house area called Kassisaba. Well equipped, ideal for couples and families (1-2 kids). A park for children across the street. Dog park 500 m away. Walking distance to the Old Town 1,3 km and to nearest restaurants 300 m. Trendy Telliskivi area is just a 15-minutes walk away. Parking is available in the yard. A small grocery shop just at the front door and an other one a block away.

Top guest favourite
Flat
5 out of 5 average rating, 135 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 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
4.97 out of 5 average rating, 231 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
Loft
4.99 out of 5 average rating, 319 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
Flat
4.99 out of 5 average rating, 123 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 😄

Top guest favourite
Flat
4.94 out of 5 average rating, 308 reviews

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!

Guest favourite
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.
Flat
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

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.
Flat
4.92 out of 5 average rating, 580 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 favourite
A stone archway with ornate detailing stands as an entrance to a gated courtyard. Lush greenery climbs the sides, providing a touch of nature. The background reveals a glimpse of a colorful building with a red roof, enhancing the charming character of Old Town.
Flat
4.92 out of 5 average rating, 170 reviews

Perfect stay in Old Town with Parking.

This newly renovated lovely over 50 m2 roomy studio with a fireplace is situated in the quiet street of Old Town where all sights are just in walking distance. Private car parking in the locked courtyard, which is very rare in the Old Town. Parking costs 12€ per booking. Ancient stone walls, high ceiling and modern interior.

Guest favourite
Exposed wooden beams create a rustic charm in the open living space. A pair of floral sofas is positioned around a wooden coffee table. A wall-mounted TV is visible, and a dining area includes a simple wooden table and two chairs. Soft lighting enhances the cozy atmosphere.
Flat
4.91 out of 5 average rating, 266 reviews

Romantic attic in the middle of the Old Town

A romantic and cozy attic apartment in the heart of Tallinn Old Town, situated next to the Town Hall Square. Unique apartment with exposed historical wooden beams. Hardwood floor gives the historic feeling of Old Town. Located on 3rd floor of a 16th century building with windows to courtyard.

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
4.96 out of 5 average rating, 297 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