Vacation rentals in Olsberg

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Olsberg

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Chalet in Windebruch

4.99 out of 5 average rating, 163 reviews

Design-Chalet mit Seeblick, Sauna, Kamin & Pool

Eingebettet in der Natur, in idyllischer Waldrandlage mit atemberaubendem Seeblick, lässt Sie dieses Chalet dem Alltag entfliehen. Wandern Sie im Wald oder am See und genießen Sie eine Radtour mit unseren E-Bikes. Wenn es kühl ist, wärmen Sie sich in der Sauna oder im beheizten Pool auf, bevor Sie es sich mit einem Glas Rotwein am Kamin gemütlich machen. In der warmen Jahreszeit genießen Sie ein Bad im Pool oder im glasklaren See (SUP/ Kajak stehen auch bereit), bevor Sie abends Sterne schauen.

Jan 10 – 17

G$85,551 GYD per night

Guest favorite

Apartment in Willingen (Upland)

4.78 out of 5 average rating, 181 reviews

Centrally located large apartment in Willingen

Older but cozy is the centrally located apartment in the climatic spa town of Willingen. ONLY BOOK IF YOU DON'T EXPECT LUXURY! Accommodates up to seven people. Open plan living and dining area with direct access to the sunny balcony. Beds made and plenty of towels available in the bathroom. Kitchen fully equipped. There is an extra room for your vehicle a parking space for skis bicycle. All shops can be reached in the immediate vicinity. Hiking trails and the Itterbach in front of the door.

Oct 11 – 18

G$21,789 GYD per night

Guest favorite

Apartment in Olsberg

4.96 out of 5 average rating, 105 reviews

Apartment "Kiek ma rin"

Our cozy apartment(approx.40sqm) is located in the beautiful village of Elpe. It has a living-dining area, a bathroom with shower, and a bedroom. The entire apartment is equipped with underfloor heating. Wardrobes for wardrobes are available. In summer, the outdoor terrace (garden furniture ,charcoal barbecue ) offers time to relax, or you can simply enjoy the beautiful view. In the village is the South Tyrolean bakery with excellent baked goods, as well as the paragliding school Papillon

Apr 4 – 11

G$16,961 GYD per night

Guest favorite

Apartment in Winterberg

4.98 out of 5 average rating, 103 reviews

Panoramic apartment with great views ✨

Our chic panoramic apartment awaits you with a beautiful kitchen and living room with great views over the rooftops of Winterberg-Siedlinghausen. The entire apartment has been completely renovated (completion Oct. 2020; approx. 50sqm). It is designed for 2 to maximum 4 people (1 bedroom). In the village there are shops and restaurants (1.5km). The ski area is 8km away, the bike park 10km away. Great hiking trails are directly accessible. A children's playground at 0.1 km.

Jan 5 – 12

G$15,677 GYD per night

Guest favorite

Apartment in Willingen (Upland)

4.86 out of 5 average rating, 127 reviews

Mellie’s Fewo Willingen

Unsere Ferienwohnung liegt im malerischen Strycktal, mit herrlicher Sonnenterasse. Es erwartet Sie ein 32qm² Apartment, mit einer vollausgestatteten Küche und einem eigenen Bad. Das Apartment verfügt außerdem über einen Flachbild TV, ein Doppelbett, eine Schlafcouch, einem Elektrokamin und eine Sonnenterasse mit Gartenblick. Die helle Ferienwohnung ist gemütlich und stilvoll eingerichtet, so können Sie sich gleich wie zu Hause fühlen. Hunde nach Rücksprache.

Mar 4 – 11

G$15,476 GYD per night

Guest favorite

Apartment in Marsberg

4.93 out of 5 average rating, 137 reviews

The apartment

Our apartment has a perfect view of the surrounding area. From the panoramic window, or from one of the terraces. A terrace invites you to chill and is located directly in front of the door. On the second terrace there is the hot tub,barbecue,seating and fire pit. Parking included. Wi-Fi is included. Our apartment is modernly equipped.65 inch flat screen TV and much more. The hot tub is heated and available for your own use throughout the year. No further guests

Feb 12 – 19

G$16,271 GYD per night

Guest favorite

Cottage in Willingen (Upland)

4.95 out of 5 average rating, 245 reviews

The small black

The little black one! In May 2018 renovated holiday home on the Musenberg. A beautifully landscaped farmer's garden welcomes the guests. The covered terrace invites you to enjoy outside. For grilling and cooking, use the outdoor oven. (Spring to autumn) The brightly built house is furnished with lots of love. Experience relaxing days in the middle of nature! Hiking and cross-country skiing right outside the door. Pets on request. Maximum 1 dog.

Feb 25 – Mar 4

G$31,432 GYD per night

Superhost

Cabin in Willingen (Upland)

4.91 out of 5 average rating, 267 reviews

Woody Willingen - The wooden cabin in a beautiful nature

This cozily furnished Scandinavian wooden cabin in Willingen-Bömighausen will delight you. Surrounded by forest, meadows and pastures, this charming cabin is not only suitable for recreation and relaxation. In addition to its ideal starting point for hiking (directly on the Uplandsteig), cycling and excursions to the beautiful region, it is only a few kilometers away from the Willingen ski area. Dogs are welcome with us! (30€ fee per stay)

Nov 3 – 10

G$27,889 GYD per night

Guest favorite

Farm stay in Büren

4.93 out of 5 average rating, 129 reviews

Enjoy nature in apple tree house and shepherd's wagon

Beware of outdoor fans! On our farm we have just the right thing for you: A cozy wooden wagon with loft bed (1.40m) and sofa bed (1.20m) and a shepherd's wagon with large lying area (2mx2.20m). There is also a shower house with a toilet in the meadow. Right next door live our ducks and pigs. There is electricity. Wifi can be found in the farmhouse 150 m away. You can use a kitchen there. Breakfast basket (also veg) bookable for €10/person

Oct 21 – 28

G$9,983 GYD per night

Guest favorite

Castle in Finnentrop

4.98 out of 5 average rating, 219 reviews

Bamenohl Castle - Fireplace room apartment

The over 700 year old castle Haus Bamenohl is hidden behind old trees in the middle of an idyllic park in the heart of the Sauerland hills. As guest of the Vicounts of Plettenberg, who have been living here since 1433, you can relax for some quiet days alone, spend a romantic weekend for two at the fireplace or take a family outing. Whether it's hiking in the wonderful nature, cycling, sailing, golfing, skiing - Bamenohl is worth a visit.

Sep 25 – Oct 2

G$23,824 GYD per night

Guest favorite

Apartment in Rüthen

4.98 out of 5 average rating, 115 reviews

Go to city wall

Our apartment offers you a magnificent view of the Sauerland directly in the center of the historic Hanseatic city of Rüthen. It has a fully equipped apartment, free Wi-Fi and private parking. The newly renovated apartment can accommodate up to 4 people with a double bed and a sofa bed. The kitchen is fully equipped and invites you to cook evenings. You can relax on the balcony to the south side.

Aug 15 – 22

G$15,980 GYD per night

Guest favorite

Chalet in Bromskirchen

4.97 out of 5 average rating, 250 reviews

Cozy Chalet with Hot Tub & Sauna

We offer a cozy chalet in the holiday village of Bromskirchen. A beautiful forest property in total privacy and silence. In winter you can relax after a day in the snow in the evening in the sauna and in the hot tub. For nature lovers, summer invites you to enjoy numerous hiking trails or to chill on the new sun deck with a cool bath. Our property is open , it is only bordered by plants!

Oct 19 – 26

G$33,984 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Olsberg vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Olsberg's top sights

Fort Fun Adventure Land55 locals recommend

Aqua Olsberg - Die Sauerlandtherme6 locals recommend

Flair Hotel Nieder4 locals recommend

Lidl15 locals recommend

HIT Handelsgruppe GmbH & Co. KG3 locals recommend

Stadtgespräch5 locals recommend

Other great vacation rentals in Olsberg

Guest favorite

Treehouse in Windeck

4.98 out of 5 average rating, 146 reviews

Siegtal - treehouse in nature, 700m from the train station

Feb 23 – Mar 2

G$32,746 GYD per night

Guest favorite

Apartment in Olsberg

4.94 out of 5 average rating, 54 reviews

Luxury apartment with Bergview

Sep 28 – Oct 5

G$25,824 GYD per night

Guest favorite

Apartment in Olsberg

4.81 out of 5 average rating, 16 reviews

Modern Netflix apartment Olsberg/near Winterberg

Jan 30 – Feb 6

G$12,743 GYD per night

Guest favorite

Apartment in Olsberg

5.0 out of 5 average rating, 58 reviews

Apartment 'Forsthaus Bigge'

Jan 18 – 25

G$24,165 GYD per night

Guest favorite

Vacation home in Brilon

5.0 out of 5 average rating, 26 reviews

Sofa - Sauna - Sauerland! Couching deluxe for two

Oct 9 – 16

G$18,536 GYD per night

Guest favorite

Apartment in Olsberg

4.98 out of 5 average rating, 42 reviews

Beautiful apartment Am Sonnenhang

Feb 16 – 23

G$18,120 GYD per night

Guest favorite

Vacation home in Olsberg

4.84 out of 5 average rating, 63 reviews

FeWo Elpetalblick

Sep 16 – 23

G$17,525 GYD per night

Guest favorite

Apartment in Brilon

4.88 out of 5 average rating, 25 reviews

Cozy apartment in Sauerland with a fireplace & sauna

Oct 20 – 27

G$20,633 GYD per night

Show all

Quick stats about vacation rentals in Olsberg

Total rentals
280 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
100 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
3.8K reviews
Nightly prices starting at
G$4,171 GYD before taxes and fees

Frequently Asked Questions

Where should I stay in Olsberg?
Make yourself at home in Olsberg by choosing from our most frequently booked neighborhoods. We have over 100 vacation rentals in Ostwig, over 400 vacation rentals in Wiemeringhausen, and over 190 vacation rentals in Gierskopp.
Are there family-friendly vacation rentals in Olsberg?
Olsberg has more than 140 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do condo rentals in Olsberg have wifi?
Absolutely! We offer over 10 condo rentals with wifi in Olsberg. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Olsberg?
Four-legged friends are welcome in Olsberg. Choose from more than 100 vacation rentals for guests traveling with pets.
How much does it cost to stay in hotel rentals in Olsberg?
Experience the best of Olsberg with our hotel rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Olsberg?
Yes! Work meets play with ease at over 70 vacation rentals in Olsberg featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Olsberg have a kitchen?
Absolutely! We offer over 140 apartment rentals with a kitchen in Olsberg. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Olsberg have free parking?
Absolutely! We offer over 130 apartment rentals with free parking in Olsberg. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Olsberg

Top-rated vacation rentals in Olsberg

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Olsberg vacation rentals

Stay near Olsberg's top sights

Other great vacation rentals in Olsberg

Treehouse in Windeck

Apartment in Olsberg

Apartment in Olsberg

Apartment in Olsberg

Vacation home in Brilon

Apartment in Olsberg

Vacation home in Olsberg

Apartment in Brilon

Quick stats about vacation rentals in Olsberg

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Where should I stay in Olsberg?

Are there family-friendly vacation rentals in Olsberg?

Do condo rentals in Olsberg have wifi?

Are there pet-friendly vacation rentals in Olsberg?

How much does it cost to stay in hotel rentals in Olsberg?

Are there vacation rentals with a dedicated workspace in Olsberg?

Do apartment rentals in Olsberg have a kitchen?

Do apartment rentals in Olsberg have free parking?

Destinations to explore