
Holiday rentals with a pool in Winterberg
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Winterberg
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winterberg rentals with a pool
House rentals with a pool

Home in Eslohe
Vacation home Pape (300 m², 15 people) with large garden
ClaudiaRating, 5 stars18 months ago
*Large cottage perfect for families* Spontaneously and at short notice, we decided 2 weeks ago to spend a few days in snowy, wintery Sauerland. With the vacation home Pape and its central location in Eslohe (all within walking distance), we have landed a hit. Many thanks for the uncomplicated booking and the flexible check-in. We felt immediately comfortable and at home on site. The decor is perfect for family with children and everything was thought of in terms of amenities. There were so many toys for the kids that we were able to leave our own toys right in the car. The slot machine with games from the 80s was not only an absolute highlight for the children. The sauna (thanks for the free sauna infusion!) warmed us up well and provided relaxation in the cold season. We had a perfect short break in your vacation home Pape. We will definitely be back! Greetings Claudia

Home in Medebach
4.57 out of 5 average rating, 14 reviewsCasa Natur.
MaziarRating, 5 stars17 months ago
Very friendly host, but difficult to communicate due to the language barrier. A clear email in advance, which allows you to enter immediately upon arrival. Spacious garage where you can put your car dry and let your ski stuff dry. The house is dated, but that was already visible in the pictures. Still, everything was clean! The beds are comfortable and clean. The kitchen also has everything you need: stove, fridge, dishwasher, microwave, coffee and tea. For the kids, there were games and a playsyation. Behind the house is a lawn where the dog could sniff. There is not much to do within walking distance, but it is about 20 minutes drive from the ski slopes of Winterberg. In summary, it is a nice, spacious, somewhat dated, clean house with plenty of space inside and outside. Friendly hosts and good location to relax.

Home in Windeck
5 out of 5 average rating, 3 reviewsFerienhaus Villa Alpaca
JessicaRating, 5 stars3 months ago
We were warmly welcomed and felt really comfortable right away! The hot tub and sauna have contributed to absolute relaxation in a fantastic environment. Definitely book the hot tub and use the sauna. The grill Kota was also a real highlight during our stay. We used it with friends to sit there comfortably together and barbeque almost pure into my husband's birthday. I definitely recommend taking the alpaca hike when staying at the villa. What can I say, it was just beautiful and, whether old or young, was so much fun for everyone! It was a perfect extended weekend!
Guest favourite

Home in Diemelsee
5 out of 5 average rating, 7 reviewsVilla Diemelsee
SebastianRating, 5 stars4 months ago
A very nice place to stay. Although it is a bit remote, it is an excellent place to relax, especially thanks to the wellness area.
Superhost

Home in Diemelsee
Bergchalet 20
KathrinRating, 5 stars1 month ago
Quiet Lge to relax

Home in Winterberg
3.78 out of 5 average rating, 9 reviewsatmospheric 2+2P penthouse with a view
MarcRating, 5 stars12 months ago
Great to the best of the world Clean space, Which is minimalist
Guest favourite

Home in Schmallenberg
5 out of 5 average rating, 6 reviewsHoliday house Grimme (350m², 18 pers.) in the spa park
HeiRating, 5 stars3 weeks ago
The house was as described. The communication in advance was great, we already knew exactly what to expect. Check-in went smoothly. The play barn and game room were also very appealing for us. In the area you could do a lot of business, also here there was information in advance. Lots of options for sitting outside. In short, we felt comfortable at the place and can recommend it.
Guest favourite

Home in Olsberg
4.88 out of 5 average rating, 8 reviewsWaldparadies Sauerland
Dr. LeonhardRating, 5 stars1 week ago
We arrived by car, felt right at home after arrival and slept great. The area was pleasantly quiet, there were many attractions for children/families and great opportunities for food, coffee, cake and ice cream. The hosts were very warm and professional. We will be happy to come back.
Apartment rentals with a pool
Guest favourite

Apartment in Hilchenbach
4.93 out of 5 average rating, 29 reviewsSunny side of Hilchenbach 89 sqm apartment
UteRating, 5 stars5 months ago
The apartment is exactly as described. Tastefully furnished with a very nice view into the scenery. With our dog, we were able to take beautiful hikes nearby. Maik was always available and also warned us about black ice. We are happy to recommend the accommodation.
Guest favourite

Apartment in Sundern
4.91 out of 5 average rating, 11 reviewsFewo Brunnen10 - Langscheid - Sorpesee
DirkRating, 5 stars6 months ago
Already during the arrival, we were informed by the Schröder family exactly how to best get to the accommodation. On site, we were then personally welcomed and briefed on the special features of the localities (shopping, restaurants) and the apartment. The Schröder family was very friendly, extremely helpful and also responded to our requests during the stay. The two-week stay was very pleasant and can definitely be recommended.

Apartment in Winterberg
4.71 out of 5 average rating, 147 reviewsSuper cozy and in the middle of nature with pool
YuliyaRating, 5 stars1 month ago
We definitely want to come back. The place is very quiet and peaceful, beautiful nature. Prompt responses from the host were very helpful.

Apartment in Winterberg
5 out of 5 average rating, 5 reviewsWinterberg guest house, hallway D
YaseminRating, 5 stars5 months ago
The place was easy to reach and find. We were immediately received at the entrance and we were helped with parking as it was very slippery on the entrance path and we did not have a four-wheel drive function, we had trouble. But we were immediately helped and then a tour was taken. Within the property there were also activities such as billiards, foosball or swimming, so the kids weren't bored! Our youngest didn't want to leave :D For special concerns, the responsible (Martin) was immediately there, which definitely deserves a big star. In the back of the property there is a garden with a large hill. There you can also have snow fun in winter time. Near the guesthouse there is also the ski slope of Winterberg. The cleanliness of the rooms and the lounges was very good, the kitchen could be better cleaned in some places, but otherwise everything was there too! Highly recommend! Kind regards
Quick stats about holiday rentals with a pool in Winterberg
Total rentals
50 properties
Nightly prices starting at
₹5,138 before taxes and fees
Total number of reviews
1.4K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
50 properties include access to wifi
Destinations to explore
- House rentals Winterberg
- Ski-in/ski-out rentals Winterberg
- Fitness-friendly rentals Winterberg
- Chalet rentals Winterberg
- Smoking-friendly rentals Winterberg
- Apartment rentals Winterberg
- Rentals with a fireplace Winterberg
- Rentals with a patio Winterberg
- Flat rentals Winterberg
- Rentals with breakfast Winterberg
- Rentals with a sauna Winterberg
- Rentals with outdoor seating Winterberg
- Rentals with a firepit Winterberg
- Rentals with a hot tub Winterberg
- Rentals with an EV charger Winterberg
- Rentals with a washing machine and dryer Winterberg
- Rentals with lake access Winterberg
- Waterfront rentals Winterberg
- Family-friendly rentals Winterberg
- Villa rentals Winterberg
- Pet-friendly rentals Winterberg
- Rentals with pools North Rhine-Westphalia
- Rentals with pools Germany
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Kellerwald-edersee national park
- Bergpark Wilhelmshöhe
- Sportzentrum Westfeld/ Ohlenbach GmbH
- Skikarussell Altastenberg
- Skiliftcarrousel Winterberg
- Schmallenberger Höhe – Schmallenberg Ski Resort
- Hesselbacher Gletscher – Bad Laasphe Ski Resort
- Skiliftkarussell Winterberg - Übungslift Herrloh
- Skiliftkarussell Winterberg P4
- Ruhrquelle Ski Resort
- Sahnehang
- Hohes Gras Ski Lift
- Mein Homberg Ski Area