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

Book Self-Catering Holidays in Quirky Holiday Cottages

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.

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
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 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
Exterior of a 3-storey, farmhouse in Derbyshire.
Sleeps
2
Bedrooms
1

Built in 1560, Scargill Castle epitomises country charm. The pet-friendly romantic cottage in Scargill, Yorkshire, emerges from the ruins of an old castle and features exposed beams, oak floors, a wood-burning stove, period furnishings and modern comforts, and seclusion and countryside views.

  • Active Holidays
  • Agency Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Luxury Holiday Cottages
  • Quirky Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
Exterior of an eco-friendly, wooden caravan in a Dorset field.
Sleeps
2
Bedrooms
1

North End Cabin is a funky rural cabin offering couples seclusion and fresh air. It is located on North End Farm in Chideock, Dorset, and promises beautiful views and wonderful sunsets. The cabin features a wood-burning stove, cosy comfort, space for pets, a hammock, and furnished outdoor spaces.

  • Active Holidays
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Eco Cottages
  • Independent Cottages
  • Quirky Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
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
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Quirky Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
The exterior of restored railway carriage converted into self-ctering holiday accommodation with a vine-covered sun deck.
Sleeps
4
Bedrooms
2

Ivywood is a Victorian Railway Carriage converted into a beautiful holiday cottage that sleeps 4. Set on the edge of the village of Wisbech St Mary in its own private garden with ample parking, which leads into a wood and 3-acre field. Pets welcome.

  • Active Holidays
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Independent Cottages
  • Quirky Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
A stem engines rushes through Somerset countryside past two old carriages converted to holiday homes
Sleeps
4
Bedrooms
2

Experience a unique holiday in the Somerset countryside by staying in your very own railway carriage beside the vintage West Somerset Railway tracks near Williton. The Railway Carriage is an authentic replica fitted out to provide you with style and luxury. This pet-friendly holiday cottage has a 4-star rating and features an eco-friendly design, a log burner, and modern amenities.

  • Active Holidays
  • Child-Friendly Cottages
  • Cottages with Car Chargers
  • Cottages with Hot Tubs
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Eco Cottages
  • Quirky Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
A clifftop lighthouse complex in Kent with well-kept lawns.
Sleeps
4
Bedrooms
2

On the North Foreland Lighthouse site above Broadstairs, this delightful cottage features entrance hall, fully fitted kitchen, sitting room, dining room, bathroom, double bedroom and single bedroom with full size bed and comfortable pull-out bed.

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