Vacation Rentals in Thessaly

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Top Cities in Thessaly

Top Vacation Rentals in Thessaly

Meteora Hotel

2.0 star property
8.6 out of 10, Excellent, (454)
"The hotel was very nice and clean. We loved the artwork on the walls and the relics throughout the hotel. The pool was in a picturesque area overlooking the mountains, along with breakfast in the morning with the same view. We would love to visit in the winter sometime. It would be the perfect setting for that area. Overall, a great experience."
$102 nightly
The price is $116
Aug 28 - Aug 29
Total with taxes and fees
Meteora Hotel

Hovolo Hotel Apartments

3.0 star property
8.6 out of 10, Excellent, (21)
"Our place was excellent, and the morning breakfast was outstanding! Because we had a rental car, from our place we could easily visit the nearby beaches and the waterfront in Skopelos Town. "
Hovolo Hotel Apartments

Villa Stratos Skiathos

10.0 out of 10, Exceptional, (2)
"It was quite the trip to get up to the villa but it was so perfect!! We had a magical stay!"
Villa Stratos Skiathos

Yalis Hotel

4.0 star property
9.6 out of 10, Exceptional, (57)
"Lovely hotel. Great setting, nice pool and breakfast was perfect. Thanks for a lovely stay "
Yalis Hotel

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

10.0 out of 10, Exceptional, (38)
"Had a wonderful time at this villa. The location is perfect, the views are awesome. Would def come again"
Villa With Private Pool in Front of the Sea - 20 meters from the sea.

Asprolithos Studios

9.4 out of 10, Exceptional, (6)
"Perfect location, spotlessly clean, excellent aircon and everything you need"
$116 nightly
The price is $135
Sep 2 - Sep 3
Total with taxes and fees
Asprolithos Studios

A traditional stone villa with private pool in a stunning location

10.0 out of 10, Exceptional, (36)
"We had a perfect stay at this tasteful house in a beautiful location. Everything was perfect and the host was also great. Can strongly recommend this place and look forward to coming back soon . Thank you so much!"
A traditional stone villa with private pool in a stunning location

Villa with stunning view out to the sea accross the viladge of Glossa

10.0 out of 10, Exceptional, (32)
"It was one of the best vacation stays I been at. The host incredible accomodating and helpful. Thank you so much!"
Villa with stunning view out to the sea accross the viladge of Glossa

12 Months Luxury Resort

4.0 star property
8.6 out of 10, Excellent, (41)
"Top Location / freundliches Personal "
12 Months Luxury Resort

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

10.0 out of 10, Exceptional, (44)
"We had such an amazingly relaxing time at this villa within beautiful surroundings. It was so quiet you could hear the sea at night. The views were stunning. Will definitely stay again"
Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church

Villa Elaion With Private Pool- Sea Views -sleeps 4+1(sofa bed -cot- baby chair

9.8 out of 10, Exceptional, (22)
"Lovely, quiet house with a great pool. Hosts looked after us really well. We will be back"
Villa Elaion With Private Pool- Sea Views -sleeps 4+1(sofa bed -cot- baby chair

Traditional Villa Maria O with fantastic view between mountain forest and sea

9.8 out of 10, Exceptional, (25)
"We LOVED staying at Villa Maria O. Niki was a super host. The house is so private, has everything we needed and was a wonderful place to relax. We wish we could have stayed longer."
Traditional Villa Maria O with fantastic view between mountain forest and sea

Iakovakis Suites & Spa

4.0 star property
9.8 out of 10, Exceptional, (28)
"Amazing hospitality,great loaction and very comtarble to make a day trip "
$138 nightly
The price is $169
Sep 7 - Sep 8
Total with taxes and fees
Iakovakis Suites & Spa

Fully equipped seafront house with spectacular seaview & small beach right below

10.0 out of 10, Exceptional, (46)
"The owner was so helpful and the property was fabulous, amazing inside and out."
Fully equipped seafront house with spectacular seaview & small beach right below

Boutique villa with private pool in Alonissos island, Greece. Stunning sea view.

10.0 out of 10, Exceptional, (9)
"Amazing amenities, very clean , outstanding view and family friendly! Also very good WiFi ! Highly recommended!"
Boutique villa with private pool in Alonissos island, Greece. Stunning sea view.

Porto Castello Villas

Porto Castello Villas

Montanema Handmade Village

4.0 star property
9.6 out of 10, Exceptional, (33)
"Just an incredible setting and a wonderful team - a home away from home and the food was amazing. We had a great vacation "
$201 nightly
The price is $241
Sep 21 - Sep 22
Total with taxes and fees
Montanema Handmade Village

Flisvos Beachfront Apartments

10.0 out of 10, Exceptional, (4)
"Amazing! The ladies that work here are terrific. So much knowledge and so willing to share. We felt at home immediately! The rooms were spacious and had all the needed and wanted amenities (minus a coffee machine). The island is beautiful and we had a great time exploring the whole thing. Very much recommend this island and this hotel, you won’t regret it!!!"
$150 nightly
The price is $173
Sep 7 - Sep 8
Total with taxes and fees
Flisvos Beachfront Apartments

Sofia Studios

8.8 out of 10, Excellent, (5)
"One bedroom upstairs, another bedroom and everything else downstairs, with separately controlled airconditioning. The bathroom and especially the shower area is fairly small (common thing in Greece), but other areas are comfortable enough to stay there and unpack your luggage. Airport is so close you can walk there in 10 minutes, and you can see planes landing while sipping your coffee on the balcony. Don't worry, there are no flights during the night. Skiathos port and the city center is also...
$81 nightly
The price is $94
Sep 24 - Sep 25
Total with taxes and fees
Sofia Studios

Skiathos Troulos Studios 500 Metres From the Beach Surrounded by Pine Trees

7.0 out of 10, Good, (2)
"Zona ottima, proprietaria molto gentile! L’appartamento non era il massimo"
Skiathos Troulos Studios 500 Metres From the Beach Surrounded by Pine Trees
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.
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Top Thessaly Hotel Reviews

Find out more about Thessaly

Find out more about Thessaly

Discover your perfect Thessaly vacation rental with Expedia

How many vacation rentals are available in Thessaly?


Expedia has plenty of vacation rentals to choose from in and around  Thessaly, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Thessaly?


The selection of Thessaly vacation rentals we have selected for you start as low as $94 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Thessaly?


Vacation rentals in Thessaly come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Thessaly vacation rentals to suit everyone. 


Why should I choose a vacation rental in Thessaly?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Thessaly vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Thessaly?


Find vacation rentals in Thessaly by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Thessaly.  


What amenities are available in a vacation rental in Thessaly?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Thessaly vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Thessaly?   


Everytime is a great time to head to Thessaly! Staying in a Thessaly vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Thessaly. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Thessaly vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Thessaly, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Thessaly vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.