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Vacation rentals in Toompea

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Top-rated vacation rentals in Toompea

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Top guest favorite
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.
Apartment in Tallinn
4.98 out of 5 average rating, 198 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.

Guest favorite
A comfortable living area is highlighted by wooden beams and a stone accent wall. A dark sofa is positioned near a vintage fireplace, with a decorative piece above it. Natural light filters through sheer curtains, and a small balcony is accessible through open doors.
Apartment in Tallinn
4.92 out of 5 average rating, 407 reviews

Romantic apartment in Old Town Tallinn

Freshly renovated charming 1 bedroom apartment with French balcony. Apartment is a part of the Medieval Hansa Merchant's House, located in very centre of the Old Town. We offer unique accommodation in decorated apartment with historic details. At the center of all interests, restaurants, cafes, shops, museums, public transport, nightlife, family activities etc. Located in quiet gated courtyard. Ideal apartment for couple, family, friends, business travellers ...

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
4.95 out of 5 average rating, 157 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 favorite
A bright living room features a comfortable blue sofa with decorative cushions, positioned alongside a low coffee table. A wall-mounted TV is visible, and large windows offer a view of the Old Town, allowing natural light to fill the space. Light curtains frame the windows.
Apartment in Tallinn
5 out of 5 average rating, 106 reviews

Old Town View | Elegant Penthouse Residence

Elegant top-floor apartment with one bedroom and a balcony facing south with a fantastic Old Town view. Ideally located in the hip and popular Kalamaja district, next to the Old Town. Tallinn’s trendiest restaurants, bars and cafés are situated just a few minutes’ walk away. Opposite to the house you will find the best market in Tallinn with fresh groceries, bakeries, a food court etc. One of the nicest restaurants is situated downstairs in the house.

Top 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, 307 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 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
4.99 out of 5 average rating, 107 reviews

Hygge 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 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, 123 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.

Guest favorite
A spacious bed is adorned with a patterned bedspread and colorful cushions, providing a comfortable sleeping area. A soft yellow pillow adds a pop of color. A bedside lamp stands nearby, illuminating the cozy space.
Condo in Tallinn
4.81 out of 5 average rating, 530 reviews

Schnelly Studio

Just a 5-minute walk from Tallinn’s Old Town, this cozy 20 m² studio is perfect for 2 travelers who value peace and quiet while staying close to the city’s main sights. Located near Telliskivi Creative City and right next to the Park Inn by Radisson & Spa, it’s an ideal base to explore the city. Easily reachable on foot from the port and city center, this spot offers comfort, convenience, and a great location all in one.

Top guest favorite
A charming courtyard is depicted, framed by historic white-washed buildings. A vintage car is parked prominently, adding character to the scene. The cobblestone ground provides texture, while the architectural details, including windows and doorways, suggest a blend of history and functionality.
Apartment in Tallinn
4.93 out of 5 average rating, 1,006 reviews

Old Bishop's House

Small but functional and characterful accommodation in nearly 700 year old medieval building complex once owned by bishop of Tallinn, built in year 1339. Cool on summer, warm on winter. Located in the heart of the old town, 150 meters from Town Hall Square. Surrounded with restaurants, cafes, shops, museums etc, yet quiet and private- tucked away in a gated courtyard

Top guest favorite
A spacious living area features a deep blue couch complemented by soft pillows and a stylish coffee table. Elegant dining chairs surround a well-set dining table, while light-colored flooring creates a bright atmosphere. Soft wall colors and decorative art pieces add to the inviting ambiance.
Apartment in Tallinn
4.96 out of 5 average rating, 290 reviews

Goldena Toompea Castle 2 BR Old Town Apartment

The bright and spacious apartment is located in an 18th-century house right in the heart of Old Town historic sights. Most exclusive location and a wonderful view to Estonia Parliament building. 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
A dining area features a round table with two chairs and a stool, complemented by a ceiling pendant light. A vibrant artwork is displayed on the wall nearby, while a small potted plant adds a touch of green. The open kitchen area is visible in the background.
Apartment in Tallinn
4.92 out of 5 average rating, 191 reviews

Studio & Kitchen on Telliskivi District (3 guests)

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 favorite
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, 297 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 vacation rentals

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