Pet-friendly holiday rentals in Ilha de São Jorge

Quinta do Caminho da Igreja TUES 2

Secondary farmhouse on São Jorge Island, in the parish of Manadas, with all the necessary amenities for a beautiful stay, an attached room on the ground floor with a private bathroom and outdoor access. If you are looking for a quiet place in the midst of nature, where you can read and rest, overlooking Pico Island, this is the ideal place! On the farm we have goats, sheep and chickens!The house is located on a fenced and reserved farm. The surrounding area allows for pleasant walks and swimming in the sea!

Welcome to Casa Fitz with Ocean Views & AC

Ola & Welcome to Casa Fitz! Charming - remodeled typical house, in a serene environment with ocean and island views in every direction. Come relax on your veranda and sip some Pico Wine. Enjoy the Pico Mountain while lying in bed gazing out your window. Close to natural walking trails and grocery store/cafe. Casa Fitz has a lot of character from patchwork curtains, wine barrel chairs, basalt flooring and open beam torched wood ceilings and A/C. We welcome you and hope you enjoy your stay!

House Cellar, Fajã do Ouvidor

Live an authentic azorean experience, surrounded by nature and breathtaking views, 5 min away from the sea. Our comfortable home is ideally located in potentially the most beautiful fajã of S. Jorge. With 3 floors, 2 fully equipped bathrooms, living and dining room and spacious terrace (w/barbecue) this is a place where you´re invited to try our low hanging fruits and vegs - figs, bananas, yams, grapes, etc This fajã is well known by hiking trails and natural pools, all in walking distance.

Ilhéu Watchman in Vila do Topo

Vigia do Ilhéu is located in the 'Vila do Topo', about 45 minutes from the main urban centre of 'Vila das Velas' of S. Jorge. Its rich Flemish history has profoundly influenced the island's cultural identity. The rurality of this area offers an authentic and tranquil experience, where the pace of modern life feels distant. Surrounded by lush landscapes, and with views over 'Ilheu do Topo' and Terceira Island, Topo is a place where time slows down with unparalleled calm and serenity.

House 'Casa do Pai Tito'

Come and experience Casa do Pai Tito, a cozy guesthouse located in the peaceful Fajã da Ribeira da Areia. Perfect for a family vacation or a romantic getaway, this is the ideal place to disconnect from the hustle and immerse yourself in the tranquility of one of São Jorge's most serene fajãs. With stunning ocean views, breathtaking landscapes filled with lush green cliffs, and unique geological formations. Here you can relax, reconnect with nature, and create unforgettable memories.

Casinha Kevin

What you can expect at Casinha Kevin: • queen-size bed with memory foam mattress • USB/USB-C ports built-in to the light socket at each bedside table • 43" Smart TV for streaming on all major apps or watching cable • WIFI connection with high-speed internet • Air-conditioning/heating system and Ceiling Fan • Private on-site laundry with steam dryer option or clothesline located behind the house (clothes pins provided) • Personal picnic table • Firewood for the fire pit

Adega da Quinta – Casa da Gigi

Relax to the sound of nature in this calm and elegant space, enjoying private pool, Jacuzzi and sauna baths, on an organic farm with a paradisiacal view over the village of Madalena, the sea and the island of Faial, and benefit from the pedestrian walks overlooking the wonderful mountain of Pico. Our accommodations are a 2-minute drive and a 15-minute walk from Vila da Madalena, and include a bedroom with a double bed and a living room with a sofa bed.

The Lighthouse-Oceanfront Home in Pico Paradise

The Lighthouse is a stones throw to the ocean. Location is #1! You can taste salty air & drift off to sleep to the sound of waves crashing. A true lullaby.. My property is large with one suite used as a rental. Private, quiet & safe. Grocery store/cafes/bakeries/bars/ATMs & restaurants all within walking distance as well as natural pools&walking trails. You will come for the location but stay for the beauty! Welcome&Enjoy!

Seagull Corner

Our holiday home Cantinho dos Cagarros, overlooking the Atlantic Ocean, is located in Aguada, Ponta Negras, on the island of Pico. The cozy rooms provide rest and silence, which at dusk is sometimes interrupted by the fascinating song of the gulls. Enjoy our balcony or our spacious porch, ideal for outdoor dining with ocean views. The proximity of the "Pedreira or Carregadouro" bathing area (a 3-minute walk away).

Fish House 3

O paraiso na terra. A vista mais bonita do mundo! Maravilhosa casa construida de raiz recentemente, situada na Prainha de Cima ( zona Norte da ilha do Pico) com vista deslumbrante sobre o canal e sobre a ilha de São Jorge. Composta por 2 pisos com 2 janelas panorâmicas, pode alojar 4 pessoas, 2 no quarto e 2 na sala em sofá-cama. Tem 2 WC's completos. Vale mesmo a pena acordar para ver o nascer do sol!

Casa da Matilde, on the paradisiacal fajã of São João.

Traditional-style vacation home, but with a modern and colorful twist. By the sea, with a splendid view of the neighboring island of Pico, you can rest to the sound of the murmur of the waves and the singing of the birds. Calm and familiar atmosphere. Attention – access to the house involves exterior stairs (see photos), with about 40 steps.

Casa do Cais

You will find this holiday home at Porto Calhau - only a 10 minutes drive from Madalena. There is one big bedroom for 5 people ( 1 double bed, and a bunk bed for 3 people), one living room with a kitchenette, bathroom with a shower and a toilette. It also has a terrace where you can enjoy beautiful sunset.