County Wicklow, often referred to as the "Garden of Ireland," is a stunning destination that offers an incredible blend of natural beauty, rich history, and vibrant local culture. For travelers seeking an authentic Irish holiday experience, this region provides an array of holiday accommodations at various charming small towns, each with its own distinct character. Whether you're looking for vacation rentals with scenic views, cozy holiday rentals perfect for families, or short-term rentals close to local activities, County Wicklow is the ideal destination to create memorable family holidays, romantic getaways, or adventurous trips.

Exploring the top small towns in County Wicklow not only guarantees a comfortable stay in welcoming places to stay in but also a chance to immerse yourself in unique experiences that Ireland is famous for. From spectacular coastal towns to quaint inland villages, each destination offers something special for fun-loving, social travelers who prioritize experience, safety, and convenience. Discover your perfect holiday rental today by utilizing Search and Stay, where you can find an extensive range of vacation rentals tailored to your travel needs: Click here to find accommodations in County Wicklow.

1. Wicklow Town – The Gateway to Authentic Irish Experiences

Wicklow Town is an excellent place to start your holiday in County Wicklow. This lively coastal town offers a variety of places to stay in, from traditional Irish cottages to modern holiday apartments. It provides the perfect base for exploring the surrounding natural attractions while enjoying the convenience of local amenities. Visitors can rent holiday accommodation that is close to the waterfront, making it easy to enjoy seaside activities and fresh seafood dinners.

Wicklow Town’s charming streets are dotted with colorful pubs and cafes, ideal for socializing and experiencing local Irish culture. For outdoor enthusiasts, there are plenty of activities such as sailing, fishing, and coastal walks. The nearby Wicklow Harbour offers scenic boat trips that showcase the stunning coastline and local marine life. For families looking for fun things to do, the town also boasts parks and playgrounds, making it a family-friendly destination.

Don't miss the opportunity to explore the historic [Wicklow Gaol](https://wicklowgaolmuseum.ie/), a fascinating museum that vividly recounts Ireland’s turbulent history and offers guided tours suited to all ages. For those interested in local arts and crafts, Wicklow Town showcases vibrant markets and artisan shops where you can find unique Irish souvenirs.

Looking for the best places to stay in Wicklow Town? Search and Stay offers diverse vacation rentals, from seaside cottages to centrally located apartments, ensuring a safe and comfortable holiday experience. For more details, visit here.

2. Blessington – The Heart of Leisure and Nature

Blessington is a vibrant small town nestled beside the beautiful Blessington Lakes, an ideal destination for those seeking a holiday rental that combines relaxation with adventure. Known for its stunning lakeside scenery, Blessington attracts families, couples, and groups of friends alike who are looking for places to stay in that provide access to both water-based activities and scenic landscapes.

The town features a variety of accommodation options, including holiday rentals that offer panoramic views of the lake and surrounding mountains. These rentals are perfect for families or groups who appreciate the convenience of staying close to outdoor activities such as kayaking, pedal boating, hiking trails, and cycling routes. The Blessington Lakes area is also renowned for angling, so fishing enthusiasts can rent boats or enjoy peaceful days by the water.

Apart from water sports, Blessington offers a lively market scene with traditional Irish pubs, cafes, and shops. For a family day out, the nearby Russborough House, an exquisite 18th-century mansion, hosts regular family-friendly events, art exhibitions, and garden tours. It’s a must-see destination to immerse yourself in Ireland’s historical grandeur while enjoying local experiences.

Booking a holiday rental in Blessington means you’re never far from a range of activities, making it easy to plan your days with convenience and safety in mind. Check out vacation rentals at Search and Stay, ensuring you find a family-friendly and experience-rich place to stay in this picturesque town: Explore rentals here.

3. Greystones – Coastal Charm and Community Spirit

Greystones, a vibrant seaside town just south of Dublin, is perfect for travelers seeking a holiday rental in a place known for its welcoming community, beautiful coastlines, and lively cultural scene. This friendly destination offers a wide variety of places to stay in, from charming holiday cottages and apartments to modern seaside homes with stunning ocean views.

During your stay in Greystones, you can indulge in a range of activities—surfing at the beach, coastal walks on the Cliff Walk trail, or exploring local markets and cafes with fresh locally sourced ingredients. For families, the nearby Dinosaur Park and adventure playgrounds make for exciting family days filled with fun activities and safe environments.

Greystones also boasts a thriving arts scene, with local galleries, live music events, and craft markets that offer authentic Irish experiences. The town's lively harbor is ideal for taking boat trips, enjoying seafood dinners, or simply relaxing by the water. For those looking to learn more about Irish heritage, the town is also home to historical sites and museums that tell the story of its maritime past.

Looking for weekend getaways or longer stays? Discover the perfect vacation rentals in Greystones through Search and Stay, ensuring your trip is filled with local experiences and the comforts of a safe, family-friendly holiday rental: Find your stay in Greystones here.

For ideas on things to do in the area, consider visiting [Wicklow Walks](https://wicklowwalks.com/) for scenic hikes, or explore the local food scene at the Greystones Farmers Market—perfect for a family outing or a social meet-up.

4. Roundwood – The Heart of the Irish Mountains

Known as the highest village in Ireland, Roundwood offers a unique destination for outdoor enthusiasts and family travelers who are interested in experiencing the Irish countryside. The small town, with its welcoming atmosphere and character-filled holiday rentals, serves as an excellent base for exploring Wicklow’s mountainous terrain and ancient forests.

From your holiday rentals in Roundwood, you will have easy access to scenic walking trails in Wicklow Mountains National Park, where you can enjoy breathtaking views, birdwatching, and picnicking amidst nature. For families, there are safe and fun activities like pony rides, forest walks, and visits to local farms that highlight Ireland's rural charm.

For adventure seekers, activities such as rock climbing, mountain biking, and zip-lining are available nearby, offering exciting experiences in a safe environment. The peaceful, rustic environment also makes Roundwood ideal for relaxing family holidays, with cozy cottages and holiday rentals equipped with all the essentials for a comfortable stay.

While in the village, be sure to explore local cafes and pubs that serve hearty Irish fare. For cultural enrichment, check out small festivals and craft fairs that celebrate Irish heritage and local artisans.

To find a suitable place to stay in Roundwood that emphasizes comfort, safety, and convenience, visit Search and Stay’s curated selection of holiday rentals: View available rentals here.

5. Arklow – A Blend of Heritage and Coastal Living

Arklow, a historic port town with a lively atmosphere, offers a vibrant mix of holiday rentals and rich cultural experiences. This small town boasts a bustling harbor, picturesque streets, and a wealth of places to stay in that combine comfort with Irish charm. It’s perfect for travelers looking for a holiday rental that puts you close to both historical sites and active seaside pursuits.

The town’s colorful fishing boats and lively markets create an authentic Irish seafaring vibe. Families and adventure lovers alike can enjoy boat trips to see local wildlife, including seals and seabirds, or take part in fishing excursions which can be easily arranged from many of the vacation rentals nearby. A visit to Arklow’s Marine Tourism Centre can also offer insight into the town's maritime history and local marine life.

For those interested in exploring Irish history, Arklow features historical landmarks such as the old bridge and the remains of Arklow Castle. The town's beaches are perfect for safe swimming, beachcombing, and water sports, making it an ideal destination for a fun, active holiday with the family.

Local pubs and cafes often host live Irish music and storytelling evenings, creating lively social experiences that are central to Irish culture. To enhance your stay, browse through the selection of short-term rentals and family-friendly holiday accommodation options on Search and Stay, and plan your trip with convenience and safety in mind: Find your place to stay in Arklow.

Don’t miss out on local experiences such as visiting the Arklow Coastal Park or taking a scenic drive along the Wicklow coast—both activities provide memorable things to do on your holiday. For more inspiration on local experiences and things to do, explore [Ireland’s Ancient East](https://www.irelandsancienteast.com/) for cultural sites and guided tours.

Conclusion: Your Perfect Small Town Escape in County Wicklow

County Wicklow’s small towns are truly character-rich destinations that offer something for every traveler seeking a fun, social, family-oriented, and experience-focused holiday. From seaside escapes to mountain adventures and cultural explorations, each destination provides an array of places to stay in that prioritize safety and convenience. The region's authentic Irish charm combined with modern amenities makes it an ideal choice for vacation rentals and short-term rentals that bring your travel dreams to life.

Begin planning your Irish holiday by exploring the diverse vacation rentals available through Search and Stay. Secure your family-friendly holiday accommodation today and enjoy the local experiences, activities, and scenic places that make County Wicklow an unforgettable destination. Don't forget to check out local attractions and things to do to enhance your stay and create memories that last a lifetime.

Whether you are seeking outdoor adventures, cultural insights, or relaxing family holidays, County Wicklow’s small towns have it all. Start your journey now and find the perfect place to stay in Wicklow for your next Irish vacation!