
Pet-friendly vacation rentals in Olsberg
Find and book unique pet-friendly homes on Airbnb
Quick stats about vacation rentals that are pet-friendly in Olsberg

Total vacation rentals
Explore 140 vacation rentals in Olsberg

Nightly prices starting at
Olsberg vacation rentals start at $42 CAD per night before taxes and fees

Verified guest reviews
Over 2,560 verified reviews to help you choose

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

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
130 of Olsberg vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Olsberg rentals

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

Elpetalblick Vacation Rental
The cozy apartment (approx. 65 square meters + balcony overlooking the valley) for up to 4 people is quietly located at the end of a cul-de-sac in the beautiful village of Elpe. It consists of a living room with dining area and small balcony, kitchen, bedroom with double bed, children's room with two single beds, hallway with stairs and a daylight bathroom with shower. Living room with flat-screen TV, stereo system with CD player, USB, Bluetooth. Modern kitchen: 4-burner ceramic stovetop, convection oven, fridge with small freezer compartment.
4.87 out of 5 average rating, 85 reviews
4-room apartment Panormablick
Luxurious, modern and spacious apartment equipped with every comfort for a wonderful vacation! Living room with sitting area and dining area, modern kitchen with dishwasher, 2 sunny balconies with very wide views and 2 luxurious bathrooms with walk-in shower. Three bedrooms, two with double beds and one with 3 single beds and a workspace. Of course, there is free WiFi and all Dutch channels in HD quality can be received on the TV. Have a nice weekend: When departing on Sunday, always includes late check-out until 8 p.m.
4.9 out of 5 average rating, 21 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, 163 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!
4.84 out of 5 average rating, 105 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, 376 reviews
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.
4.92 out of 5 average rating, 124 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)
4.89 out of 5 average rating, 409 reviews
Vacation rental Landparadies near Winterberg
The 110 m² country-style apartment with an 80 m² terrace in the middle of the Sauerland offers plenty of space for winter sports enthusiasts and nature lovers. Adjacent to a pasture with horses and sheep is this country paradise. Here, many leisure activities await you in both winter and summer. The apartment is 25 km from Winterberg. If you want to spend an exciting day and still want a quiet retreat, this is the place to be!
5.0 out of 5 average rating, 101 reviews
Luxurious house, Barrel-Sauna, Beautiful nature
In the idyllic village Königshagen you will find our beautifully restored half-timbered farmhouse. The village is beautifully situated at 360 meters above sea level, right on the edge of the vast Habichtswald. Ideal for walking and tranquility. The house is very luxurious: three saunas, two bathrooms, pool table and much more! There’s lots to do in the area. Especially around the Nationalpark Kellerwald-Edersee.
4.94 out of 5 average rating, 352 reviews
Sun Panorama - Adventurers and Explorers
Welcome to the Sonnen Panorama in Grönebach near Winterberg! Enjoy the magnificent view over the Sauerland, the quiet location and the comfort of our modern ground-floor apartment. With a balcony, fireplace, private garage, dog- and child-friendly amenities, and a perfect location for hikers, cyclists, families, and winter sports enthusiasts, it is the ideal starting point for your getaway in nature.
4.96 out of 5 average rating, 152 reviews
Residence Siedlinghausen
Spacious, comfort and stylish interior. With six bedrooms there is plenty of space for family and friends, and the exceptionally comfortable beds create a luxurious, hotel-like atmosphere. The warm and elegant decor makes the Villa a cozy and inviting, setting it apart from many others. overall, its a place to call a home away from home.
4.94 out of 5 average rating, 34 reviews
Wellnesshouse with barrel sauna an pool
Are you stressed out by everyday life? Here you will find the perfect solution: Relax in the midst of nature and then treat yourself to a break in the cozy wellness area with a relaxing fireplace. Do you have any special or individual requests for your stay? Talk to me - I can organize almost anything.
4.94 out of 5 average rating, 214 reviewsPopular amenities for Olsberg pet-friendly home rentals
Pet-friendly house rentals

Anna's apartment with garden, sauna and charging station
4.98 out of 5 average rating, 267 reviews
Apartment Marlis
4.82 out of 5 average rating, 146 reviews
Fantastic vacation home at the castle
4.98 out of 5 average rating, 136 reviews
Detached forest house on the Rothaarsteig
4.92 out of 5 average rating, 261 reviews
Vacation home mountain view vacation with dog
4.96 out of 5 average rating, 103 reviews
Asten-Lodge
4.95 out of 5 average rating, 74 reviews
Count's House - Zentral, PS5, Switch, Grill
4.86 out of 5 average rating, 7 reviews
Cottage with a view (Sauerland) for 4 people
4.75 out of 5 average rating, 63 reviewsPet-friendly home rentals with a pool

Waldparadies Sauerland
4.96 out of 5 average rating, 49 reviews
Historic romantic Mill
4.89 out of 5 average rating, 47 reviews
Seabreeze apartment overlooking Lake Möhnesee
4.98 out of 5 average rating, 46 reviews
Panoramic balcony · Shared pool & sauna
4.92 out of 5 average rating, 87 reviews
Vacation with your dog: lake, sauna, pool, pure nature
4.92 out of 5 average rating, 25 reviews
Vacation home in nature at Hof Lilienberg
4.91 out of 5 average rating, 35 reviews
Winterberg – Pool – Sauna – Golf Course – Skiing
5.0 out of 5 average rating, 6 reviews
Vacation home Zur Quelle
4.86 out of 5 average rating, 7 reviewsPrivate, pet-friendly home rentals

Elleringhausen Retreat
4.85 out of 5 average rating, 34 reviews
Vacation on the Stöberhof
4.94 out of 5 average rating, 87 reviews
Briwöhnchen. Stylish. Loving. Cozy.
4.96 out of 5 average rating, 25 reviews
Oliver
4.9 out of 5 average rating, 10 reviews
"Leo's Cottage" Recreation in the nature and ski area
5.0 out of 5 average rating, 66 reviews
Sauerland Lodge - Haus Luise
4.97 out of 5 average rating, 32 reviews
Centrally located above the rooftops of Willingen
4.85 out of 5 average rating, 41 reviews
Apartment on the edge of the forest Peace & Nature
4.96 out of 5 average rating, 25 reviewsWhen is the best time to visit Olsberg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $161 CAD | $165 CAD | $147 CAD | $162 CAD | $165 CAD | $154 CAD | $155 CAD | $146 CAD | $154 CAD | $154 CAD | $137 CAD | $162 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 Olsberg
- Rentals with lake access Olsberg
- House rentals Olsberg
- Rentals with a sauna Olsberg
- Ski-in/ski-out rentals Olsberg
- Villa rentals Olsberg
- Family-friendly rentals Olsberg
- Apartment rentals Olsberg
- Waterfront rentals Olsberg
- Pet-friendly rentals North Rhine-Westphalia
- Pet-friendly rentals Germany
- Signal Iduna Park
- Bergpark Wilhelmshöhe
- Kellerwald-edersee National Park
- Externsteine
- Westfalen Park
- Fort Fun Abenteuerland
- Hermannsdenkmal
- Sababurg Animal Park
- Grimmwelt
- German Football Museum
- Fridericianum
- Atta Cave
- Fredenbaumpark
- Karlsaue
- Monkey and Bird Park Eckenhagen
- Schloss Nordkirchen
- Vogelpark Heiligenkirchen
- Documenta-Halle
- Willingen Ski Lift
- Wewelsburg
- Landgrafen Palace
- Altena Castle
- Natural History Museum Kassel
- Panorama Park





