Charming Castlegregory Holiday Home
Experience cozy relaxation in our
6-bedroom home on the Dingle Peninsula
Sleeps 12
A Historic Home with Modern Comforts
The quintessential Irish stay
Welcome to Connolly’s Castlegregory, a charming 6-bedroom traditional stone house that has been in our family for over 200 years. Lovingly updated to blend modern conveniences with its original character, our home offers the perfect retreat for family gatherings and unforgettable memories.
Nestled in the heart of the picturesque village of Castlegregory, this cozy getaway provides easy access to pubs, restaurants, shops, scenic hikes, outdoor activities, and breathtaking landscapes. Whether you’re exploring the Dingle Peninsula or simply unwinding, you’ll find everything you need for a comfortable stay.
Inside, you'll enjoy high-speed WiFi and a smart TV for entertainment, a well-equipped kitchen for home-cooked meals, and cozy living spaces perfect for relaxing together. Thoughtful touches like umbrellas, jackets, and wellies are available for your outdoor adventures, while toys, adaptors, and other small conveniences ensure a hassle-free stay.
This is a well-loved family home filled with cherished memories for many generations—we hope you create your own special moments here, too.
Discover beautiful Castlegregory and its surrounding areas
Castlegregory
Castlegregory Beach
Castlegregory Beach
Once dubbed the most beautiful place on Earth by National Geographic, Castlegregory is full of breathtaking landscapes and rich history. From stunning beaches to scenic hikes, our home is your gateway to explore everything this beautiful region has to offer. Enjoy local attractions, vibrant culture, and delicious dining options just minutes away from your doorstep. Make unforgettable memories with loved ones in this picturesque setting.
Castlegregory Beach
Castlegregory Beach
Castlegregory Beach
Castlegregory Beach is one of Ireland’s most stunning stretches of coastline. With golden sands, rolling dunes, and breathtaking views of Tralee Bay and the Atlantic, it’s perfect for relaxing walks, swimming, and watersports. Whether you’re looking to surf, try windsurfing, or simply enjoy a peaceful sunset, this Blue Flag beach offers something for everyone. It is a 10 minute walk from the house.
Glanteenassig Woods
Castlegregory Beach
Jamie Knox Watersports
For nature lovers, Glanteenassig Forest Park is an outdoor enthusiast’s dreamland, spanning over 450 hectares of woodland, mountains, lakes, and peatland. Located in a sheltered valley among the Slieve Mish mountains, its dramatic landscape of streams, waterfalls, and towering cliffs feels wild and untouched. Off the beaten track, this remote haven offers breathtaking views of Brandon Bay, Tralee Bay, and the Maharees, with a variety of scenic walking trails and picnic areas to enjoy.
Jamie Knox Watersports
O'Connor's Horse Riding
Jamie Knox Watersports
Enjoy surfing, windsurfing, and paddleboarding, with rentals and lessons available for all skill levels. Kids will love the water trampolines, adding an extra splash of fun to their beach day.
O'Connor's Horse Riding
O'Connor's Horse Riding
O'Connor's Horse Riding
For a truly unforgettable experience, enjoy horseback riding along the shoreline—suitable for riders as young as six—on one of the most beautiful beaches in all of Ireland.
The Milesian Restaurant
O'Connor's Horse Riding
O'Connor's Horse Riding
When it’s time to unwind, you won’t have to go far for an incredible meal. Just three doors down, you’ll find The Milesian Restaurant, one of the most charming, inventive, and delicious dining spots on the Dingle Peninsula.
Fitzgerald's Pub
Spillane's Bar & Restaurant
Spillane's Bar & Restaurant
And if you’re looking for the perfect Irish pub experience, simply step out the back door and stroll to Fitzgerald’s Pub—just a two minute walk. There, you’ll find perfect pints, delicious cocktails, gorgeous food, and chatty locals. It’s exactly what you imagine when dreaming of a trip to Ireland.
Spillane's Bar & Restaurant
Spillane's Bar & Restaurant
Spillane's Bar & Restaurant
After an active day, treat yourself to a delicious meal at the world-famous Spillane’s in the Maharees, known for its fresh seafood and welcoming atmosphere.
Pisces Restaurant
Spillane's Bar & Restaurant
Pisces Restaurant
A hidden gem on the Dingle Peninsula, Pisces Restaurant is a must-visit for seafood lovers. Specializing in the freshest locally caught fish and shellfish, every dish celebrates the flavors of the Atlantic. With house-baked bread and a warm, welcoming atmosphere, Pisces offers an unforgettable dining experience just a short walk from the house.
Brandon Bay Sauna
Castlegregory Golf Club
Pisces Restaurant
Unwind by the shore at Brandon Bay Sauna, a blissful retreat overlooking the stunning Atlantic coastline. Experience the perfect blend of heat and sea air, with breathtaking views of Brandon Bay. Whether you’re warming up after a surf or simply seeking relaxation, this wood-fired sauna offers a rejuvenating escape in the heart of nature.
Castlegregory Golf Club
Castlegregory Golf Club
Castlegregory Golf Club
Golf enthusiasts will be delighted to find Castlegregory Golf Club, considered one of Ireland’s finest 9-hole courses. With a layout worthy of a ranking within the world’s top 50 9-hole golf courses, it offers a challenging yet enjoyable experience, fostering both great golf and a welcoming social atmosphere for members and visitors alike.
Exploring County Kerry
Castlegregory Golf Club
Castlegregory Golf Club
Your rental home is an excellent jumping-off point to explore the beauty of County Kerry. In just 25 minutes, you can reach Dingle via the world-renowned Conor Pass, offering spectacular mountain and ocean views. A 40-minute drive brings you to Killarney, one of Europe’s most visited towns, known for its stunning national park and historic sites. From Dingle, the Slea Head Drive offers some of Ireland’s most breathtaking coastal scenery, making this location perfect for adventurers and sightseers alike.