
Pet-friendly vacation rentals in Willingen (Upland)
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Willingen (Upland)

Total vacation rentals
Explore 200 vacation rentals in Willingen (Upland)

Nightly prices starting at
Willingen (Upland) vacation rentals start at $56 CAD per night before taxes and fees

Verified guest reviews
Over 4,130 verified reviews to help you choose

Family-friendly vacation rentals
120 properties offer extra space and kid-friendly amenities

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
190 of Willingen (Upland) vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Willingen (Upland) rentals

4.7 Average rating
Willingen (Upland) stays receive an average rating of 4.7 out of 5 from guests
Top-rated pet-friendly home rentals in Willingen (Upland)
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

Willingen modern apartment balcony in the green park free
🤩Willingen, quiet yet centrally ❗️newly renovated️ 3 rooms. Apartment in the idyllic Strycktal 😎ideal for families, athletes & nature lovers. Balcony, perfect view of the countryside😍, close to the town center (10 minutes on foot) & Mühlenkopfschanze.⛷️🏂🎿 Comfortable bed sizes: L. box spring bed 180 x 200 L. box spring bed 160 x 200 Leather sleeping couch 140x200 Pillow 80x80 /Upper beds 135x200 No towels/linen/fitted sheets! Tv 50-inch TV Wifi Fully equipped electric appliances Stove, fridge, dishwasher, hairdryer, etc.
4.81 out of 5 average rating, 21 reviews
Panorama Lounge
Sauerland. Willingen. Panorama Lounge Located directly on the Ritzhagen ski slope and consistently geared towards accommodating discerning guests, the "Panorama Lounge" vacation property offers the best conditions for active time out and pure relaxation for up to 6 people on a good 100 m². The short distance to bike rental, ski rental and the good 100m to the lift station speak for themselves and thus offer, at any time of the year, the best starting conditions for extended downhill runs, hikes
4.86 out of 5 average rating, 14 reviews
Centrally located above the rooftops of Willingen
🏡 Centrally located holiday apartment in Willingen – everything is within easy walking distance Welcome to our cozy holiday apartment in the heart of Willingen. If you are looking for accommodation in a central location close to nature, with the popular, gently sloping panoramic road "Sonnenweg" on the Sonnenhang above the centre, you have come to the right place. The apartment can accommodate up to 9 people and has a spacious living and dining area with direct access to the sunny balcony.
4.85 out of 5 average rating, 39 reviews
Waldliebe - your retreat in the countryside
Welcome to Waldliebe 🌲❤️ – your nature retreat in the Sauerland A cozy vacation home with a fireplace, a conservatory, and a large fenced garden—perfect for anyone seeking peace, nature, and relaxation. Your vacation starts right here, on your doorstep: go hiking, relax, ski, take your dog for a walk through the woods, or simply sit in the conservatory and gaze into the fire. Here, you'll find everything you need for a relaxing getaway away from the hustle and bustle of everyday life.
4.98 out of 5 average rating, 161 reviews
Chalet with fireplace in prime location Willingen.
Wooden chalet on the edge of the forest with a unique panorama of Willingen village and valley. Winters directly from the back garden on ski slopes and other seasons connection to numerous hiking trails and mountain bike trails. Village center, toboggan run and playground and restaurants are within walking distance. Almost all day sun all around. The house is one of the highest houses in the village of Willingen. The house is characterized by its cozy appearance and "outside" feeling.
4.85 out of 5 average rating, 41 reviews
„Ride & Relax“ Willingen
The new vacation home "Ride & Relax" has a perfect location in the Willinger Hoppecketal. From the balcony and the private terrace there is a breathtaking view of the best ski slopes, which in summer turn into the mountain bike paradise "Bikepark Willingen". Nevertheless, the house is so central that you can walk to the place and almost all the sights. The cottage will be rented from the end of 2025 after complete renovation of all rooms and completely new stylish furniture.
4.92 out of 5 average rating, 24 reviews
Cozy accommodation with its own sauna
This beautiful accommodation with space for 5-6 people offers space for relaxation and fun with friends and family. The beautiful, quiet location is perfect for a trip to Sauerland. Restaurants, shopping and leisure activities are within walking distance. The small balcony is perfect for breakfast or to drink a glass of wine together in the evening. For even more relaxation, you can use the private sauna, for example in the evening. Looking forward to seeing you soon!
4.83 out of 5 average rating, 102 reviews
Hirtenwiese vacation home surrounded by nature
Our spacious vacation home Hirtenwiese is located in the middle of the forest and yet only 2 km from Willingen. The house with 312 square meters of living space and 3000 square meters of land can accommodate up to 16 people, whether with friends or family gatherings with several generations. It is the ideal place to spend time together, with cozy barbecues on the terrace, walks together or other sporting activities. Willingen offers plenty of fun for young and old.
4.91 out of 5 average rating, 56 reviews
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.
4.95 out of 5 average rating, 374 reviews
House on the wild Aar 16 people
Haus am Wilde Aar can accommodate up to 16 people. This vacation home is part of a half-timbered farmhouse from 1880 that was completely renovated and modernized in 2015. The vacation home has a large garden directly on the stream and is very suitable for families and friends with children. You can enjoy the tranquility and beautiful surroundings during your stay. Thanks to the spacious layout of the house, you can enjoy plenty of privacy and relax together.
4.95 out of 5 average rating, 128 reviews
Vacation rental in Willingen-Schwalefeld
Enjoy relaxing days in our cozy apartment in Willingen-Schwalefeld – perfect for those who want to combine nature, peace, and an active vacation. After an eventful day, you can bring the evening to a cozy close on the balcony. Amenities & Comfort: • Smart TV • Balcony with seating area and barbecue facilities • Fully equipped kitchen (incl. cooking utensils) • Sleeping arrangements for 4 people: double bed + sofa bed • Quiet location with no through traffic
5.0 out of 5 average rating, 11 reviews
Woody Willingen - The wooden hut in 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! (€30 fee per stay)
4.9 out of 5 average rating, 405 reviewsPopular amenities for Willingen (Upland) pet-friendly home rentals
Pet-friendly house rentals

Apartment Marlis
4.81 out of 5 average rating, 144 reviews
Fantastic vacation home at the castle
4.98 out of 5 average rating, 134 reviews
Detached forest house on the Rothaarsteig
4.92 out of 5 average rating, 260 reviews
Linne Cottage enter and be at home...
4.66 out of 5 average rating, 35 reviews
Vacation home Lotte
5.0 out of 5 average rating, 17 reviews
»Second home« Diemelsee near Willingen - 3 rooms
4.97 out of 5 average rating, 60 reviews
Möhneburg Forestry Commission Hunting Lodge
4.88 out of 5 average rating, 24 reviews
Holiday home at Vogelsang
5.0 out of 5 average rating, 13 reviewsPet-friendly home rentals with a pool

Pool, Sauna, Panoramablick · #35
4.92 out of 5 average rating, 85 reviews
Waldparadies Sauerland
4.96 out of 5 average rating, 47 reviews
Historic romantic Mill
4.89 out of 5 average rating, 46 reviews
Seabreeze apartment overlooking Lake Möhnesee
4.98 out of 5 average rating, 44 reviews
Vacation home in nature at Hof Lilienberg
4.91 out of 5 average rating, 35 reviews
Bergchalet 20 with sauna

Apartment with Pool Sauna, Skiing
New place to stay
Vacation home with outdoor pool at Aventura Kletterberg
4.94 out of 5 average rating, 53 reviewsPrivate, pet-friendly home rentals

"Leo's Cottage" Recreation in the nature and ski area
5.0 out of 5 average rating, 66 reviews
Swedish apartment Ohm in Bömighausen
4.87 out of 5 average rating, 53 reviews
A countryside vacation
4.94 out of 5 average rating, 52 reviews
Bungalow near Winterberg/Willingen
4.87 out of 5 average rating, 67 reviews
House Schwalbennest - pure relaxation -
5.0 out of 5 average rating, 63 reviews
Beautiful accommodation near the centre, ski slope/ice rink
4.5 out of 5 average rating, 14 reviews
Large deluxe apartment "H1 Winterberg"
4.97 out of 5 average rating, 31 reviews
4-room apartment Panormablick
4.9 out of 5 average rating, 21 reviewsWhen is the best time to visit Willingen (Upland)?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $178 CAD | $189 CAD | $172 CAD | $176 CAD | $186 CAD | $185 CAD | $178 CAD | $179 CAD | $175 CAD | $178 CAD | $167 CAD | $165 CAD |
| Avg. temp | -2 °C | -1 °C | 1 °C | 6 °C | 10 °C | 13 °C | 15 °C | 15 °C | 11 °C | 7 °C | 2 °C | -1 °C |
Destinations to explore
- Chalet rentals Willingen (Upland)
- Rentals with a sauna Willingen (Upland)
- Family-friendly rentals Willingen (Upland)
- Apartment rentals Willingen (Upland)
- Villa rentals Willingen (Upland)
- House rentals Willingen (Upland)
- Ski-in/ski-out rentals Willingen (Upland)
- Rentals with pools Willingen (Upland)
- Pet-friendly rentals Hesse
- Pet-friendly rentals Germany
- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Externsteine
- Hermannsdenkmal
- Sababurg Animal Park
- Fort Fun Abenteuerland
- Grimmwelt
- Fridericianum
- Atta Cave
- Karlsaue
- Monkey and Bird Park Eckenhagen
- Vogelpark Heiligenkirchen
- Documenta-Halle
- Wewelsburg
- Landgrafen Palace
- Altena Castle
- Willingen Ski Lift
- Natural History Museum Kassel
- Panorama Park
- Schloss Wilhelmsthal
- Sparrenberg Castle
- Möhne Reservoir
- Heimat-Tierpark Olderdissen





