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Cottages in Rutland and Self catering accommodation - Holiday Lettings - Holiday Rentals Rutland

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229 Holiday homes

Holiday cottage in Hambleton

Hambleton cottage

3 bedrooms • 2 bathrooms • sleeps 6

“Excellent facilities, delightful and charming old cottage with all the mod cons to make you comfortable.” Sharon (Owner) has taken thought and care with the decor of her beautiful cottage to maintain its character and charm but also ensured it is clean and provides all the fascitiies to help you make the most of your stay. Lovely and well equipped kitchen. Having a dishwasher and washing machine is very helpful when you're away from home. Two of the bedrooms have a kingsize/double bed and the third a single bed and ideal for a child with books and it's cheerful decor. There are plenty of extras in the kitchen, not always provided in self catering, such as dishwasher tablets, washing up liquid, salt pepper, tea coffee, herbs, spices etc. I always take my own anyway when staying away as you cannot expect that all places will have so much available but it's worth sending Sharon an email to ask about anything you're not sure of to about bringing as she always replies promptly. Upstairs bathroom has a deep bath which was very comfortable it also has an overhead shower but we did not use that. Hambleton itself is lovely and quiet and very easy distance of Rutland Water which is great to cycle, walk or run round. The bed was much softer than we are used to but very comfortable and we slept well. Heating and hot water controls, easy to understand and use. Would recommend this to friends and family and happy to stay here again if we were visiting this area.

from £184 / night

£1,031 / week

1 / 36

Uppingham holiday home rental

Uppingham house

5 bedrooms • 7 bathrooms • sleeps 14

“Surprise birthday weekend” We had a wonderful weekend celebrating my husband's 60th birthday. Katie met my daughter at the property to show her around. We enjoyed the pool facilities, the cinema room and the large garden. This holiday let would benefit from a deep clean and there are a few snagging issues that need to be sorted out such as shower temperature and power and no handle on the inside of the sauna door. We took our dogs who loved the garden but Paddington the chow chow managed to find a way out through the fence and we had a worrying few minutes locating him. There are also a few old and broken things lying around in the garden which could potentially be a hazard. All in all we had a really lovely family break and enjoyed the house and local area.

from £1,031 / night

£6,183 / week

1 / 26

Holiday home in Greetham

Greetham house

2 bedrooms • 1 bathroom • sleeps 4

from £132 / night

£922 / week

1 / 13

Holiday cottage letting

Oakham cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £132 / night

£665 - £1,163 / week

1 / 25

B&b rental in Barnsdale

Barnsdale b&b

1 bedroom • 1 bathroom • sleeps 2

from £98 / night

£682 / week

1 / 18

Oakham holiday apartment rental

Oakham apartment

1 bedroom • 1 bathroom • sleeps 2

from £109 / night

£762 / week

1 / 13

Holiday cottage in Empingham

Empingham cottage

2 bedrooms • 2 bathrooms • sleeps 6

from £126 / night

£882 - £1,555 / week

1 / 11

Holiday farmhouse in Manton

Manton farmhouse

1 bedroom • 1 bathroom • sleeps 2

“Amazing dog friendly farm style apartment!” Home away from home. Stylish, à la cottage apartment with stunning views and amazing location for long walks just moments from Ruthland Water. Very pleasnat and helpful owner. This farm with animals around would be great fun for kids too. We enjoyed our stay and exploring the area. Very peaceful place to recharge your batteries. Extremely comfortable bed and cute bird feeder outside our window are our favourites! Thank you Caroline

from £109 / night

£556 - £745 / week

1 / 22

Holiday cottage in Oakham

Oakham cottage

2 bedrooms • 3 bathrooms • sleeps 6

from £201 / night

£1,403 / week

1 / 20

Holiday apartment in Uppingham

Uppingham apartment

1 bedroom • 2 bathrooms • sleeps 4

from £138 / night

£573 / week

1 / 13

Holiday b&b in Braunston-in-Rutland

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 2

from £92 / night

£642 / week

1 / 6

Holiday home in Uppingham

Uppingham house

2 bedrooms • 1 bathroom • sleeps 5

from £149 / night

£1,042 / week

1 / 15

Holiday cottage in Market Overton

Market Overton cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £125 / night

£850 - £1,125 / week

1 / 18

Barnsdale holiday lodge rental

Barnsdale lodge

2 bedrooms • 1 bathroom • sleeps 4

from £131 / night

£916 / week

1 / 8

Lodge rental in Whitwell with golf nearby

Whitwell lodge

3 bedrooms • 2 bathrooms • sleeps 6

Pricing unknown

1 / 4

Holiday cottage in Wakerley

Wakerley cottage

2 bedrooms • 1 bathroom • sleeps 4

from £82 / night

£573 / week

1 / 13

Holiday apartment in Stamford

Stamford apartment

1 bedroom • 2 bathrooms • sleeps 3

from £69 / night

£401 - £567 / week

1 / 13

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 2

from £92 / night

£642 / week

1 / 6

Holiday camper van in Oakham

Oakham camper van

2 bedrooms • 1 bathroom • sleeps 4

from £81 / night

£561 / week

1 / 5

Holiday home in Oakham

Oakham house

3 bedrooms • 2 bathrooms • sleeps 6

from £180 / night

£1,259 / week

1 / 27

Holiday lodge in Exton

Exton lodge

3 bedrooms • 2 bathrooms • sleeps 8

from £152 / night

£844 - £2,052 / week

1 / 13

Apartment rental in Oakham

Oakham apartment

2 bedrooms • 1 bathroom • sleeps 4

from £98 / night

£682 - £796 / week

1 / 15

Oakham holiday cottage rental

Oakham cottage

1 bedroom • 1 bathroom • sleeps 4

from £149 / night

£1,042 / week

1 / 7

Holiday log cabin rental

Exton log cabin

3 bedrooms • 1 bathroom • sleeps 6

from £196 / night

£1,052 - £1,639 / week

1 / 11

Barnsdale holiday lodge rental

Barnsdale lodge

3 bedrooms • 2 bathrooms • sleeps 6

from £156 / night

£1,088 / week

1 / 12

Holiday home rental

Oakham house

4 bedrooms • 3 bathrooms • sleeps 8

from £161 / night

£1,123 / week

1 / 18

Holiday home in Cottesmore

Cottesmore house

3 bedrooms • 2 bathrooms • sleeps 4

from £224 / night

£842 - £1,409 / week

1 / 14

Holiday home rental

Oakham house

3 bedrooms • 1 bathroom • sleeps 6

from £103 / night

£722 / week

1 / 18

Barnsdale holiday lodge rental

Barnsdale lodge

3 bedrooms • 3 bathrooms • sleeps 6

from £148 / night

£1,031 / week

1 / 14

Holiday cottage with golf nearby in Manton

Manton cottage

1 bedroom • 1 bathroom • sleeps 2

from £129 / night

£441 - £1,144 / week

1 / 11

Holiday yurt rental

Greetham yurt

2 bedrooms • 1 bathroom • sleeps 6

from £166 / night

£1,140 / week

1 / 65

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 2

from £92 / night

£642 / week

1 / 6

Greetham holiday log cabin rental

Greetham log cabin

2 bedrooms • 2 bathrooms • sleeps 4

from £139 / night

£452 - £1,424 / week

1 / 29

Holiday apartment in Manton

Manton apartment

1 bedroom • 1 bathroom • sleeps 3

from £98 / night

£493 - £665 / week

1 / 25

Holiday cottage with golf nearby in Barnsdale

Barnsdale cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £187 / night

£559 - £2,045 / week

1 / 33

Holiday cottage with golf nearby in Barnsdale

Barnsdale cottage

3 bedrooms • 2 bathrooms • sleeps 6

from £168 / night

£503 - £2,039 / week

1 / 29

Holiday log cabin in Greetham

Greetham log cabin

2 bedrooms • 2 bathrooms • sleeps 4

from £139 / night

£452 - £1,424 / week

1 / 30

Holiday apartment with golf nearby in Oakham

Oakham apartment

2 bedrooms • 1 bathroom • sleeps 4

from £124 / night

£390 - £1,249 / week

1 / 14

Braunston-in-Rutland holiday b&b rental

Braunston-in-Rutland b&b

1 bedroom • 1 bathroom • sleeps 1

from £63 / night

£441 / week

1 / 6

Holiday cottage in Exton

Exton cottage

2 bedrooms • 2 bathrooms • sleeps 4

from £162 / night

£485 - £1,942 / week

1 / 29

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Rutland holidays

The smallest county in England, this East Midlands delight is predominantly rural, and therefore incredibly scenic. With the enormous Rutland Water lake in the centre of the county, and plenty of activities on offer, isn’t it time you booked your next holiday rental in Rutland?

About Rutland

But there's lots of excitement to be had, both on and off the lake, and some incredible routes for walking, cycling, or just generally exploring.

What to Do

Uncover local history at the Rutland County Museum, and get a feel for what it would be like to live in such a rural area. Oakham Castle is a charming place to look around, with an unusual horseshoe collection that's well worth checking out.

Get out on the lake. Whether you prefer sailing or fishing, it's a beautiful place to spend some time. Or head for Aqua Park Rutland, an adrenaline-packed inflatable obstacle experience on the water that the adventurous will love.

Top Rutland Travel Tips

To enjoy some of the best of the rural English countryside, be sure to book your next holiday rental in Rutland today.

Top Destination reviews

The Hayloft. Superb modern studio in stunning peaceful setting. Great Reviews
Great place to stay!

A proper farm in beautiful countryside. The owners provide a generous welcome pack of eggs,bacon /sausages,bread,milk and butter. We recommend you take advantage of the reasonably priced and very delicious home cooked ready meals- perfect after a busy day out.Rupert was a most helpful and responsive host. Although the weather could have been kinder, this was a great base for visiting Rutland Water,Barnsdale and nearby towns.see more
Luxury Holiday Retreat near Rutland Water
Great stay

Great staycation. Exactly what my friends and I were looking for! In the country for plenty of walks and close enough to Stamford for a wander around! Alison and Ken were really helpful and gave us plenty of information and replied quickly to any queries Thank you! … see more
Modern bright refurbished house - walking distance to beautiful historic town
Excellent place to stay in Uppingham

Brilliant accommodation , so clean and easy to keep clean. Close to the town , a walk which takes in some beautiful flowers and houses. The garden is excellent and not overlooked. I definitely recommend saying there and the owner was very attentive and thoughtful. … see more
Primrose Hall Holiday Cottage, near Rutland Water
Extremely well equipped cottage, beautiful village setting.

Large variety of activities and interests, including walking, cycling, fishing, golf and historic buildings. Owner very friendly and attentive. … see more
PUDDLEDUCK COTTAGE, RUTLAND
Cosy cottage in lovely village

We enjoyed a long weekend in Puddleduck Cottage situated in the lovely village of Greetham with countryside walks directly from the doorstep and a few minutes drive from Rutland Water and Oakham. The cottage is well equipped with cosy bedrooms and an enclosed garden which our dog particularly enjoyed. Very reasonably priced - would definitely recommend!see more
Luxury Rutland House. 5 Bedrooms/Pool/Cinema room
Fabulous weekend stay in celebration of my sister’s 50th birthday

Pinfold house was a welcoming home and large enough to occupy all 14 of us from various households across all ages ranges with ample space for personal space and time outs! The hoist was welcoming on arrival and remained courteous throughout our stay and a helpful instructions booklet which was useful to refer to. The swimming pool, jacuzzi and sauna with the cinema room including the huge and gorgeous garden provided joyful moments of fun activities to share. The kitchen was a joy to be in and well catered for whilst we were preparing family feasts. The living quarters in the 5 bedrooms were comfortable and we were able to share the bathrooms comfortably, though one showers kept flooding! The location of the property was close to plenty of outdoor amenities elsewhere including the amazing Rutland waters. As a family we thoroughly enjoyed our beautiful sister’s 50th birthday weekend and we are inspired to visit rural Leicestershire again in the futuresee more

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