28 Airbnb Gems to Make Your Winter Dreams Come True

Step right up, my fellow winter wanderers! It’s that time of year again where our minds drift toward cozy cabins, snowy slopes, and hot cocoa by the fireplace. Oh, the magic of winter! If you’re like me, you’re already daydreaming about your perfect winter escape, and let me tell you, I’ve got just the treasure trove of Airbnb listings to make your dreams come true.

No need to fret about endless scrolling and aimless searching – leave all the hard work to me. I’ve carefully curated a captivating collection of 28 hidden gems that will leave you spellbound. From idyllic mountain getaways to charming winter wonderlands, every listing on this list is a portal to your very own fairytale vacation.

Imagine yourself nestled amidst a breathtaking winter landscape, with the snow gently blanketing your private cabin in a loving embrace. Or perhaps you fancy a cozy cottage, adorned with twinkling fairy lights and adorned with rustic charm. No matter your winter fantasy, one of these hand-picked Airbnb retreats is sure to make your heart skip a beat.

So, let’s take a whimsical journey together, shall we? Picture yourself sipping a steaming cup of cocoa as you take in the awe-inspiring views from your mountaintop retreat – it’s like something out of a storybook! Or maybe you prefer the excitement of a bustling ski town, with chalets oozing with charm, and slopes calling your name. The choice is yours, my friend.

But that’s not all, folks! Each of these enchanting Airbnb rentals is brimming with thoughtful touches and unique experiences. From charming hosts who treat you like family, to cozy fireplaces that warm your soul, every little detail has been carefully crafted to make your stay unforgettable. Trust me, I’ve left no stone unturned in my quest to find these winter wonders.

So leave your worries behind, dear traveler, and join me on this wintertime escapade. Peruse through the listings below and let your imagination run wild. Whether you seek serenity or adventure, solace or camaraderie, one of these divine winter hideaways is waiting to paint a masterpiece on the canvas of your memory.

Oh, and did I mention the cherry on top? With a click of a button, you can secure your slice of winter paradise. So grab your coat, pack your bags, and prepare for the adventure of a lifetime. Your dream winter getaway awaits, my friend. Happy travels!

Hey there! Are you ready for some winter adventures? I’ve got just the thing for you – a list of amazing Airbnb accommodations that will make your dreams come true. Whether you’re into mountain cabins, beach cottages, family-friendly places, or even wheelchair-friendly spots, this list has got you covered. We’ve handpicked the best options in Gauteng, Kwa-Zulu Natal, the Eastern Cape, and the Western Cape, so you won’t have to worry about finding the perfect place to stay.

Let me introduce you to our top 28 Airbnb picks for this winter:

Western Cape

1. Cosy beach cottage

Hey there! Let me tell you about this awesome private garden cottage in St.James. You won’t believe how close it is to Kalk Bay and Muizenberg – just a short walk away! And guess what? You’ll have easy access to the beach too. How cool is that?
Once you’re at the cottage, you can take a leisurely stroll to the Kalk Bay tidal pool or explore all the great restaurants in Kalk Bay and Muizenberg. If you’re in the mood for some sand between your toes, just head to the beach and enjoy the ocean breeze.
Price: It’s R492 per person for a night, and if you have more than 2 guests, it’s just an extra R75 per additional guest.
Contact: You can book this incredible cottage through Airbnb here.

2. Clifton beach apartment

Just a few seconds away from Clifton beach, this modern spot is perfect for anyone who wants a cool and modern vibe with easy access to the city center and Table Mountain. The area is known for its beautiful sunsets, and you can easily get to the popular Clifton beaches and all the busy tourist attractions in the city center.

Price: The apartment costs R2246 per night, and you won’t have to pay any extra fees for additional guests.

Contact: You can book this stylish apartment on Airbnb by clicking here.

3. Experience the Mediterranean in this villa-style apartment

Check out this amazing apartment with a view of the sea. It’s big and has a beautiful patio where you can watch the sunset. The apartment is on a quiet street and you can easily go to Table Mountain. You can also see the sea and enjoy the sunset. You can easily get to Kloof Nek and Camps Bay for food and the beach.
Price: R1754 for 2 people.
Contact: You can find this apartment on Airbnb.

4. Beach Villa with cooking for yourself

Hey there! Are you on the lookout for an amazing vacation spot? Well, look no further! Allow me to introduce this incredible self-catering villa that comes with a state-of-the-art kitchen. And that’s not all, folks! It also offers breathtaking views of False Bay and the majestic mountains. Imagine waking up to spectacular sunrises and having access to tidal pools and beautiful beaches. And if you’re into hiking, there are fabulous trails waiting for you.

But wait, there’s more! Located just a stone’s throw away is Simon’s Town, where you can indulge in some retail therapy and explore interesting restaurants. So whether you’re a nature lover or a foodie, this place has got you covered.

Now let’s get down to business. Let’s talk about the price, shall we? For just R904 per night, you and your travel buddy can have a fantastic time at this villa. And guess what? You won’t have to pay any additional costs for extra people. It’s a total win-win situation!

So, what are you waiting for? This enchanting en-suite bedroom is available for booking on Airbnb. Don’t miss out on this opportunity to make some unforgettable memories.

5. Collins Cottage

I have discovered a marvelous self-catering cottage perched above the enchanting Knysna lagoon, providing me with stunning views of the lagoon and Knysna Heads. Moreover, the cottage is set in a delightful garden and conveniently located near the town centre and the Knysna Waterfront, which means I can easily access all the amenities it has to offer. As if that wasn’t enough, there’s even a deck where I can unwind with a refreshing sundowner or host a delightful braai. The price for this remarkable getaway is just R505 per night for two people. If you’re interested, you can book your stay on Airbnb.

6. Dream home on the Garden Route

Hey there! I’ve got something special to show you. Check out this incredible four-bedroom modern house with an open floor plan and breathtaking views of the sea from every suite. And the best part? It’s wheelchair friendly, so everyone can enjoy a truly relaxing stay.

That’s not all – the area around the house has so much to offer. Picture yourself playing golf, going deep-sea fishing with Mosselbay Deep Sea Fishing Charters, or exploring beautiful wine tasting venues and game farms. It’s a paradise for nature lovers like you and me.

When you stay here, you can leave all your worries behind. Surround yourself with the tranquility of the quiet nature reserve, and let it recharge your batteries and ignite your creativity. It’s the perfect place to unwind and find inspiration.

Let’s talk numbers. The price for this dream house starts at just R2498 per night. A steal for everything you get to experience! And if you’re ready to book this amazing getaway, simply head over to Airbnb and make your reservation.

7. Bruno room

Welcome to the Tuscan Farmhouse, a cozy retreat where you can experience the charm of a home away from home. Nestled on a serene small farm, this farmhouse offers breathtaking views of a golf course, vineyards, and an olive grove. With its four bedrooms, it can comfortably accommodate up to eight guests, providing a perfect setting for a relaxing getaway. And to beat the heat, there’s even a refreshing swimming pool for you to enjoy.

So, let’s talk about the price. For just R850 per night, you and a friend can stay in this beautiful farmhouse, waking up to the tranquility of the surroundings. And to start your day on the right foot, a delicious continental breakfast is included in the rate.

Ready to make a reservation? Just click on this link and book your stay at the Tuscan Farmhouse on Airbnb.

8. Loeries nest

Welcome to Loeries Nest, the perfect apartment for all you birdwatchers out there! As the name suggests, this cozy getaway is named after the indigenous bird species that call this area home. But it’s not just the birds that will captivate you here – get ready for breathtaking views of Knysna and its magnificent lagoon.

Step inside and discover a world of comfort and convenience. With free uncapped Wi-Fi, you can stay connected and share your amazing bird sightings with friends and family. And speaking of birds, you won’t believe the variety of species you’ll encounter right outside your window. It’s a birder’s paradise!

But that’s not all. We want to make your stay extra special, so we’re throwing in complimentary wine and snacks. Take a moment to unwind on the covered deck, complete with cozy patio furniture. And if you’re in the mood for a barbecue, we’ve got you covered with braai facilities that overlook our lush garden.

Now, let’s talk about the price. You won’t believe this – starting from just R344 per night, you can have all this and more. It’s truly a steal for such a fantastic experience.

Ready to book your stay at Loeries Nest? It’s as easy as can be. Simply head over to Airbnb and secure your spot in this private studio apartment. Don’t miss out on this incredible opportunity to immerse yourself in nature and luxury. We can’t wait to welcome you!

Are you ready to witness the breathtaking beauty of the sunrise over the bay or the mesmerizing colors of the evening sunset? Imagine the thrill of spotting whales during their season or watching dolphins gracefully crossing the bay towards Simonstown. As you admire this natural wonder, you might even catch a glimpse of the South African Navy boats practicing their maneuvers.

But that’s not all. Here, you have the freedom to choose between exploring the fascinating and historically rich Simon’s Town or simply basking in the awe-inspiring views that surround you. The property boasts a stunning plunge pool, nestled within a large garden, providing a tranquil retreat for you to unwind and rejuvenate. Furthermore, you can enjoy peace of mind with the convenience of closed-in parking right on the mountainside, ensuring your vehicle’s safety.

Convenience is key, as you’ll only be a stone’s throw away from the world-famous Boulders Beach, home to a colony of adorable penguins. And if you’re up for an adventure, Cape Point, a true natural wonder, awaits you.

The cottage itself offers the perfect sanctuary, a cozy one-bedroom retreat tucked between the majestic mountains and the glittering sea. You’ll find a comfortable double bed and a convenient shower, all adorned with a captivating sea view. It’s like having nature’s masterpiece right at your doorstep.

Now, let’s talk about the price. For just R505 per night, two people can experience all of this beauty, luxury, and tranquility. It’s an incredible offer that ensures you create lifelong memories without breaking the bank.

If this sounds like a dream come true, don’t hesitate to book this remarkable room on Airbnb. Your ultimate seaside escape awaits!

10. Villa ondine

Hey there! I’ve got something incredible to share with you – a luxurious beachfront villa! This place is absolutely stunning, with its very own private access to the beach and a sparkling pool just waiting for you to dive in. And let me tell you, the views are out of this world! You’ll be treated to breathtaking sights of both the sea and the mountains, creating a picturesque backdrop for your stay.

Now, let’s talk about the villa itself. It’s the perfect spot for relaxation and entertainment, with fantastic outdoor areas that are protected from the wind. So, no matter what the weather is like, you’ll be able to enjoy your time outside. And when it’s time to retreat indoors, you’ll find comfort in the four cozy double bedrooms, each offering a stunning view of the sea. Talk about a room with a view!

Now, I bet you’re wondering about the price. Well, let me put your mind at ease. This amazing beachfront villa can be yours for just R4000 per night. Keep in mind that this price includes the entire house, which sleeps eight people. That’s right – you and seven of your friends or family members can experience this luxurious getaway together!

If you’re ready to book this piece of paradise, you can find it on Airbnb. Just head over there and search for this incredible villa. Trust me, you won’t want to miss out on this opportunity! So pack your bags and get ready for an unforgettable beachfront retreat.

Explore the Eastern Cape

Discover Cliffedge Cottage

A hidden gem for newlyweds and anyone seeking an escape from the chaos of modern life. This charming hideaway offers a cozy wooden cabin perched on the edge of a valley, providing breathtaking views. And for those chilly winter evenings, there’s plenty of free firewood to keep you warm. Step onto the covered deck that stretches across the front, where you’ll find comfortable chairs, a couch, and even braai facilities for a winter barbeque.
Price: Starting at R2004 per night.
Contact: To book this delightful spot, visit Airbnb here.

12. La maison Verte

Hey there! I’ve got an awesome eco-friendly cottage to tell you about. It’s perfect for 4 people and located in a quiet neighborhood called Rexford. The best part? It’s just a short distance from the lagoon, Knysna Heads, town center, and two golf courses. Imagine waking up to stunning views of the Knysna lagoon, surrounded by lush golf courses and the beautiful Outeniqua Mountains. Sounds like a dream come true, right? Well, this cottage has even more to offer. It features a spacious covered deck where you can relax and take in the breathtaking scenery. And if you’re in the mood for a barbecue, no problem – there are braai facilities available for you to use. Talk about the perfect getaway!
Price: You can stay here for just R1693 per night.
Contact: Ready to book? Head over to Airbnb and secure your spot in this amazing cottage.

13. Apartment with an ocean view

Hey there! Let me tell you about this incredible spot with stunning views of the Gonubie golf course and the sparkling sea right outside your room. It’s a real hidden gem, perfect for all kinds of travelers, tucked away in a peaceful area. You’ll have endless outdoor activities to choose from and even private game reserves nearby if you’re a nature lover. Plus, this fantastic place can accommodate up to 6 people.
Price: Starts at R1801 per night.
Contact: Book this amazing apartment on Airbnb right here.

14. Port Island 3

Imagine being perched right on the edge of the ocean, with breathtaking views and a luxurious 3 bedroom house to call home. That’s exactly what you’ll find at Port Island 3. And if fishing is your thing, you can cast your line right from the house. Talk about convenience!

But the beauty doesn’t stop there. The surrounding area offers a variety of outdoor activities for you to enjoy. From mountain biking to guided night walks, there’s something for everyone. You can explore the vibrant birdlife, take a leisurely wetland walk, or even try sandboarding if you’re feeling adventurous. And if water sports are more your style, there’s no shortage of options. You can try your hand at rock, deep sea, or even surfing, all just a stone’s throw away.

When it’s time to relax and unwind, Port Island 3 has got you covered. With its infinity pool overlooking the ocean, you can take a dip and soak in the stunning views. And with three spacious bedrooms, there’s plenty of room for you and your loved ones to spread out and get comfortable.

Ready to start planning your dream getaway? Prices for this amazing house start at just R2004 per night. So why wait? Book your stay at Port Island 3 today and get ready for the vacation of a lifetime. To make a reservation now, simply visit their listing on Airbnb.

15. The Leopard Tree

I’ve found a fantastic apartment that’s perfect for families like yours! It’s located near the beach and offers a wide range of outdoor activities for everyone to enjoy. Not only that, but there are also plenty of fantastic restaurants and dining spots nearby, ensuring you’ll never go hungry. And if you’re a fan of sports, you’ll be happy to know that there are golf courses, bowling alleys, and other sports facilities in the vicinity.

One of the best things about this apartment is that it’s family-oriented and even allows pets. So, you can bring your furry friend along with you! The apartment can accommodate a maximum of six people, making it ideal for a family getaway or a fun trip with friends.

Now, let’s talk about the price. This lovely apartment can be yours starting from just R894 per night. That’s a great deal considering all the wonderful amenities and attractions in the area. You won’t find a better value for your money!

If you’re ready to make a reservation, you can easily book this apartment on Airbnb. Just click on the link provided, and you’ll be on your way to an incredible vacation!

Discover Kwa-Zulu Natal

16. Izwa Manzi Beachfront Villa

Right on the beach, this beach haven is perfect for relaxing with family and friends while immersing yourself in nature. The amenities provide all the comforts you need for a holiday apartment that can accommodate up to ten people.
Price: Starting at R8261 per night.
Contact: Book this room on Airbnb here.

17. Dragon’s Mist

Dragon’s Mist is a luxurious three-bedroom house with breathtaking panoramic views of the Drakensberg. It is located on a private 1000-hectare eco-estate teeming with wildlife and can accommodate a maximum of six guests.
Price: Starting at R1991 per night.
Contact: Book this room on Airbnb here.

18. 41 Licorna beach

This apartment is really something special. It has three bedrooms and is beautifully furnished. But the best part? The stunning ocean views! Imagine waking up in the morning and gazing out onto the sparkling sea. It’s truly breathtaking.

Not only that, but this apartment also has direct access to Umhlanga’s amazing bathing beaches. Just step outside and you’ll be right there, ready to enjoy the sun, sand, and waves. And after a long day at the beach, you can come back and relax in the swimming pool. It’s the perfect way to cool off and unwind.

The apartment has everything you need for a comfortable stay. There’s a convenient abulution and braai area, so you can enjoy a barbecue with your family and friends. And if you’re a nature lover, you’ll love the fact that there’s a garden and a nature trail nearby. You can take a leisurely stroll and soak up the beautiful surroundings.

If you’re in the mood for some excitement, there are plenty of options right on your doorstep. There are restaurants and nightclubs nearby, so you can sample the local cuisine and dance the night away. And if you need to do some shopping, the Umhlanga shopping centre is just a short distance away. It’s the perfect place to find that special something.

This apartment can accommodate up to seven people, so it’s great for families or groups of friends. You’ll have plenty of space to spread out and relax. And with a price starting from only 2357 per night, it’s a real bargain.

So why wait? If you’re looking for the perfect beach getaway, this apartment is just what you need. Don’t miss out – book your stay on Airbnb today.

Welcome to this charming little cottage that offers you breathtaking views of the Umzimkulu river valley and the majestic Drakensberg mountains. Imagine waking up in the morning to the sight of nature’s beauty right from your comfy bed! And when the evening chill sets in, what could be better than cozying up by the crackling fireplace or sipping on a delicious cocktail while enjoying the sunset from your own deck?

But that’s not all this delightful spot has to offer. You’ll also find a well-equipped kitchen and a charming fireplace to keep you warm on those chilly nights. It’s the perfect place to unwind and relax, surrounded by nature’s wonders.

If this sounds like your idea of a perfect getaway, then you’ll be amazed by the affordable price of just R379 per night. Don’t wait, book this amazing cottage on Airbnb right now!

20. Blink Bonnie 371

Are you a golf lover? Look no further! This fantastic apartment is located right on a golf course, and the best part is, you’ll have two golf carts at your disposal! Whether you’re a pro or a beginner, you’ll love playing your favorite sport while enjoying the stunning views of the surrounding golf courses.

This amazing house has everything you need for a memorable stay. With three garages, there’s plenty of space for your vehicles. Inside, you’ll find satellite TV, a well-stocked bar, and a fully equipped kitchen where you can prepare delicious meals for your friends and family.

With a maximum capacity of ten, this spacious apartment can accommodate even large groups. So gather your loved ones and get ready for an unforgettable golf vacation!

All of this can be yours for just R2655 per night. Don’t miss out on this incredible opportunity. Book this wonderful apartment on Airbnb now!

Gauteng

21. Cozy, Upscale, Fully Equipped Home

This beautiful one-bedroom space is perfect for a luxurious and comfortable stay. It’s located between Cresta & Clearwater Mall, with a stunning garden and easy access to amenities. You can even walk to nearby restaurants or use public transport to explore the city. The home can accommodate up to two guests.
Price: Starting at R515 per night.
Contact: Book this home on Airbnb here.

22. Owl’s Nest Guest House

Escape to this spacious lodge with a charming thatched roof. It’s designed to provide peace and privacy for all guests. Enjoy wifi access, delicious meals, and convenient transfer services. This guest house is perfect for large groups, as it can accommodate over 16 guests.
Price: Starting at R555 per night.
Contact: Book your room on Airbnb here.

23. The Aloe Cottage

So you’re looking for a unique space to stay, huh? Well, let me tell you about this incredible open-plan loft-style apartment. It’s perfect for professionals like you who value style and functionality. The whole place has been carefully designed, with a sleek kitchen seamlessly flowing into a cozy bedroom. And let me tell you, everything in here is proudly South African, from the beautiful furniture to the charming decor. It’s a space that truly embodies the spirit of this amazing country.

Now, what really sets this place apart is the outdoor deck space. Picture yourself sipping your morning coffee or enjoying a glass of wine in the evening, all while soaking up the fresh air and the beautiful surroundings. It’s like having your own private oasis right outside your door. The deck is just the icing on the cake – you also have access to a lovely garden area, where you can unwind and reconnect with nature.

And don’t worry about parking – we’ve got you covered. There’s a designated parking space just for you, so you can come and go as you please without the hassle of searching for a spot. We believe that convenience should be a top priority, and we’ve made sure to provide it.

Now, let’s talk about the price. We know that finding the perfect place to stay can be a daunting task, but we’ve made it affordable for you. You can enjoy all this luxury for just R948 per night. That’s a small price to pay for such an incredible experience.

Are you ready to book? Well, we’ve made it easy for you. Just head on over to Airbnb and reserve your spot. Don’t miss out on this one-of-a-kind opportunity.

24. Charming studio apartment

Welcome to the Chic Studio apartment in The Maboneng Precinct! It’s located on top of the Museum Roof, offering a unique and exciting experience. From this apartment, you can immerse yourself in the vibrant city atmosphere and discover the artistic side of the rejuvenated Eastern side of Johannesburg neighborhood.

This cozy studio apartment is designed with your comfort in mind. It features a comfortable queen-sized bed, a lounge area, and a modern kitchenette. Everything you need for a pleasant stay is right here. And the best part? You’ll be just a short walk away from the most incredible craft, design, and food markets, as well as top-notch restaurants, rooftop bars, and art spaces. It’s a dream come true for any visitor!

This apartment is perfect for couples or friends traveling together. You’ll have a great time exploring the neighborhood, taking in the local sights, and indulging in the vibrant culture. So why wait? Book this amazing apartment on Airbnb now and make your stay in Johannesburg unforgettable!

Price: Starting at only R501 per night, it’s an affordable option that won’t break the bank.

Contact: Ready to book this apartment? Visit Airbnb and secure your spot today.

25. Osborne House

Hey there! Let me tell you about Osborne House, this amazing restored Edwardian manor house in Pretoria. It’s the perfect place to escape to when you need some peace and quiet without having to go too far from the city. The house has a beautiful garden and a serene terrace where you can relax and unwind. And guess what? It can accommodate up to ten people, so you can bring your friends or family along for the adventure.

Price: You won’t believe it, but it’s only R894 per night!
Contact: If you’re interested, you can book this spot on Airbnb here.

26. A Golfer’s and Adventurer’s Dream Getaway

Hey there! So, I found this awesome place in Pecanwood Golf Estate that’s just bursting with art and culture. It’s super close to the amazing Hartbeespoort area and Chameleon Village. Not to mention, you’ll be right near the famous new Lion Park and some fantastic places to eat. And the best part? There are so many awesome outdoor activities for you and your family to enjoy. Trust me, the views are to die for! Plus, you’ll have access to golf at Pecanwood and can even take a hot air balloon trip if you’re feeling adventurous.

Now, let’s talk about the price because we all want to stick to a budget. It starts at just R542 per night, which is pretty sweet if you ask me. So, if you’re ready to book this amazing studio apartment, just head on over to Airbnb and reserve your spot. You won’t be disappointed!

27. Trendy, urban & private studio apartment

Welcome to this amazing apartment! It’s bright, spacious, and has a modern feel. Plus, it’s secure and comes fully furnished so you can cater for yourself. You’ll love the private balcony, high-speed Wi-Fi, Cable TV, and well-equipped kitchen. It’s the perfect place to stay if you want to explore popular attractions like Monte Casino, Mall of Africa, Sandton City, Fourways Mall, and OR Tambo International Airport. With so many entertainment options nearby, this urban getaway is just what you need.

Price: Starting from R447 per night.

Contact: Book this room on Airbnb here.

28. Experience the Big Apple at this New York-style loft

If you’re looking to explore the hippest neighborhoods in Johannesburg, this apartment is a fantastic choice. It’s situated near Maboneng, Braamfontein, and the Sheds@1Fox, making it ideal for families, friends, and business groups. The apartment offers a balcony with views of the building’s internal atrium. Plus, its north-facing position ensures a bright outdoor space while protecting you from the city center’s hustle and bustle.

When it comes to pricing, you’ll be pleasantly surprised. Rates start at just R691 per night, making it an affordable option for your stay. And to secure this amazing apartment, simply book through Airbnb.