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.

Boasting air-conditioned accommodation with a balcony, Endless Blue is situated in Pera Gyalos. This property offers access to a terrace, free private parking and free WiFi. The property is non-smoking and is located 300 metres from Pera Gialos Beach. We got so lucky to be able to rent this absolutely stunning property. It is brand new, super comfortable, with a million dollar view of the port and the picturesque Chora, with its castle and wind mills. It made our stay perfect and we spent unforgettable moments sitting on the balcony relaxing and taking in the view. The apt is spacious, extra clean and feels like home. The hard part was to leave! Dimitra was kind and friendly and available in case we needed something. I cannot recommend enough to book Endless Blue and enjoy the hidden gem of Astypalea island. Hoping to be back soon. Thank you.

Show more Show less
9.9
Exceptional
11 reviews
Price from
£69
per night

Located in Pera Gyalos, less than 1 km from Pera Gialos Beach and a 14-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 1.2 km from Gouerini Castle. Outdoor seating is also available at the holiday home.

Show more Show less
9.6
Exceptional
5 reviews

Eva's House features a terrace and is set in Astypalaia Town, within just 500 metres of Pera Gialos Beach and 1.2 km of Livadi Beach. Among the facilities at this property are a housekeeping service and private check-in and check-out, along with free WiFi throughout the property. The property is non-smoking and is situated 2.8 km from Tzanakia Beach.

Show more Show less
9.4
Superb
9 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
9.8
Exceptional
10 reviews
Price from
£117
per night

Featuring air-conditioned accommodation with a patio, FILINA's luxury house is located in Analipsi. This beachfront property offers access to a balcony. The property has a hot tub, free WiFi throughout the property and free shuttle service. Seafront appartment with wonderful views and crystal clear waters just few steps away. It is not easy to find such a place, definitely book if available! Spacious with 3 bedrooms and it has pretty much everything you need. It is indeed between a cafe and a taverna, but it was not an issue for us, in fact it is quite practical if you don’t want to cook at home all the time. Analipsi is a small, calm village where you can observe authentic Greek life, it has few restaurants and cafes. The owners live nearby and are ready help whenever you need. Don’t miss the shipwreck under water closeby :)

Show more Show less
9.7
Exceptional
9 reviews
Price from
£160
per night

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. Amazing view looking out over the township. The owners were lovely and always on hand if you needed anything. Big and spacious and clean.

Show more Show less
9.5
Exceptional
17 reviews
Price from
£62
per night

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. A lovely house, beautifully decorated, with everything you need. The host was lovely, extremely helpful and made us feel welcomed and at home. We will definitely come back next time we visit the majestic island of Astipalea.

Show more Show less
9.6
Exceptional
10 reviews
Price from
£112
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

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. Exceptional view to Chora. The home was super comfortable with all amenities including washing machine. The homemade cakes delivered to us were such a lovely, personal touch. Ms Popi and Antonis are excellent hosts, always very polite and friendly and extremely helpful. Thank you for an amazing stay!

Show more Show less
9.6
Exceptional
10 reviews
Price from
£197
per night

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. The facilities were exceptional! Everything was far better than we could ever imagine. We rented the place as two couples but a group of friends could find great leisure in the apartment. Great architecture and the accommodations were far better than any place I have traveled for the past 16 years!

Show more Show less
9.8
Exceptional
13 reviews
Price from
£91
per night

Most booked cottages in Astypalaia this month

FAQs about cottages in Astypalaia

Cottages that guests love in Astypalaia