Holiday houses in Toompea

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Top-rated holiday rentals in Toompea

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Guest favourite
A charming historic building is located in a vibrant square, surrounded by colorful facades and outdoor dining areas. Pedestrians are seen enjoying the atmosphere under a slightly cloudy sky, with trees providing a touch of greenery to the scene.
Apartment in Kesklinn
4.89 out of 5 average rating, 125 reviews

2BR 95m2 apartment/Old Town/Free Parking/Sauna!

Cozy apartment located in the heart of Tallinn's Old Town – the oldest part of Tallinn that has managed to wholly preserve its medieval and Hanseatic structure and is registered on the UNESCO World Heritage list! This charming space features two comfortable bedrooms, a fully equipped kitchen, and a modern bathroom with a sauna and extra toilet. Living area is perfect for relaxing after a day of exploring, with a flat-screen TV and free Wi-Fi. Enjoy the historic ambiance and vibrant atmosphere!

Top Guest favourite
A cozy sleeping area is separated by soft curtains, revealing a spacious bed with warm bedding. A small, round table and two antique chairs are positioned nearby, providing a quaint dining space. Dimmable lighting creates a gentle glow, highlighting the textured wall.
Apartment in Kesklinn
4.83 out of 5 average rating, 362 reviews

Medieval Romance + view _on the artery of Old Town

Apartment is housed in a historic building - just in the artery of the OldTown, on the quiet street. The property has marvellous St Nicholas' Church views. We really promise that you get the medieval atmosphere while your stay. The apartment is lately fully renovated, with central heating and fitted with a fully equipped kitchen with a dishwasher. There is 1 bath with washing machine. We provide all needed amenities for short or longer stay, including such as free WiFi and a flat-screen TV.

Top Guest favourite
Apartment in Kesklinn
5.0 out of 5 average rating, 25 reviews

Bishop's Residence

Bishop's Residence is a cozy studio apartment in the oldest surviving private house on Toompea Hill, a national monument in the highest spot of Tallinn's Old Town. Located two metres and 41 centimetres from the Cathedral, this 15th-century building was the residence of the Archbishop in medieval times. Step outside and you’ll also find yourself between the Parliament and the Prime Minister’s Office, beside Bishop’s Garden where the evening light and sunsets can be nothing short of magical.

Superhost
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 Kesklinn
5.0 out of 5 average rating, 155 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.

Guest favourite
A private terrace showcases a cozy seating arrangement, featuring dark wicker furniture adorned with decorative cushions. An umbrella provides shade, while a view of Tallinn’s historic Old Town and surrounding greenery is visible in the background under a partly cloudy sky.
Apartment in Kesklinn
4.96 out of 5 average rating, 51 reviews

Luxury Villa style/best view/terrace/BBQ/2BR/2bath

Welcome to our spacious villa-style apartment with two bedrooms, a large living room, two bathrooms, and an open-plan dining area. Step out to your private balcony with stunning Old Town views, outdoor dining, and a BBQ for memorable evenings. Just a 5–10 minute walk brings you to Tallinn’s main Old Town attractions, shops, and cafés. Perfect for families or groups, the flat is fully equipped for cooking and features fast Wi-Fi and modern comforts. Book your Old Town stay today!

Superhost
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 Kesklinn
4.82 out of 5 average rating, 193 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 favourite
Apartment in Kesklinn
4.95 out of 5 average rating, 20 reviews

Unique 1-bedroom in Old Town

Charming 1-bedroom apartment in the heart of Tallinn Old Town, featuring beautiful exposed wooden beams, warm wooden floors, and natural light. The apartment offers a unique split-level layout that blends historic character with modern comfort. Please note: The apartment is located on an upper floor and is accessed via quite steep and narrow stairs. This adds to the historic Old Town charm but may be uncomfortable for guests with limited mobility or large luggage.

Top Guest favourite
Apartment in Kalamaja
5.0 out of 5 average rating, 26 reviews

Luxury 3BR Panoramic Old Town Views | 6 Balconies

Wake up with panoramic views over Tallinn’s Old Town in this exceptional 3BR designer residence. Step onto six private balconies or unwind by the dramatic 4m floor-to-ceiling window as light floods the space and the city unfolds before you. Set in a one-of-a-kind building by Japanese-Estonian architects, right next to Old Town and vibrant Telliskivi, with top dining, cafés, and culture just steps away, plus private parking and elevator access.

Top Guest favourite
Apartment in Kesklinn
4.94 out of 5 average rating, 328 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!

Superhost
Condo in Kalamaja
5.0 out of 5 average rating, 13 reviews

Terrace/Luxury design/5m ceiling loft/free coffee

Defined by 5.5 m ceilings and refined modern design, this 45 m² loft offers a peaceful escape with a 20 m² private terrace. The upper-level glass-enclosed bedroom suite, airy living area with sofa bed, and high-end kitchen ensure comfort for four guests. Smart TV, A/C, and elegant touches throughout. A chic haven in Tallinn’s creative quarter.

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 Põhja-Tallinn
4.92 out of 5 average rating, 609 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 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.
Apartment in Kesklinn
4.91 out of 5 average rating, 272 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.

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