Thessaly Vacation Rentals

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Thessaly Vacation Rentals

Icon Urban Living Trikala

Icon Urban Living Trikala

28 Alexandra Trikala
$176 nightly
The price is $201 total per night
$201 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
At Icon Urban Living Trikala, guests have access to free WiFi in public areas and laundry facilities. If you plan to drive, free parking is available.
Washer
Pet friendly
Hovolo Hotel Apartments

Hovolo Hotel Apartments

3 out of 5
Skopelos, Neo Klima Skopelos Magnisias
Hovolo Hotel Apartments features free WiFi in public areas, meeting rooms, and coffee in a common area. There's free parking if you drive. Front-desk staff can assist with securing valuables, luggage storage, and tours or tickets. Other amenities at this beach aparthotel include a computer station, a library, and express check-in.
Breakfast included
Kitchen
Celine Volos by halu!

Celine Volos by halu!

201 28is Oktovriou Volos
$63 nightly
The price is $72 total per night
$72 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
At Celine Volos by halu!, guests have access to features like laundry facilities.
Kitchen
Pet friendly
Sofia Studios

Sofia Studios

Paraliakos Skiathos Magnesia
Guests staying at Sofia Studios enjoy free WiFi in public areas, a terrace, and a TV in a common area. There's free offsite parking if you drive. Friendly staff can provide luggage storage, and also offer advice about sightseeing. Additional amenities include a garden and barbecue grills.
Kitchen
Free WiFi
Yalis Hotel

Yalis Hotel

4 out of 5
Votsi Alonissos
Guests of Yalis Hotel enjoy an outdoor pool, free WiFi in public areas, and coffee in a common area. If you drive, put free parking to good use. The front desk has multilingual staff that can help with dry cleaning/laundry, luggage storage, and tours or tickets. Additional amenities include a computer station, a library, and a terrace.
Pool
Breakfast included
Sunrise Village

Sunrise Village

3 out of 5
Skopelos Beach Skopelos Thessalia
Guests of Sunrise Village enjoy features like an outdoor pool, free WiFi in public areas, and express check-in. A stay here includes free parking. Front-desk staff can assist with securing valuables and luggage storage. Other amenities at this beach aparthotel include express check-out, a terrace, and a garden.
Pool
Parking included
Tsikaris Boutique Guesthouse

Tsikaris Boutique Guesthouse

18is Oktovriou Kalabaka
Tsikaris Boutique Guesthouse features free WiFi in public areas, express check-in, and express check-out. Free parking is included with your stay. This aparthotel also has local meal delivery service.
Kitchen
Parking included
Montanema Handmade Village

Montanema Handmade Village

4 out of 5
Limni Plastira Mouzaki Thessalia
$225 nightly
The price is $260 total per night
$260 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
At Montanema Handmade Village, guests enjoy a full-service spa, an indoor pool, and an outdoor pool. You can take advantage of free parking, along with an airport shuttle for a fee. Front-desk staff can assist with securing valuables, tours or tickets, and dry cleaning/laundry. Other amenities at this hot springs aparthotel include a sauna, free WiFi in public areas, and a business center.
Pool
Breakfast included
Asprolithos Studios

Asprolithos Studios

Skiathos Town Skiathos Skiathos
Guests of Asprolithos Studios enjoy features like free WiFi in public areas. If you plan to drive, free offsite parking is available. Staff members can answer questions about accommodations, and also provide a safe deposit box at the front desk.
Kitchen
Free WiFi
Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church

Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church

Northern Sporades
At this villa, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Kitchen
"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island

"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island

Taxiarchis Thessaly
Guests staying at this vacation home enjoy an outdoor pool, express check-in, and express check-out. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Villa With Private Pool in Front of the Sea - 20 meters from the sea.

Villa With Private Pool in Front of the Sea - 20 meters from the sea.

Sp???de? Tessa??a Ste?e? ????da
At this villa, guests have access to features like laundry facilities. This family-friendly villa also has a garden.
Pool
Kitchen
Anna Maria Family House 1

Anna Maria Family House 1

5 Sopotou Kalabaka
$75 nightly
The price is $86 total per night
$86 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
This vacation home offers express check-in, express check-out, and laundry facilities. The 24-hour front desk has staff standing by to help with dry cleaning or laundry, and answer any questions about the accommodations.
Free WiFi
Laundry
Anastazia Paradise

Anastazia Paradise

Agia Paraskevi Area Skiathos
Guests staying at Anastazia Paradise enjoy free WiFi in public areas, a terrace, and barbecue grills. Free parking is included with your stay. Additional amenities include a garden and a picnic area.
Kitchen
Parking included
Vayas Residences Agora

Vayas Residences Agora

Filellinon 1 - 3 Trikala Thessalia
$119 nightly
The price is $138 total per night
$138 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
Guests of Vayas Residences Agora have access to free WiFi in public areas.
Kitchen
Free WiFi
Villa with Private Pool and Beautiful Aegean Sea Views

Villa with Private Pool and Beautiful Aegean Sea Views

skiathos Thessaly
Guests staying at this villa have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Seafront Villa with amazing view just 30 meters from semi-private beach

Seafront Villa with amazing view just 30 meters from semi-private beach

Skiathos Sporades
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Arktos Secluded villa with private pool, Wi-Fi internet, away from it all!

Arktos Secluded villa with private pool, Wi-Fi internet, away from it all!

Skopelos
At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This villa also has barbecue grills.
Pool
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Thessaly

    Doupiani House Hotel

    Doupiani House Hotel

    Kastraki Kalabaka Thessalia
    $104 nightly
    The price is $120 total per night from Jan 6 to Jan 7
    $120 total
    Jan 6 - Jan 7, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (677 reviews)
    Theatro Hotel Odysseon

    Theatro Hotel Odysseon

    54, Patriarchou Dimitriou St. Kalabaka Trikala
    9.2/10 Wonderful! (707 reviews)
    Divani Meteora Hotel

    Divani Meteora Hotel

    National Rd, Trikala - Ioannina Kalabaka Thessalia
    $161 nightly
    The price is $186 total per night from Dec 21 to Dec 22
    $186 total
    Dec 21 - Dec 22
    Total with taxes and fees
    9/10 Wonderful! (486 reviews)

Orbitz makes it easy to find vacation rentals in Thessaly 

🏠 What is the best price for a Thessaly vacation rental?


Thessaly rentals range between $72 and $260 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Thessaly can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Thessaly getaway. Orbitz filters your search results so you can find the best Thessaly vacation rental for you. We have tons of options.


🏠 Are cancellations free on Thessaly vacation rentals with Orbitz?


You may be able to cancel or amend your Thessaly vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Thessaly?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Thessaly by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Thessaly?


When you book a Thessaly vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Thessaly?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Thessaly—with plenty of hidden gems. We also have plenty of inventory in Thessaly main cities and near popular attraction spots.


🏠 Why should I book my Thessaly vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Thessaly vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks.