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Compare 234 Vacation Homes in Winsham with updated reviews, rates, and availability.

Edwardian country house on Dorset's Jurassic coast
9.8 out of 10, Exceptional, (20)
"We were a mixed age family group and had a really great stay at this house. It careered for all our multigenerational needs from a 4month old to 78yr old. The garden and tennis court were a great hit. The host told us of the walk down from the house to Charmouth which was beautiful. A super stay in this lovely exploring the area. Thank you "
Edwardian country house on Dorset's Jurassic coast
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
9.8 out of 10, Exceptional, (32)
"The property was large and comfortable for our party of 10, with a well equiped kitchen, BBQ area and games room. The location js stunning, with great views."
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Spectacular setting in unspoilt East Devon, 15 minutes from Jurassic Coast.
9.6 out of 10, Exceptional, (62)
"the property is as the Vrbo description The beds were so comfortable. just to make people aware the property is not fully enclosed as if you have inquisitive dogs as mine are they can get into the wood at the side of the garden over a muddy stream then onto a road and leading to fields with livestock in. The garden is a wonderful size for doge to run around in and the outside hose is a great edition to wash down your pets as we had to do on many occasions. We were visited by a deer one morning...
Spectacular setting in unspoilt East Devon, 15 minutes from Jurassic Coast.
Large holiday house, 10 en-suite rooms, indoor pool, tennis court, hot tub and cinema room
The price is SAR 21,120
SAR 23,714 total
includes taxes & fees
5 Dec - 6 Dec
Large holiday house, 10 en-suite rooms, indoor pool, tennis court, hot tub and cinema room
Rumwell Park - 8 Bedroom Manor House - Taunton
Rumwell Park - 8 Bedroom Manor House - Taunton
Tranquil, converted barn annex, spectacular gardens
10.0 out of 10, Exceptional, (2)
"Ideal house for a holiday situated in a quiet position but close to many places to visit. "
Tranquil, converted barn annex, spectacular gardens
Spacious Converted Barn on a Flower Farm, Devon Countryside, Family Friendly
9.6 out of 10, Exceptional, (26)
"We absolutely loved staying here. The photos really don’t do the barn justice, it’s so much bigger than we thought and we had so much space. It was perfect for what we needed it for. The bedrooms are lovely and all the beds are really comfortable. The barn is lovely and warm with underfloor heating which was a huge bonus. the owners let us have a late checkout which was amazing because it was our wedding weekend, so we could have breakfast with our family. Thank you so so much. This made our...
Spacious Converted Barn on a Flower Farm, Devon Countryside, Family Friendly
Berehayes Holiday Cottages
4.0 star property
6.0 out of 10, (1)
"The owners were friendly, and attentive, but the property I felt was too expensive for what it was, there was no shower gel or anything in the bathrooms. There wasn’t a bin bin bag to collect rubbish. There were cobwebs and number of Rooms the black leather sofa was old and worn out and not very comfortable so although the setting was nice it did look like somewhere that the owners were trying to get out of as they told us there were selling up. The apartments were not somewhere you wanted to...
Berehayes Holiday Cottages
River and coastal views. Seaton beach 5 min drive, Lyme Regis 10 mins.
9.8 out of 10, Exceptional, (33)
"Lovely place . Very clean with beautiful sunny garden and a nice view across the fields. "
River and coastal views. Seaton beach 5 min drive, Lyme Regis 10 mins.
Beautiful Barn in rural Somerset, close to the coast, with stunning views
9.8 out of 10, Exceptional, (41)
"Had a lovely peaceful getaway. Enjoyed the company of the dogs!"
Beautiful Barn in rural Somerset, close to the coast, with stunning views
Ammonite barn conversion in stunning location
10.0 out of 10, Exceptional, (16)
"The views are something else, an amazing location and excellent accommodation in area of outstanding beauty. Lived in East Dorset for many years, but West Dorset and coast line is just something. "
Ammonite barn conversion in stunning location
Private detached cottage to rent on Chesil Beach
10.0 out of 10, Exceptional, (61)
"Back to Greenbanks to get our annual fix. Fab house, fab location, total isolation away from it all."
Private detached cottage to rent on Chesil Beach
Orchard Barn nr Honiton with 200 acres of parkland & ancient woodland
9.2 out of 10, Wonderful, (23)
"We really enjoyed our stay here. Good quality clean linen, fantastic kitchen space (huge table) and very roomy for us all. The outside space (orchard and beyond) was lovely particularly as we were very lucky with the weather. "
Orchard Barn nr Honiton with 200 acres of parkland & ancient woodland
House, Attractive Views Of The Byes, Family and Pet Friendly
9.2 out of 10, Wonderful, (47)
"Charming house in an ideal location just across from the Byes and a short walk into Sidmouth. Parking can be a little tricky, but the owners had provided a folder containing lots of useful information, including alternative parking."
House, Attractive Views Of The Byes, Family and Pet Friendly
Lovely peaceful rural retreat in Dorset
9.8 out of 10, Exceptional, (15)
"A beautiful barn conversation that is always extremely clean and welcoming. The location is peaceful and relaxing but several beautiful beach resorts are just a short drive away. The nearest town, Bridport has a variety of shops and places to eat or have coffee. We take our dogs along and they thoroughly enjoy the run of the fields and visiting the ponds. A great place to relax and reset. Cant wait to come back. It’s our slice of heaven on earth!"
Lovely peaceful rural retreat in Dorset
The Garden Room. Timber framed, light and airy accommodation with veranda.
10.0 out of 10, Exceptional, (65)
"We loved the location. The hosts were friendly and accommodating. We would defiantly recommend this for a great get away. The property was very private."
The Garden Room. Timber framed, light and airy accommodation with veranda.
Large Detached "upside Down" Barn, dog friendly with 1 acre enclosed paddock.
10.0 out of 10, Exceptional, (146)
"We had a lovely stay. The owners were very friendly and helpful. The barn was very roomy, well equipped with beautiful views out of the patio window. Our granddaughters loved playing in the paddock, a real asset to the property. Its surrounded by beautiful countryside and the nearest village is only a "
Large Detached "upside Down" Barn, dog friendly with 1 acre enclosed paddock.
Historical Jurassic Coastline and small fishing harbour
9.6 out of 10, Exceptional, (21)
"Only stayed one night out of seven Hosts agreed refund VRBO not so accommodating"
Historical Jurassic Coastline and small fishing harbour
Fine period home on country estate, Lyme Regis
10.0 out of 10, Exceptional, (4)
"Fully equipped property with everything and all the little extras you’d need. Comfortable beds and very peaceful location. Private beach is worth a visit and lots of lovely walks around. "
Fine period home on country estate, Lyme Regis
Littlefields - Spa hot tub, large garden, parking
10.0 out of 10, Exceptional, (3)
"We had a lovely stay at Littlefields. The house and garden were ideal for children and dogs."
Littlefields - Spa hot tub, large garden, parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winsham

Little Norton Mill
4.0 star property
10.0 out of 10, Exceptional, (31)
"Excellent stay. Cottage lounge overlooked river, very tranquil view. Friendly hosts and very good accommodation."
The price is SAR 354
SAR 415 total
includes taxes & fees
3 Dec - 4 Dec
Little Norton Mill
High Quality, Peaceful, Panoramic Views, AONB, close to Jurassic Coast.
9.6 out of 10, Exceptional, (65)
"Most beautiful country home to stay in. Very cozy and warm. Hosts were very nice and we enjoyed our chats with them. It’s a working farm and my husband coming from the farm really enjoyed that. Our best stay here in Wales or Britain as we are here for 6 weeks in all. Very nice walks on the road and the villages were beautiful. Very quiet stay as well and the bed was excellent. Very important. "
High Quality, Peaceful, Panoramic Views, AONB, close to Jurassic Coast.
Private detached cottage to rent on Chesil Beach
10.0 out of 10, Exceptional, (61)
"Back to Greenbanks to get our annual fix. Fab house, fab location, total isolation away from it all."
Private detached cottage to rent on Chesil Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.