Penelope’s Lookout

Tucked away in Wiltshire, Penelope's Lookout is a beautifully appointed self-catering property that makes it genuinely easy to switch off. Among the standout features: a private hot tub, a sauna, a wellness suite, and a private pool. It's particularly popular for celebrations and special occasions. Whether you're planning a romantic escape, a gathering with close friends, or simply a chance to recharge somewhere lovely, this is the sort of place that gets the balance right.

The standard of finish here is high — Luxury Cottages curates only properties that meet a serious quality bar, and Penelope's Lookout is no exception. Expect thoughtful design, quality linens, and the kind of attention to detail that means you spend your time relaxing rather than hunting for a spare blanket.

Penelope's Lookout is set up to feel like a proper home rather than a rental — the kind of place where guests tend to stop apologising for 'making themselves comfortable' because everything genuinely encourages it. Bedrooms are well-dressed with quality mattresses and bedding, and the layout works whether you're a couple after total privacy or a small group wanting shared space.

A cot is available for younger guests, making this a great option for families with a baby or toddler.

Inside, Penelope's Lookout has a fully equipped modern kitchen with everything you'd expect for self-catering — hob, oven, dishwasher, and plenty of worktop space for proper cooking. The living areas are comfortable and well-proportioned. A games console adds an extra option for rainy afternoons.

Wi-Fi is included, and the smart TV means you've got streaming covered for evenings in. The practical stuff — washing machine, tumble dryer, iron — is all there when you need it.

The private outdoor space is a proper asset — not just a patch of grass but somewhere you'll actually want to spend time. There's a gas BBQ ready for use, and the countryside views make even a morning cup of tea feel like a small event. EV charging is available on site — a nice touch for electric car drivers. Parking is private and off-road.

Guests consistently rate the outdoor space highly. The private pool extends the outdoor season considerably. It's the kind of setup that makes you regret not spending more time outside.

Westbury is home to one of Wiltshire's famous chalk horses, carved into the hillside above the town and visible for miles. Stonehenge is a straightforward drive to the east (around 25 miles), and the beautiful cathedral city of Salisbury is a similar distance. Longleat Safari Park is just twenty minutes north, and the National Trust's Stourhead gardens — with their perfect Palladian landscape — are worth an afternoon of anyone's time.

The property's location in Wiltshire puts you within easy reach of everything the area has to offer — from local producers and good pubs to longer drives into the wider countryside.

Penelope's Lookout is available to book through our affiliate partner Luxury Cottages — a specialist agency that works only with independently owned, high-quality properties across the UK and Ireland. Self check-in is available, so you can arrive at a time that suits without waiting around. Pricing varies by season; peak weeks (school holidays and bank holiday periods) book up well in advance, so it's worth reserving early if you have specific dates in mind.

The booking process is straightforward, and Luxury Cottages' team can answer property-specific questions about the accommodation. Use the booking button above to check live availability and secure your dates.

Planning a return trip or searching for something different? We've curated a full selection of holiday cottages across Wiltshire — from countryside hideaways to coastal escapes — each hand-picked for quality and character.

Browse all Wiltshire holiday cottages →