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Vacation rentals in Thessaly

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Top-rated vacation rentals in Thessaly

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Lush greenery and olive trees surround a serene coastal area, partially revealing a stone house on a hillside. The tranquil water reflects the vibrant scenery, highlighting the natural beauty and peaceful ambiance of the location.
Cottage in Kato Gatzea
5.0 out of 5 average rating, 38 reviews

Private beach seaside villa in Pelio Krypsana Cove

Krypsana cove, gifted by nature, shaped by man! The seaside stone house,located in an age-old olive grove,with unrestricted views of the Pagasitic Gulf and the beauties of Pelion.Combines privacy,easy access and proximity to catering and entertainment facilities.This luxury villa offers the ideal setting for indulging vacation and romantic getaway for couples or group of friends seeking privacy and elegance.The small paradise has exclusive access to a pebbled beach of unique beauty and privacy

LocationFamilyNearby

Top guest favorite
An aerial view reveals a tranquil bay framed by lush greenery, with clear turquoise waters gently lapping at a rocky shoreline. A small boat is anchored just off the coast, while a pair of lounge chairs is set on the sandy edge, inviting peaceful relaxation.
Cabin
5.0 out of 5 average rating, 64 reviews

Magical Seafront Treehouse with breathtaking views

Happinest Treehouse is… A charming cabin for two with beguiling views. Built between ancient olive trees, overlooking the sea. You’ll sleep to the sound of rustling leaves and owls hooting. Wake up to a vision of shimmering waters then wander through a magical Mediterranean garden and dive straight into the sea. Our unique and tranquil getaway is located in undiscovered Pelion, 5km from the village of Milina, on a small bay. We're Happinest Treehouse. Curious? Let the name be your guide!

LocationBreakfastDecor

Guest favorite
A spacious wooden veranda offers a relaxing view of the sea and surrounding hills. Two lanterns sit on the deck, while a striped lounge chair invites guests to enjoy the tranquil ambiance. Lush greenery frames the scene, enhancing the connection to nature.
Home in Agii Saranta Beach
5.0 out of 5 average rating, 15 reviews

daria's home | exclusive design

Daria's home exclusive design perfectly blends with its surroundings and is built on a plot of land that feels secluded and sheltered by the nature. The 85m2 house boasts a large veranda with stunning sea views and a cozy and shady back yard. Large window openings gives the feeling of “touching” the eternal sea blue from most areas of the house. The house is professionally and beautifully built, furnished and equiped. Just 3 minutes walk from the amazing Agii Saranta beach.

LocationFamilySleep quality

Top guest favorite
An aerial view of Villa Skopelita reveals its whitewashed exterior next to rocky coastline. A spacious patio with outdoor dining furniture provides a scenic spot, while the vibrant blue sea contrasts with the natural greenery surrounding the property.
Home in Skópalos
4.97 out of 5 average rating, 30 reviews

Villa Skopelita

The fully renovated three-story Villa Skopelita offers a double bedroom, a twin bedroom with two single beds, and an extra single sleeping option via a pouf bed in the living room, ideal for a child. It includes two bathrooms and a bright living area. Highlights include its unique style and a spacious patio with breathtaking, uninterrupted sea views. Due to its location and overall buety, Villa Skopelita, is one of the island’s most photographed homes!

FamilyLocationSleep quality

Top guest favorite
An infinity pool extends toward the Aegean Sea, framed by olive trees and sun loungers. The serene water reflects the sky, and distant islands can be seen on the horizon. The minimalist design complements the tranquil setting, ideal for relaxation.
Home in Sporades
5.0 out of 5 average rating, 20 reviews

Hydrea Villa by Pelagoon Skiathos

The mesmerizing Pelagoon Villa in the quiet village of Achladies on Skiathos Island, is a beautiful example of minimalism and contemporary architecture. The chic home boasts sublime views over the glistering Aegean Sea and is easily one of the most exceptional villas on the island. Set among olive trees and verdant greenery, it is the perfect haven for those seeking tranquility and seclusion during their stay.

LocationFamilyQuiet

Top guest favorite
A serene outdoor space features a rustic stone wall and a wooden table adorned with a striped tablecloth. Two blue chairs are positioned around the table, while a large tree provides shade. In the background, a hammock hangs gently, inviting relaxation.
Home in Trikala
5.0 out of 5 average rating, 134 reviews

Like a Fairytale Filira Trikala near Meteora

Located just 15 min from the city of Trikala and 25 min from Meteora, this property, straight out of a fairytale, nested among lush greenery, is awaiting you for an escape from reality! Perfect for a family or a group of friends, it has been decorated with respect to tradition and nature! Do not miss on a unique opportunity for a getaway! Free Wifi and parking on the street are available to our guests!

ValueFamilyPets

Top guest favorite
A grassy outdoor area is highlighted by a wooden support and vine-covered trees. Soft, oversized cushions provide seating options, while a decorative lantern is positioned on the ground, adding charm to the natural setting.
Vacation home in Kastraki
4.94 out of 5 average rating, 144 reviews

Avli Luxurious House

Renovated ground floor apartment with unrestricted views of the Meteora. It is located at the Kastraki Village just 150m from the central square. The area is full of life with many small cafe, tavernas, restaurants etc. everything you need is within walking distance. It is only 500 meters from Meteora Rocks formation and 200meters to the point of interest.

LocationFamilyAir conditioning

Top guest favorite
The exterior of the chalet showcases a charming two-story structure with a tiled roof and iron balconies. Surrounding stone-paved terraces are featured, alongside a shaded outdoor seating area under a gazebo, with stunning views of the landscape and sea.
Chalet in Portaria
4.99 out of 5 average rating, 104 reviews

Chalet Orfeas/view,1000m2garden,jacuzzi

Built in the early 20th century and recently renovated, the chalet combines historic charm with the romance of a bygone era, fully harmonized with modern comforts. It offers breathtaking views over the entire Pagasetic Gulf and the mountain of the "Centaurs". It features two floors and a 1,000 sq.m. garden with fruit trees, herbs, and a vegetable garden.

FamilyLocationQuiet

Guest favorite
Home in Kastraki
4.85 out of 5 average rating, 156 reviews

Elena's Meteora Balcony

The House is located in the most panoramic spot of the village. It is bright and spacious, has two balconies, with a breathtaking view of Meteora and nature. Very quiet and newly renovated. The magnificent view will take you on a journey! The town of Kalambaka is just 2km away, accessible either by transport or on foot.

FamilyLocationBiking

Guest favorite
A stylish entertainment area features a mounted flat-screen TV displaying a desert landscape, accompanied by a modern wooden console unit. A jacuzzi is positioned nearby, creating a blend of relaxation and leisure within the contemporary design.
Apartment in Larissa
4.94 out of 5 average rating, 36 reviews

Carpos Luxury Collection - Spa Suite with Jacuzzi

Enjoy Tranquility and Luxury in the Heart of Larissa Welcome to our new suite, a haven of peace and comfort in the lively center of Larissa. This suite offers an unforgettable relaxation experience, making it the ideal choice for travelers seeking a quiet getaway within the city's bustling crowds.

ValueLocationGetting around

Top guest favorite
A contemporary house is set against a backdrop of imposing rock formations. The façade combines light-colored stone and wood accents, with a spacious balcony visible on the upper level. A well-maintained yard features shrubs and trees, enhancing the serene landscape.
Home in Kalabaka
5.0 out of 5 average rating, 27 reviews

Stergios Garden House

This beautiful 226sq.m. residence is located under the famous rocks of Meteora. This is a quiet area with green landscape and easy access. Just 600m away on foot you can find yourself in the city center for a coffee but also for your personal care shopping (supermarket, bakeries, pharmacies, etc.)

FamilyLocationAmenities

Guest favorite
A charming bedroom is characterized by a stone wall and wooden beams overhead. A plush bed with a dark tufted headboard is adorned with neatly arranged blankets. Soft lighting highlights a nature-themed mural behind the bed, while a cozy seating area is positioned to the side.
Home in Trikala
5.0 out of 5 average rating, 24 reviews

Archontiko Theofanous 1915

This unique space has its own style. My husband and I, after 9 years of experience, having the Traditional Guesthouse, decided in 2025, on our own, to renovate and give life again to an old stone house that was right next to us.

LocationFamilyQuiet

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