Find Self-Catering Holiday Homes in Montgomery

Holiday cottages in Montgomery are ideal if you want to unwind in a unique historic town surrounded by some of Wales' most beautiful scenery. Montgomery is a market town in the Welsh Marches, in the county of Powys. Thanks to its position a mile from the once disputed border between England and Wales, it is home to spectacular landmarks, including Montgomery Castle and an Iron Age Hillfort. Exploring the hilly town centre from your holiday cottage in Montgomery, you will discover striking Victorian and Georgian architecture, including rows of timber-framed houses and a graceful town hall and clocktower. There is a lovely variety of independent shops and several renowned restaurants and pubs where you can enjoy delicious food prepared with fresh produce from the surrounding countryside. Book a table at Michelin-starred Checkers or head to the Dragon for a pint of locally brewed ale. Pop in on a Wednesday evening, and you will likely be greeted by the sound of the local big band's weekly performance. Taste Montgomery brings together the area's best food and drink producers, including vineyards, flour mills, breweries and smokehouses.

Gable end of a contemporary wooden lodge in Powys with floor-to-ceiling windows
Shepherd's Rest
Montgomery
Powys
Wales
Sleeps
Bedrooms
2

Shepherd’s Rest is a luxurious holiday cottage surrounded by open countryside near Llandyssil in Powys, Mid Wales. The pet-friendly rural cottage boasts glorious views and tranquillity, an open fire, a hot tub, extensive grounds, a sophisticated interior and serenity.

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Montgomery is home to many historic buildings, including The Old Bell Museum, where the town's tumultuous history is documented, and The Old County Gaol. Don't miss St Nicolas' Parish Church, with exquisite carved rood screens and misericords. Visit the churchyard, home to the legendary Robber's Grave, where a man hanged for highway robbery was buried. He prayed that grass would not grow on his grave as a symbol of his innocence, and it is said to have remained bare for a century. Self-catering holidays in Montgomery are ideally located for exploring the glorious countryside on both sides of the English-Welsh border. The Shropshire Hills Area of Outstanding Natural Beauty lies directly to the east, while Snowdonia National Park is a scenic 50-minute drive westward.