Holiday houses in Glossa

4.97 out of 5 average rating, 31 reviews

Guesthouse in Glossa

Ysyhia - Private cottage with pool.

Ysyhia is modern, bright and airy & has a private pool which is the perfect size for flopping about in. The cottage comprises one open-plan living space including kitchen, dining and lounge, plus separate bedroom and bathroom. It is set in olive and almond groves and looks out across the sea. 1½km from the village, no other buildings are visible from here. Our house is up the hill on the same plot. Each house has its own private access and a fence separates the 'farm' from Ysyhia and its garden.

5 out of 5 average rating, 48 reviews

Cabin in Magnesia

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!

4.85 out of 5 average rating, 13 reviews

Villa in Panormos

Olea Skopelos 2 villas, sea view and swimming pool

Olea Skopelos villas are located in a green hill in Skopelos island. In 1800 it operated as an olive oil distillery. Some of the old equipment is refurbished and displayed on the property. Our houses are ready to provide you everything you need for your vacation. Next to Glossa village & some of the most famous beaches the houses combine great sea view & a magical nature scenery. The property consists of two separate buildings, one swimming pool, parking space and sea view from every part

4.91 out of 5 average rating, 55 reviews

Yalee Grandpa's house

A fully equipped cottage house located on the beautiful village of Glossa with stunning view of the Aegean Sea and the amazing sunset! Suitable for easy living vacation! Furniture and decoration is made from natural materials creating a carefree atmosphere . The position of the house at the end of the village, in a quiet area, makes your stay relaxed. At the same time you are 10 min. away (walking distance) from market place,small shops,bakery,restaurants,coffee shops and bus station.

4.85 out of 5 average rating, 67 reviews

Apartment in Glossa

Beautiful studio with view

Α fully equipped studio by the central road from Loutraki to Skopelos Town with beautiful view at the sea. The studio is located at the entrance of Glossa Village. It is 3km far from loutraki port where there is frequent connection with Skiathos and Alonnisos islands, Volos city and Mantoudi (connection with Athens). The bus stop is 150 meters from the house and there is also a parking. Inside Glossa village there are plenty of places to eat, have a coffee and do shopping.

5 out of 5 average rating, 20 reviews

Cherry's home

cherry's home is a traditional old house completely renovated in the center of the small traditional village of Glossa. From the house on foot and at a very short distance there are shops such as cafes, restaurants and bars, a supermarket, a bakery and a pharmacy. The living room and its balconies offer unobstructed views of the Sea. It is modernly decorated with all the comforts and electrical appliances. Also in the kitchen equipment there is an espresso machine.

5 out of 5 average rating, 25 reviews

Villa in Panormos

''Nina-Myrtia'' Countryside House

Mourtero..a scent of Skopelos nature! Where the green of the pines and olive groves merges with the blue of the sea and the sky, the holiday home "Nina-Myrtia" dominates, just a few minutes from the beach of Panormos. It is an ideal choice for nature lovers looking for a traditional,but simultaneously modern and comfort home for their vacation. Indulge in the magic of nature and enjoy a fairytale private "port" of absolute peace and charming natural beauty!

5 out of 5 average rating, 3 reviews

Home in Skopelos

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!

4.95 out of 5 average rating, 65 reviews

Cottage in Skopelos

The Old Wine Store: picturesque views & tradition

The Old Wine Store is a lovingly-restored traditional stone cottage perfect for a couple. Nestled at the edge of Glossa in a peaceful location, with stunning sea views from the two terraces, kitchen and bedroom windows. With rustic decor, the open-plan cottage has a well-equipped kitchenette, mezzanine bedroom and Greek-style 'wet-room' bathroom. The magnificent sunset watched from the terrace is like a wine-cup of the Sun and Sea; not to be missed.

4.75 out of 5 average rating, 4 reviews

Cottage for 5-8 people ,Glossa,Skopelos

A traditional house of Skopelos architecture transforms into a modern home!The unlimited view of the sea ,the beauty of simplicity and the sense of elegance characterize our welcoming space. Upstairs has 2 bedrooms,with two double beds,living room overlooking the sea and kitchen. On the ground floor a single,self-contained space,56 sq.m. with 1 double bed, sofa bed and kitchenette. Both spaces have their own equipment,for absolute autonomy

4.96 out of 5 average rating, 50 reviews

Apartment in Sporades

"Eothinos" Sea front Studio

Beachfront studio in Loutraki with one bedroom( 35 sq.m.) There is a large dining table and chairs on the terrace outside, and a large pergola providing shade for out-door dining. All windows and doors have fixed insect-screens. The road outside is a cul-de-sac and leads only to the footpath to the beach, so it is very peaceful with no passing traffic. Fully serviced with cleaning and linen change every 4 days. Beach towels are provided.

5 out of 5 average rating, 36 reviews

CapeVerde

The house "CapeVerde" is located in the village of Glossa Skopelos. It overlooks a large part of the village as well as the entire front view of the sea of Glossa and Skiathos. The neighborhood is dominated by silence and the freshness of nature. Ideal for families and groups of friends. The distances from the beaches are closer from our village than from the country of the island. Also the island of Skiathos is 18 minutes away by boat.

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Glossa holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Glossa

Villa in Glossa

5 out of 5 average rating, 4 reviews

Pool Villa

JosephRating, 5 stars24 months ago

Absolutely beautiful! We would happily come back in a heartbeat. Such a beautiful view of the ocean from the upstairs bedrooms, lots of space, awesome pool in the backyard. Anthula was responsive and kind host. We wish we could have stayed longer. Really the only thing we didnt like was sometimes the wasps and horseflies bothered us outside on the patio, but usually only if we ate outside with no wind to blow them away. But nonetheless, we enjoyed the pool thoroughly and the sunshine and the beaches nearby. Waking up in that villa every morning was like a good dream we'll never forget.

4.84 out of 5 average rating, 19 reviews

Lavender House - a hideaway near Glossa village

ClareRating, 5 stars22 months ago

Communication with Argyro was always very prompt. Her father kindly collected us from the port in Loutraki and drove us to the house, explaining about the village and the property, which was just as described. We wanted peaceful and relaxing surroundings which is what this property provides. A short walk up to the village, but take a torch for the return journey at night. There are several restaurants in the village also a supermarket, cashpoint, a few cafes, with a bakery open 24hrs a day which sell fantastic treats! You do need a hire vehicle staying in Glossa and we used Dream Cars in Loutraki who were great and easy to communicate with. All in all, a wonderful unspoilt island and a very relaxing holiday. We would recommend this property.

5 out of 5 average rating, 5 reviews

Home in Klima

Kalyvaki in Palio Klima

MyrtoRating, 5 stars2 months ago

We really enjoyed our stay at this beautiful place in Skopelos. It’s in a quiet, pretty village with small pedestrian streets on a mountain slope, with amazing views of the Aegean Sea. The area is very green, and thanks to the trees, it stays nice and cool at night. The house is charming, with traditional, locally made decorations that make it feel special. It’s also in a great location — just a short drive to beautiful beaches and only minutes from the nearest village with restaurants and shops. A perfect spot for a peaceful and relaxing holiday!

Apartment in Loutraki

4.67 out of 5 average rating, 15 reviews

Melia studio 2 seafront apartment

BruceRating, 5 stars8 months ago

Great place, great location, excellent host.

4.87 out of 5 average rating, 55 reviews

"MONOPATI"✨Simple Luxury House in Skopelos/Glossa

KlaraRating, 5 stars9 months ago

A quiet little house with a beautiful view in an authentic Greek village atmosphere. By car, everything was very accessible, by public transport and on foot it would take some planning and agility. The house is spread over three levels and therefore certainly only suitable for people who have no difficulty with stairs. Inside it was very clean and simply tastefully furnished. Communication and arrangements were perfect. Thanks for the nice time in this house.

5 out of 5 average rating, 8 reviews

Home in Skopelos

Finka

AncaRating, 5 stars1 week ago

I just spent an unforgettable week in this stunning house in Skopelos Town. Every morning, I woke up to breathtaking views of the sea, the soothing sound of birdsong, and the incredible light and energy that make this island so magical. The house itself is absolutely perfect — like something out of a fairytale. It’s beautifully designed, thoughtfully equipped, and has everything you could possibly need for a comfortable and memorable stay. Bar and her partner are truly exceptional hosts — warm, kind, and incredibly helpful. They went above and beyond by picking us up from the port when we arrived and dropping us off when we left, making our trip seamless and stress-free. If you’re looking for the perfect Airbnb experience in Skopelos, look no further. This place is a dream — I can’t recommend it highly enough!

5 out of 5 average rating, 6 reviews

Apartment in Glossa

Alexandros Luxury Apartment

TatianaRating, 5 stars11 months ago

The apartment is located in the small town of Glossa, served by ferries from Skyathos. It is in a beautiful location with sea views and close to the shops available in the area. From the port of Loutraki it is easily reachable by car/scooter or taxi. Recently renovated, the apartment is equipped with everything you need and kept in impeccable condition. A special note for the hosts, Demie and George, who have always been helpful and very responsive. Friendly and sunny, they helped us from day one, it was like being with family!