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.

Stable Cottage, the front of a stone-built barn conversion.
Sleeps
6
Bedrooms
3

Stable Cottage on the North Norfolk coast in Cromer is a luxury 5-star Award-winning Norfolk holiday cottage. This beautifully furnished, pet-friendly holiday cottage in East Runton features a private hot tub, table tennis, pool table, Sky Q HD and a private walled garden + BBQ. It's a 5-minute walk from the Blue Flag beach.

  • Accessible By Train
  • Accessible Cottages
  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Cottages with Car Chargers
  • Cottages With Games Rooms
  • Cottages with Hot Tubs
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Fishing Holidays
  • Independent Cottages
  • Luxury Holiday Cottages
  • Quirky Cottages
  • Remote Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
  • Waterside Cottages
A lighthouse holiday cottage complex on a rugged North Devon clifftop.
Sleeps
5
Bedrooms
3

Enjoy unique self-catering holidays in North Devon with a stay at Siren, one of four refurbished former lighthouse keepers’ cottages overlooking Bull Point near the village of Mortehoe, Devon, a child-friendly cottage that sleeps up to five, featuring three bedrooms, a fully fitted kitchen, and absolutely gorgeous sea views.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Quirky Cottages
  • Remote Cottages
  • Romantic Cottages
  • Short Breaks
  • Walking Holidays
  • Waterside Cottages
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
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Quirky Cottages
  • Remote Cottages
  • Waterside Cottages
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
A lighthouse with a sweeping clifftop lawn and sea views.
Sleeps
4
Bedrooms
2

Book an Isle of Wight holiday cottage with superb sea views at Landward, a beautifully renovated ex-Lighthouse keeper's cottage at St Margaret's Lighthouse. Near Ventnor, a few minutes walk from the beach, this attractive cliff-top rural holiday cottage sleeps 4. Pets welcome.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Quirky Cottages
  • Remote Cottages
  • Romantic Cottages
  • Small Cottages
  • Waterside Cottages
A grand 3-storey, brick-built Tudor house overlooks a large, formal lawned gardens.
Sleeps
6
Bedrooms
12

Surround yourself with royal luxury at Upton Cressett Hall, a grand regal cottage in Shropshire. Marvel at the manicured grounds of the pet-friendly cottage, and indulge in the seclusion and beauty of a residence boasting log fires, exposed beams, antique furnishings and unique décor.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Luxury Holiday Cottages
  • Quirky Cottages
  • Walking Holidays
Sleeps
8
Bedrooms
3

The Brewery is a unique conversion providing a very comfortable 3 bedroomed detached house with a large garden and access to an organic farm littered with swimming ponds. The kitchen dining area works very well and the views from the bedrooms and living rooms are incredible with views through the adjacent swimming lake south to the Jurassic coast and west towards Golden Cap, Hardown Hill and Morcombelake. The fold down downstairs bed and adjacent shower room allow for less mobile guests to be comfortable as do the ramp to the patio. The coast at Seatown is 2 miles and the vibrant towns of Bridport and Lyme Regis are 15 mins.

  • Accessible Cottages
  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Cottages With Games Rooms
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Fishing Holidays
  • Holiday Cottages With a Pool
  • Independent Cottages
  • Large Holiday Cottages
  • Luxury Holiday Cottages
  • Quirky Cottages
  • Remote Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
  • Waterside Cottages
A thatched stone-built farmhouse and courtyard.
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.

  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Independent Cottages
  • Large Holiday Cottages
  • Quirky Cottages
  • Remote Cottages
  • Short Breaks
  • Walking Holidays
Godrevy Lighthouse complex in a clifftop location.
Sleeps
6
Bedrooms
3

Godrevy enjoys unrivalled views from its location atop the cliffs on the southernmost point of mainland Britain. The pet-friendly, seaside cottage in the Lizard Lighthouse offers modern comforts and spectacular views, plus access to coastal walking paths and the beautiful beaches of Cornwall.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Quirky 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!