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

Book Self-Catering Holidays in Quirky and Unusual Holiday Homes

Fancy 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?

Search here to find an architecturally unique holiday cottage 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. Types of out-of-the-ordinary holiday lets include (but are not limited to):

  • Lighthouses
  • Windmills
  • Restored railway stations and carriages
  • Castles and Forts.
  • Shepherds Huts
  • Narrow Boats
  • Tree-houses
  • Signal boxes
  •  Follies 

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.

An ancient granite built and thatched Dartmoor longhouse overlooking a lawn.e
Sleeps
12
Bedrooms
6

Explore Hole Farm, a large Dartmoor holiday cottage just 2 miles from Chagford. This historic thatched Devon longhouse, built in medieval times, offers a unique stay with impressive features. The spacious sitting room boasts an open fire and an inglenook fireplace. Flexible accommodation includes four bedrooms and a separate cottage in the courtyard. With 130 acres of traditional Devon fields, it's perfect for large families. Pet-friendly and surrounded by captivating landscapes, Hole Farm is an ideal quirky retreat for groups seeking history, charm, and plenty of Moorland walks.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Large Holiday Cottages
  • Quirky Cottages
  • Remote Cottages
  • Short Breaks
  • Walking Holidays
A timber house on stilts beneath lime trees overlooks a large fenced garden.
Sleeps
6
Bedrooms
3

The Apple Tree House is a 5-star gold-rated rural cottage near Halse in Somerset. It is pet-friendly and sits below two mature lime trees, giving it the appearance of a mystical tree house. The Somerset holiday cottage combines country charm and modern amenities such as a swimming pool and a log burner. Guests can enjoy seclusion and a holiday amidst the idyllic foothills of The Quantocks.

  • Active Holidays
  • Child-Friendly Cottages
  • Cottages with Car Chargers
  • Cottages with Hot Tubs
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Eco Cottages
  • Farm Cottages
  • Holiday Cottages With a Pool
  • Luxury Holiday Cottages
  • Quirky Cottages
  • Short Breaks
  • Walking Holidays
A lighthouse on a clifftop overlooking the ocean.
Sleeps
5
Bedrooms
3

Situated on the grounds of a working lighthouse at the southernmost point in Devon, Landward Cottage near the abandoned coastal village of Hallsands overlooks Start Bay. It offers gorgeous sea views and a pet-friendly three-bedroom South Devon holiday cottage featuring a gravel patio and cosy sitting room.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Quirky Cottages
  • Remote Cottages
  • Romantic Cottages
  • Short Breaks
  • Walking Holidays
  • Waterside Cottages
A steam-train passes by a line-side holiday cottage on a sunny summer's day.
Sleeps
6
Bedrooms
3

Located near Woolston in Somerset, Railway Cottage is a picturesque destination for steam railway enthusiasts. This pet-friendly cottage on the West Somerset Railway boasts stunning countryside views, charming interiors, a cosy log burner, bright and airy rooms, oak flooring, and modern amenities. It has also earned a 4-star gold rating.

  • Accessible By Train
  • Active Holidays
  • Child-Friendly Cottages
  • Cottages with Car Chargers
  • Cottages with Hot Tubs
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Eco Cottages
  • Quirky Cottages
  • Short Breaks
  • Walking Holidays
A Swiss-style wooden holiday lodge with a 1st floor deck looks out across lush Somerset countryside
Sleeps
2
Bedrooms
1

Panoramic Views is a chalet-inspired countryside cottage in the Trull area on the outskirts of the county town of Taunton, Somerset, offering stunning views of the Blackdown and Quantock hills, with a well-equipped kitchen, king master with en-suite with walk-in shower, and two flat-screen TVs.

  • Active Holidays
  • Agency Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Eco Cottages
  • Luxury Holiday Cottages
  • Quirky Cottages
  • Remote Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
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
  • Independent Cottages
  • Luxury Holiday Cottages
  • Quirky Cottages
  • Remote Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
  • Waterside Cottages
A  stone-built cottage overlooks a large lawn surrounded by flowering shrubs and bushes.
Sleeps
6
Bedrooms
3

A perfect rural retreat set amidst a working sheep farm within the Exmoor National Park, Mill Cottage in Luxborough offers comfortable upside-down accommodation for up to six guests, a child-friendly cottage in Somerset with a spacious living area, a wood-burning stove, and an enclosed garden.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Quirky Cottages
  • Remote Cottages
  • Short Breaks
  • Walking Holidays
A lighthouse complex offers clifftop views along the North Cornwall coast.
Sleeps
8
Bedrooms
5

For a genuinely quirky holiday home with stunning ocean views, stay at Lizard Lighthouse on the Southernmost tip of mainland Britain. This large Cornwall holiday cottage near Helston stands in a remote cliff-top location with spectacular coastal walks.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Large Holiday Cottages
  • Quirky Cottages
  • Romantic Cottages
  • Short Breaks
  • Walking Holidays
  • Waterside Cottages
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