Holiday Rentals in Winnenden

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Our top choices for Winnenden holiday rentals

6.8 out of 10, (3)
"."
Germany
Hans-Günter N.
The price is €77
includes taxes & fees
4 Jan - 5 Jan 2026
Apartment 'Szafranzimmervermietung' with Balcony and Wi-Fi

Camping in Cleebronn

Natur-Resort Tripsdrill
9.4 out of 10, Exceptional, (110)
"Freundlicher, schneller Check in. Baumhaus sehr sauber. Alles sehr gepflegt. Immer sehr freundliche Mitarbeiter, besonders am Schäferimbiss! "
Germany
Christian
Natur-Resort Tripsdrill

Aparthotel in Zuffenhausen

Rioca Stuttgart Posto 4
9.6 out of 10, Exceptional, (430)
"Great stay, nice breakfast and design of the hotel with friendly staff that make a great caipirinha "
United Kingdom
Henderika
The price is €74
includes taxes & fees
5 Jan - 6 Jan 2026
Rioca Stuttgart Posto 4

Aparthotel in Plieningen

Apart Business Hotel
3.5 star property
9.2 out of 10, Wonderful, (7)
"Staff were very respectable and doom was clean"
United States
Mohammad Hamed
The price is €72
includes taxes & fees
2 Jan - 3 Jan 2026
Apart Business Hotel

Aparthotel in Stuttgart-Mitte

Numa Stuttgart Rotebühlplatz
8.0 out of 10, Very good, (6)
"The room was clean and comfortable but it lacked the ‘workspace’ that was advertised. There was certainly space for a desk, but sadly not one available. When we visited the front entrance was closed and so we had to use the back entrance which was in a vermin infested back alley with the overflowing bins from local businesses. It was not a good way to enter or leave the building and did not feel very safe. That said, Numa was in a great location, close to Stadtmitte S bahn station and to...
United Kingdom
Catherine
The price is €82
includes taxes & fees
4 Jan - 5 Jan 2026
Numa Stuttgart Rotebühlplatz

Apartment in Stuttgart-Ost

CLOUD No7 LOFTS
9.0 out of 10, Wonderful, (343)
"The hotel is very central and has a little kitchen, which is very helpful. Clean rooms with a sitting area. Big enough for 4-5 days to stay. keep coming back to this hotel."
United Kingdom
Fauzia
CLOUD No7 LOFTS

Aparthotel in Stuttgart-Nord

CLOUD No7 Apartments
8.6 out of 10, Excellent, (88)
"Hotel was good, quiet and clean"
Canada
Lynette
CLOUD No7 Apartments

Apartment in Filderstadt

Filder-Appartements
10.0 out of 10, Exceptional, (1)
The price is €95
includes taxes & fees
1 Jan - 2 Jan 2026
Filder-Appartements
9.0 out of 10, Wonderful, (52)
"Excellent accommodations for what I needed on this trip. Convenient to everything needed to make my local travel easy."
United States
William
The price is €63
includes taxes & fees
4 Jan - 5 Jan 2026
Brera Serviced Apartments Stuttgart

Apartment in Aichtal

Lieblingsplatz
9.8 out of 10, Exceptional, (19)
"Eine wirklich schöne Ferienwohnung – die Gastgeber geben sich extrem viel Mühe, damit alles perfekt ist. Die Einrichtung ist geschmackvoll und nicht überladen. Im Sommer wird es nicht zu heiß, da sich der Hauptteil im Souterrain befindet. Ein eigener Parkplatz rundet das Ganze ab.Als kleine Anregung: Gardinen für den Hauptbereich wären schön, um den Raum bei Bedarf etwas mehr zu verdunkeln. Das vorhandene Plissee ist zwar schon eine tolle Idee, reicht aber ggf für einige Gäste nicht aus - VG"
Germany
Cedrick H.
The price is €121
includes taxes & fees
7 Jan - 8 Jan 2026
Lieblingsplatz

Aparthotel in Schwaebisch Gmuend

Weisser Ochsen - smart living by corents
The price is €78
includes taxes & fees
11 Jan - 12 Jan 2026
Weisser Ochsen - smart living by corents
10.0 out of 10, Exceptional, (2)
"Mein Aufenthalt in dieser FeWo war wirklich klasse! Die Küche ist 1A bestückt und man hat sich wie zu hause gefühlt! Gerne wieder :)"
Germany
Pascal K.
The price is €150
includes taxes & fees
31 Dec - 1 Jan 2026
Terminal Design Apartments - Terrasse & Waiputv

Holiday Home in Eschach

Bungalow on the Ostalb<br>
10.0 out of 10, Exceptional, (66)
"."
Germany
Gunter W.
The price is €152
includes taxes & fees
3 Jan - 4 Jan 2026
Bungalow on the Ostalb<br>

Condo in Schwäbisch Gmünd

FMA Holiday apartment GD
10.0 out of 10, Exceptional, (1)
"Wir hatten eine feine gemütliche Unterkunft mit sehr umfangreicher Ausstattung. Ruhig und sauber. Vielen Dank."
Germany
Nico N.
The price is €136
includes taxes & fees
31 Dec - 1 Jan 2026
FMA Holiday apartment GD

Apartment in Cleebronn

1 Bedroom Apartment in Cleebronn
9.6 out of 10, Exceptional, (4)
"Es war sehr sauber für max.3Personen da es ein Doppelbett hat und das zusatzbett eine Couch ist für eine Person es hat zwei Herdplatten und einen Ofen allgemein Sehr sauber"
Germany
claude k.
The price is €117
includes taxes & fees
5 Jan - 6 Jan 2026
1 Bedroom Apartment in Cleebronn

Aparthotel in Stuttgart-Mitte

Adina Apartment Hotel Stuttgart
8.8 out of 10, Excellent, (251)
"A great stay with friendly avd helpful staff."
Canada
Brooke
The price is €95
includes taxes & fees
11 Jan - 12 Jan 2026
Adina Apartment Hotel Stuttgart
8.0 out of 10, Very good, (3)
"The place was clean and spacious. The patio was outstanding. A very comfortable place to stay. If there was a slight issue, it would be the tight parking on a somewhat busy street. However, the parking is typical of what you see in Germany. "
United States
Vernon R.
The price is €134
includes taxes & fees
1 Jan - 2 Jan 2026
Bohèmenest Terminal Apartments - waipuTV & terrace
10.0 out of 10, Exceptional, (6)
"Famille très accueillante, parle français"
France
Maria teresa S.
The price is €165
includes taxes & fees
1 Jan - 2 Jan 2026
Bright 3-room apartment/ near trade fair and Stuttgart airport, central & green
10.0 out of 10, Exceptional, (4)
"Logement extrêmement bien placé. Possibilité d’y stationner également une remorque. Endroit paisible. Logement très très propre et très fonctionnel. Je recommande vivement. "
France
Ludovic T.
The price is €122
includes taxes & fees
1 Jan - 2 Jan 2026
Schöne, Geräumige Ferienwohnung im Wein- u. Wandergebiet, Freizeitpark I.d. Nähe

Apartment in Stuttgart-Ost

Livisit Bergapartments
The price is €173
includes taxes & fees
31 Dec - 1 Jan 2026
Livisit Bergapartments
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winnenden Hotel Reviews

Find out more about Winnenden

Everything you need to know about Winnenden holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winnenden holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winnenden holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winnenden holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winnenden. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winnenden holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winnenden holiday rentals we have selected for you start as low as €61 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winnenden rentals

At Expedia, we put the best Winnenden holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winnenden rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winnenden holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winnenden. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Winnenden?

Yes, there are holiday rentals close to the most popular sights in Winnenden, or you can select a more secluded option if you're looking for a relaxing stay. Winnenden is known for its coffee shops and shopping. Make sure you have time to check out the restaurants while you're in the area.

What are some of the best holiday rentals that Winnenden has to offer?

Idyllic house with lots of extras in a beautiful natural setting: This holiday home rental outside of Winnenden offers an outdoor pool, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as an arcade/games room.

What can I see and do in Winnenden?

Explore the area and family-friendly sights such as Wilhelma Zoo, or get out into nature at a spot like Killesberg Park. Luckert Weinbau and Porsche Museum are a couple of places you'll find in the wider area.

What are holiday rentals like in Winnenden?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winnenden. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a family getaway.