Holiday Cottages in Winterbourne Steepleton, Dorset



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Cottages in Winterbourne Steepleton
A) Garden Cottage 3 Mill Lane Winterbourne Steepleton Winterbourne Steepletonfrom £309 to £582
Entrance hall. Very comfortable sitting room with multi fuel stove dining area and sofa bed (for + 2). Modern fitted kitchen. Double bedroom. Bathroom/WC (shower over bath).
in or very close to Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton vacation apartments, Garden Cottage, sleeps 4 - Tucked away in the delightful hamlet of Winterbourne Steepleton this charming 200 year old single-storey property is ideally situated for exploring Dorset. One of a pair Garden Cottage offers very com...
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B) Plum Cottage Coombe Road Winterbourne Steepleton Dorsetfrom £281 to £523
Sitting/dining room with sofa bed (for + 2) and kitchen area. Double bedroom (twin by arrangement) with ensuite bathroom/WC (shower over bath).
approx 1 miles from Winterbourne Steepleton
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Winterbourne Steepleton apartments, Plum Cottage, sleeps 4 - Nestling in beautiful countryside just 12 miles from West Bay these comfortable lodge style properties offer an ideal base from which to explore the Jurassic Coast and glorious landscape inland. Along...
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C) Rose Cottage Coombe Road Winterbourne Steepleton Dorsetfrom £258 to £523
Entrance into cosy open plan sitting/dining room with sofa bed (for + 2) and kitchen area. Double bedroom with ensuite bathroom/WC (shower over bath).
approx 1 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton holiday home, Rose Cottage, sleeps 4 - Nestling in beautiful countryside just 12 miles from West Bay these comfortable lodge style properties offer an ideal base from which to explore the Jurassic Coast and glorious landscape inland. Along...
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D) Primrose Cottage Coombe Road Winterbourne Steepleton Dorsetfrom £258 to £523
Entrance into cosy open plan sitting/dining room with sofa bed (for + 2) and kitchen area. Double bedroom with ensuite bathroom/WC (shower over bath).
approx 1 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton self-catering home, Primrose Cottage, sleeps 4 - Nestling in beautiful countryside just 12 miles from West Bay these comfortable lodge style properties offer an ideal base from which to explore the Jurassic Coast and glorious landscape inland. Along...
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E) Tailor's Cottage Dorset, Hampshire and Wiltshirefrom £495 to £595
Oak-beamed 18th century cottage in the heart of historic Dorchester
approx 5 miles from Winterbourne Steepleton
Accommodation for 5

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Winterbourne Steepleton holiday house, Tailor's Cottage, sleeps 5 - Gorgeous welcoming cottage with beamed ceilings and thick stone walls dating from 1776. Weymouth is just 12 minutes on the train - ideal for the Olympic sailing, and the Sealife Adventure Park is a mu...
F) SeaView Dorset, Hampshire and Wiltshirefrom £395 to £925
Comfortable accommodation with stunning views
approx 9 miles from Winterbourne Steepleton
Accommodation for 7

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Winterbourne Steepleton holiday cottage, SeaView, sleeps 7 - Sea View is a delightfully furnished flat on Weymouth's beachfront. The flat is situated on the second and third floor of the building. SeaView has a stunning view over Weymouth Bay with it's fine ...
G) Old School Cottage Dorset, Hampshire and Wiltshirefrom £225 to £650
2 Bedrooms each with an ensuite shower room
approx 8 miles from Winterbourne Steepleton
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Winterbourne Steepleton accommodation to rent, Old School Cottage, sleeps 4 - The Old School is set at the edge of the tranquil village of Toller Porcorum in a conservation area by the River Hooke valley in Thomas Hardy's beloved Dorset countryside which is within easy reach of...
H) The Upper School Dorset, Hampshire and Wiltshirefrom £220 to £590
THE UPPER SCHOOL WITH FANTASTIC VIEWS TOWARDS EGGARDON HILL
approx 8 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton Self Catering cottage, The Upper School, sleeps 4 - The Old School is set at the edge of the tranquil village of Toller Porcorum in a conservation area by the River Hooke valley in Thomas Hardy's beloved Dorset countryside which is within easy reach of...
I) The Lower School Dorset, Hampshire and Wiltshirefrom £220 to £560
THE LOWER SCHOOL OFFERS GROUND FLOOR ACCOMMODATION
approx 8 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton Self Catering home, The Lower School, sleeps 4 - The Old School is set at the edge of the tranquil village of Toller Porcorum in a conservation area by the River Hooke valley in Thomas Hardy's beloved Dorset countryside which is within easy reach of...
J) The Little School Dorset, Hampshire and Wiltshirefrom £175 to £495
The Little School sleeps 2 with own patio
approx 8 miles from Winterbourne Steepleton
Accommodation for 2

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Winterbourne Steepleton self-catering accommodation, The Little School, sleeps 2 - The Old School is set at the edge of the tranquil village of Toller Porcorum in a conservation area by the River Hooke valley in Thomas Hardy's beloved Dorset countryside which is within easy reach of...
K) Paradise Villas Dorset, Hampshire and Wiltshirefrom £350 to £1250
Lovely Beach Bungalow overlooking Weymouth Bay. Olympic availability.
approx 8 miles from Winterbourne Steepleton
Accommodation for 7

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Winterbourne Steepleton Self Catering, Paradise Villas, sleeps 7 - L O C A T I O N : Escape to the seaside, at this beautiful beach location overlooking the bay. Where ships drop anchor and the magical isle of Portland on the ...
L) Villas de la Mer Dorset, Hampshire and Wiltshirefrom £395 to £2500
Bungalows with 2/3 Bedrooms, 2 Bathrooms, 2 Sun Patios, plus Sofabed options
approx 8 miles from Winterbourne Steepleton
Accommodation for 10

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Winterbourne Steepleton holiday letting, Villas de la Mer, sleeps 10 - The views from Villa de la mer will take your breath away. Villa de la mer has 2 Sun Patios overlooking the sea, for Dining or Sun bathing. Property is situated on the promenade at the quiet end of be...
M) Gardeners Cottage Dorset, Hampshire and Wiltshirefrom £380 to £1200
Cosy 2 bedroom seaside cottage, close to the old quay and sea
approx 10 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton holiday house, Gardeners Cottage, sleeps 4 - Gardeners Cottage is a cosy two bedroom cottage located 5 minutes walk to the old quay and Weymouth town centre. The location of the cottage is approximately 200yards from the coastal pathway with vi...
N) West Woods Westwood Farm Evershotfrom £258 to £523
Comfortable sitting room with electric fire and dining area. Modern galley style kitchen. Double bedroom. Bathroom/WC (shower over bath).
approx 12 miles from Winterbourne Steepleton
Accommodation for 2

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Winterbourne Steepleton holiday properties, West Woods, sleeps 2 - Set in an Area of Outstanding Natural Beauty this cottage makes an ideal base for exploring Thomas Hardy Country. Set on the owners’ non working farm it offers comfortable modern accommodation j...
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O) Fryermayne Fryermayne Estate Broadmaynefrom £730 to £1646
Sitting room with wood burner and French doors to patio. Spacious well equipped modern kitchen with dining area. Utility room. Twin bedded room with zip and link beds (double by arr). Shower room with flush to floor shower and grab rails/WC. First floor: Spacious double bedroom with king size bed and ensuite bathroom/WC (shower attachment). Second double bedroom with king size bed and ensuite shower room/WC. Two twin bedded rooms one with zip and link beds (double by arr). Bathroom/WC.
approx 9 miles from Winterbourne Steepleton
Accommodation for 10

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Winterbourne Steepleton holiday cottage, Fryermayne, sleeps 10 - Amidst peace and rural seclusion yet only 4 miles from the county town of Dorchester this spacious and very comfortable house stands on the owners’ 160 acre working farm. Converted from the form...
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P) Lynwood Lodge Dorset, Hampshire and Wiltshirefrom £525 to £995
Three bedroom bungalow near the sea with ample parking
approx 9 miles from Winterbourne Steepleton
Accommodation for 7

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Winterbourne Steepleton to rent, Lynwood Lodge, sleeps 7 - Lynwood Lodge sleeps up to 7 guests. The property is in an area of Outstanding Natural Beauty and only a short distance from the Jurassic Coast world Heritage Site. It is located 2 miles off the coas...
Q) Beachcombers Cottage Dorset, Hampshire and Wiltshirefrom £425 to £1400
Great for Sailing, Walking, Diving, Birdwatching and relaxing
approx 13 miles from Winterbourne Steepleton
Accommodation for 7

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Winterbourne Steepleton Self Catering home, Beachcombers Cottage, sleeps 7 - With the garden backing onto Chesil Beach part ofthe World Heritage Coastline, this comfortable three bedroom cottage is ideally placed for the National Sailing Academy,or for walking the costal path....
R) Pebble Pickers Cottage Dorset, Hampshire and Wiltshirefrom £425 to £1400
Lovely cosy cottage great for Sailing, Walking, Cycling, Diving
approx 13 miles from Winterbourne Steepleton
Accommodation for 8

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Winterbourne Steepleton holiday letting, Pebble Pickers Cottage, sleeps 8 - With the garden backing onto Chesil Beach part ofthe World Heritage Coastline, this comfortable three bedroom cottage is ideally placed for the National Sailing Academy,or for walking the costal path....
S) Clockmakers Cottage Chetnole Chetnolefrom £434 to £839
Spacious entrance hall. Sitting room with gas fire and countryside views. Spacious and well equipped kitchen with TV and dining area. Cloakroom/WC. Pretty double bedroom with king size bed. Twin bedded room overlooking garden. Bathroom/WC (shower over bath).
approx 14 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton holiday home, Clockmakers Cottage, sleeps 4 - Situated on the edge of a peaceful Dorset village this delightful single storey cottage enjoys its own private terrace overlooking the River Wriggle and beautiful surrounding countryside. Furnished an...
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T) Chesil Beach Cottage Dorset, Hampshire and Wiltshirefrom £450 to £550
on 3 floors, sleeps 4 +2 kids, cross road to sea
approx 13 miles from Winterbourne Steepleton
Accommodation for 6

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Winterbourne Steepleton self-catering home, Chesil Beach Cottage, sleeps 6 - Chiswell is the first village on Portland, to the right as you approach and is on the level with the sea wall and Chesil Beach on the right. The house is one of a pair of old houses built of Portl...
U) Sea Dog Cottage Dorset, Hampshire and Wiltshirefrom £350 to £1110
Stunning Cottage sleeps 4 next to Chesil Beach .
approx 13 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton to rent, Sea Dog Cottage, sleeps 4 - Built in te 1800's Sea Dog promises a truly first rate holiday.Following recent total refurbishment which blends the very best of old with stylish modern fittings and fixtures, this Portland stone cot...
V) Otter's Holt Dorset, Hampshire and Wiltshirefrom £495 to £895
Otter's Holt - 3 bed roomed 4star lodge cabin
approx 14 miles from Winterbourne Steepleton
Accommodation for 8

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Winterbourne Steepleton accommodation to rent, Otter's Holt, sleeps 8 - White Horse Farm is situated in the hamlet of Middlemarsh, in the heart of rural Dorset, and is surrounded by miles and miles of glorious unspoilt countryside. There are four tastefully converted and ...
W) Badger's Dorset, Hampshire and Wiltshirefrom £255 to £435
Badger's - one bedroomed double - barn cottage
approx 14 miles from Winterbourne Steepleton
Accommodation for 2

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Winterbourne Steepleton self-catering cottage, Badger's, sleeps 2 - White Horse Farm is situated in the hamlet of Middlemarsh, in the heart of rural Dorset, and is surrounded by miles and miles of glorious unspoilt countryside. There are four tastefully converted and ...
X) Toad Hall Dorset, Hampshire and Wiltshirefrom £335 to £550
Toad Hall has two bedrooms. One double bedroom and one twin bedroom.
approx 14 miles from Winterbourne Steepleton
Accommodation for 5

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Winterbourne Steepleton apartments, Toad Hall, sleeps 5 - White Horse Farm is situated in the hamlet of Middlemarsh, in the heart of rural Dorset, and is surrounded by miles and miles of glorious unspoilt countryside. There are four tastefully converted and ...
Y) Ratty's Dorset, Hampshire and Wiltshirefrom £255 to £435
Ratty's Barn Cottage - One Twin Bedroom with bed settee in lounge
approx 14 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton Self Catering cottage, Ratty's, sleeps 4 - White Horse Farm is situated in the hamlet of Middlemarsh, in the heart of rural Dorset, and is surrounded by miles and miles of glorious unspoilt countryside. There are four tastefully converted and ...
Z) Moley's Dorset, Hampshire and Wiltshirefrom £275 to £435
Moleys - One bedroomed double barn cottage
approx 14 miles from Winterbourne Steepleton
Accommodation for 2

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Winterbourne Steepleton self-catering accommodation, Moley's, sleeps 2 - White Horse Farm is situated in the hamlet of Middlemarsh, in the heart of rural Dorset, and is surrounded by miles and miles of glorious unspoilt countryside. There are four tastefully converted and ...
[) The Willows Dorset, Hampshire and Wiltshirefrom £475 to £790
4 Star Farmhouse annex with 3 double bed rooms
approx 14 miles from Winterbourne Steepleton
Accommodation for 6

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Winterbourne Steepleton holiday properties, The Willows, sleeps 6 - White Horse Farm is situated in the hamlet of Middlemarsh, in the heart of rural Dorset, and is surrounded by miles and miles of glorious unspoilt countryside. There are four tastefully converted and ...
[) Cove Cottage Dorset, Hampshire and Wiltshirefrom £325 to £1000
Fisherman's cottage on Chesil beach.4 star Gold award
approx 14 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton holiday home, Cove Cottage, sleeps 4 - Cove Cottage is the perfect place to experience Portland's rugged beauty just a stone's throw from Chesil Beach and watch the breathtaking sunsets at the local Cove pub. This Grade II listed fisher...
[) Orchard View Lower Bookham Buckland Newton Buckland Newtonfrom £395 to £753
Hall. Spacious sitting room with open fire and French doors to patio. Spacious well equipped kitchen with dining area. Utility room. Double bedroom. Twin bedded room. Bathroom/WC.
approx 13 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton cottage, Orchard View, sleeps 4 - In an elevated setting affording the most wonderful panoramic views from almost every window this very comfortable single storey property makes an ideal base for exploring one of England’s lovel...
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[) Wagon House Dorset, Hampshire and Wiltshirefrom £435 to £855
Watch birds, badgers and deer from your patio, overlooking our fishing lake
approx 13 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton holiday cottages, Wagon House, sleeps 4 - Bookham Court lies in an Area of Outstanding Natural Beauty with panoramic views over the Blackmore Vale, yet only half an hour from the sea. Watch wildlife from our hide and see badgers feeding and ...
[) Crowthorne Dorset, Hampshire and Wiltshirefrom £640 to £1350
Beautifully converted cottage, sleeps 8 +2,
approx 13 miles from Winterbourne Steepleton
Accommodation for 10

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Winterbourne Steepleton holiday house, Crowthorne, sleeps 10 - This 5 star graded property offers 4 bedrooms including 2 double rooms and 2 twin rooms and can sleep 8 people + 2 on a sofabed. It also has 2 en-suite bathrooms and 2 en-suite shower rooms. The larg...
[) Little Coombe Dorset, Hampshire and Wiltshirefrom £399 to £810
Character cottage close to Wessex way and Hardy trail, abundant wildlife
approx 13 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton accommodation to rent, Little Coombe, sleeps 4 - Bookham Court lies in an Area of Outstanding Natural Beauty with panoramic views over the Blackmore Vale, yet only half an hour from the sea. Watch wildlife from our hide and see badgers feeding and ...
[) Great Coombe Dorset, Hampshire and Wiltshirefrom £588 to £1299
Quality holiday cottage, sleeps 8, plus wildlife hide, fishing lake, games room
approx 13 miles from Winterbourne Steepleton
Accommodation for 9

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Winterbourne Steepleton cottage, Great Coombe, sleeps 9 - Bookham Court lies in an Area of Outstanding Natural Beauty with panoramic views over the Blackmore Vale, yet only half an hour from the sea. Watch wildlife from our hide and see badgers feeding and ...
[) Sunset Cottage Dorset, Hampshire and Wiltshirefrom £325 to £1000
Perfect place to enjoy the Jurassic Coast
approx 14 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton apartments, Sunset Cottage, sleeps 4 - Sunset Cottage is the perfect place to experience Portlands rugged beauty. Just 200yards from Chesil Beach. Short distance from sailing academy, Windsurfing, Kite surfing Centres and diving schools....
[) Anchor Cottage Dorset, Hampshire and Wiltshirefrom £325 to £1000
Attractive 3 Bedroom sleeps 5, with off road parking and suitable for children.
approx 15 miles from Winterbourne Steepleton
Accommodation for 5

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Winterbourne Steepleton holiday home, Anchor Cottage, sleeps 5 - Built in the 1800's out of Portland stone and with beams throughout, Anchor Cottage has alot of charm and character. This cottage offers a comfortable lounge/dining room, well equipped kitchen and th...
[) The Old Granary West Milton West Milton Dorsetfrom £489 to £921
This property offers spacious and comfortable accommodation. Sitting room with electric fire. Modern fitted kitchen with dining area. Shower room/WC. First floor: Double bedroom. Two twin bedded rooms. Single bedroom. Bathroom/WC.
approx 11 miles from Winterbourne Steepleton
Accommodation for 7

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Winterbourne Steepleton Self Catering cottage, The Old Granary, sleeps 7 - Standing in an area of outstanding natural beauty with the lovely Dorset hills rising steeply around this unique collection of properties is set within the grounds of the owner’s working farm on...
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[) Stable Cottage West Milton West Milton Dorsetfrom £334 to £631
This property enjoys a sunny and sheltered courtyard setting. Sitting room with electric fire. Spacious kitchen with dining area. First floor: Double bedroom. Twin bedded room. Bathroom/WC.
approx 11 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton cottages to rent, Stable Cottage, sleeps 4 - Standing in an area of outstanding natural beauty with the lovely Dorset hills rising steeply around this unique collection of properties is set within the grounds of the owner’s working farm on...
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[) Valley View West Milton West Milton Dorsetfrom £334 to £631
A comfortably furnished property enjoying a large south facing lawned garden. Sitting room with electric fire. Kitchen with fitted units and dining area. Double bedroom. Twin bedded room. Bathroom/WC (shower over bath).
approx 11 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton vacation rentals, Valley View, sleeps 4 - Standing in an area of outstanding natural beauty with the lovely Dorset hills rising steeply around this unique collection of properties is set within the grounds of the owner’s working farm on...
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[) Pig Sty Cottage West Milton West Milton Dorsetfrom £279 to £523
A charming and very attractively furnished cottage. Very comfortable open plan sitting room with electric fire sofa bed and kitchen/dining area. Double bedroom. Bathroom/WC (shower over bath).
approx 11 miles from Winterbourne Steepleton
Accommodation for 2

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Winterbourne Steepleton Self Catering home, Pig Sty Cottage, sleeps 2 - Standing in an area of outstanding natural beauty with the lovely Dorset hills rising steeply around this unique collection of properties is set within the grounds of the owner’s working farm on...
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[) The Orchard Dorset, Hampshire and Wiltshirefrom £500 to £600
Beautiful 3 bedroom sleeps 6 with log fire and huge garden. Jurrasic coast.
approx 11 miles from Winterbourne Steepleton
Accommodation for 7

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Winterbourne Steepleton accomodation, The Orchard, sleeps 7 - The Orchard is a detached cottage built of Portland stone with a thatched roof. It dates from the early 1700s (Grade 2 listed) and is comfortably furnished throughout. The ground floor consists of...
[) River Cottage Athelhampton Athelhampton Dorchesterfrom £551 to £1515
Entrance hall. Cosy sitting room with electric ‘wood burner effect’ fire wooden floor and French doors to decked patio. Well equipped modern fitted kitchen with dining area. Double bedroom with TV and ensuite bathroom/WC (shower over bath). First floor: Twin bedded room with zip and link beds (6’ double by arr) TV and ensuite bathroom/WC (shower over bath). Steep second staircase to first floor: Double bedroom with four poster bed TV and ensuite bathroom/WC (shower over bath).
approx 11 miles from Winterbourne Steepleton
Accommodation for 6

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Winterbourne Steepleton accommodation to rent, River Cottage, sleeps 6 - In the grounds of one of the finest 15th century country houses in England this charming thatched cottage offers very comfortable accommodation in lovely surroundings near the banks of the River Piddl...
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[) Tincleton Lodge Dorset, Hampshire and Wiltshirefrom £695 to £2995
Newly renovated 5 star Luxury accommodation for 10 set in 600 acres.
approx 11 miles from Winterbourne Steepleton
Accommodation for 10

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Winterbourne Steepleton holiday properties, Tincleton Lodge, sleeps 10 - Newly renovated and refurbished throughout, Tincleton Lodge offers luxury 5 star self-catering accommodation. FREE Wi-Fi Internet Access. Situated in Tincleton, a quiet village of Dorset in the h...
[) Rose Cottage Dorset, Hampshire and Wiltshirefrom £395 to £2495
Luxury 5 star accommodation for 6/7. FREE WiFi Internet Access.
approx 12 miles from Winterbourne Steepleton
Accommodation for 7

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Winterbourne Steepleton holiday house, Rose Cottage, sleeps 7 - Newly renovated and refurbished throughout, Rose Cottage offers luxury 5 star self-catering accommodation. The cottage is situated in Tincleton, a quiet village of Dorset in the heart of Hardy's ...
[) The Granary Dorset, Hampshire and Wiltshirefrom £250 to £490
Brick and flint conversion in traditional rural setting.
approx 13 miles from Winterbourne Steepleton
Accommodation for 4

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Winterbourne Steepleton accomodation, The Granary, sleeps 4 - Our holiday accommodation is adapted from a flint and stone barn and forms part of our Georgian family farmhouse. Our home is on the site of an ancient Iron Age settlement. Surrounded by beautiful co...
[) Clyffe Dairy Cottage Dorset, Hampshire and Wiltshirefrom £325 to £525
3 Star self catering cottage set in delightful rural village for 2/3 people.
approx 12 miles from Winterbourne Steepleton
Accommodation for 3

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Winterbourne Steepleton self-catering cottage, Clyffe Dairy Cottage, sleeps 3 - Clyffe Dairy Cottage offers delightful cosy accommodation for 2/3 people. 3 star. Situated in Tincleton, a quiet village of Dorset in the heart of Hardy's Wessex. The county town of Dorchester is ...
[) Daisy Cottage Dorset, Hampshire and Wiltshirefrom £330 to £650
Modern, spacious & cosy,flexible change over days & free logs!!
approx 12 miles from Winterbourne Steepleton
Accommodation for 5

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Winterbourne Steepleton cottages to rent, Daisy Cottage, sleeps 5 - Within a 5 minute drive you can reach the market town of Bridport and with 10 minutes the Beautiful Jurassic coastline. Daisy cottage has a modern spacious open plan kitchen/diner that is furnished wi...
[) Greygles Dorset, Hampshire and Wiltshirefrom £550 to £1250
Spacious cottage set up for 7. One double is on ground floor. Dogs accepted
approx 14 miles from Winterbourne Steepleton
Accommodation for 8

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Winterbourne Steepleton Self Catering, Greygles, sleeps 8 - Rural peace in spacious, well-equipped stone cottage. Delightful views. Set in the gentle hills of 'Hardy' country, on edge of friendly village with farm shop and pub. England at its best. Antique ...



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