45 Best Vacation Rentals in Skopelos Town - Holiday Lettings - Cabins

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49 Vacation rentals

(6) Excellent 

42

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Villa Kerasi is a gorgeous new villa designed in traditional Skopelos style with the most stunning views and easy access to Skopelos town. The villa has many windows and doors that open up to allow the pine scented breeze to flow through. The al fresco dining area ove  …see more

from $203 / night

$1281 - $3202 / week

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from $203 / night

23

Apartment rental in Skopelos Town with shared pool

Skopelos / Skopelos Town

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
Set above the water's edge, this spacious accommodation enjoys panoramic views of the ocean and charming town across the bay. Excellent location -with no obvious noise- it is an easy flat stroll along the seafront from the port at a distance of 800m. LIVING ROOM - 2 SE  …see more

from $75 / night

$523 / week

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from $75 / night

(7) Excellent 

25

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Villa Elia is a beautiful country style pool villa situated in an olive grove overlooking the picturesque whitewashed town of Skoplelos and out to the sea beyond. The villa is fully equipped and beautifully decorated in warm colours with local art and ceramics throughou  …see more

from $200 / night

$1397 - $3677 / week

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from $200 / night

(3) Excellent 

24

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a house built and furnished as a home rather than an investment property and the difference shows. It is a spacious 130 sq meters giving light and airy accommodation and is finished to a high standard of craftsmanship. The gardens and drystone walling around the  …see more

from $289 / night

$2018 - $2914 / week

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from $289 / night

(8) Excellent 

23

Vacation villa rental

Skopelos / Skopelos Town

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
A very pretty and beautifully designed greek island cottage with its own swimming pool, set in an olive grove on a hillside overlooking Skopelos town and the sea beyond. The views are amazing - you can sit on the terrace and watch the boats come and go in the harbour b  …see more

from $127 / night

$889 - $2280 / week

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from $127 / night

(2) Excellent 

24

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Arktos is the largest of three villas set in their own grounds in the peaceful area of Pefkias, in the hills above Skopelos Town. This villa enjoys fabulous views from the pool and pool terrace down the valley and out to sea. It has two double bedrooms, one sleepi  …see more

from $107 / night

$822 - $2092 / week

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from $107 / night

(7) Excellent 

24

Skopelos Town Vacation villa rental

Skopelos / Skopelos Town

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Villa Pegasus is ideal for people looking for a romantic and peaceful get-a-way whilst being close to the amenities of Skopelos Town, only 10 minutes away by car. It is the perfect spot for walkers, with easy access to many trails, as well as for painters who will appre  …see more

from $75 / night

$523 - $1719 / week

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from $75 / night

12

Skopelos Town Vacation home rental

Skopelos / Skopelos Town

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning
Lovely newly built Villa overlooking beautiful Skopelos Harbor. Very private setting surrounded by numerous gardens and an Olive grove. Close to town with it's many shops , bars and Tavernas. A car or motor bike is not neccesary, but many are available in the town. Apar  …see more

from $61 / night

$427 / week

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from $61 / night

(5) Excellent 

14

Vacation townhouse in Skopelos Town

Skopelos / Skopelos Town

2 2 7 nights min

  • 2 bedrooms
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Car not necessary
  • Ask about pets
The house is spread over 4 floors and is more like a tower with each level revealing interesting glimpses and views of the town as you go up towards the roof terrace where you have a stunning panorama of the Town, Harbour and Mountains beyond. There are 2 double  …see more

from $86 / night

$598 / week

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from $86 / night

(3) Very Good 

22

Vacation villa with swimming pool in Skopelos Town

Skopelos / Skopelos Town

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Kentavros is ideal for two people looking for a romantic and peaceful get-a-way, whilst being close to the amenities of Skopelos Town, only 10 minutes away by car. It is the perfect spot for walkers, with easy access to many trails, as well as for pain  …see more

from $75 / night

$523 - $1719 / week

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from $75 / night

(2) Excellent 

14

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
- Sleeps 2 – 6 People- 2 Bedrooms, 1 Bathroom with Shower, 1 small WC- Open plan dining romm / Kithcen with Air-Conditioning- Enclosed verandaVERANDA - WI-FI Internet access, Private parkingAt the top of Skopelos Town, “Aquamarine House” is  …see more

from $59 / night

$411 / week

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from $59 / night

23

Vacation studio rental

Skopelos / Skopelos Town

Studio 3 3 nights min

  • Studio
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Studios Elpiniki offers accommodation ideal for up to 3 persons, with furnished balconies which overlook the Aegean Sea, Skopelos Town and the mountain. Free Wi-Fi is available in each studio. A kitchenette with cooking hobs, fridge and electric kettle is included in a  …see more

from $41 / night

$257 / week

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from $41 / night

(2) Very Good 

24

Vacation cottage in Skopelos Town

Skopelos / Skopelos Town

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
A country house located 2Km from Skopelos town. With private pool, peaceful surroundings, fruit trees, terrace, 1.5 Km from Stafilos beach. The country house is built in a traditional style. White walls and roof. Inside there is traditional wooden ceiling. The beds are  …see more

from $59 / night

$353 / week

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from $59 / night

23

Vacation apartment with shared pool in Skopelos Town

Skopelos / Skopelos Town

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Rented an apartment with a bedroom, kitchenette, bathroom and balcony overlooking the garden. There is a communal pool. The apartment is located 1300m away from the port of Skopelos, is near the bus stop and supermarket .The apartment is surrounded by a large garden wit  …see more

from $70 / night

$481 / week

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from $70 / night

21

Studio rental in Skopelos Town

Skopelos / Skopelos Town

Studio 3 3 nights min

  • Studio
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Studios Elpiniki offers accommodation ideal for up to 3 persons, with furnished balconies which overlook the Aegean Sea, Skopelos Town and the mountain. Free Wi-Fi is available in each studio. A kitchenette with cooking hobs, fridge and electric kettle is included in a  …see more

from $41 / night

$246 / week

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from $41 / night

(3) Very Good 

19

Vacation hotel apartment with shared pool in Skopelos Town

Skopelos / Skopelos Town

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Consist of two double rooms with separate entrances and traditional wooden roof in line with the tradition of the island architecture, two bathrooms (with hairdryers) and balcony doors which lead to spacious shed veranda with a marble-table, comfortable armchairs and a  …see more

from $65 / night

$385 - $1046 / week

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from $65 / night

(1) Excellent 

67

Vacation home rental

Skopelos / Skopelos Town

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
An authentic traditional whitewashed stone house in the centre of the unique Town of Skopelos, with wooden frames and ceilings inside. A three floors house fully equipped with a traditional and very fine furniture, panoramic view towards the port from the large blue bal  …see more

from $86 / night

$534 / week

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from $86 / night

14

Apartment rental in Skopelos Town

Skopelos / Skopelos Town

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Air conditioning
'Christinis Rooms' are just 800 meters from the harbor and the town of Skopelos, in a cool and quiet environment, surrounded by trees and flowers. Even if the house is so near to the first houses of the village you will feel like you are on the countryside.You  …see more

from $27 / night

$187 - $374 / week

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from $27 / night

13

Vacation villa in Skopelos Town

Skopelos / Skopelos Town

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Ask about pets
This is a house inspired by the ancient history of Skopelos (Minoan colony1500 b.C) situated at the village of Ananias, recreation area of the locals. Once you enter the gate you drive to the stunning view. There is a spacious sunbathing area around the pool with sunbed  …see more

from $198 / night

$1383 / week

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from $198 / night

21

Apartment accommodation in Skopelos Town

Skopelos / Skopelos Town

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Ask about children
  • Air conditioning
Anemoessa Boutique Suites are centrally located in Skopelos and its traditional waterfront port. Newly renovated, with traditional touches but with respect to comfort and practical use of space. The Suites are 2 storey buildings with the main bedroom , wc and shower on  …see more

from $107 / night

$748 / week

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from $107 / night

10

Skopelos Town Vacation apartment rental

Skopelos / Skopelos Town

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
LIVING ROOM - 2 SEPARATE BEDROOMS - 1 BATHROOM Blue begins at the front door in our Family Apartment no_105. With ocean view, this is a very spacious, traditional accommodation. The open plan living area has sofa bed with coffee table and armchair, while the dining tabl  …see more

from $107 / night

$748 / week

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from $107 / night

21

Apartment accommodation in Skopelos Town

Skopelos / Skopelos Town

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Child friendly
Spending your holiday in an apartment with a fantastic view and close to the village? The apartment lies opposite Skopelos village and on foot it takes only a couple of minutes to reach the waterside and the road leading to the village (850 meters) . It was built in 201  …see more

from $97 / night

$673 / week

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from $97 / night

(1) Excellent 

19

Skopelos Town Vacation apartment rental

Skopelos / Skopelos Town

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Alexandros Rooms & Studios are 1,2 km from Skopelos Town Centre and the island's port, offering sea view, a garden and a children's playground. They feature air-conditioned accommodation with garden, mountain or Aegean Sea views. Free WiFi access is availa  …see more

from $65 / night

$411 / week

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from $65 / night

18

Apartment rental in Skopelos Town with shared pool

Skopelos / Skopelos Town

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Rent a 2-bedroom family apartment near the harbor (1200m.). It is close to supermarkets and the bus stop (100m). A garden with flowers , trees and vegetables in the yard. There is a swimming pool and secure parking . The area is fenced safe and secure . Ideal fo  …see more

from $65 / night

$449 / week

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from $65 / night

(8) Very Good 

34

Skopelos / Skopelos Town

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $49 / night

$262 - $561 / week

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from $49 / night

13

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
SLEEPS 2 – 6 PEOPLE 2 BEDROOMS, 1 BATHROOM, 1 WC OPEN PLAN LIVING ROOM / KITCHEN / DINING with AIR-CONDITIONING WI-FI INTERNET ACCESS, PATIOAt the top of Skopelos Town, “Aquamarine House” is in the ideal location for those wanting convenience t  …see more

from $59 / night

$411 / week

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from $59 / night

14

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children
  • Air conditioning
  • Ask about pets
Located in the main town of Skopelos the rooms are situated uphill as the island is amphitheatrically built - 800 m from the port in a very quiet area.the beach of agios kostantinos is 800 away while Stafylos 5 km.All the rooms have wonderful seaview they are equiped wi  …see more

from $43 / night

$299 / week

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from $43 / night

(1) Excellent 

16

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
A private apartment in the center of Skopelos town with your own gardenA tastefully decorated apartment, of two well separated rooms, located in the very centre of Skopelos town, less than 100 m from the sea front and harbour. Ideal for individual people, who wo  …see more

from $59 / night

$411 / week

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from $59 / night

16

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
At the point that the pine & olive trees covered moutains of Skopelos where the green of the pine trees meets the blue of the sea, 10m from the beach of Panormos , in one of the most beautiful beaches of skopelos island, is located accommodation YADES.Our apartments are  …see more

from $57 / night

$396 / week

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from $57 / night

33

Vacation home in Skopelos Town

Skopelos / Skopelos Town

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Houses are located in Panormos. Kastri Houses 60m from the beautiful beach of Panormos Built on a large estate with lush greenery and ample parking. With all the modern comforts and facilities. The building is surrounded by trees and flowers in various colors. The outdo  …see more

from $52 / night

$359 / week

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from $52 / night

13

Vacation apartment rental

Skopelos / Skopelos Town

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
At the point that the pine & olive trees covered moutains of Skopelos where the green of the pine trees meets the blue of the sea, 10m from the beach of Panormos , in one of the most beautiful beaches of skopelos island, is located accommodation YADES.Our apartments are  …see more

from $57 / night

$396 / week

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from $57 / night

20

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
Spending your holiday in an apartment with a fantastic view and close to the village? The apartment lies opposite Skopelos village and on foot it takes only a couple of minutes to reach the waterside and the road leading to the village (850 meters) . It was built in 201  …see more

from $86 / night

$598 / week

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from $86 / night

9

Vacation apartment in Skopelos Town

Skopelos / Skopelos Town

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
At the point that the pine & olive trees covered moutains of Skopelos where the green of the pine trees meets the blue of the sea, 10m from the beach of Panormos , in one of the most beautiful beaches of skopelos island, is located accommodation YADES.Our apartments are  …see more

from $57 / night

$396 / week

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from $57 / night

21

Vacation studio in Skopelos Town

Skopelos / Skopelos Town

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Child friendly
Skopelos .... Where ends the mountain and the sea begins.Fishing, swimming, walking in the forest, museums, churches many more places and activities will make your holiday unforgettable. Enjoy the view from the "PRODROMINA" porches, drinking coffee or eating your breakf  …see more

from $57 / night

$396 / week

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from $57 / night

21

Skopelos Town Vacation studio rental

Skopelos / Skopelos Town

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Child friendly
Skopelos .... Where ends the mountain and the sea begins.Fishing, swimming, walking in the forest, museums, churches many more places and activities will make your holiday unforgettable. Enjoy the view from the "PRODROMINA" porches, drinking coffee or eating your breakf  …see more

from $57 / night

$396 / week

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from $57 / night

21

Vacation studio in Skopelos Town

Skopelos / Skopelos Town

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Child friendly
Skopelos .... Where ends the mountain and the sea begins.Fishing, swimming, walking in the forest, museums, churches many more places and activities will make your holiday unforgettable. Enjoy the view from the "PRODROMINA" porches, drinking coffee or eating your breakf  …see more

from $57 / night

$396 / week

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from $57 / night

21

Studio rental in Skopelos Town

Skopelos / Skopelos Town

Studio 3 Min stay varies

  • Studio
  • Sleeps 3
  • Min stay varies
  • Child friendly
Skopelos .... Where ends the mountain and the sea begins.Fishing, swimming, walking in the forest, museums, churches many more places and activities will make your holiday unforgettable. Enjoy the view from the "PRODROMINA" porches, drinking coffee or eating your breakf  …see more

from $57 / night

$396 / week

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from $57 / night

23

Skopelos / Skopelos Town

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from $107 / night

$748 / week

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from $107 / night

32

Skopelos / Skopelos Town

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from $65 / night

$449 / week

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from $65 / night

(1) Excellent 

4

Skopelos / Skopelos Town

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Ask about children
  • Air conditioning

 …see more

from $43 / night

$299 / week

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from $43 / night