An octagonal, stone-built toll house shaded by trees.

Book Self-Catering Holidays in Quirky and Unusual Holiday Homes

Fancy a holiday that’s a bit off-kilter, a self-catering holiday in a quirky and unusual holiday property? Who wouldn’t say no to a holiday with friends in a luxury lighthouse or a beautifully restored Napoleonic Fort?

Step into the delightfully eccentric world of quirky holiday cottages, where the ordinary takes a back seat and the extraordinary becomes your temporary abode!

Search here to find architecturally unique holiday cottages for a more than usually memorable holiday with family or friends.

The UK has a splendid choice of distinctive and unusual character cottages appealing to those looking for something slightly different from a traditional house. 

While quirky cottages are not the ‘everyday’ holiday property, they still offer the same standards, facilities, and amenities you would expect to find in any decent holiday property worth its salt.

View this collection of distinctive holiday properties to find one with that ‘must-stay’ funky factor for a long holiday or just a weekend break.

Sleeps
2
Bedrooms
1

Enjoy a romantic Cotswolds holiday with a stay at Second Nature on the outskirts of the spa town of Cheltenham, Gloucestershire, the perfect getaway for couples wanting to explore this picturesque region. Second Nature is an eco-friendly rural retreat for two boasting a distinctive four-poster bed and walk-in rain shower.

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A Lighthouse tower and buildings on a grassy clifftop.
Sleeps
6
Bedrooms
4

Enjoy a unique holiday at Veronica Cottage, a stylish coastal cottage within Anvil Point Lighthouse near Swanage. Set within Durleston Country Park, the contemporary cottage enjoys spectacular ocean views and access to the beautiful beaches of Dorset. It offers spacious grounds and a sea breeze.

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Sleeps
30
Bedrooms
12

North End Farm is a delightful property near Bridport and the Jurassic Coast in Dorset. It offers ample furnished grounds, rustic charm, lovely views & stunning sunsets. Surrounded by rolling green hills, the farm offers pet-friendly holiday cottages and cabins for couples, small families and large groups.

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A clifftop lighthouse and cottages with spectacular ocean views.
Sleeps
6
Bedrooms
3

Bishop Rock is a former Cornish lighthouse keeper’s cottage located within the Lizard Lighthouse grounds, boasting panoramic ocean views from its clifftop location. The unique, much modernised, comfortable self-catering cottage near Helston provides direct access to this beautiful stretch of the Cornish coast.

  • Active Holidays
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A modern brick cottage overlooking a lawn with s small millstream running through it.
Sleeps
4
Bedrooms
2

Lower Mill Cottage is a charming country cottage that was once part of a larger traditional mill. It is situated in the beautiful Cotswold village of Broadway, which is considered one of the most attractive villages in the Cotswolds. The cottage features a lovely garden that is bordered by a peaceful stream, making it a perfect retreat for dog owners. Additionally, the cottage has private parking available.

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A hot tub with views across open countryside.
Sleeps
4
Bedrooms
2

This beautiful two-bedroom barn conversion with a hot tub in North Devon is set in an idyllic rural location. It is only a short drive from the stunning North Devon coast and its outstanding beaches. Guests can relax and admire stunning coastal views from the large enclosed garden.

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A stone barn conversion overlooks a lawn and flower-filled garden
Sleeps
11
Bedrooms
6

Dolly's barn is a large 17th-Century barn near Ilfracombe, which has been lovingly converted into a charming 6-bedroom luxury holiday cottage sleeping 11 with disabled access in a beautiful spot on the North Devon Coast.

  • Accessible Cottages
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Exterior of a hexagonal toll house in Nether Stowey
Sleeps
2
Bedrooms
1

This listed 18th-century former toll house makes for a memorable romantic retreat in Somerset. This small yet enchanting Quantock Hills cottage lies on the quiet high street in Nether Stowey, a pretty Somerset coastal village, perfect for walking, riding and exploring unspoilt countryside.

  • Agency Cottages
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A Cornish lighthouse complex with holiday cottages in a clifftop location.
Sleeps
6
Bedrooms
3

Bishop Rock is a former Cornish lighthouse keeper’s cottage located within the Lizard Lighthouse grounds boasting panoramic ocean views from its clifftop location. The unique much modernized comfortable property near Helston provides direct access to this wonderful stretch of the Cornish coast.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Quirky Cottages
  • Waterside Cottages

Whimsical Wonders: Quirky Holiday Cottages for the Adventurous Soul

Fancy a holiday that's a bit off-kilter? Step into the delightfully eccentric world of quirky holiday cottages, where the ordinary takes a back seat and the extraordinary becomes your temporary abode!

A Spin on Traditional Stays

Imagine waking up in a windmill, your head literally in the clouds (well, almost). These cylindrical charmers offer a slice of the high life, complete with winding staircases and panoramic views that'll make your Instagram followers green with envy.

Experience the Whimsical Beauty of Converted Railway Cottages

Or how about channelling your inner conductor in a converted railway carriage? All aboard the nostalgia express! These compact cottages are just the ticket for those who love to choo-choose unique accommodations.

Lighthouse Living: Not Just for Lonely Keepers

Lighthouse cottages are a beacon of hope for those who prefer their holidays with a dash of maritime magic. Fall asleep to the rhythm of crashing waves and wake up to views that'll make you feel like the king (or queen) of the sea.

Elevated Experiences

Tree huggers, rejoice! Luxury treehouses offer a chance to live out your childhood dreams, minus the splinters and wobbly planks. These lofty retreats come with all the mod cons, proving that the high life doesn't have to mean roughing it.

Fantasy Becomes Reality

Hobbit holes aren't just for the vertically challenged or Middle-earth enthusiasts. These earth-covered dwellings offer a chance to burrow into comfort, with round doors that would make Bilbo Baggins proud.

Signalling a New Kind of Stay

For a truly on-track holiday, converted signal boxes offer a unique vantage point. These elevated abodes give you a bird' s-eye view of the surrounding landscape, without needing actual wings.

Rustic Charm in a Compact Package

Shepherd's huts prove that good things come in small packages. These snug sanctuaries offer a cosy retreat that's perfect for those looking to count sheep in more ways than one.

Architectural Oddities

Follies, those wonderfully whimsical structures built purely for decoration, now offer more than just eye candy. Stay in a mock castle or a miniature Greek temple and live out your architectural fantasies.

These unusual holiday homes are more than just a place to rest your head; they're the starring characters in your next great adventure story. Whether you're planning a romantic getaway, a family escapade, or a solo sojourn, there's a quirky cottage waiting to become the backdrop to your holiday memories.

Ready to embark on your own distinctive holiday adventure? Explore our curated selection of quirky holiday cottages and unearth the perfect unconventional abode for your next getaway. From quirky cottages to unusual holiday homes, we offer a smorgasbord of properties that are anything but ordinary. Book directly with property owners and dive into a world of unique stays across the UK, enjoying transparent pricing and a personalised booking experience.

Your extraordinary holiday begins here. Uncover your ideal quirky cottage today and enter a world where the unusual becomes the unforgettable!