Picnic in Rutland

Self-catering holiday cottages to rent in Rutland

Visit Rutland and stay in high quality self catering holiday cottages - it is only 18 miles by 17 miles big, making it the smallest county in England, but there is plenty of activities for you to enjoy. Rutland is landlocked, bounded to the west and north by Leicestershire, to the northeast by Lincolnshire and the southeast by Northamptonshire. There are two main towns in Rutland are Oakham, the county town, and Uppingham. At the centre of the county is Rutland Water, a large artificial reservoir that is an important nature reserve. Many parents who live abroad visit their children at boarding school in this area and rent self-catering holiday cottages. Half-terms can therefore get booked up quickly! Holiday properties large and small for the perfect break, well equipped with everything that you need, it is a 'turn key' holiday solution for staying in idyllic settings in beautiful locations. Browse the list of properties below - last minute discounted rates will be shown if applicable.

Pet friendly accommodation in Easton on the Hill, Stamford with 2 bedrooms, Sleeps 4 + 1 Baby. Golf nearby, Pub within 1 mile.

Very comfortable

Exterior | Middle Cottage, Easton on the Hill, Stamford

Middle Cottage, Easton on the Hill, Stamford, Rutland, PE9 3LL.

A stunning character property in a rural village next to Stamford and only a stroll to a popular pub serving good food and drink.

  • 1 Pet welcome
  • Golf nearby
  • Pub within 1 mile
  • Dishwasher
  • Fuel and Power Included
  • Highchair
  • Pets – no charge
  • Stairgate
  • Television
  • WiFi
  • Bed Linen & Towels Included
  • Cot Available
  • Luxury Collection
View Property Details

Large cottage in Caldecott, near Uppingham with 4 bedrooms, Sleeps 11. Pets welcome. Enclosed Garden/Patio, Golf nearby, Pub within 1 mile, Hot Tub, Short Breaks All Year, Hot Tub - Private.

Editors choice

Light and airy open plan living space | Fairchild’s Barn - Fairchilds, Caldecott, near Uppingham

Fairchild's Barn - UK12806, Caldecott, near Uppingham, Rutland, LE16 8TE.

This modern barn conversion can be booked with neighbouring property, Big Drift Barn, to accommodate up to twenty two guests, perfect for a group getaway to Rutland.

  • 2 Pets welcome
  • Enclosed Garden/Patio
  • Golf nearby
  • Pub within 1 mile
  • Hot Tub
  • Short Breaks All Year
  • Hot Tub - Private
  • Dishwasher
  • Fuel and Power Included
  • Pets – no charge
  • Rural Location
  • Television
  • WiFi
  • Bed Linen Included
  • Luxury Collection
  • Washing Machine
View Property Details

Large holiday home in Caldecott, near Uppingham with 4 bedrooms, Sleeps 11. Pets welcome. Enclosed Garden/Patio, Golf nearby, Pub within 1 mile, Hot Tub, Short Breaks All Year, Hot Tub - Private.

Superb

Beautifully decorated open plan living space | Big Drift Barn - Fairchilds, Caldecott, near Uppingham

Big Drift Barn : UK12805, Caldecott, near Uppingham, Rutland, LE16 8TE.

With stunning views of the rolling Rutland countryside, Big Drift Barn is perfect for a group getaway, ideally located close to an abundance of charming towns.

  • 2 Pets welcome
  • Enclosed Garden/Patio
  • Golf nearby
  • Pub within 1 mile
  • Hot Tub
  • Short Breaks All Year
  • Hot Tub - Private
  • Dishwasher
  • Fuel and Power Included
  • Pets – no charge
  • Rural Location
  • Television
  • WiFi
  • Bed Linen Included
  • Luxury Collection
  • Washing Machine
View Property Details
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Holiday in Rutland