Top Winter Vacations - Vacation Rentals in Tallinn

Sunny Balcony Suite by Rotermann City Apts From US $101
         

Väike-Ameerika 1 bedroom Craftlat From US $53
         

7.5 (1 Review)
Apartment
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Tallinn City Apartments Roosikrantsi From US $90
         

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10.0 (13 Reviews)
Apartment
  • Parking
  • Wheelchair Accessible
  • Balcony/Terrace
Quiet City Centre Apartment near to Tallinn Oldtown From US $96
         

9.0 (6 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Stunning Old Town Getaway with Sauna! From US $139
         

10.0 (11 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Heritage Brick Studio by Rotermann City Apts From US $62
         

10.0 (6 Reviews)
Apartment
  • TV
  • View
  • Wheelchair Accessible
City center apartment for city people From US $83
         

10.0 (5 Reviews)
Apartment
  • Pet Friendly
  • TV
  • View
Stylish Historic Loft - Your Comfy Old Town Stop! From US $87
         

10.0 (3 Reviews)
Apartment
  • Parking
  • TV
  • Security/Safety

Luxury Places to Stay in Tallinn

Over 1416+ Luxury Places to Stay in or Near Tallinn
Private Apartment in Tallin Pelguranna A From US $7,633
         

New
Apartment
  • Security/Safety
  • Bedding/Linens
  • Child Friendly
Harbour Hub Hostel From US $2,612
         

8.3 (950 Reviews)
Hostel
  • Parking
  • Accessibility
  • Security/Safety
Ristna külalistemaja From US $1,741
         

New
House
  • Parking
  • Pet Friendly
  • TV
Bright Work&Study Studio with Rest Area From US $1,715
         

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8.5 (758 Reviews)
Apartment
  • Parking
  • Accessibility
  • Security/Safety
The von Stackelberg Hotel Tallinn From US $1,665
         

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8.5 (2662 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Stay in a real medieval tower, lower floors From US $1,599
         

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9.5 (2 Reviews)
Apartment
  • Security/Safety
  • Fireplace/Heating
  • Guest Services
Original Sokos Hotel Viru From US $1,513
         

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8.3 (4557 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Serenity Villa From US $1,431
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Tallinn

Over 60+ Top-Rated Vacation Rentals with a Pool in or Near Tallinn
Laugu Guesthouse From US $753
         

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10.0 (2 Reviews)
House
  • Parking
  • Pool
  • TV
Kakumäe Raba Villa - puhkemaja basseiniga Tallinnas From US $975
         

Keibulahe Puhkemaja From US $215
         

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9.8 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Radisson Collection Hotel, Tallinn From US $137
         

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9.6 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Palace Hotel Tallinn, a member of Radisson Individuals From US $108
         

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9.6 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Pirita Beach View Suites From US $199
         

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9.5 (215 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Radisson Collection Hotel, Tallinn From US $209
         

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9.4 (6831 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Tallinn

Over 349+ Pet-Friendly Vacation Rentals in or Near Tallinn
Tallinn City Apartment From US $106
         

10.0 (2 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Security/Safety
Convenient Central Apartment From US $24
         

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7.6 (61 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Internet
Luxury 2BD apartment in City Center From US $247
         

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9.0 (2 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • Bedding/Linens
Rotermanni Apartment#Top location#Spacious#Free parking From US $255
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
15th Century Flat with Parking, High Ceilings From US $149
         

10.0 (1 Review)
Apartment
  • Parking
  • Pet Friendly
  • TV
Ilmarine Apartment in city center From US $114
         

9.6 (4 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • TV
Tallinn Seaside apartment From US $88
         

8.8 (3 Reviews)
Apartment
  • Parking
  • Pet Friendly
  • TV
Liivaoja luxury apartment From US $491
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Tallinn on PetFriendly.io

Large Vacation Homes & Villas in Tallinn

Over 223+ Large Vacation Homes & Villas in or Near Tallinn
Golden Apartments Jakobi 25 From US $111
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
Sihi House From US $94
         

9.4 (61 Reviews)
Villa
  • Air Conditioner
  • Balcony/Terrace
  • Breakfast
Tallinn City Apartments Town Hall Square From US $88
         

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9.0 (234 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Prime Tallinn- Suur-Karja 4 From US $324
         

New
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
12 guests/70m2/center of Old Town/WiFi/Streaming From US $111
         

New
Apartment
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens
Townhouse nearby TW tower and Botanical garden! From US $208
         

2.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Child Friendly

Wheelchair Accessible Vacation Homes in Tallinn

Over 160+ Wheelchair Accessible Vacation Homes in or Near Tallinn
DICTUMFACTUM RESIDENCE 2BedRoom From US $330
         

10.0 (1 Review)
Apartment
  • TV
  • Wheelchair Accessible
  • Accessibility
Dream Stay - Beach Terrace Apartment with Sauna From US $38
         

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7.9 (34 Reviews)
Apartment
  • Parking
  • View
  • Wheelchair Accessible
Estinn Apartment From US $233
         

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9.2 (73 Reviews)
Apartment
  • Parking
  • TV
  • Wheelchair Accessible
Cozy 1-bedroom apartment in awesome Tallinn with WiFi From US $308
         

10.0 (1 Review)
Apartment
  • TV
  • Wheelchair Accessible
  • Accessibility
100 m², 4-room central smart apt From US $202
         

New
Apartment
  • Pet Friendly
  • TV
  • Wheelchair Accessible
DICTUMFACTUM Old Town - Suur Karja with WiFi From US $187
         

New
Apartment
  • TV
  • Wheelchair Accessible
  • Accessibility
Nearby sea apartment in the city center of Tallinn From US $60
         

8.8 (8 Reviews)
Apartment
  • Parking
  • Wheelchair Accessible
  • Accessibility

Tallinn Varoom and Airbnb Places to Stay Under $200

Over 1119+ Tallinn Varoom and Airbnb Places to Stay Under $200
Town Hall Square Apartment. Best Location in Town! From US $165
         

10.0 (2 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Pagari Residence From US $50
         

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9.6 (34 Reviews)
Apartment
  • Parking
  • Child Friendly
  • Internet
Revelton Suites Tallinn From US $73
         

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9.8 (206 Reviews)
Apartment
  • Parking
  • Balcony/Terrace
  • Security/Safety
Spacious Family-friendly Apartment in Tallinn From US $148
         

10.0 (2 Reviews)
Apartment
  • Parking
  • TV
  • Balcony/Terrace
Toompea Castle Hideaway From US $164
         

10.0 (1 Review)
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Charming 1-bedroom apartment with WIFI in Old Tallinn From US $104
         

Private Apartment in Tallin-Kalamaja From US $70
         

10.0 (1 Review)
Apartment
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Private Apartment in Tallin Pelguranna C From US $64
         

10.0 (1 Review)
Apartment
  • Parking
  • Security/Safety
  • Fireplace/Heating

Instantly Bookable Vacation Homes in Tallinn

Over 119+ Instantly Bookable Vacation Homes in or Near Tallinn
DictumFactum – Noble Old Town Tallinn From US $1,477
         

New
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Photographers are welcome in this apartment From US $205
         

10.0 (1 Review)
Apartment
  • TV
  • Security/Safety
  • Sports/Activities
Peaceful studio with desk & free parking near city center From US $62
         

High end penthouse - large terrace From US $228
         

8.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Security/Safety
Seaside apartment near to Kadriorg park From US $244
         

2.0 (2 Reviews)
Apartment
  • Security/Safety
  • Laundry

About Tallinn Vacation Rentals

With more than 1425 Tallinn vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Topwintervacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Tallinn.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Topwintervacations Tallinn, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Tallinn. Places to stay near Tallinn are 479.38 ft² on average, with prices averaging $167 a night.

Topwintervacations makes it easy and safe to find and compare vacation rentals in Tallinn with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Tallinn

Type Count
Holiday Apartments 1104
Hotels with Suites 159
Vacation Homes 87
Hostels 37
Villas 14
B&B 5
Ski Chalet Rentals 5
Others 4
Cabin Rentals 2
Cottages 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Tallinn

Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Tallinn.

Weather in Tallinn

View the weather forecast for Tallinn before booking your Tallinn Vacation Rentals to confirm your best time to go.

December - February
High 39°F       Low 3°F
March - May
High 63°F       Low 21°F
June - August
High 82°F       Low 47°F
September - November
High 64°F       Low 35°F