Osterlen Holiday Rentals from €113: Search Short-Term Rentals

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Our top choices for Osterlen holiday rentals

A long dining table set with white tablecloths and chairs, surrounded by hanging floral decorations and rustic brick walls.

1. Stockeboda Gård och Stugby

Gärsnäs

"Bokade en lägenhet men fick en stuga, iofs en rymlig och trevlig sådan. Inte heller incheckningen fungerade. Vi bokade sent (samma morgon) och det var en lördag. Med följd att boendet inte väntade oss, hade ingen bevakning av bokningar över helgen. Nu löste sig allt relativt snabbt så på det stora hela lämnade vi nöjda. Mycket lugnt naturnära läge, perfekt för resande med husdjur. Även nära till det mesta på Österlen. Kräver dock bil eller liknande transportmedel."

Karl

includes taxes & fees

16 Oct - 17 Oct

A pond with ducks, surrounded by greenery and a small waterfall.

2. Solrosen i Simrishamn

Simrishamn

Hubert

includes taxes & fees

11 Oct - 12 Oct

A beach with a lifeguard sign, clear skies, and ocean waves.

3. Kåseberga Hideout

Loderup

Joel

includes taxes & fees

1 Nov - 2 Nov

A bed with beige bedding and pillows, a bedside table with a vase of white flowers, and a wall-mounted lamp.

4. Summer house with barn near Sandhammaren

Örum

includes taxes & fees

24 Oct - 25 Oct

A traditional half-timbered building with a stone foundation, a tiled roof, and a window with a green frame.

5. Small street house in the middle of Ystad

Skåne län

Buscher S.

includes taxes & fees

12 Oct - 13 Oct

A modern living room with a sofa, a black rug, wooden flooring, and a view through a large window.

6. Lovely 1-bedroom apartment with AC in charming Garsnas

garsnas

Claes-Göran

includes taxes & fees

2 Nov - 3 Nov

A modern living room with a fireplace, a dining area, and a kitchen with red cabinets.

7. Charming Skåne Cottage in the Heart of Österlen

Simrishamn

includes taxes & fees

24 Oct - 25 Oct

A wooden structure with a pergola, steps leading up to a garden with various plants, and a fence in the background.

8. Sustainable cabin in beech forest at Mellby Käsk

Kivik

Philip

includes taxes & fees

24 Oct - 25 Oct

A cozy, modern room with a large bed, a small table, and a view of the ocean.

9. Yggdrasil Igloo Water Huts Skåne

Huaröd

Sanne

includes taxes & fees

6 Nov - 7 Nov

A balcony with a view of the beach and ocean.

10. Åhus Brygga Apartment Hotel

Aahus

Eva

includes taxes & fees

8 Nov - 9 Nov

A spacious living room with a white sofa, a dark wooden cabinet, and a dining area with a table and chairs.

11. Granelunds Bed & Country Living

Veberöd

Anders

includes taxes & fees

8 Nov - 9 Nov

A balcony with white wicker chairs and a small table, overlooking a wooden deck and a view of the sea.

12. English charm in the middle of Kivik

Kivik

includes taxes & fees

11 Oct - 12 Oct

A beach path leading to the sea with a lifebuoy sign and a bench.

13. Åhus Havsvillor

Aahus

Örjan

includes taxes & fees

13 Oct - 14 Oct

A rustic stone fireplace with a chimney, wooden beams, and a staircase leading to an upper level.

14. Renovated Half-timbered house in Österlen built 2006

Skåne län

includes taxes & fees

19 Oct - 20 Oct

A wooden deck with a pergola, outdoor furniture, and string lights.

15. Veberöd is situated at the foot of Romeleåsen.

Veberöd

Tiina T.

includes taxes & fees

11 Oct - 12 Oct

A small, white wooden structure with a door and window, a table with chairs, and a black umbrella on the porch.

16. Mysigt och lugnt på landet på liten hästgård

Skåne län

includes taxes & fees

11 Oct - 12 Oct

A compact kitchen with a dining area, featuring a round table and chairs, a built-in stove, and a small cabinet.

17. Caravan in the countryside

Gärds Köpinge

includes taxes & fees

12 Oct - 13 Oct

A compact kitchen with white cabinets, a stainless steel sink, and a built-in oven. There's a small table with a vase of flowers and a chair.

18. Modern villa basement

Kristianstad Ö

Frances

includes taxes & fees

30 Oct - 31 Oct

An open door leading to a patio with a table, chairs, and an umbrella overlooking a pool and the sea.

19. Oakvale Villa Sand

Aahus

includes taxes & fees

8 Nov - 9 Nov

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Top Osterlen Hotel Reviews

Kockska Gården

10/10 Excellent

"Honestly quit nice stay, recommend to anyone"

Continental du Sud

8/10 Good

"4 star price, 3 star standard I stayed in a single room for one night. Entrance and staircases: amazingly beautiful. Room overall: clean and looks ok although very standard and quite boring interior. Big window with light-blocking curtains. No safe, kettle, coffee or tea in the room. No closet, but a drawer that I don't believe anyone uses except for putting their purse and phone on top of. Bed: good mattress, two pillows. No extra pillow or blanket in the room. Bathroom: clean and functional except for the shower where only the overhead rain shower works. The hand-held shower is blocked (twist the on/off handle one way - the overhead shower starts, but it's not possible to turn the handle the other way. Overhead shower never gives plus points since half the population does not want to wet their hair every time they shower. No hairdryer. Staff: friendly and helpful. Wifi: low/medium. You get a much better online experience via mobile network. Breakfast: the hotel is strict about booking your breakfast slot. The number of choices were 3 star, the quality of what was served was 4 star. Final verdict: although I enjoyed my stay, I don't feel that I really got my money's worth. If I come back to Ystad I will choose another hotel."

Hotell Bäckagården

10/10 Excellent

"We stayed in the smallest room and it was very small due to the dormer ceilings, which forced me to duck sometimes. The bathtub/ shower also had limited space for standing. That said, though, we loved the room. It was very cute and cozy and the bed was excellent. There was a love seat under the window and a bag with beach towels and a water bottle for our use. The breakfast was very good, with fresh squeezed orange juice available. The owner was so nice and helpful, and even carried our suitcases up the steep stairs. The location was perfect. We love places with character and this definitely has it!"

Find out more about Osterlen

Everything you need to know about Osterlen holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osterlen holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osterlen holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osterlen holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osterlen. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osterlen holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osterlen holiday rentals we have selected for you start as low as €113 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osterlen rentals

At Expedia, we put the best Osterlen holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Osterlen rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osterlen holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osterlen. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osterlen holiday rentals

1. Stockeboda Gård och Stugby

2. Solrosen i Simrishamn

3. Kåseberga Hideout

4. Summer house with barn near Sandhammaren

5. Small street house in the middle of Ystad

6. Lovely 1-bedroom apartment with AC in charming Garsnas

7. Charming Skåne Cottage in the Heart of Österlen

8. Sustainable cabin in beech forest at Mellby Käsk

9. Yggdrasil Igloo Water Huts Skåne

10. Åhus Brygga Apartment Hotel

11. Granelunds Bed & Country Living

12. English charm in the middle of Kivik

13. Åhus Havsvillor

14. Renovated Half-timbered house in Österlen built 2006

15. Veberöd is situated at the foot of Romeleåsen.

16. Mysigt och lugnt på landet på liten hästgård

17. Caravan in the countryside

18. Modern villa basement

19. Oakvale Villa Sand

Find holiday rentals that suit your style

Top Osterlen Hotel Reviews

Kockska Gården

HEMMET - Simrishamns vandrarhem och B&B

Continental du Sud

Tryde 1303 Bed & Breakfast

Stationen Bed & Breakfast

Prins Carl

Stora Herrestad Bed & Breakfast

Hotell Bäckagården

Aurora Bed & Breakfast

Find out more about Osterlen

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Holiday Rentals in Osterlen

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osterlen holiday rentals

1. Stockeboda Gård och Stugby

2. Solrosen i Simrishamn

3. Kåseberga Hideout

4. Summer house with barn near Sandhammaren

5. Small street house in the middle of Ystad

6. Lovely 1-bedroom apartment with AC in charming Garsnas

7. Charming Skåne Cottage in the Heart of Österlen

8. Sustainable cabin in beech forest at Mellby Käsk

9. Yggdrasil Igloo Water Huts Skåne

10. Åhus Brygga Apartment Hotel

11. Granelunds Bed & Country Living

12. English charm in the middle of Kivik

13. Åhus Havsvillor

14. Renovated Half-timbered house in Österlen built 2006

15. Veberöd is situated at the foot of Romeleåsen.

16. Mysigt och lugnt på landet på liten hästgård

17. Caravan in the countryside

18. Modern villa basement

19. Oakvale Villa Sand

Find holiday rentals that suit your style

Top Osterlen Hotel Reviews

Kockska Gården

Find out more about Osterlen

Explore a world of travel with Expedia

Expedia's Latest Trends

Go further with the Expedia app