About The Terrace Windermere Large Holiday Houses in the Lake District

Seven large luxury self-catering holiday houses in Windermere, Lake District. Sleeping 6–71 guests. Owned by Andy & Barbara. 

Book direct for the best price

We're not a letting agency. We're Andy and Barbara — and we actually care.

Who We Are

We’re Andy and Barbara. We own and run seven large luxury holiday houses in Windermere, right in the heart of the English Lake District.

We’re not a letting agency. We’re not a faceless platform. We’re real people who have put serious thought, care, and no small amount of money into creating houses that we’re genuinely proud of.

People often say that booking with us feels like a breath of fresh air. That means a lot to us.

We built this collection for groups. Big ones. The kind that need a proper house — not a cluster of hotel rooms — to actually be together.

Milestone birthdays. Family reunions. Hen weekends. Multi-generational get-togethers. The occasions that deserve more than a Premier Inn.

Our seven houses sleep anywhere from 6 to 91 guests across the portfolio. Every single one is in Windermere village — walking distance from great restaurants, independent shops, and Booths supermarket. The Lake District — the UK’s adventure playground — is right on the doorstep.


The Houses

Five of our properties are on The Terrace, one of Windermere’s most characterful addresses. Two — Orrest Head House and Orrest Head Cottage — sit in their own private grounds just outside the village, with direct access to the Orrest Head walk.

Every house is different. Cinema rooms. Hot tubs. Private bars. In-bedroom baths. Grade II listed buildings with stories worth telling. What they all share is the same level of care — and the same commitment to making your stay genuinely special.

We’re rated 4.8 out of 5 across 266 reviews. We’ll let the guests do the talking.


Booking Direct

You’ve found us. That’s the best thing you could have done.

Book direct through this website and you’re guaranteed our best price — no booking fees, no middlemen. Just you, us, and the keys to a brilliant house in the Lakes.

Got a question? We’re easy to reach. Nothing is too much trouble. That’s not something we just say — it’s how we actually operate.

Andy and Barbara

-Andy and Barbara (Owners)

Our mission

We have one job. To make sure you leave with memories that last a lifetime.

That means spotlessly clean houses, everything you need for a hassle-free stay, and two owners who actually pick up the phone.

Book direct with us and you’ll always get the best price — and people who genuinely care. Unlike the big platforms, we’re here from the moment you enquire to the moment you head home.

We’ve kitted out every kitchen with everything you need to cook up a proper dinner party. Pots, pans, utensils — it’s all there. Just don’t forget to invite us.

Andy and Barbara (owners)

What we're about.

Transparent pricing. Safe, well-maintained houses. Owners who genuinely care. And real value for money. That’s what we’re about — and it runs through everything we do.

Transparency

What you see is what you get. Full pricing, all the details, no hidden fees. Book with confidence.

Built on trust

We do what we say we'll do. Every time. Accurate descriptions, straightforward booking, and owners who actually show up when you need them.

Sustainability

We care about the Lakes — it's why we're here. We do our bit to look after it, and we ask our guests to do the same. Leave it as you found it. Actually, leave it better.

Quality

Every property is chosen carefully and maintained to a high standard. Clean, comfortable, safe — and exactly as described. We don't cut corners. You deserve better than that.

Innovation

We keep things simple and up to date. Easy online booking, clear information, and a website that actually works. No faff. Just a straightforward path from browsing to booking.

Clear policies

We keep it straight with you. Your 25% deposit is non-refundable. Once your final balance is paid — 56 days before arrival — that's non-refundable too. We offer cancellation cover through our partners X-Cover. Worth having. Make sure you read their terms before signing up.

Exceptional Service

We're with you from the first question to the final wave goodbye. Fast replies, real answers, and owners who actually care. Nothing is too much trouble. That's not a marketing line — it's just how we work.

Big groups

Our houses are built for big groups of friends and family — and we love hosting them. What we don't allow is parties with guests who aren't staying with us. Keep it to your group and you'll have the time of your lives.

The quick summary:  The Terrace Windermere is a collection of seven large luxury self-catering holiday houses in Windermere, Lake District, England. Owned by Andy and Barbara Cheetham, the properties sleep between 6 and 71 guests and are rated 4.8/5 across 266 reviews. Facilities include cinema rooms, hot tubs, private bars, and EV charging.

Frequently Asked Questions

Andy and Barbara Cheetham.

Yes, they own both groups of properties.

Yes, by booking direct you avoid any commission or booking fees charged by other platforms.

The Terrace Windermere is located at 1–5 The Terrace, Windermere, Cumbria, LA23 1AJ — a short walk from Windermere train station and Booths supermarket, in the heart of the Lake District.

Across all 5 properties, on The Terrace Windermere we can accommodate between 12 and 71 guests. If you include Orrest Head House and Cottage we have a total capacity of 91. 

All 5 properties include cinema rooms, hot tubs, fast Wi-Fi, private parking with shared EV chargers, and fully equipped kitchens.

All properties are rated 4 or 5 stars and hold an overall rating of 4.8 out of 5 based on 266 guest reviews.

We bought our first property Alice Howe in late 2006. Then Boston House and Bannerrigg in 2007. And, finally, Orrest Head House and Cottage in 2011. So we’ve been doing this for about 20 years, way before Airbnb even existed. 

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