Self-Catering Cottages in Middlesbrough
50 holiday cottages to rent
Photo © Arik Portnoy, Google Maps
Stockton-on-Tees · 5.4 miles away
The Summerhouse
One-bedroom wooden lodge in Stockton-on-Tees with hot tub and enclosed garden, built by an owner-craftsman.
from £961
North Yorkshire · 5.8 miles away
Roseberry View Lodge Retreat - Brian Clough Lodge
Three-bedroom lodge in Middlesbrough with hot tub, fully equipped kitchen and ground-floor layout sleeping six.
North Yorkshire · 5.9 miles away
Dovecote
One-bedroom log cabin near Great Ayton in North Yorkshire with a private hot tub on a decked terrace.
Redcar and Cleveland · 5.9 miles away
The Byre
The Byre, Redcar and Cleveland: three-bedroom barn conversion on a working farm with ground-floor living and direct access to countryside walks.
Redcar and Cleveland · 5.9 miles away
The Stable
The Stable, Redcar and Cleveland: converted barn with everything on ground floor, sleeping 4, near Roseberry Topping.
North Yorkshire · 5.9 miles away
Happy Nest
Four-bedroom North Yorkshire lodge with hot tub, sleeping 10, near a popular hill walk and village pub.
Stockton-on-Tees · 6.1 miles away
The Old Moat Barn
Two-bedroom converted barn near Stockton-on-Tees with hot tub, ground-floor layout and enclosed garden; dogs welcome.
from £961
Stockton-on-Tees · 6.2 miles away
Ridley House - Blossom Apartment
Blossom Apartment, Yarm: one-bedroom first-floor flat in a listed building, sleeps four, with parking on the high street.
Stockton-on-Tees · 6.3 miles away
Valley View
One-bedroom cottage near Stockton-on-Tees with a private hot tub overlooking a tree-lined valley.
North Yorkshire · 6.4 miles away
Langbaurgh Hall - Stables
Two-bedroom converted stable on a Georgian estate in Great Ayton, edge of the North York Moors with walking access to the Cleveland Hills.
North Yorkshire · 6.4 miles away
Langbaurgh Hall - Gardeners Cottage
One-bedroom cottage in North Yorkshire with wood-fired hot tub and walled garden; suits couples seeking a private retreat.
North Yorkshire · 6.4 miles away
Langbaurgh Hall - Coach House
Three-bedroom converted coach house in North Yorkshire with wood-burning stove, parking for two cars, and access to estate grounds.
Stockton-on-Tees · 6.4 miles away
Hidden Cottage
Grade II listed cottage near Yarm with 3 bedrooms, 2 bathrooms, sleeping 6, combining period character with contemporary comfort.
Redcar and Cleveland · 6.7 miles away
Pine Hill Lodge
Pine Hill Lodge, Redcar and Cleveland: three-bedroom detached house sleeping six, with games room and garden for families or groups.
North Yorkshire · 6.7 miles away
Fernfield Cottage
Two-bedroom cottage in North Yorkshire moorland with ground-floor access and views over woodland and hills.
from £650
North Yorkshire · 6.7 miles away
Sea Spray
Sea Spray, North Yorkshire: one-bedroom moorland apartment in a 1540s manor with log fire and roll-top bath.
Redcar and Cleveland · 6.9 miles away
RoseLynne
Two-bedroom bungalow in Redcar, a short walk from eight miles of beach and town amenities, with an enclosed garden.
from £1,267
Stockton-on-Tees · 6.9 miles away
Holmewood Lakes - Dove Lodge
One-bedroom lodge on Holmewood Lakes near Yarm, with hot tub on private decking and everything on ground floor.
from £1,367
Stockton-on-Tees · 6.9 miles away
Holmewood Lakes - Phoenix Lodge
Phoenix Lodge is a two-bedroom lakeside lodge near Yarm with a private hot tub and grounds in countryside setting.
from £1,367
Stockton-on-Tees · 6.9 miles away
Holmewood Lakes - Nightingale Lodge
Two-bedroom lodge at Holmewood Lakes near Yarm, with hot tub, full kitchen, and everything provided for a self-catering break.
from £1,267
Stockton-on-Tees · 7 miles away
Holmewood Lakes - Kingfisher Lodge
One-bedroom lodge on Holmewood Lakes near Yarm, with hot tub and direct access to the River Tees for water sports.
from £1,367
Stockton-on-Tees · 7 miles away
Holmewood Lakes - Hummingbird Lodge
Two-bedroom lodge near Yarm with private hot tub, sleeping four, on a lakes site with parking and wifi included.
from £1,267
Stockton-on-Tees · 7 miles away
Holmewood Lakes - Mandarin Lodge
One-bedroom lodge on Holmewood Lakes near Yarm, with private hot tub and lakeside setting.
from £1,367
Stockton-on-Tees · 7 miles away
Holmewood Lakes - Swan Lake Lodge
Modern cedar lodge for 4 near Yarm with private hot tub, two en-suite bedrooms, and lakeside grounds.
from £1,267
Stockton-on-Tees · 7 miles away
Holmewood Lakes - Lovebird Lodge
One-bedroom lodge near Yarm with private hot tub on the ground floor; pets stay free.
North Yorkshire · 7.1 miles away
Brookfield
Two-bedroom Scandinavian lodge in North Yorkshire with hot tub, sleeping 4, one dog welcome.
North Yorkshire · 7.1 miles away
Glenwo
Modern Scandinavian lodge in North Yorkshire with private hot tub, sleeping 4 in 2 bedrooms.
North Yorkshire · 7.1 miles away
Stonecrop
Stonecrop, North Yorkshire: three-bedroom coastal cottage with hot tub, sleeps six, one pet welcome.
North Yorkshire · 7.1 miles away
The Dovecote
The Dovecote, North Yorkshire: three-bedroom house with hot tub and a dog welcome.
North Yorkshire · 7.1 miles away
Owl’s Roost
One-bedroom cabin in North Yorkshire with private hot tub, parking and wifi; suits couples on short breaks.
North Yorkshire · 7.1 miles away
Peaceful Corner Lodge
One-bedroom Scandinavian cabin near Great Ayton with private hot tub and access to North York Moors walks.
North Yorkshire · 7.2 miles away
Keepers Cottage
Four-bedroom stone barn conversion in North Yorkshire countryside, sleeping 8, with one dog welcome and enclosed garden.
Redcar and Cleveland · 7.3 miles away
Cricket View Cottage
Victorian terraced house in Redcar with 4 bedrooms, 2 bathrooms, sleeps 7, near the cricket club and town centre.
from £901
Stockton-on-Tees · 7.4 miles away
Partridge Cottage
Three-bedroom bungalow in Yarm with hot tub, sleeps 6, all rooms on ground floor with ensuite to master bedroom.
from £617
Redcar and Cleveland · 7.4 miles away
Sea View Penthouse - Regency Mansion
Four-bedroom penthouse in a Regency mansion on Redcar seafront, sleeping eight with sea views and parking.
Redcar and Cleveland · 7.5 miles away
The Retreat
A former beauty salon turned two-bedroom cottage in Guisborough, on the edge of the North York Moors with coastal access nearby.
Redcar and Cleveland · 7.6 miles away
Acorn Cottage
Grade II listed cottage in Guisborough with one bedroom, enclosed garden and woodburner; countryside and coast nearby.
from £363
Redcar and Cleveland · 7.6 miles away
The Tipsy Bee at 143
Two-bedroom cottage in Guisborough town centre, near the National Park and coast, with original character and modern comfort.
Redcar and Cleveland · 7.6 miles away
Lemon Top Cottage
Two-bedroom cottage in Redcar, a four-minute walk from the beach, with an enclosed garden and free pet stay.
Redcar and Cleveland · 7.8 miles away
Bute Cottage
Bute Cottage, Redcar and Cleveland: converted fisherman's cottage with hot tub, sleeps 4, one mile from sea.
Redcar and Cleveland · 7.9 miles away
Picknett Cottage
Two-bedroom homestay in Redcar with a garden patio, sleeps 4, one pet welcome at no extra cost.
Redcar and Cleveland · 7.9 miles away
Long John Cottage
Long John Cottage, Redcar and Cleveland: two-bedroom coastal cottage sleeping four, one mile from the beach with enclosed garden.
from £533
North Yorkshire · 8.3 miles away
Cleveland View Cottages - Betty’s Byre
Betty's Byre, Middlesbrough: converted barn on a working farm with wood burner, sleeps 4, one dog welcome.
Redcar and Cleveland · 8.9 miles away
Paddy’s Cottage
Two-bedroom cottage in Marske-by-the-Sea with a fully equipped kitchen, garden with barbecue, and free dog stays.
from £317
North Yorkshire · 9 miles away
Dairy Cottage
Two-bedroom cottage near Middlesbrough with parking and a pub within walking distance.
from £263
North Yorkshire · 9 miles away
Byre Cottage
Two-bedroom cottage near Middlesbrough with full kitchen, heating included, enclosed garden and parking for 4 cars.
from £917
Redcar and Cleveland · 9.1 miles away
Lane End Cottage
Two-bedroom cottage on a working farm near Redcar, with one acre of grounds and a dog welcome at no extra charge.
from £1,011
North Yorkshire · 9.2 miles away
Moor View Lodges - Roseberry Topping
Two-bedroom lodge near Middlesbrough with private hot tub overlooking countryside, sleeps 4.
Darlington · 9.7 miles away
Elms Cottage
Well-equipped two-bedroom cottage in Darlington village with enclosed garden, free pet stay, and a pub on the doorstep.
County Durham · 10 miles away
Todds House Farm - The Granary
Two-bedroom converted farm building near Sedgefield, within walking distance of pubs and shops, a short drive from Durham.
Know a cottage in Middlesbrough that's missing?
Run one yourself or know a good one? Suggest it and we'll review it for the site. Listings are free.
Add a cottage