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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, 219 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.

Guest favourite
A charming private entrance is visible, framed by lush greenery and two planters. The door, featuring a soft pink hue, is complemented by a light fixture on each side. A muted yellow wall provides a warm backdrop to this inviting courtyard space.
Apartment in Tallinn
4.85 out of 5 average rating, 129 reviews

Cozy & unique stay in old town

This special place is situated right in the heart of the old town, very close to everything - historical sights and museums, restaurants, and bars, making it easy to plan your visit, as you can get around on foot. The apartment has its own cute private entrance in a charming courtyard and is super cozy. It's on two floors - a fully equipped kitchen on one, and a bedroom and a brand new bathroom on the other. This tiny home is full of clever storage solutions, making it a very unique apartment.

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 Tallinn
4.82 out of 5 average rating, 333 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
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, 172 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 favourite
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
4.98 out of 5 average rating, 117 reviews

Cozy 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 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, 111 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, 220 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.

Top Guest favourite
Apartment in Tallinn
4.94 out of 5 average rating, 292 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
Condo in Tallinn
4.95 out of 5 average rating, 322 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.

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.
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

Guest favourite
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, 317 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.

Popular amenities for Toompea holiday rentals

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