50 Best Gloucestershire Cottages on Holiday Lettings - Holiday cottages

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Gloucestershire

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242 Vacation rentals

(33) Excellent 

22

Mitcheldean Vacation cottage rental

Forest of Dean / Mitcheldean

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Nuthatch Cottage is a cosy Forester's cottage overlooking the beautiful Flaxley Valley on the edge of the Royal Forest of Dean. We have been awarded 4 STARS by Visit England Quality in Tourism, something we work hard to maintain. The cottage is perfect for couples  …see more

from $84 / night

$480 - $660 / week

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from $84 / night

(23) Excellent 

9

Parkend Vacation cottage rental

Forest of Dean / Parkend

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Car not necessary
Deanfield Coach House is in the heart of the magnificent historic Forest of Dean, in the village of Parkend, this characterful Visit England 4 star gold property combines superb modern comfort with lovely original features, it backs onto cycle/walking trails and the Nag  …see more

from $156 / night

$528 - $1212 / week

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from $156 / night

(16) Excellent 

24

Vacation cottage rental

Forest of Dean / Cinderford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Sanders Cottage is a self catering characterful miner's cottage which has been awarded 4 STARS by Visit England.Situated in the middle of the Forest of Dean the cottage is an ideal base from which you can explore miles of woodland walks and mountain bike trails, wi  …see more

from $90 / night

$420 - $706 / week

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from $90 / night

(34) Very Good 

12

Vacation farmhouse in Joyford

Forest of Dean / Joyford

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden
The Acorns is situated within the statutory Forest of Dean in Joyford, set within its own grounds of 10 acres, surrounded by farmland and woodland with direct access to the Forest. It is a scenic, tranquil location accessed from a single track no through lane but surpr  …see more

from $66 / night

$384 - $929 / week

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from $66 / night

(16) Very Good 

23

Cottage rental in Newnham-on-Severn

Forest of Dean / Newnham-on-Severn

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 80 mi
  • Child friendly
  • Pet friendly
Granary Cottage is a cosy one bedroom cottage with loads of character set in quiet rural location with easy access to the beautiful Royal Forest of Dean. The beamed sitting room has an original fireplace with open flame gas fire, oak dining table, comfy seating area wi  …see more

from $84 / night

$390 - $450 / week

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from $84 / night

(23) Excellent 

17

Vacation cottage rental

Gloucestershire / Leigh

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Private garden
A holiday property attached to the main bungalow standing in its own grounds of 2.4 acres. On the edge of the Cotswold Water Parks and the Cotswolds, with Bath, Cheltenham and smaller cotswold towns within easy reach. For the sports minded there is golf, fishing, wa  …see more

from $72 / night

$420 - $480 / week

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from $72 / night

(15) Excellent 

17

Cottage rental in Coleford

Forest of Dean / Coleford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Badgers End is a 19C cottage in an idyllic rural setting at the end of a country lane, awarded a 4 Star rating by the English Tourist Board. Elevated, looking towards the Welsh Mountains. Spacious private woodland and garden. Fifteen minutes walk into the Heart of th  …see more

from $106 / night

$522 - $756 / week

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from $106 / night

(7) Excellent 

26

Vacation cottage in Great Rissington

Gloucestershire / Great Rissington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
Green Cottage is a substantial grade II listed cottage in one of the most sought after villages in the Cotswolds. Built in the 1600's as two labourers cottages, Green Cottage has been frequently extended in the 20th century to keep it upto date with modern living s  …see more

from $150 / night

$720 - $1668 / week

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from $150 / night

(40) Excellent 

24

Mitcheldean Vacation cottage rental

Forest of Dean / Mitcheldean

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Perched on a sunny hillside at the end of a quiet track, Robin Cottage is the perfect romantic getaway. The cottage is a haven of peace and tranquility and enjoys stunning views over a beautiful river valley. Footpaths lead from the front door onto a vast network of F  …see more

from $69 / night

$330 - $495 / week

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from $69 / night

(30) Excellent 

21

Vacation studio in Mitcheldean

Forest of Dean / Mitcheldean

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Pet friendly
STOP PRESS: 20% OFF FOR XMAS 2016 (Contact us for a quote) Set at the top of beautiful Shapridge Hill at the end of a quiet track, Little Owl is the perfect romantic getaway. Ideal for walkers and nature lovers, footpaths lead from the front door onto a vast network of  …see more

from $42 / night

$294 - $442 / week

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from $42 / night

(49) Excellent 

24

Mitcheldean Vacation cottage rental

Forest of Dean / Mitcheldean

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Pet friendly
Perched on beautiful Shapridge Hill at the end of a quiet track, Wren Cottage which is the perfect romantic getaway. The cottage is a haven of peace and tranquillity and the large wildlife garden enjoys stunning views over the surrounding countryside. Footpaths lead f  …see more

from $58 / night

$305 - $461 / week

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from $58 / night

17

Parkend Vacation cottage rental

Forest of Dean / Parkend

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Lilac Cottage is an archetypal two bedroomed Forest of Dean stone cottage. Built around 1890 to house the family of a forestry worker, it now provides modern day luxury for that perfect get away holiday. The Forest of Dean occupies some 35 square miles of protected fore  …see more

from $60 / night

$420 - $840 / week

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from $60 / night

(9) Excellent 

19

Vacation cottage in Lydney

Forest of Dean / Lydney

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
The Cottage is an original 17th century farm workers cottage which still retains original features and character, but now also benefits from full central heating, a 'living flame fire' in the lounge and an ensuite shower room. Quietly situated in its own enclo  …see more

from $50 / night

$286 - $465 / week

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from $50 / night

(2) Very Good 

24

Vacation bungalow in Lydney

Forest of Dean / Lydney

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Forge Cottage in the Forest of Dean is situated in a peaceful courtyard setting adjacent to our other cottages. South facing, it has a lovely sunny aspect with views down the courtyard to 'The Paddock' picnic and play area beyond where whole families can enjoy  …see more

from $59 / night

$336 - $628 / week

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from $59 / night

4

Cinderford Vacation home rental

Forest of Dean / Cinderford

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
  • Private garden
DETACHED COTTAGE IN THE HEART OF THE FOREST OF DEAN WITH HOT TUB Peacefully nestled within the backwaters of a vibrant town, this stylishly finished single storey property is just perfect for enjoying what this Area of Natural Outstanding Beauty has to offer, great w  …see more

from $65 / night

$450 - $948 / week

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from $65 / night

17

Vacation cottage in Lydbrook

Forest of Dean / Lydbrook

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Pet friendly
A delightful single-storey stone cottage, located in Upper Lydbrook in the Forest of Dean. Cosy, comfortable and extremely well presented, this lovely Forest of Dean holiday cottage is perfect for a romantic retreat in this beautiful part of the country. This Lydbrook c  …see more

from $60 / night

$264 - $474 / week

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from $60 / night

(4) Excellent 

13

Cottage rental in Bream

Forest of Dean / Bream

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Escape from day to day life in the tranquil surroundings this cottage has to offer situated on the outskirts of the village of bream . Or if you would prefer use it as base camp for the many outdoor activities the forest and surrounding areas has to offer.  …see more

from $114 / night

$540 / week

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from $114 / night

(16) Excellent 

30

Vacation barn with golf nearby in Blakeney, Gloucestershire

Forest of Dean / Blakeney, Gloucestershire

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Pet friendly
  • Private garden
Olive Barn is situated in the quiet village of Blakeney , in a private gated complex. We are now introducing a midweek deal Monday to Thursday £275 available until 1st June . One / Two night stays are available please ask for a quotation. There is an on- site vi  …see more

from $90 / night

$600 - $900 / week

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from $90 / night

4

Vacation home in Beckford

Gloucestershire / Beckford

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
1 OF 2 PROPERTIES, A CHARMING VERY SECLUDED RETREAT AT THE FOOT OF BREDON HILL REGRET NO CHILDREN OR BABIES Situated in the heart of the village and a stone’s throw away from the Vale of Evesham, home to some of the country’s most beautiful countryside  …see more

from $53 / night

$366 - $732 / week

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from $53 / night

(3) Excellent 

20

Vacation studio in Parkend

Forest of Dean / Parkend

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
An immaculately presented studio apartment providing the highest standard of accommodation attached to the owner’s own home in the popular village of Parkend. The Little Acorn is perfect for couples who want to relax and enjoy the beautiful unspoilt countryside. I  …see more

from $66 / night

$420 - $588 / week

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from $66 / night

8

Vacation apartment rental

Gloucestershire / Woodchester

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Grigshot apartment is set in the top floor of a georgian house on the outskirts of Stroud, with its own entrance its a perfect place for work, leisure or family time as you can come and go as you please. It is also set ideally for commuting to Cheltenham, Bath, Cirences  …see more

from $114 / night

$600 - $1272 / week

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from $114 / night

(36) Excellent 

14

Vacation cottage with indoor pool in Forest of Dean

Gloucestershire / Forest of Dean

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
You will find us just north of Chepstow in approximately 7 acres of grounds looking down onto the River Severn. The Barn has been recently renovated using local stone and has lovely views. It is well equipped with 2 bedrooms; one king sized with an en-suite upstairs and  …see more

from $94 / night

$648 - $882 / week

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from $94 / night

(45) Excellent 

20

Cottage rental in Great Rissington

Gloucestershire / Great Rissington

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Private garden
The cottage is built of Cotwold stone in the local style of architecture, with gables and dormers. Decorated in very traditional style, it has a wood burning fire (we supply logs), Rayburn (Aga) cooker, and large garden. Yet renovated to include power showers, the lates  …see more

from $264 / night

$864 - $936 / week

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from $264 / night

41

Vacation home in Southrop

Gloucestershire / Southrop

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
The Farriers is a sunny Cotswold stone cottage situated in the heart of the picturesque village of Southrop.The village is criss-crossed with footpaths, some of which lead to the River Leach, and others to the neighbouring villages of Eastleach and Hathe  …see more

from $156 / night

$1088 - $1560 / week

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from $156 / night

(26) Excellent 

25

Coleford Vacation cottage rental

Forest of Dean / Coleford

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 20 mi
  • Child friendly
  • Car not necessary
THE COTTAGE Is dated back to the 1600s and located within 2 miles of most Forest attractions, puzzle wood is around the corner , Clearwell Castle, GO APE, cycle paths, forest walks ,golf courses and many histolical/ arcelogigal sites such as Tintertn Abbey , caves and  …see more

from $107 / night

$576 - $672 / week

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from $107 / night

(33) Excellent 

22

Vacation barn in Longhope

Gloucestershire / Longhope

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
This delightful barn conversion which is attached to the owners' house but completely self contained and private, has been finished and furnished to a high standard and offers immaculate accommodation for 2-4 people. Conveniently situated on the A40 Gloucester to  …see more

from $96 / night

$630 / week

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from $96 / night

25

Blakeney Vacation caravan/mobile home rental

Forest of Dean / Blakeney

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 70 mi
  • Ask about children
  • Ask about pets
There is only one Gypsy Rose. Not part of a holiday complex or caravan site, Gypsy Rose stands alone in the orchard of Maytree Cottage, a pretty Victorian Forest house overlooking a valley. NEW in 2017: Traditional Victorian style English Afternoon Teas in the Farmhou  …see more

from $108 / night

$756 / week

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from $108 / night

(53) Excellent 

27

Vacation cottage in English Bicknor

Forest of Dean / English Bicknor

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 102 mi
  • Pet friendly
The perfect setting for a romantic retreat where you can relax and unwind in this wonderful part of the country. As featured in The Guardian 'Five best ... forest cottages' October 11th 2008. Also featured in Guardian 20 cracking last minute Easter stays. M  …see more

from $96 / night

$504 - $702 / week

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from $96 / night

(3) Very Good 

24

Home rental in Little Rissington

Gloucestershire / Little Rissington

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Private garden
Enever is every inch a traditional Cotswolds' house set in a perfect country village setting. Families and groups of friends can have a wonderful time in this listed house, with lovely large entertaining rooms and oodles of gizmos to keep guests of all ages well an  …see more

from $356 / night

$1416 - $2760 / week

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from $356 / night

10

Cold Aston Vacation cottage rental

Gloucestershire / Cold Aston

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Greystones is a hidden gem of a cottage nestled in the tranquil village of Cold Aston. Converted from a 300 year old stone barn and recently renovated, Greystones is conveniently situated next door to the highly regarded Plough Inn, which serves delicious locally source  …see more

from $106 / night

$736 - $1342 / week

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from $106 / night

(30) Excellent 

12

Vacation lodge in Coleford

Forest of Dean / Coleford

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Woodlands View Lodge offers quality family self catering accommodation ideally situated in the heart of the Forest of Dean & Wye Valley. Recently assessed by Quality In Tourism and awarded a prestigious 4 stars The Lodge is situated on a small secure gated private  …see more

from $66 / night

$384 - $720 / week

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from $66 / night

(3) Excellent 

20

Vacation cottage in Wyck Rissington

Gloucestershire / Wyck Rissington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
IMPORTANT INFORMATION: You are welcome to book a week or more on the Holiday Lettings or Trip Advisor sites. However, we do not support their pricing scructure for stays of less than one week. If your enquiry is for less than a week please simply complete the enquiry fo  …see more

from $75 / night

$520 - $722 / week

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from $75 / night

(28) Excellent 

24

Cinderford Vacation barn rental

Forest of Dean / Cinderford

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 70 mi
  • Child friendly
  • Pet friendly
Woodland Barn is located on a horse-shoe bend of the River Severn taking in views over the valley, fields and surrounding woodlands, it's the perfect place to relax. Our guests tell us that Woodland Barn is a home~from~home, a safe haven and when they have enjoyed  …see more

from $90 / night

$462 - $924 / week

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from $90 / night

(11) Excellent 

18

Vacation cottage rental

Forest of Dean / Coleford

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Situated in a quiet country lane on the western fringes of The Forest of Dean, with easy access to the River Wye (3 miles), this is a very desirable, detached, stone cottage with good views and particularly practical, spacious living accommodation as well as a 6 person  …see more

from $204 / night

$874 - $1492 / week

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from $204 / night

(1) Excellent 

4

Vacation farmhouse in Bisley

Gloucestershire / Bisley

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
Dating back to the 16th century, this stunning Manor house with its original Inglenook fireplaces and mullioned windows is a wonderful place to stay for a weekend break or holiday in the Cotswolds. It sits in its own gardens, neighbouring the owner’s property, whi  …see more

from $977 / night

$6838 - $10386 / week

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from $977 / night

(3) Excellent 

20

Vacation cottage rental

Forest of Dean / Saint Briavels

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Church Farm is situated in a quiet lane on the edge of St Briavels, perched high on a limestone plateau overlooking the River Wye in the heart of the ancient Forest of Dean. Skilfully and sensitively converted to a very high standard from a Grade II listed, 16th century  …see more

from $136 / night

$584 - $986 / week

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from $136 / night

16

Vacation cottage accommodation

Gloucestershire / Little Rissington

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
South View Cottage in set in one of the most desirable areas of The Cotswolds about a mile outside Bourton on the Water in Little Rissington. The barn conversion is ideal for families or small groups wishing to enjoy one of the Cotswolds most desirable spots. The owner  …see more

from $161 / night

$662 - $1216 / week

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from $161 / night

4

Bream Vacation home rental

Forest of Dean / Bream

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
CHARMING CHARACTER COTTAGE WITHIN THE HEART OF THE ROYAL FOREST OF DEAN Situated on the fringes of the village of Bream this former farm house has been restored sympathetically using locally sourced materials, with exposed beams, stone work and fireplace. Warm and in  …see more

from $54 / night

$372 - $786 / week

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from $54 / night

(1) Excellent 

30

Blakeney Vacation apartment rental

Forest of Dean / Blakeney

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The Apple Store at Maytree Cottage offers a quiet retreat in a beautiful Forest valley. A feature of this property is its large garden (approx 0.5 acre) with duck pond, kitchen garden, orchard, paths, shrubs and flowers bordered by stream and waterfall, south-facing sun  …see more

from $102 / night

$576 / week

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from $102 / night

(1) Excellent 

25

Cottage rental in Little Rissington

Gloucestershire / Little Rissington

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Private garden
Dated back to seventeenth century, this beautiful old converted barn is located in the picturesque village of Little Rissington. This village is surrounded by beautiful countryside with ample country walks. Little Rissington is half a mile from Bourton on Water, often  …see more

from $113 / night

$678 - $1835 / week

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from $113 / night