Villa vacation rentals in Olsberg

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Top-rated villa rentals in Olsberg

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Guest favorite

Villa

5 out of 5 average rating, 8 reviews

Large city villa with sauna and fireplace in Lippstadt

Our beautiful, all-round green house offers you plenty of space and is only ten minutes away from downtown. Our great large enclosed garden invites the adults to relax and the children to play. A highlight is the large terrace with an Enders gas grill. Your children will also find many play options here (trampoline, dart board, foosball table) The outdoor pool 7*4 meters /1.50 meters deep is secured all around by a large gate. We would be happy to pick you up from the train station!

Villa

4.89 out of 5 average rating, 35 reviews

Villa Vahl, detached group house region Winterberg

Enjoy our beautiful detached house near Winterberg with friends or family. With spacious rooms and its own garden, we offer space for up to 16 guests. The dining room, living room and kitchen are equipped with every comfort, there are several bathrooms and two separate toilets. Enjoy at the large table for 16 people. Free parking is available. Please note: no party location, after 22:00 silence outside and no loud music. You are warmly welcome!

Superhost

Villa

4.92 out of 5 average rating, 36 reviews

Holiday home on the Diemelsee / Willingen / Winterberg

106 square meters of pure bliss in a fantastic hillside location with an overwhelming view relationship towards the lake and mountains! The fully massive family beds in both bedrooms let one or even two whole family(s) sleep more relaxed. The spacious games room directly adjoins the roof terrace with enchanting views of the lake. Located directly in the first row, you can easily reach all the sights and the swimming beaches around Diemelsee.

Villa

4.93 out of 5 average rating, 91 reviews

Villa Libra; luxury wellnessvilla

Villa Libra is steps away from Winterberg and the ski slopes. The villa has 4 bedrooms, each with a double box spring, 3 bathrooms, a sauna, hot tub, fireplace and cooking island. The high windows frame the panoramic view! The prices shown are exclusive of EUR 150 cleaning fee which will be deducted from the deposit upon check-out. The prices shown include bedding, towels, gas-water-electricity and wood for the fireplace!

Superhost

Villa

5 out of 5 average rating, 7 reviews

Cozy house terrace and garden 250 m to the lake

Take the whole family to this great home with room for fun and entertainment. A house with two apartments accessible by a staircase. Guests can enjoy their morning coffee on the beautiful terraces, which offers a beautiful view of the green garden. The apartments are comfortable, spacious and nicely furnished. Parking is right by the house. We recommend a visit to Lake Twist, as well as the Baroque castle in Bad Arolsen.

Guest favorite

Villa

4.95 out of 5 average rating, 192 reviews

Luxury Group accommodation 22p ski/hiking/biking

STAYS STARTING JANUARY 2026 ARE ALREADY BOOKING THROUGH OUR OTHER AIRBNB LISTING! Luxury, modern villa Haus Zum Aartal in ski, bike and hiking area in Schwalefeld/Willingen. Large luxury kitchen with lots of appliances and kitchen items, a cozy bar, living room/living room, 10 large bedrooms with luxury box springs, 4 bathrooms, Wi-Fi, garden with lots of seating, living room and play basement, bicycle basement.

Guest favorite

Villa

4.91 out of 5 average rating, 94 reviews

:: Entire House - VILLA BUSDORF ::

This is a rare chance to book an entire historic StadtVilla for up to 12 guests! The Villa Busdorf was built in the 18th century on the medieval fortress wall of the city. It has been lovingly restored and furnished ** Perfect for memorable gatherings ** Only a short walk to the city centre, supermarkets, boutiques, cafes and public transport. We look forward to sharing our home with you!

Guest favorite

Villa

4.96 out of 5 average rating, 52 reviews

Villa Silberberg: Luxe wellness villa met panorama

Villa Silberberg is een gloednieuw luxe vakantiehuis in Winterberg-Silbach. Met groot terras en luxe inrichting voorziet het in alle gemakken. De vertoonde prijzen zijn inclusief beddengoed, gas-water-licht,saunagebruik. De kosten ven handdoekenpakket (optioneel € 7,50 p.p.). Deze kosten zullen separaat worden overeengekomen en tijdens uitchecken naar gebruik in rekening worden gebracht.

Villa

4.71 out of 5 average rating, 38 reviews

Luxury 6p villa close to slope and center

The UplandParcs Winterberg holiday park consists of 55 holiday homes, all of which are south-facing. Pets are also welcome. All holiday homes are furnished with modern and luxurious furniture, depending on the number of people. The kitchens and bathrooms are made of high-quality and attractive materials. All houses are equipped with a wood-burning stove. Own sauna.

Superhost

Villa

4.86 out of 5 average rating, 21 reviews

Country house "Hof Aschey"

Spacious house (220 sqm) of owner families, wraparound terrace, campfire place, fireplace in the bedroom room, parquet floors, underfloor heating in the bathroom and bedrooms, working kitchen from kitchen-living room where the stove is located. Convenient for 10 people, with bunk bed if necessary for 12. Ancillary costs for purchase costs.