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Holiday houses in Toompea

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Top-rated holiday rentals in Toompea

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Top Guest favourite
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, 224 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 favourite
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, 99 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 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, 313 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 light-filled living area is showcased with a stylish sofa, contrasted against a textured stone wall. A round dining table with modern chairs is visible, while a large window opens to a private patio, enhancing the sense of spaciousness.
Loft in Tallinn
4.97 out of 5 average rating, 130 reviews

W Apartments loft in Kalamaja, patio and parking

The 70 m2 loft set on two levels in a recently renovated historic building in a peaceful residential street, short walk from the Old Town, Telliskivi and Noblessner. Private patio, windows facing the courtyard, parking. With 2 bedrooms the apartment is ideal for couples and friends sharing and it is also great for families. Premium quality beds, feather duvets and pillows, sateen bed linen and black out curtains assure a goodnight sleep.

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, 130 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
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, 116 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
A cozy living area is highlighted by a large window, allowing natural light to fill the space. Soft seating is arranged around a wooden coffee table, and colorful cushions add touches of comfort. A serene nature-themed artwork adorns the wall, complementing the atmosphere.
Apartment in Tallinn
4.9 out of 5 average rating, 221 reviews

New and stylish apartment in trendy Kalamaja

This courtyard side apartment building was completed in 2017. This 2nd floor one bedroom apartment is very cozy and quiet, providing a good night’s sleep and a perfect location in the trendy Telliskivi and Kalamaja areas. Located right next to the Old Town, Telliskivi area and Tallinn's fabulous Farmers Market (Baltijaam Turg). There are lot of good restaurants, cafes, bars and design shops near the apartment.

Guest favourite
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 favourite
Apartment in Tallinn
4.94 out of 5 average rating, 297 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 favourite
A comfortable living area features a large sectional sofa adorned with decorative pillows in various patterns. A round coffee table sits centrally on a soft area rug. Natural light is filtered through sheer shades, complementing the air conditioning unit mounted on the wall.
Apartment in Tallinn
4.81 out of 5 average rating, 192 reviews

Luxury penthouse with terrace & sauna in Old Town

This luxury penthouse apartment is a hidden gem in Tallinn Old Town. The apartment boasts two floors and a large private terrace with spectacular views overlooking the Old Town. The penthouse has one bedroom and accommodates up to four guests. There is a fully equipped kitchen with a combined dining area and living room as well as a bathroom with sauna.

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
4.93 out of 5 average rating, 552 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 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, 310 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.

Popular amenities for Toompea holiday rentals

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