Rutland Holiday Cottages

Rutland may be England's smallest county, but there's plenty to do in this picturesque part of the East Midlands. This hidden gem offers a tranquil escape from the bustling cities, boasting stunning landscapes, quaint market towns and a charming rural ambience. The highlight of Rutland is its namesake, Rutland Water, a vast reservoir surrounded by nature reserves, walking trails and cycling routes. Here, you can immerse yourself in outdoor activities like bird watching, fishing, sailing or simply enjoying a peaceful picnic by the water's edge. Visit the historic Oakham Castle, known for its collection of horseshoes from visiting royalty; admire the striking Normanton Church, a picturesque museum on the shores of Rutland Water; or explore the historic market town of Uppingham, with its traditional market square and independent shops. Our Rutland holiday cottages are set within peaceful countryside locations, ideal for exploring local history and the great outdoors on your holiday in England.

Rutland Water in Rutland, England

Popular cottages in Rutland

Stunning grade II listed detached thatched holiday cottage | Dick’s Cottage, Cottesmore, near Oakham

Cottesmore, near Oakham, Rutland

Dick’s Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 8
  • 4 bedrooms
  • 3 bathrooms
  • Up to 4 pets allowed

5

out of 5

7 nights

From

£909
View
Exterior | The Stables, Langham

Langham, Rutland

The Stables

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 2 pets allowed

4.8

out of 5

7 nights

From

£475
View
Exterior | Carrot Cottage - Broccoli Bottom, Manton, near Oakham

Manton, near Oakham, Rutland

Broccoli Bottom - Carrot Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 6
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£929
View
Open plan living space | The Old Stables - Castle Chase Cottages, Ayston, Nr Uppingham

Ayston, Nr Uppingham, Rutland

The Old Stables

Luxury
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 3 pets allowed

5

out of 5

7 nights

From

£2,016
View
Exterior | Bakers Retreat, Exton, near Oakham

Exton, near Oakham, Rutland

Bakers Retreat

Wifi
Car parking on site
Garden / Patio
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 0 pets allowed

4.6

out of 5

7 nights

From

£489
View
Living area | Kings Retreat, Oakham

Oakham, Rutland

Kings Retreat

Wifi
Pub within 1 mile
Garden / Patio
  • Sleeps up to 6
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.5

out of 5

7 nights

From

£419
View
Exterior | The Tack Room - Castle Chase Cottages, Ayston, Nr Uppingham

Ayston, Nr Uppingham, Rutland

The Tack Room

Luxury
Wifi
Car parking on site
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 3 pets allowed

4.8

out of 5

7 nights

From

£988
View

Dog friendly cottages in Rutland

Exterior | Orchard Loft, Oakham

Oakham, Rutland

Orchard Loft

Wifi
Car parking on site
Detached
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 2 pets allowed

7 nights

From

£435
View
Stunning grade II listed detached thatched holiday cottage | Dick’s Cottage, Cottesmore, near Oakham

Cottesmore, near Oakham, Rutland

Dick’s Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 8
  • 4 bedrooms
  • 3 bathrooms
  • Up to 4 pets allowed

5

out of 5

7 nights

From

£909
View
Exterior | The Stables, Langham

Langham, Rutland

The Stables

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 2 pets allowed

4.8

out of 5

7 nights

From

£475
View
Exterior | Carrot Cottage - Broccoli Bottom, Manton, near Oakham

Manton, near Oakham, Rutland

Broccoli Bottom - Carrot Cottage

Wifi
Car parking on site
Enclosed Garden / Patio
  • Sleeps up to 6
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

5

out of 5

7 nights

From

£929
View
Open plan living space | The Old Stables - Castle Chase Cottages, Ayston, Nr Uppingham

Ayston, Nr Uppingham, Rutland

The Old Stables

Luxury
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 3 pets allowed

5

out of 5

7 nights

From

£2,016
View
Beautifully decorated open plan living space | Big Drift Barn - Fairchilds, Caldecott, near Uppingham

Caldecott, near Uppingham, Rutland

Fairchilds - Big Drift Barn

Hot Tub
Luxury
Wifi
  • Sleeps up to 11
  • 4 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

7 nights

From

£3,693
View
Living area | Kings Retreat, Oakham

Oakham, Rutland

Kings Retreat

Wifi
Pub within 1 mile
Garden / Patio
  • Sleeps up to 6
  • 2 bedrooms
  • 1 bathroom
  • Up to 2 pets allowed

4.5

out of 5

7 nights

From

£419
View

Luxury cottages in Rutland

Exterior | The Limes Cottage, Tinwell

Tinwell, Rutland

The Limes Cottage

Luxury
Wifi
Car parking on site
  • Sleeps up to 5
  • 3 bedrooms
  • 1 bathroom
  • Up to 0 pets allowed

7 nights

From

£645
View
Open plan living space | The Old Stables - Castle Chase Cottages, Ayston, Nr Uppingham

Ayston, Nr Uppingham, Rutland

The Old Stables

Luxury
Wifi
Car parking on site
  • Sleeps up to 6
  • 3 bedrooms
  • 2 bathrooms
  • Up to 3 pets allowed

5

out of 5

7 nights

From

£2,016
View
Beautifully decorated open plan living space | Big Drift Barn - Fairchilds, Caldecott, near Uppingham

Caldecott, near Uppingham, Rutland

Fairchilds - Big Drift Barn

Hot Tub
Luxury
Wifi
  • Sleeps up to 11
  • 4 bedrooms
  • 3 bathrooms
  • Up to 2 pets allowed

7 nights

From

£3,693
View
Exterior | The Tack Room - Castle Chase Cottages, Ayston, Nr Uppingham

Ayston, Nr Uppingham, Rutland

The Tack Room

Luxury
Wifi
Car parking on site
  • Sleeps up to 2
  • 1 bedroom
  • 1 bathroom
  • Up to 3 pets allowed

4.8

out of 5

7 nights

From

£988
View
Exterior | Middle Cottage, Easton on the Hill, Stamford

Easton on the Hill, Stamford, Rutland

Middle Cottage

Luxury
Wifi
Pub within 1 mile
  • Sleeps up to 4
  • 2 bedrooms
  • 1 bathroom
  • Up to 1 pet allowed

4.7

out of 5

7 nights

From

£415
View

Things to do in Rutland on your cottage holiday in the UK

Explore the beautiful Rutland Water...

Whether you're a couple on a romantic break or a family on your summer holidays, top of your list of things to do in Rutland has to be a visit to Rutland Water. This stunning reservoir is one of the largest artificial lakes in Europe and is a haven for walkers, cyclists, nature lovers and wildlife enthusiasts. Birdwatchers around the world flock to Rutland Water Nature reserve, a renowned haven for a diverse range of bird species, especially during migration seasons. For watersports, visit Rutland Water Park, where you can sail, windsurf, kayak and paddleboard your way around the reservoir. For those who prefer to stay on dry land, there are plenty of cycle paths and walking trails to keep you busy. Of course, if you simply want to relax in a scenic spot with a picnic, there are lots of places to pop down a blanket and while away an afternoon. As this is such a small county, you're never very far from Rutland Water wherever you stay, and our self-catering holiday cottages in Rutland provide the perfect base for a relaxing holiday or a romantic break in beautiful surroundings.

Visit family-friendly attractions around Rutland...

For a fun family day out, Rutland Water might be your first choice, but there are plenty of other exciting and engaging activities and attractions to visit with the kids. For an entertaining and educational family outing, visit the Rutland Falconry and Owl Centre with its birds of prey displays and interactive experiences; take a train ride through the quarry at Rocks by Rail - The Living Ironstone Museum; meet some farm animals at the Rutland Farm Park; or explore the vintage locomotives at Rutland Railway Museum. If you want to learn all about the heritage of Rutland, then visit the Rutland County Museum in the county town of Oakham. Staying in one of our Rutland holiday rentals is a great way to explore the local area, with many attractions only a short walk or drive from each other. A self-catering cottage stay gives you the freedom to stay in and enjoy home-cooked meals from the comfort of your kitchen or head out to a local village pub for good food and no washing up!

Get to know the locals in England's smallest county...
As the smallest county in England, it's easy to visit several charming market towns and villages even if you're only visiting for a short break or weekend getaway. The biggest town in Rutland is the county town of Oakham. Here, you can visit the traditional market square lined with historic buildings and the 12th-century Oakham Castle, where the tradition of royalty donating horseshoes still continues to this day. Elsewhere in the county, explore scenic countryside in the picturesque Rutland village of Empingham, soak up Roman history in Ketton, admire the well-preserved architecture in Uppingham or visit the traditional village green in Whissendine. Book your delightful cottage stay in a lovely village in Rutland and embrace a rich local heritage and welcoming community spirit.

Normanton Church in Rutland, England

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