Skip to main content

Featured cottage destinations

Destination inspiration for your trip – find a cottage

The best cottages in Astypalaia

Check out our pick of great cottages on

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

Located in Pera Gyalos, less than 1 km from Pera Gialos Beach and a 18-minute walk from Church of Panagia Portaitissa, Anemoessa House provides air-conditioned accommodation with a balcony and free WiFi. The property has city and quiet street views, and is 1.6 km from Gouerini Castle. Outdoor seating is also available at the holiday home.

Show more Show less
9.6
Exceptional
6 reviews

Situated in Astypalaia Town, 400 metres from Pera Gialos Beach and 1.2 km from Livadi Beach, Anestorema House features air-conditioned accommodation with a patio and free WiFi. The property has inner courtyard and quiet street views, and is 400 metres from Church of Panagia Portaitissa. The property is non-smoking and is located 2.7 km from Tzanakia Beach. Fantastic accommodation in Astypalaia Chora. Situated at roughly the midpoint of the Hill which has the port area at the bottom and the castle at the top. On this level are the Windmills and it’s around these that most things (restaurants, shops, cocktail bars, parking, bus, etc) are situated. If you want the to stay in the more traditional winding and narrow streets this is not quite that and you’ll have to stay further up the hill closer to the Castle but that means facing that very steep hill regularly for no major benefit. All things considered i think this accommodation is in the best location in Chora. Positioned less than a 2 minute walk from the Windmills. The accommodation is exactly as pictured. Tastefully modernised. All amenities that are required are provided (fridge/freezer, oven, hob, coffee maker, washing machine, lots of electrical sockets, internet and good air con). The shower is fantastic. There a lovely seating area with a tv. The bed in the main bedroom is comfortable if slightly awkward in that one side is against the wall so you can’t get in/out on both sides. There was only two of us so the mezzanine bed was not used. There is a terrace at the front with a table and chairs and a small sun trap terrace to the rear with more seating and a clothes line to dry clothes. Just one warning in that there are a number of steps and stairs in the property so I would not recommend it (or the Chora in general really) for anyone with mobility issues. Not an issue for us but could be for some. Finally a word on the host. Anna was amazing. So friendly. She was waiting to greet us even though our arrival was quite delayed. She gave us loads of information about the Chora and the Island, left us a fruit basket, water in the fridge and a welcome drink. Even more than that we bumped into her later in our visit in the local ice cream shop and she got us both an ice cream. Fantastic.

Show more Show less
9.7
Exceptional
11 reviews

The Panorama House has a balcony and is located in Pera Gyalos, within just 700 metres of Church of Panagia Portaitissa and less than 1 km of Gouerini Castle. Among the facilities at this property are room service and a housekeeping service, along with free WiFi throughout the property. The property is non-smoking and is set 200 metres from Pera Gialos Beach. Efthimia the host, is the most wonderful person. I loved everything

Show more Show less
9.6
Exceptional
20 reviews

The villa with a terrace and sea views features 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with an oven and a fridge, and 1 bathroom with a hot tub. Towels and bed linen are featured in the villa. The property offers quiet street views. I have been to Astypalea first time. I wanna tell you that the accomodation was absolutely perfect and the owner was very nice. I am coming back next year absolutely!

Show more Show less
9.9
Exceptional
13 reviews
Price from
US$56
per night

Situated 300 metres from Pera Gialos Beach, Υδρία-Κατοικίες Hydria-Houses offers accommodation with a patio, as well as a garden. There is a private entrance at the holiday home for the convenience of those who stay. The holiday home features rooms with air conditioning, free private parking and free WiFi. Great location in walking distance from the port and Chora. We enjoyed the amazing view to the castle from the veranda-it is exactly as shown in the photos. Brand new, clean and spacious. Also the parking space was very convenient. The host was very polite and the overall service very professional. We will definitely stay in Ydria if we visit Astypalaia again.

Show more Show less
9.8
Exceptional
5 reviews
Price from
US$251
per night

Situated in Livadi Astypalaias and only 300 metres from Tzanakia Beach, Siesta Villas Cycladic Elegance with Castle View features accommodation with sea views, free WiFi and free private parking. With mountain views, this accommodation offers a patio and a swimming pool. The property is non-smoking and is set 2.8 km from Church of Panagia Portaitissa. Antonis the host was exceptional. He set the highest bar we have ever experienced as a host! He also has excellent staff who kept the room spotless. Thank you for making our stay so memorable.

Show more Show less
9.8
Exceptional
11 reviews

Set in Pera Gyalos, Narkissos, 19th Century Cycladic Stone House offers accommodation 700 metres from Church of Panagia Portaitissa and 700 metres from Gouerini Castle. Free WiFi is available throughout the property and Pera Gialos Beach is 70 metres away. Very conveniently located only a few steps up from the port. Mrs Maria met us at 4:45 in the morning to let us in after we arrived on the ferry. Very clean, two bedroom apartment with kitchen, bathroom and washing machine. Convenient entrance and exit, too.

Show more Show less
9.8
Exceptional
17 reviews
Price from
US$70
per night

Located in Astypalaia Town, 700 metres from Pera Gialos Beach and 1.4 km from Livadi Beach, SempreViva provides air-conditioned accommodation with a balcony and free WiFi. It is set 3 km from Tzanakia Beach and offers free shuttle service. The property is non-smoking and is situated 200 metres from Church of Panagia Portaitissa. Maybe our best experience in a vacation rental house! The house was extremely clean, very well equipped and Maria and Stavros are super caring, they made our trip 10 times better. P.S we loved the terrace

Show more Show less
10
Exceptional
14 reviews
Price from
US$93
per night

Featuring air-conditioned accommodation with a balcony, Villa Guerini is located in Astypalaia Town. Among the facilities at this property are free shuttle service and bicycle parking, along with free WiFi throughout the property. Outdoor seating is also available at the holiday home. Clean, simple yet atmospheric apartment with an amazing view in the heart of the chora. Dmitris was a very generous host. The boat tours were all full while during our stay, so he gave a tour of the island to us for a very fair rate, driving us to all the best beaches and tavernas.

Show more Show less
10
Exceptional
9 reviews
Price from
US$157
per night

Situated within 500 metres of Livadi Beach and 2 km of Tzanakia Beach, Kallichoron Country Houses offers rooms with air conditioning and a private bathroom in Astypalaia Town. This holiday home features free private parking, free shuttle service and free WiFi. The holiday home has family rooms.

Show more Show less
9.2
Superb
11 reviews
Price from
US$85
per night

Most booked cottages in Astypalaia this month

FAQs about cottages in Astypalaia

Cottages that guests love in Astypalaia