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Rutland
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161 Holiday homes
Uppingham holiday home rental
Rutland / Uppingham
5 14 2 nights min
- 5 bedrooms
- Sleeps 14
- 2 nights min
- Swimming pool
- Pet friendly
- Private garden
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from £900 / night
“Fab weekend away”
I had a lovely stay at pinfold house for my friends hen do- the bedrooms were lovely and the big open kitchen/ diner made it easy to entertain. … More
Holiday lodge with golf nearby in Greetham
Rutland / Greetham
3 6 Min stay varies
- 3 bedrooms
- Sleeps 6
- Min stay varies
- Nearest beach 8 km
- Child friendly
- Pet friendly
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from £79 / night
Apartment rental in Oakham
Rutland / Oakham
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Child friendly
- Private garden
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from £85 / night
Greetham holiday cottage rental
Rutland / Greetham
2 6 Min stay varies
- 2 bedrooms
- Sleeps 6
- Min stay varies
- Child friendly
- Pet friendly
- Private garden
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from £125 / night
Holiday farmhouse in Manton
Oakham / Manton
1 2 Min stay varies
- 1 bedroom
- Sleeps 2
- Min stay varies
- Beach / lakeside relaxation
- Child friendly
- Car not necessary
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from £100 / night
Edith Weston holiday cottage rental
Rutland / Edith Weston
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Nearest beach 1 km
- Suitable for children age 5+
- Pet friendly
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from £90 / night
Certificate of Excellence
Holiday cottage in Cottesmore
Rutland / Cottesmore
4 10 3 nights min
- 4 bedrooms
- Sleeps 10
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
Certificate of Excellence
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from £155 / night
“Family Holiday”
A newly refurbished cottage set in a lovely village within a few miles of Rutland Water.The cottage is very comfortable,spacious with many extras.We would be happy to use it again.… More
Thank you so much for your lovely review, it was a pleasure having you stay with us over the New Year.
“Cosy home in pretty village”
Dicks Cottage is a delightful thatched cottage in a pretty village. It's extremely well equipped and very warm and cosy. We had everything we needed. Kitchen is well equipped and the beds are very com… More
Thank you so much for your kind review Caroline, it was a pleasure to have you stay with us & we are thrilled that you enjoyed your stay. Look forward to welcoming you again in the future.
Stretton holiday cottage rental
Rutland / Stretton
2 4 2 nights min
- 2 bedrooms
- Sleeps 4
- 2 nights min
- Suitable for children age 5+
- Private garden
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from £60 / night
Certificate of Excellence
Holiday cottage in Hambleton
Rutland / Hambleton
3 6 Min stay varies
- 3 bedrooms
- Sleeps 6
- Min stay varies
- Beach / lakeside relaxation
- Nearest beach 4 km
- Child friendly
Certificate of Excellence
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from £120 / night
“Superb”
A super house in a stunning location. Extremely well presented and very well equipped. The owner was very friendly and very helpful.… More
Certificate of Excellence
Holiday cottage in Wakerley
Rutland / Wakerley
3 8 2 nights min
- 3 bedrooms
- Sleeps 8
- 2 nights min
- Child friendly
- Ask about pets
- Private garden
Certificate of Excellence
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from £100 / night
“Brilliant get-away”
Absolutely amazing time away from hectic city life. The property was formerly a railway station so it is quite special when you think of the history behind the layout of the house, e.g. the original s… More
“Beautiful minibreak”
Gorgeous house and countryside - loads of space, style, and sublime views. All the comfort and conveniences we needed. Fabulous walks, and a nice local county pub - what more could you want?! Alex was… More
“Great house, great location”
Highly recommended. We stayed here as 2 families of 4 and there was loads of space for the 8 of us. (4 adults and kids aged 6, 6, 8 and 9) walking distance to great pub, Exeter arms, and only 5 miles … More
Holiday lodge in Exton
Rutland / Exton
3 8 Min stay varies
- 3 bedrooms
- Sleeps 8
- Min stay varies
- Child friendly
- Pet friendly
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from £115 / night
Holiday barn rental
Rutland / Uffington
2 7 3 nights min
- 2 bedrooms
- Sleeps 7
- 3 nights min
- Child friendly
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from £140 / night
Holiday apartment in Uppingham
Rutland / Uppingham
2 4 1 night min
- 2 bedrooms
- Sleeps 4
- 1 night min
- Child friendly
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from £100 / night
Holiday cottage in Market Overton
Rutland / Market Overton
3 5 Min stay varies
- 3 bedrooms
- Sleeps 5
- Min stay varies
- Private garden
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from £105 / night
Certificate of Excellence
Holiday home accommodation
Rutland / Cottesmore
5 9 Min stay varies
- 5 bedrooms
- Sleeps 9
- Min stay varies
- Beach / lakeside relaxation
- Nearest beach 4 km
- Child friendly
Certificate of Excellence
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from £165 / night
Holiday apartment in Greetham
Rutland / Greetham
1 4 Min stay varies
- 1 bedroom
- Sleeps 4
- Min stay varies
- Child friendly
- Pet friendly
- Private garden
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from £95 / night
Holiday home in Uppingham
Rutland / Uppingham
3 6 3 nights min
- 3 bedrooms
- Sleeps 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
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from £120 / night
Certificate of Excellence
Holiday cottage in Empingham
Rutland / Empingham
2 6 Min stay varies
- 2 bedrooms
- Sleeps 6
- Min stay varies
- Child friendly
- Private garden
Certificate of Excellence
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from £95 / night
Certificate of Excellence
North Luffenham holiday home rental
Rutland / North Luffenham
3 7 Min stay varies
- 3 bedrooms
- Sleeps 7
- Min stay varies
- Nearest beach 5 km
- Child friendly
- Pet friendly
Certificate of Excellence
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from £140 / night
“We love this place! And we loved the butterflies in the garden!”
This is a genuine old English Countryside cottage (must be 300 years old?) We returned to Rutland again for the second time since 2009 and thankfully we managed to get a booking in this cottage aga… More
Certificate of Excellence
Holiday home in Stretton
Rutland / Stretton
3 6 3 nights min
- 3 bedrooms
- Sleeps 6
- 3 nights min
- Child friendly
- Pet friendly
- Private garden
Certificate of Excellence
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from £115 / night
Holiday cottage letting
Rutland / Wakerley
1 4 Min stay varies
- 1 bedroom
- Sleeps 4
- Min stay varies
- Child friendly
- Pet friendly
- Private garden
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from £125 / night
“idylic setting for full relaxation in a fantastic property!”
We stayed at the cottage for a long weekend over the early May bank holiday - that is myself my wife and our dog Dave! We were very lucky with the weather being able to make the most of the outdoor… More
“Lovely idealistic quiet cottage”
We stayed for a week at the cottage, there was 4 people and we found it a little small for that number of adults, but we were warned, but they did everything they could to help us out and the cottage … More
“Ok, but needs some areas of improvement.....parking for one!”
The property is quite sweet, but not really suitable for older people. The fire didn't work as pointed out to property manager, but no repair carried out, saying it was winter this should have been c… More
Holiday cottage in Belton-in-Rutland
Rutland / Belton-in-Rutland
4 6 3 nights min
- 4 bedrooms
- Sleeps 6
- 3 nights min
- Nearest beach 160 km
- Child friendly
- Pet friendly
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from £85 / night
“Attractive property with some drawbacks”
Lovely position in pretty village. Attractive house with enclosed garden with adequate space for 6 adults. Parking is an issue if your party has more than one car, difficult to unload/load cars with… More
Stamford holiday cottage rental
Rutland / Stamford
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Child friendly
- Private garden
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from £85 / night
“Cosy, warm and well equipped”
Overall very comfortable stay and owners went to great lengths to accommodate our needs. Parking was easy. Only minor issues were that better operating instructions for TV, oven and microwave would ha… More
“Great cottage for little people”
Stayed for a 3 night stay with my 2 1/2 year old and 5 month old baby. The cottage was very well equipped for babies and toddlers with 2 travel cots, all cot linen, bath toys and toys/ books baskets a… More
“Relaxing”
Having stayed at Two Chapel Lane with a friend in May, I would certainly make a return trip. The cottage itself is a very restful place with lovely, quality decor and very good facilities - I particul… More
B&b rental in Barnsdale
Oakham / Barnsdale
1 2 2 nights min
- 1 bedroom
- Sleeps 2
- 2 nights min
- Beach / lakeside relaxation
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from £78 / night
Certificate of Excellence
Holiday guest house in Hambleton
Rutland / Hambleton
2 4 2 nights min
- 2 bedrooms
- Sleeps 4
- 2 nights min
- Child friendly
- Private garden
Certificate of Excellence
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from £75 / night
“A lovely stay”
Beautiful little place, a home from home. The view from the balcony was stunning. A lovely surprise was the date loaf that awaited us. Perfect for a relaxing break away… More
“A beautiful retreat”
As the first guests of this stunning Annex, which is beautifully furnished and has a surround balcony we had a perfect two night break . The views of the lake are spectacular and from the Annex it… More
Cottage accommodation in Empingham
Rutland / Empingham
2 4 3 nights min
- 2 bedrooms
- Sleeps 4
- 3 nights min
- Beach / lakeside relaxation
- Child friendly
- Pet friendly
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from £68 / night
“Perfect”
From the moment I booked this property up until I left everything was perfect. I arrived to the most wonderful welcome of fresh flowers, tea, coffee, milk which I was desperate for a cuppa after a lo… More
“Comfortable and Cosy Cottage in a lovely location”
My wife and I stayed here for 4 nights on a cycling/walking visit to Rutland. The cottage was very clean and comfortable and superbly equipped with everything you could need plus nice touches such as … More
Holiday apartment in Manton
Oakham / Manton
1 2 2 nights min
- 1 bedroom
- Sleeps 2
- 2 nights min
- Child friendly
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from £75 / night
Holiday apartment in Uppingham
Rutland / Uppingham
3 5 Min stay varies
- 3 bedrooms
- Sleeps 5
- Min stay varies
- Ask owner if suitable for children
- Car not necessary
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from £95 / night
Holiday log cabin letting
Rutland / Oakham
1 2 Min stay varies
- 1 bedroom
- Sleeps 2
- Min stay varies
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from £117 / night
Holiday log cabin in Oakham
Rutland / Oakham
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Child friendly
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from £81 / night
Cottage rental in Uppingham
Rutland / Uppingham
3 5 Min stay varies
- 3 bedrooms
- Sleeps 5
- Min stay varies
- Child friendly
- Car not necessary
- Pet friendly
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from £115 / night
Certificate of Excellence
Holiday converted chapel in Wing
Oakham / Wing
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Beach / lakeside relaxation
- Nearest beach 5 km
Certificate of Excellence
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from £57 / night
“Amazing bolt hole in a super location”
Everything about the chapel was brilliant. The warm welcome from the neighbors (hello Kev ), the beautiful and tranquil setting and the great village pub..amazing food and lovely staff. The farm… More
We're are really glad you enjoyed your stay.. hopefully we'll see you again soon.
“OK”
Would not write home about it. Nice location. Bedrooms are open to the whole rental. No privacy. Otherwise good but would not book again.… More
Hi David, We are sorry you found The Chapel disappointing however, the property description does state quite clearly within the listing "..This property is open plan design – the only internal walls being around the Bathroom!.." and we feel that we have demonstrated this very clearly in the photographs provided. We are not sure what more we can do to make guests more aware of the internal arrangement of the property? Any suggestions would be welcome. We hope your next holiday let is more suited to your requirements.
Cottage rental in Braunston-in-Rutland
Rutland / Braunston-in-Rutland
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Beach / lakeside relaxation
- Nearest beach 10 km
- Child friendly
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from £95 / night
“Dream Cottage in Delightful Village”
This is an excellent cottage.It is very comfortable and clean with two good bedrooms and a downstairs bath/shower room.There is a suntrap garden just right for a bbq.Ample information is given about t… More
We were delighted to receive this review and pleased that our visitors were so happy with Mouse Cottage and our village. We hope that they will stay again in the future!
Oakham holiday apartment rental
Rutland / Oakham
1 2 2 nights min
- 1 bedroom
- Sleeps 2
- 2 nights min
- Child friendly
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from £60 / night
Oakham holiday cottage rental
Rutland / Oakham
2 4 Min stay varies
- 2 bedrooms
- Sleeps 4
- Min stay varies
- Nearest beach 115 km
- Ask owner if suitable for children
- Private garden
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from £99 / night
Holiday apartment in Manton
Oakham / Manton
1 2 Min stay varies
- 1 bedroom
- Sleeps 2
- Min stay varies
- Beach / lakeside relaxation
- Child friendly
- Ask about pets
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from £100 / night
Barn rental in Whitwell
Rutland / Whitwell
1 3 2 nights min
- 1 bedroom
- Sleeps 3
- 2 nights min
- Child friendly
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from £65 / night
Holiday cottage in Uppingham
Rutland / Uppingham
3 5 Min stay varies
- 3 bedrooms
- Sleeps 5
- Min stay varies
- Private garden
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from £99 / night
Lodge rental in Whitwell with golf nearby
Rutland / Whitwell
3 6 Min stay varies
- 3 bedrooms
- Sleeps 6
- Min stay varies
- Beach / lakeside relaxation
- Child friendly
- Car not necessary
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Pricing unknown
Why Rutland?
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.
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- Uppingham
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travellers.