Thessaly Holiday Rentals

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Top Holiday Rentals Destinations in Thessaly

Front of property – evening/night
Meteora Hotel

Meteora Hotel

2.0 star property
Kalabaka
8.6 out of 10, Excellent, (463)
"Great location, and helpful staff. Very good place to stay during your visit in Meteora."
United States
Lukasz
Meteora Hotel
Junior Suite, Balcony, City View | Terrace/patio
Tsikaris Boutique Guesthouse

Tsikaris Boutique Guesthouse

Kalabaka
9.8 out of 10, Exceptional, (7)
"You will not be disappointed "
Australia
John
Tsikaris Boutique Guesthouse
Apartment, 2 Bedrooms | Living area
Celine Volos by halu!

Celine Volos by halu!

Volos City Centre
8.8 out of 10, Excellent, (5)
The price is NZ$111
includes taxes & fees
17 Nov - 18 Nov
Celine Volos by halu!
Beach nearby, sun-loungers, fishing
Hovolo Hotel Apartments

Hovolo Hotel Apartments

3.0 star property
Skopelos
8.4 out of 10, Very good, (22)
"Nicos, Katrina, Alexandra, Maria looked after us with pleasure, smile and friendly conversations. The property is perfect for us , 2 adults and 14 yr old daughter. The beach and restaurants were within 5 to 10mins walk. Supermarkets locally and the marina also. Breakfasts were excellent, wholesome and leisurely. "
United Kingdom
Delesh
Hovolo Hotel Apartments
Interior
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?
10.0 out of 10, Exceptional, (42)
"The villa was absolutely amazing, better than described!"
Canada
Sylvia
Villa With Private Pool in Front of the Sea - 20 meters from the sea.
Outdoor dining
Villa with stunning view out to the sea accross the viladge of Glossa

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

Skopelos
10.0 out of 10, Exceptional, (34)
"It was one of the best vacation stays I been at. The host incredible accomodating and helpful. Thank you so much!"
Sweden
Fredrik B.
Villa with stunning view out to the sea accross the viladge of Glossa
Deluxe Suite | Terrace/patio
Sunrise Village

Sunrise Village

3.0 star property
Skopelos
9.2 out of 10, Wonderful, (19)
"Great property for your stay in Skopelos. Rooms were large, very clean, and beautifully decorated"
United States
Lois
Sunrise Village
Outdoor pool
A traditional stone villa with private pool in a stunning location

A traditional stone villa with private pool in a stunning location

Skopelos
10.0 out of 10, Exceptional, (38)
"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!"
United States
nicolette v.
A traditional stone villa with private pool in a stunning location
Outdoor pool, pool umbrellas, pool loungers
Yalis Hotel

Yalis Hotel

4.0 star property
Alonissos
9.6 out of 10, Exceptional, (58)
"Lovely hotel. Great setting, nice pool and breakfast was perfect. Thanks for a lovely stay "
United Kingdom
Nick
Yalis Hotel
View from property
Casa Blue Sea View

Casa Blue Sea View

Skiathos
Casa Blue Sea View
Seasonal outdoor pool
Elite Cottages - Adults Only

Elite Cottages - Adults Only

Volos
10.0 out of 10, Exceptional, (5)
"It was absolute bliss, mountain and sea views. Owners helpful and friendly and had good local knowledge which was willingly shared. Beautifully well kept gardens, a real oasis"
United Kingdom
Sarah
The price is NZ$176
includes taxes & fees
11 Nov - 12 Nov
Elite Cottages - Adults Only
Front of property
Sofia Studios

Sofia Studios

Skiathos
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...
Hungary
Gyorgy
Sofia Studios
Beach nearby, sun-loungers, beach towels
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
10.0 out of 10, Exceptional, (46)
"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"
United Kingdom
Andy A.
Pool Villa Perivoliou walking distance to 4 beaches, near Mamma Mia Church
Exterior
Giabeos

Giabeos

Skiathos
10.0 out of 10, Exceptional, (1)
"This hotel was incredible. Our room was cleaned and bed made every day, they had such a clean private pool, great sun beds. I had the COLDEST, most satisfying draught beer there with a frosted glass, so amazing on these hot days. The communication with the host was very prompt. Highly, HIGHLY recommend. They also have breakfast AYCE 8am-10am for 10€, great value."
Canada
Christopher
Giabeos
Outdoor pool
"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island

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

Taxiarchis
10.0 out of 10, Exceptional, (33)
"The villa was amazing, probably the best rental we have stayed at anywhere in Europe or the US. It exceeded our expectations and the view was indescribably amazing. The hosts were helpful while leaving us our privacy. Highly recommend."
United States
Chandra M.
"Villa Erifili" Luxurious villa with spectacular view in Skiathos Island
Terrace/patio
Flisvos Beachfront Apartments

Flisvos Beachfront Apartments

Skopelos
10.0 out of 10, Exceptional, (5)
"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!!!"
United States
Daniel
Flisvos Beachfront Apartments
Beach nearby, sun-loungers, beach towels
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
9.8 out of 10, Exceptional, (36)
"Perfect location and property for a family holiday. The owners and agent were fantastic and let us stay for an extra 2 nights after the horrendous storm that hit the island. Would highly recommend this property."
United Kingdom
Michael K.
Seafront Villa with amazing view just 30 meters from semi-private beach
Outdoor pool
Villa Kentavros Fully private pool villa away from it all!

Villa Kentavros Fully private pool villa away from it all!

Skopelos
9.8 out of 10, Exceptional, (50)
"Lovely little villa perfect for two. Location good only a 10 minute drive to centre. Pool was lovely and the villa was very well equipped. Had a great time."
United Kingdom
Jayne H.
Villa Kentavros Fully private pool villa away from it all!
Front of property
Asprolithos Studios

Asprolithos Studios

Skiathos
9.4 out of 10, Exceptional, (6)
"Great place to stay in skiathos. Maria is very helpful Cleaning up every day "
United States
Nicolas
Asprolithos Studios
Iron/ironing board, free WiFi
Heavens Balcony Meteora

Heavens Balcony Meteora

Kalabaka
Heavens Balcony Meteora
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

Theatro Hotel Odysseon

Theatro Hotel Odysseon

10/10 Excellent
"Reception was very pleasant and helpful. Organised a breakfast snack box for us as we had to leave very early. . The room was delightful. "
Glenys 1-night trip
Posted 2 days ago
Theatro Hotel Odysseon

Find out more about Thessaly

Everything you need to know about Thessaly holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Thessaly holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Thessaly holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Thessaly holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Thessaly. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Thessaly holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Thessaly holiday rentals we have selected for you start as low as NZ$111 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Thessaly rentals

At Expedia, we put the best Thessaly holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Thessaly rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Thessaly holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Thessaly. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.