Winterstein Vacation Rentals

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Winterstein vacation rentals

A historic stone tower with a clock, a traditional half-timbered building, and a modern building with a VR Bank sign.

1. Carl.22 City Appartements

Carl.22 City Appartements
Eisenach
10.0 out of 10, Exceptional, (3 reviews)
"Tolle und zentrale Unterkunft. Sehr gute Kommunikation mit dem Gastgeber. "
Germany
Anett
$103 nightly
The price is $110
Nov 15 - Nov 16
Total with taxes and fees
Carl.22 City Appartements
A hotel room with a bed, pillows, a bedside table with a glass of water, a plate with apples, a cup of coffee, and a bowl of coffee beans.

2. Rhöner Ferienwohnung

Rhöner Ferienwohnung
Dermbach
9.6 out of 10, Exceptional, (5 reviews)
"Alles hat super geklappt und war absolut unkompliziert. "
Germany
Benjamin
$114 nightly
The price is $121
Nov 10 - Nov 11
Total with taxes and fees
Rhöner Ferienwohnung
A historic building with multiple windows and a fountain in the foreground.

3. Pension Zum Glasmacher

Pension Zum Glasmacher
Suhl
9.4 out of 10, Exceptional, (9 reviews)
"Nice apartment with all you need in good location. Friendly, helpful staff."
Sweden
Rolf
$130 nightly
The price is $143
Nov 12 - Nov 13
Total with taxes and fees
Pension Zum Glasmacher
A modern hotel room with a large bed, wooden headboard, bedside lamps, and a built-in wardrobe.

4. VR-Serviced Apartments Gerstungen

VR-Serviced Apartments Gerstungen
Gerstungen
8.8 out of 10, Excellent, (15 reviews)
"Lovely spot, only a minute walk from the station. Beatiful view of the snowy town, above a bakery and only 5mins from the shops. Room was lovely and roomey for two friends on a serendipitous 1 night adventure. Great heating and fancy tap which gives you hot water, mineral water, sparkling water and mild sparkling water! Also the check in was really cool and simple. Will definitely stay here again"
Germany
Brielle
$101 nightly
The price is $108
Nov 22 - Nov 23
Total with taxes and fees
VR-Serviced Apartments Gerstungen
A modern bedroom with a bed, a glass table, a chair, and a window with blinds.

5. Ferienwohnung Christina in Friedrichroda

Ferienwohnung Christina in Friedrichroda
Friedrichroda
$266 nightly
The price is $285
Dec 1 - Dec 2
Total with taxes and fees
Ferienwohnung Christina in Friedrichroda
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 Winterstein Hotel Reviews

An ancient stone structure with arched windows and a view of rolling hills in the background.
Hotel Herzog Georg

Hotel Herzog Georg

Hotel Herzog Georg
Bad Liebenstein

10/10 Excellent

Hotel Herzog Georg is a real gem hidden in rural Germany. The size of room is larger than a standard European room and we were very happy to have 2 large size doubles for my wife and 15 yr old son. Breakfast was massive European style and quality was superb. Lots of walking opportunities around town with site seeing and hiking just a short drive away. A couple notes, not much English spoken here, or in town at all. People were extremely gracious and we didnt have any issues, but just be...
United States
Troy
Reviewed August 14, 2025
Hotel Herzog Georg

Find out more about Winterstein

Everything you need to know about Winterstein vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winterstein vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Winterstein vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winterstein vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $107 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winterstein rentals

At Expedia, we put the best Winterstein vacation 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 Winterstein 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 Winterstein vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winterstein. 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 vacation rental in Winterstein?

Yes, you can find vacation rentals close to top points of interest in Winterstein, or you can select a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Winterstein has to offer?

New vacation home with indoor pool in the beautiful Thuringian Forest on the Rennsteig: You might want to consider this vacation home rental near Winterstein, which is located in the mountains and has an indoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Winterstein?

Choose from 4 Expedia vacation rentals in Winterstein for a memorable vacation.

What can I see and do in Winterstein?

While exploring the area, visit family-friendly sights like Funpark Inselsberg, or get outside and enjoy nature at Thuringian Forest Nature Park. Schloss Altenstein and Drachenschlucht are a couple of places you'll find in the larger area.

What are vacation rentals like in Winterstein?

Vacation rentals are privately owned properties where you can stay for a long or short time in Winterstein. Vacation rentals provide amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.

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