Cottages in Pickering and log cabins – Holiday Lettings - Holiday Rentals Pickering

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Pickering

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97 Holiday homes

(9) Excellent 

15

Pickering holiday farmhouse rental

Pickering / Hartoft

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 43 km
  • Child friendly
  • Ask about pets
A two bedroomed house recently renovated to provide upmarket accommodation<br />Horse Stables available on request  …see more

from £70 / night

£320 - £440 / week

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from £70 / night

(5) Excellent 

14

Holiday barn in Pickering

Pickering / Hartoft

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
The Croft is a recent barn conversion and sleeps up to four guests.  …see more

from £70 / night

£315 - £435 / week

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from £70 / night

(4) Excellent 

12

Home rental in Pickering

North Yorkshire / Pickering

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
“Wonderful holiday” A lovely peaceful holiday home Clean homely warm comfy holiday home Very close to town but feels like your in countryside I will be returning very soon  …see more

from £60 / night

£350 - £550 / week

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from £60 / night

(57) Excellent 

16

Cottage rental in Pickering

North Yorkshire / Pickering

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
“Book Now!” Pickering was my favourite village and this cottage was also one of my favourites. The fireplace was fantastic for the chilly evenings (second coldest spring on record while we were there!), the kitchen had everything you need, the co-op w  …see more

from £65 / night

£390 - £550 / week

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from £65 / night

(11) Very Good 

13

Holiday cottage in Hartoft

Pickering / Hartoft

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Ask about pets
“Delightful getaway” Have stayed before, once again not disappointed. Accommodation was what we wanted. Good quality bedding. Fire for the evenings. A most enjoyable stay.  …see more

from £70 / night

£320 - £440 / week

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from £70 / night

(39) Excellent 

12

Holiday cottage rental

North Yorkshire / Pickering

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly
“Cottage with character” My second stay in this lovely characterful cottage. Located 2 minutes walk from the town centre but set back from the road, so very quiet. A lovely place to come back to each day with a big & well-equipped kitchen and a sitting  …see more

from £80 / night

£300 - £525 / week

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from £80 / night

(10) Excellent 

19

Holiday cottage in Pickering

North Yorkshire / Pickering

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Private garden
Close to the picturesque villages of Thornton le Dale and Hutton le Hole . A short drive away takes you to the coastal resorts of either Scarborough or Whitby. An alternative is to take the short drive to the historic City of York. Ideal for walking on the moors<b  …see more

from £47 / night

£265 - £520 / week

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from £47 / night

(19) Excellent 

44

Pickering holiday home rental

North Yorkshire / Pickering

4 12 3 nights min

  • 4 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 27 km
  • Child friendly
  • Private garden
“A great find, we will be back.” High Mill is a great place to stay with friends or other families. Cheryl (the owner) was there to meet us and show us round the property. She also shared her knowledge of Pickering and surrounding areas. When the fi  …see more

from £234 / night

£1050 - £2010 / week

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from £234 / night

(2) Excellent 

10

Holiday cottage in Pickering

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
This really lovely 300 year old character stone cottage is Grade 2 listed. It benefits from the best in modern standards with both bedrooms having their own bathroom.  …see more

from £61 / night

£425 - £735 / week

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from £61 / night

(49) Excellent 

21

Holiday home in Pickering

North Yorkshire / Pickering

5 11 2 nights min

  • 5 bedrooms
  • Sleeps 11
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden
“What a find” There should have been 9 adults staying but ended up with only 7 - a shame but it meant 4 of us could have the most comfortable, large, luxurious beds to ourselves to spread out in. The welcoming bottles of wine waiting for us were the i  …see more

from £275 / night

£1200 / week

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from £275 / night

(2) Excellent 

38

Holiday cottage in Pickering

North Yorkshire / Pickering

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Private garden
VisitEngland "Four Star" and“Gold Award” for exceptional quality of accommodation & customer service  …see more

from £90 / night

£410 - £895 / week

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from £90 / night

(1) Excellent 

8

Holiday cottage in Pickering

North Yorkshire / Pickering

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
This ground level cottage has no steps, it is designed with wide doors, walk-in shower and other features which gives this cottage a level 2 mobility rating. This cottage has real character with beams, a wood burning stove and lovely big bay window.  …see more

from £49 / night

£340 - £515 / week

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from £49 / night

(1) Excellent 

16

Cropton holiday cottage rental

Pickering / Cropton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 36 km
  • Child friendly
A peaceful rural base to explore the North Yorkshire Moors, Coast & York or relax & enjoy High Farm's beautiful 2 acre garden full of many varieties of trees, shrubs & roses. Our area provides many gorgeous walks for the more energetic.<br />To gi  …see more

from £55 / night

£381 - £601 / week

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from £55 / night

(3) Excellent 

11

Holiday cottage in Pickering

North Yorkshire / Pickering

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
This fabulous, 200 year old, grade 2 listed period cottage has been fitted to an exceptionally high specification retaining and restoring the many period features.. Traditional cottage charm is combined with a luxurious and contemporary decor.  …see more

from £55 / night

£385 - £615 / week

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from £55 / night

(2) Excellent 

12

Pickering holiday cottage rental

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
This two bedroom character red brick cottage has been refurbished to a high standard. With two bathrooms, this cottage is ideal for a couple, two singles travelling together or a small family  …see more

from £52 / night

£360 - £540 / week

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from £52 / night

4

Pickering holiday barn rental

Pickering / Allerston

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
1 of 2 converted properties at the foot of the north yorkshire moors enjoy a family holiday by booking both properties to accommodate up to 8 people set on a small working farm, these beautifully restored barns offer delightfully appointed acco...  …see more

from £48 / night

£330 - £720 / week

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from £48 / night

10

Pickering holiday home rental

North Yorkshire / Pickering

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Private garden
This three storey family town house is located on Eastgate, a lovely tree lined road and is within easy walking distance of the town centre of Pickering. Parking on the roadside opposite the cottage.,No short breaks April to August.  …see more

from £57 / night

£395 - £735 / week

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from £57 / night

(7) Excellent 

8

Holiday condo in Pickering

North Yorkshire / Pickering

2 13 7 nights min

  • 2 bedrooms
  • Sleeps 13
  • 7 nights min
  • Child friendly
  • Private garden
Ivy House is a lovely Georgian property in the centre of Pickering with own parking. Completely re-furbished to an extremely high standard. This spacious property is full of original features, together with up to date luxuries. No short breaks April to August  …see more

from £122 / night

£850 - £1815 / week

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from £122 / night

(5) Very Good 

14

Pickering holiday home rental

North Yorkshire / Pickering

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Beautiful 18 Century cottage fully renovated with vintage vibe and antique furniture low beams with an open gas fire for that cosy romantic get away. Steps from Pickering Castle, shops, cafes, Restaurants and bars a new holiday Cottage all dates available.” Lark C  …see more

from £65 / night

£425 / week

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from £65 / night

(3) Very Good 

10

Holiday cottage in Pickering

Pickering / Allerston

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 20 km
  • Child friendly
  • Pet friendly
Situated just a few yards from a country pub serving meals, set back from the A170 Scarborough road, this superb, detached, character holiday cottage has lots of charm and character, with beams and splendid restored fireplaces. 2 Bedroomed one with en-suite beautifully  …see more

from £85 / night

£320 - £580 / week

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from £85 / night

(1) Excellent 

15

Pickering holiday cottage rental

North Yorkshire / Pickering

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Mill Cottage (Sleeps 2/4 + cot). TWO BEDROOM two storey cottage : Ground floor - Spacious sitting room with open beamed ceiling, picture window and stone fireplace with living flame gas fire; kitchen/ dining room. First floor - One double bedroom; one twin bedroom  …see more

from £74 / night

£366 - £759 / week

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from £74 / night

(4) Excellent 

18

Holiday cottage in Stape

Pickering / Stape

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Suitable for children age 5+
Cropton Forest Lodge Cottages -Willows' End is a luxury cottage with ensuite bedrooms in an idyllic rural setting in the NYMNP nine miles from Pickering. 15% DISCOUNT FOR COUPLES IN 1 BEDROOM OCCUPANCY! CURRENTLY AVAILABLE for 23-27th Dec  …see more

from £96 / night

£590 - £1060 / week

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from £96 / night

(2) Excellent 

19

Holiday cottage rental

Pickering / Stape

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Suitable for children age 5+
Brock Cottage is a luxury cottage with ensuite bedrooms in an idyllic rural setting in the North York Moors National Park in Cropton Forest nine miles from Pickering. Children over 5 yrs are welcome, a well behaved dog is welcome in Middlehead. 15% DISCOUNT FOR COUPLE  …see more

from £90 / night

£550 - £900 / week

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from £90 / night

4

Holiday barn rental

Pickering / Allerston

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Private garden
1 of 2 converted properties at the foot of the north yorkshire moors enjoy a family holiday by booking both properties to accommodate up to 8 people set on a small working farm, these beautifully restored barns offer delightfully appointed acco...  …see more

from £48 / night

£330 - £720 / week

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from £48 / night

(2) Excellent 

12

Cottage rental in Pickering

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
This cottage was completely refurbished in 2007 to an extremely high standard. A traditional cottage with a real contemporary look. Two bedrooms and two bathrooms in our courtyard in Pickering.No short breaks April to August  …see more

from £56 / night

£390 - £655 / week

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from £56 / night

(1) Excellent 

13

Pickering holiday home rental

Pickering / Hartoft

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Child friendly
  • Ask about pets
All properties have outstanding views across Cropton forest and Rosedale Moor. A garden extends below the house to the fields and woods of the farm.  …see more

from £230 / night

£1400 / week

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from £230 / night

(2) Excellent 

14

Pickering holiday farmhouse rental

North Yorkshire / Pickering

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
The Old Farmhouse dates back over 300 years and retains its original charm and character with huge beams, open fires and original window seats. This property accommodates a maximum of seven in three bedrooms.No short breaks April to August  …see more

from £83 / night

£575 - £950 / week

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from £83 / night

(1) Excellent 

10

Holiday cottage in Pickering

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
This lovely period cottage has been completely renovated to a very high standard. It is located on Eastgate a lovely tree lined road and is within easy walking distance of the town centre of Pickering.No short breaks April to August.  …see more

from £57 / night

£395 - £735 / week

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from £57 / night

(6) Excellent 

10

Holiday cottage in Cropton

Pickering / Cropton

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Rosecroft Cottage, Cropton is a luxury holiday cottage in the sleepy little moors village of Cropton, North Yorkshire. This delightful 18th century cottage boasts large enclosed cottage garden summerhouse .pooltable sleeps 6, is toddler friendly 2 dogs max Wi Fi  …see more

from £74 / night

£518 - £908 / week

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from £74 / night

12

Holiday cottage letting

North Yorkshire / Pickering

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
Kirkdale cottage is named after a lovely area close to Kirkbymoorside famous for its Minster. This very popular cottage is all on ground level, it has loads of character with beams, wood burning stove and a lovely big bay window in the lounge area.  …see more

from £52 / night

£360 - £540 / week

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from £52 / night

(32) Excellent 

35

Holiday home in Pickering

North Yorkshire / Pickering

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 28 km
  • Child friendly
  • Ask about pets
“Brilliant!” We had a lovely stay at the Longhouse. The property is even better than what it looks like in the pictures. Highly recommended.  …see more

from £90 / night

£495 - £855 / week

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from £90 / night

(5) Excellent 

16

Pickering holiday cottage rental

North Yorkshire / Pickering

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
This fabulous, 200 year old, grade 2 listed period cottage has been fitted to an exceptionally high specification retaining and restoring the many period features including beams and an original window seat.No short breaks April to August.  …see more

from £63 / night

£440 - £780 / week

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from £63 / night

(13) Excellent 

17

Farmhouse rental in Pickering with golf nearby

Pickering / Rosedale Abbey

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 30 km
  • Child friendly
  • Pet friendly
“Spacious accommodation with breathtaking views” The spacious accommodation easily absorbed 8 of us and 2 dogs. The kitchen is very well equipped and we enjoyed our meals sat around the dining table. A couple of days we walked from the farmhouse, enjoy  …see more

from £135 / night

£750 - £1300 / week

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from £135 / night

(3) Excellent 

8

Holiday cottage in Pickering

North Yorkshire / Pickering

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Nearest beach 35 km
  • Ask owner if suitable for children
  • Ask about pets
19 Burgate is perfect for a relaxed romantic getaway but only a few minutes walk from a good selection of restaurants and pubs.Pickering is an ideal base for walkers and both cyclists and mountain bikers.There is also heritage and culture in abundance<br />You can  …see more

from £80 / night

£520 / week

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from £80 / night

(1) Excellent 

16

Pickering holiday studio rental

Pickering / Rosedale Abbey

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Ask about pets
In the heart of NYMNP you will find Craven Garth , nestling in the beautiful Valley of Rosedale ,Pickering North Yorkshire surrounded by stunning scenery.I  …see more

from £125 / night

£700 / week

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from £125 / night

(4) Excellent 

11

Holiday cottage in Pickering

Pickering / Stape

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Suitable for children age 5+
  • Ask about pets
  • Private garden
“the perfect setting” On arrival a very warm welcome and we were personally shown around our lettings.cottage was absolutely lovely,clean and tidy and everything you could want.hosts could not do enough for us to make our holiday truly memorable.our so  …see more

from £90 / night

£550 - £1010 / week

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from £90 / night

(1) Excellent 

12

Holiday cottage in Pickering

Pickering / Cropton

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 36 km
  • Child friendly
Stable Cottage is a single storey cottage with a large combined kitchen/dining room/lounge which opens into the beautiful High Farm gardens filled with many varieties of trees, shrubs & roses. Easy access to the moors, coast & York.<br />To give us time to  …see more

from £90 / night

£348 - £549 / week

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from £90 / night

(26) Excellent 

16

Holiday cottage rental

Pickering / Stape

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Suitable for children age 5+
“solitude” This was our fourth stay at Cropton Forest Lodge. As usual it was all we expected. Met by Ben who helped take our luggage in and greeted us like old friends. Everything just as we remembered from the year before. Living in a large town it is  …see more

from £90 / night

£550 - £870 / week

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from £90 / night

(1) Excellent 

13

Holiday barn in Allerston

Pickering / Allerston

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Barn sleeping up to 6 in North Yorkshire near Pickering<br />The barn is in a rather isolated area so a car is necessary. THE MAP LOCATION IS INCORRECT ON TRIP ADVISOR  …see more

from £140 / night

£665 - £1274 / week

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from £140 / night

(5) Excellent 

25

Cottage accommodation in Pickering

North Yorkshire / Pickering

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 30 km
  • Child friendly
“Excellent cottage” Great place to stay in Pickering - close to North York Moors, Steam Railway and Flamingo Land. Lovely welcome from Penny, dad in particular enjoyed the cake. Accommodation was very clean with everything we needed included. Kids e  …see more

from £120 / night

£557 - £1087 / week

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from £120 / night

Top Destination reviews

Cropton Forest Lodge Cottages
the perfect setting

On arrival a very warm welcome and we were personally shown around our lettings.cottage was absolutely lovely,clean and tidy and everything you could want.hosts could not do enough for us to make our holiday truly memorable.our son enjoyed playing wi … see more
The Cottage, Low Farm, Hartoft
Delightful getaway

Have stayed before, once again not disappointed. Accommodation was what we wanted. Good quality bedding. Fire for the evenings. A most enjoyable stay. … see more
Primrose Cottage
Cosy and comfortable cottage in great location

The cottage has a cosy and welcoming feel to it and has all that you would need. The rooms are all attractive and nicely furnished which adds to the general experience. We were always able to park pretty close but could imagine it being more of an is … see more
17 Hallgarth. Grade II listed cottage with garden
Wonderful holiday

A lovely peaceful holiday home Clean homely warm comfy holiday home Very close to town but feels like your in countryside I will be returning very soon … see more
Drapers Cottage, Park Street
Lovely cottage for a couple or up to two children from 5 years up wards. Well presented and clean cottage. Well situate

Great stay for the railway station. My boy .6. was over the moon to be able to watch the trains from his bedroom window. Easy parking. Spacus cottage. No washing machine for long stay breaks. Would book again. … see more