
Cycladic house vacation rentals in Thessaly
Find and book unique cycladic house rentals on Airbnb
Top-rated cycladic house rentals in Thessaly
Guests agree: these cycladic house rentals are highly rated for location, cleanliness, and more.

Townhouse in Skopelos
Located in the village of Skopelos, near the church of Papameletiou, a stay in our house will give you a glimpse of the traditional life of the village. You will be close to your favorite outdoor activities, the beach, and water sports. We favor the traditional way of life, away from roads and noise, in the middle of the village, with access to port activities and within easy reach of one of the beaches (Glyfoneri). Air conditioning is installed, after a hot summer, unfortunately.
4.74 out of 5 average rating, 38 reviews
Christy's House Sea View
New luxurious house, located at the ground floor it is part of a 3- floor complex of traditional houses built in 2016 with amazing view of Pagasetic gulf. Enjoy the sea view and dreamful sunsets in a such a peaceful and relaxing place. Consisted out of a well equipped kitchen along with 1 bedroom, 1 bathroom and a living room (80 sq. m total). Take pleasure in the stone yard, admiring the ideal view. Free wifi, 2 a/c and private parking. PRIVATE ENTRANCE
5.0 out of 5 average rating, 13 reviews
Pigi cottage
Nested in the beautiful mountain hills of Stafylos beach, Pigi Cottage has everything you will need to spend your holiday in a memorable way. Being secluded right above the beach, will give you the long waited piece and quietness you were looking for all year. The cottage is self catering with all the amenities you will need to prepare your breakfast and dinner.
4.92 out of 5 average rating, 37 reviews
Achinos guest house, Skopelos
A cozy studio (sleeps 2) located in the heart of Skopelos town, a short walk from the port, shops and restaurants. The modernly renovated studio is built on 2 levels and is comfortably equipped with air conditioning, wi-fi, TV. Need more room? Can be combined with our 1-bedroom (sleeps 2) house on Airbnb that is rented separately.
4.91 out of 5 average rating, 78 reviews
Unique holiday home with sea view...
If you are a nature lover... Relax in this calm, elegant space, on the hill, in a combination of mountain and sea... with direct access to the sea only 100m away! Walking in a picturesque alley... and 700m from the center of Platamonas and the nightlife... Fantastic location... that enchants you... "Agiasma"!!!
4.92 out of 5 average rating, 88 reviews
Agapi Nefeli artisthouse roofterrace islandseaview
Original townhouse in Skopelos old town. The house is situated in Christos, Skopelos most historic district. Situated in a quiet traffic-free area of the old town, this is a really lovely house, one of the most picturesque of Skopelos old town, the location for the Mama Mia movie. Roofterrace with 360° view.
4.85 out of 5 average rating, 41 reviews
Megan Luxury villa with private pool
A brand-new villa with a private swimming pool, located in Pefkochori, just 300 meters from the sea. The property is part of a villa complex, with the option to rent additional villas for larger groups. It is also close to well-known beach bars, offering easy access to the beach and summer entertainment.
4.56 out of 5 average rating, 16 reviews
Traditional stone house in Trikeri
This is a stone three-storey renovated house, of 1789, built with the traditional unique architecture of Pelion. It is located in the mountainous village of Trikeri in South Pelion and is ideal for couples, families with children and for anyone who wants relaxation, quiet and alternative holidays.
4.96 out of 5 average rating, 70 reviews
Grand View Elios
Brand new villa with amazing view to Elios beach. Easy access to famous Elios beach, restaurants, minimarkets. located almost in the middle of the island provides the best location for exploring Skopelos and gives easy access to great beaches such as Milia or Panormos
4.86 out of 5 average rating, 7 reviews
Emily's House at Skopelos
A fully equipped house that combines the modern with the traditional style of Skopelos, in the village of Neo Klima, next to one of the most beautiful beaches of the island (Hovolo) and just 25 minutes away from the town. Ideal for families and couples.
4.71 out of 5 average rating, 41 reviews
Théros / Θέρος Home
Théros / Θέρος Home is located in the centre of Skiathos town, in one of the numerous "sokakia" (small roads). It is fully renovated, ideal for families and friends who look for a quiet and pleasant stay in the traditional neighbourhood of the town.
4.86 out of 5 average rating, 71 reviews
Uranus Blue Residence Agios Ioannis Papa Nero
Uranous Blue Residence Agios Ioannis Papa Nero is located 150m from the beach and offers beachfront accommodation and views of the sea. This accommodation has 1 bedrooms, 1 bathrooms, a kitchen with an electric kettle, kitchenware and glassware.
Popular amenities for Thessaly cycladic house rentals
Family-friendly cycladic house rentals

Christy's House Sea View
5.0 out of 5 average rating, 13 reviews
Unique holiday home with sea view...
4.92 out of 5 average rating, 88 reviews
Agapi Nefeli artisthouse roofterrace islandseaview
4.85 out of 5 average rating, 41 reviews
Skiathea Villas (Villa B)
5.0 out of 5 average rating, 14 reviews
Pigi cottage
4.92 out of 5 average rating, 37 reviews
Achinos guest house, Skopelos
4.91 out of 5 average rating, 78 reviews
Théros / Θέρος Home
4.86 out of 5 average rating, 71 reviews
Traditional stone house in Trikeri
4.96 out of 5 average rating, 70 reviewsOther cycladic house vacation rentals

Christy's House Sea View
5.0 out of 5 average rating, 13 reviews
Skiathea Villas (Villa B)
5.0 out of 5 average rating, 14 reviews
Pigi cottage
4.92 out of 5 average rating, 37 reviews
Unique holiday home with sea view...
4.92 out of 5 average rating, 88 reviews
Agapi Nefeli artisthouse roofterrace islandseaview
4.85 out of 5 average rating, 41 reviews
Achinos guest house, Skopelos
4.91 out of 5 average rating, 78 reviews
Théros / Θέρος Home
4.86 out of 5 average rating, 71 reviews
Beachfront Villa with Semi-Private Sandy Beach
5.0 out of 5 average rating, 13 reviewsDestinations to explore
- House rentals Thessaly
- Tiny house rentals Thessaly
- Rentals with beach access Thessaly
- Villa rentals Thessaly
- Loft rentals Thessaly
- Beachfront rentals Thessaly
- Townhouse rentals Thessaly
- Aparthotel rentals Thessaly
- Resort rentals Thessaly
- Guesthouse rentals Thessaly
- Apartment rentals Thessaly
- Waterfront rentals Thessaly
- Rentals with pools Thessaly
- Bungalow rentals Thessaly
- Rentals with a kayak Thessaly
- Bed and breakfasts Thessaly
- Condo rentals Thessaly
- Farmstay rentals Thessaly
- Rentals with a hot tub Thessaly
- Rentals with breakfast Thessaly
- Serviced apartment rentals Thessaly
- Vacation home rentals Thessaly
- Private suite rentals Thessaly
- Family-friendly rentals Thessaly
- Boutique hotels Thessaly
- Ski-in/ski-out rentals Thessaly
- Earth house rentals Thessaly
- Rentals with lake access Thessaly
- Hotel rooms Thessaly
- Pet-friendly rentals Thessaly
- Cycladic house rentals Greece
- Things to do Thessaly
- Outdoors Thessaly
- Cultural tours Thessaly
- Things to do Greece
- Outdoors Greece
- Cultural tours Greece
- Art workshops Greece
- Performances Greece
- Food tours Greece
- Workouts Greece
- Wildlife Greece
- Landmarks Greece
- Water sports Greece
- Museums Greece
- Tastings Greece
- Dining Greece
- Cooking Greece
- Wellness Greece




