Holiday houses in Glossa

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Top-rated holiday rentals in Glossa

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Top Guest favourite
An aerial view reveals a tranquil bay framed by lush greenery, with clear turquoise waters gently lapping at a rocky shoreline. A small boat is anchored just off the coast, while a pair of lounge chairs is set on the sandy edge, inviting peaceful relaxation.
Cabin in Magnesia
5 out of 5 average rating, 61 reviews

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!

Top Guest favourite
A wooden dining table with matching chairs is positioned on a stone patio, offering a view of a vibrant sunset over the Aegean Sea. Lush greenery frames the scene, while string lights overhead add a warm ambiance as the day transitions to evening.
Home in Glossa
4.93 out of 5 average rating, 75 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.

Top Guest favourite
A small balcony features a folding wooden table and two chairs, providing a cozy spot to enjoy views of the sea and distant islands. The surrounding area showcases traditional tile roofs, with a clear blue sky enhancing the serene atmosphere.
Home in Glossa
5 out of 5 average rating, 28 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.

Top Guest favourite
A serene outdoor space is showcased with a modern pool overlooking the sea and town of Skopelos. Sun loungers are positioned beside the pool, while gentle clouds drift across a colorful sky. Natural stone and a smooth deck enhance the tranquil atmosphere of the surroundings.
Villa in Skopelos
5 out of 5 average rating, 13 reviews

Jonina Resort

Jonina Resort is for those who are looking to stay at a small paradise on earth with a breathtaking view of the sea and the town of Skopelos. If you have relaxation and tranquility as a priority on your holidays then you are looking for the right accommodation! Here you will find privacy and enjoy the filling of calmness and peacefulness beside the pool waterfall. Visit Jonina Resort so you can make unforgettable memories in your own small heaven on earth.

Top Guest favourite
A stunning view of the sun setting over the shimmering Aegean Sea is framed by green shutters. The tranquil waters reflect golden hues, while distant hills create a serene backdrop, enhancing the peaceful atmosphere of the elevated location.
Cottage in Skopelos
4.98 out of 5 average rating, 42 reviews

Clifftop - Breathtaking sunset & sea views

Clifftop is a treat for the soul. Nestled at an elevated location on the northern edge of charming Glossa. It offers comfort, peace, and solitude while being a short walk to all amenities. The cottage features two spacious rooms & a fully-equipped kitchen & bathroom. Spacious terraces feature incredible sea and sky views, equipped with sun loungers, and dining table. Master bedroom and living room make an ideal space for holidays or for romantic getaways.

Guest favourite
An aerial view of Villa Skopelita reveals its whitewashed exterior next to rocky coastline. A spacious patio with outdoor dining furniture provides a scenic spot, while the vibrant blue sea contrasts with the natural greenery surrounding the property.
Home in Skopelos
4.95 out of 5 average rating, 22 reviews

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!

Top Guest favourite
Home in Glossa
4.98 out of 5 average rating, 49 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.

Guest favourite
The modern villa is surrounded by lush greenery, featuring a private pool with sun loungers and umbrellas arranged nearby. Natural stone walls complement the structure, which has a welcoming glow from the interior lights. Panoramic views of the landscape are visible in the background.
Home in Skopelos
5 out of 5 average rating, 5 reviews

Villa Ascend - Petrino Villas

Spectacular Villa Ascend is within a short drive from Skopelos Town and the main port. Excellent location with panoramic views, built for your comfort and peace of mind. Equipped with all modern amenities and private pool for a totally relaxed holiday. A newly remodeled villa with a private pool, accommodating up to 8 guests and featuring an independent cottage for 2, ensuring privacy and an unforgettable stay.

Guest favourite
A spacious bedroom features large glass doors opening towards a stunning view of the Aegean Sea. The room is decorated in neutral tones, with a soft blue lounging area and natural light flooding in. The serene landscape includes rolling greenery leading to the coastline.
Villa in Achladias
5 out of 5 average rating, 9 reviews

Aerea Villa by Pelagoon Skiathos

The mesmerizing Pelagoon Villa in the quiet village of Achladies on Skiathos Island, is a beautiful example of minimalism and contemporary architecture. The chic home boasts sublime views over the glistering Aegean Sea and is easily one of the most exceptional villas on the island. Set among olive trees and verdant greenery, it is the perfect haven for those seeking tranquility and seclusion during their stay.

Top Guest favourite
The entrance features a stylish stone archway, leading to a staircase with crisp, white marble steps. A black wrought-iron gate stands beside the entrance, adding charm. A friendly cat is seen walking away, while a subtle decorative light illuminates the space above.
Home in Skopelos
5 out of 5 average rating, 32 reviews

Harbour House

A stylishly remodelled village house, situated in the heart of Skopelos Town. This bright, spacious property boasts a roof terrace with panoramic views of the village, Palouki mountain, the port and Alonnissos island. The house is set among lively alleys teeming with shops, cafés, bars, bakeries and restaurants. The port with its tavernas, cafés and lively, yet sedate, nightlife is only a stone's throw away.

Top Guest favourite
An aerial view of a private pool surrounded by a stone terrace features two sunbeds with towels neatly placed on them. A small side table is positioned next to a sunbed, offering a convenient space for refreshments. Lush greenery is also visible, creating a serene atmosphere.
Villa in Sporades
5 out of 5 average rating, 22 reviews

Villa Mariel Skopelos

Inspired by Greek island architecture, Villa Mariel is a newly built private villa located on the hillside above Skopelos Town. Featuring whitewashed interiors and minimal décor, the home offers a serene and contemporary island experience with complete privacy. Guests can enjoy a private pool, a lounge patio, and a gas barbecue, making it ideal for relaxed outdoor living and entertaining.

Guest favourite
A breathtaking view of the Aegean Sea is framed by large glass doors. The landscape showcases terracotta roofs and green hills, with distant islands visible under blue skies. The balcony provides an inviting space to enjoy the surrounding natural beauty.
Home in Glossa
4.95 out of 5 average rating, 77 reviews

Rious House

Rious House right next to the legendary Rious fountain! The house is located near the center of the village of Glossa. It is a one floorhouse. There is 1 bedroomwith a double bed,a living room with a double sofa bed and a single bed if needed, a large kitchen and a large bathroom. The breathtaking balcony overlooks the Aegean sea, Skiathos and Euboea.

Popular amenities for Glossa holiday rentals

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