Holiday rentals in Tallinn

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Top-rated holiday rentals in Tallinn

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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 Vanalinn
4.92 out of 5 average rating, 203 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
The spacious living area features a large red sofa adorned with decorative cushions, complemented by a cozy orange armchair. A flat-screen TV is positioned on a wooden shelf, and warm wooden beams extend from the ceiling, enhancing the room's character.
Flat in Vanalinn
4.93 out of 5 average rating, 508 reviews

Luxury Moroccan Old Town, Unique Home

This 70 m2 moroccan style luxury home is made for a great vacation! In the heart but quiet part of Old Town. We offer You everything to feel pampered. Superb location - close to everything, steps away are best restaurants and sights. Great for couples, families, business travellers and solos, also smaller groups! Truly romantic and authentic atmosphere let you feel as at sacred place. Find peace in mind and soul. Take Yourself to a memorable stay at peaceful and beautiful heart of Old Town!

Guest favourite
A cozy bedroom showcases a spacious bed with soft bedding against a light-colored wall. A sleek TV is positioned on a minimalist stand, while a potted plant adds a touch of greenery. Natural light fills the room, enhancing the neutral tones and clean lines.
Flat in Kalamaja
4.93 out of 5 average rating, 145 reviews

Cozy apartment, self check-in!

Welcome to our cozy apartment in the vibrant Kalamaja neighborhood! Located in a restored historic wooden house, it's perfect for 1-2 guests. Enjoy a bright kitchen, comfy bedroom, free WiFi, TV and essential appliances. Free street parking and self check-in available. A 5-minute walk takes you to trendy Telliskivi's restaurants and cafes, while Tallinn Old Town is a 20-minute walk distance. The tram stop is nearby for easy city exploration. Perfect for a relaxing weekend or longer stay!

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 in Tatari
4.98 out of 5 average rating, 195 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 favourite
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.
Flat in Vanalinn
4.92 out of 5 average rating, 406 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 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 Vanalinn
4.95 out of 5 average rating, 153 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 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.
Flat in Kalamaja
5 out of 5 average rating, 105 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 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 Kalamaja
4.99 out of 5 average rating, 306 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 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.
Flat in Vanalinn
4.99 out of 5 average rating, 106 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 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.
Flat in Vanalinn
5 out of 5 average rating, 122 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 favourite
A bright studio space showcases a cozy sleeping area with a grey blanket draped over the bed. Two red chairs are positioned around a small table, while natural light floods the room through a large window, highlighting the light wood flooring.
Flat in Rotermanni Kvartal
4.81 out of 5 average rating, 379 reviews

Deluxe studio with great view!

Beautiful studio with amazing view and superb location. Old Town is only in 3 minutes walking distance and you'll get to the harbor in 10 minutes. Situated in an old industrial quarter which has been converted into a lively urban area - like a city in a city. Everything you might need is only a few steps away - cafes, shops, restaurants, bars, museums. It is also easily accessible by tram, bus, car and even by boat.

Top guest favourite
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.
Flat in Vanalinn
4.95 out of 5 average rating, 287 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!

Popular amenities for Tallinn holiday rentals

Quick stats about holiday rentals in Tallinn

  • Total rentals

    4K properties

  • Nightly prices starting at

    $13 SGD before taxes and fees

  • Total number of reviews

    174K reviews

  • Family-friendly rentals

    1K properties are a good fit for families

  • Pet-friendly rentals

    820 properties allow pets

  • Rentals with a pool

    10 properties have a pool

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