Ski-in/Ski-out holiday rentals in Olsberg

"Leo's Cottage" Recreation in the nature and ski area

Our cozy cottage is located right in the middle of the Postwiese nature and ski resort in Winterberg. We have breathed new life into our little house with a lot of love. A family project between mother and son, which we are happy to share with you. The vacation home invites you to spend cozy evenings in front of the pellet stove, a glass of wine on the terrace, breakfast in the sunshine and much more. But activities such as hiking, skiing, tobogganing, mountain biking and the Astenkick are also waiting for you.

Location · Family · Check-in

Luxury, kid-proof vacation home in Winterberg + views

Goldilocks Chalet is a warm family chalet, quietly located in the Heidedorf near Winterberg 🌿. You have a lot of privacy and unobstructed views, while you are about 10 minutes by car from the ski lifts, restaurants and the center. We have furnished the chalet with families in mind: the beds are made, and toys, a trampoline, foosball, a baby bed and a high chair are already available 🧸. Inside, you will find a complete kitchen with Bora induction, a wood-burning stove and a lovely Wintergarten.

Location · Family · Decor

*| Chalet-Suite |* by Meis I Willingen (Upland)

Welcome to the chalet suite in the heart of Willingen – pure relaxation awaits! This stylishly furnished suite combines the charm of the region with modern comforts and offers everything you need for a relaxing stay: → King-size bed for a restful sleep → Smart TV + comfortable seating areas → Free Wi-Fi → Parking included + private bicycle storage → Fully equipped kitchen with automatic coffee machine + dishwasher → Bathroom with modern shower → Washing machine + large balcony for relaxation

Location · Value · Walkability

"Black+Beauty" the design hut with sauna

New location right on the Uplandsteig. In this cozy cabin you can enjoy the view and silence - relax by the fireplace - put on an LP… The sun shines through the large windows all day. Ideal starting point for hiking, biking and skiing. Great location on the edge of Willingen/Usseln. Restaurants, Graf Stollberghütte and the Skywalk are within walking distance. With a chic mirror sauna in the garden. Black+Beauty the place of well-being in nature - be active and recharge your batteries.

Location · Value · Cleanliness

Hüttenzauber - lovely vacation home

The vacation home is about 90 square meters and can accommodate 2-6 people, spread over 3 bedrooms. On the first floor is the modern furnished living-dining room with open kitchen, a pellet fireplace, a bedroom and the shower room. The kitchen offers all amenities with a dishwasher, oven, coffee maker and toaster. On the upper floor, there is a large bedroom with panoramic windows and an extra sofa bed. The 2 single beds in the anteroom can be built together to form a 160 bed

Location · Family · Skiing

The little black dress

The little black one! A charming cottage on the Musenberg. A beautiful colorful cottage garden welcomes guests. The covered terrace invites you to enjoy the outdoors. For grilling and cooking, use the outdoor oven. (Spring to fall) The bright house, which is converted into the roof, is decorated with a lot of love. Experience relaxing days surrounded by nature! Hiking and cross-country skiing right outside the door. Pets are welcome upon request. Maximum 1 dog.

Location · Family · Barbecue

Apartment Sunlife Winterberg 4**** Sterne (NEU)

Our modern equipped apartment is 68 m² and is designed for 1-5 people. The flat has: 2 double bedrooms with box spring bed 1 living & dining room with sofa bed 1 kitchen with dishwasher, oven, stove, fridge, freezer, microwave... 1 bathroom 1 hallway 1 large terrace 2 parking spaces 1 safe Wifi Amenities for the kids: 2 travel cribs 2 high chairs 1 changing table with diaper bin 1 baby tub 1 crib bumper 1 toilet seat 1 baby monitor 1 crawling blanket Toys...

Family · Value · Heating

Design Apartment - Ski. Bike. Sauna.

Welcome to our beautiful apartment in Winterberg! This cozy and newly renovated apartment can accommodate up to 4 people and is located directly at the ski slope and bike park. The location is perfect for those looking for central accommodation near the main attractions. . private sauna . private balcony with hammock . newly renovated 2023 . 100m to the bike park/ski slope . fireplace (elect.) . King size box spring bed . free, fast WIFI . Bicycle/ski cellar

Value · Family · Cleanliness

Apartment Tokio + Sauna, 100 m to Ski and Bikepark

This modern 70 m² apartment with private sauna is located directly on the ski slope and the bike park – ideal for an active vacation with relaxation. Two bedrooms with box-spring beds and a sofa bed can accommodate up to 6 people. The fully equipped kitchen, a stylish bathroom with shower and two balconies create a cozy atmosphere. Wi-Fi, Netflix and Waipu TV are included. An underground parking space is also at your disposal – for an all-round carefree stay.

Value · Family · Quiet

A little time out

Welcome to our little time-out. Our 45 sqm apartment is located right on the edge of the forest, not far from the Brilon ski slope. From here you can go hiking (Rothaarsteig), cycling or activities in nearby Willingen. The center of the cozy Brilon old town is a 15-minute walk. With 6500 m² of water, Brilon has the largest forest outdoor pool in North Rhine-Westphalia and can be reached by car in 5 minutes.

Location · Decor · Outdoor spaces

Apartment (bedroom, living room, bath room)

Apartment with separate entrance. bath room with shower bedroom with 2 beds (+ baby bed) living room with sleeping couch for up to two persons TV, WLAN and towels/bed linen are available. The apartment has a small terrace. The apartment is located in the village 'Eimelrod' (about 12km from Willingen).

Location · Family · Comfort

* Adventure overnight stay in one of our yurts *

Watch the starry sky from bed. Enjoy the sounds of nature when you stay in this unique place. A living space without corners and edges, to relax and experience time together. The yurts are located on a 2500 sqm nature reserve with a lake and view of the natural monument Bruchhauser Steine.

Value · Location · Wi-Fi