Vacation Rentals & Cottages in Winterborne Kingston

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1,342 Houses

(1) Excellent 

20

Heytor Farmhouse

Blandford Forum / Winterborne Kingston

Winterborne Kingston farmhouse

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Nearest beach 19 mi
  • Child Friendly
  • Private garden

Price per night from

$472

Responds fast!
avg. 45 minutes

Price per night from

$472

Great rentals within 20 miles that match your search

Distance approx 12.38 km from Winterborne Kingston

19

FLAT 6, 48 KINGS AVENUE, open-plan, near Poole

Dorset / Bournemouth

Bournemouth cottage

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min

Price per night from

$61

Price per night from

$61

Distance approx 16.18 km from Winterborne Kingston

17

QUIET CORNER COTTAGE, peaceful 18th century cottage surrounded by apple orchards

Dorset / Stalbridge

Stalbridge house

2 3 3 nights min

  • 2 bedrooms
  • sleeps 3
  • 3 nights min
  • Private garden

Price per night from

$57

Price per night from

$57

Distance approx 15.82 km from Winterborne Kingston

21

ABBOTS COTTAGE, perfect for couples and families with young children, Stour Prov

Gillingham / East Stour

East Stour cottage

2 2 3 nights min

  • 2 bedrooms
  • sleeps 2
  • 3 nights min
  • Child Friendly

Price per night from

$84

Price per night from

$84

Distance approx 18.62 km from Winterborne Kingston

20

NEPTUNE COTTAGE, Sleeps 5, tradtional Portland Cottage, Pet friendly, WiFi

Isle of Portland / Castletown

Castletown cottage

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$79

Price per night from

$79

Distance approx 15.69 km from Winterborne Kingston

26

SEASIDE HOUSE, Sleeps 11, close to beach, close to town, parking, WiFi, Weymouth

Dorset / Weymouth

Weymouth cottage

6 11 3 nights min

  • 6 bedrooms
  • sleeps 11
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$181

Price per night from

$181

Distance approx 16.31 km from Winterborne Kingston

31

ANCHOR COTTAGE, sleeps 4, harbour location, permit parking, WiFi, Weymouth

Dorset / Weymouth

Weymouth cottage

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Private garden

Price per night from

$89

Price per night from

$89

Distance approx 15.53 km from Winterborne Kingston

22

SEASCAPE, Ground floor apartment, seafront position, WiFi, off road parking, Sle

Dorset / Weymouth

Weymouth cottage

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min

Price per night from

$97

Price per night from

$97

Distance approx 14.48 km from Winterborne Kingston

12

East Coast

Dorset / Bournemouth

Bournemouth apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$129

Price per night from

$129

Distance approx 8.76 km from Winterborne Kingston Show on Map

(2) Very Good 

11

Warmwell Holiday Lodge to Rent

Weymouth / Warmwell

Warmwell lodge

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$114

Responds fast!
avg. 1 hour 12 minutes

Price per night from

$114

Distance approx 15.13 km from Winterborne Kingston

(6) Average 

9

Tudor Cottage Lodge

Bournemouth / East Cliff, Bournemouth

Bournemouth cottage

2 3 2 nights min

  • 2 bedrooms
  • sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Car not necessary

Price per night from

$148

Price per night from

$148

Distance approx 15.71 km from Winterborne Kingston

(22) Excellent 

Certificate of Excellence

14

8 Springhill House, Swanage

Swanage / Swanage Bay

Swanage Bay apartment

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly

Certificate of Excellence

Price per night from

$164

Responds fast!
avg. 1 hour 48 minutes

Price per night from

$164

Distance approx 19.69 km from Winterborne Kingston

(8) Excellent 

14

Fishermans Bank Holiday Home, Mudeford

Christchurch / Mudeford

Mudeford house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly
  • Private garden

Price per night from

$109

Responds fast!
avg. 2 hours 36 minutes

Price per night from

$109

Distance approx 18.2 km from Winterborne Kingston

15

Sycamores Cottage

Weymouth / Abbotsbury

Abbotsbury cottage

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 mi
  • Child Friendly

Price per night from

$127

Price per night from

$127

Distance approx 13.24 km from Winterborne Kingston

(3) Excellent 

40

Horizon Deluxe seaside private caravan hire

Dorset / Weymouth

Weymouth caravan/mobile home

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly

Price per night from

$163

Responds fast!
avg. 2 hours 33 minutes

Price per night from

$163

Distance approx 7.93 km from Winterborne Kingston Show on Map

(7) Very Good 

7

Jasmines Cottage

Dorchester / Piddlehinton

Piddlehinton cottage

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$127

Responds fast!
avg. 1 hour 8 minutes

Price per night from

$127

Distance approx 14.14 km from Winterborne Kingston

(10) Excellent 

16

2 The Coach House Apt, Walk to beach/ town in 5 mins.

Bournemouth / West Cliff

Bournemouth apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 mi
  • Car not necessary

Price per night from

$67

Responds fast!
avg. 2 hours 47 minutes

Price per night from

$67

Distance approx 11.91 km from Winterborne Kingston

(9) Excellent 

15

Town house with harbour views

Poole / Parkstone

Parkstone house

3 6 5 nights min

  • 3 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$266

Responds fast!
avg. 2 hours 17 minutes

Price per night from

$266

Distance approx 17.46 km from Winterborne Kingston

(9) Excellent 

36

Ground Floor Sea Front Apartment

Dorset / Bournemouth

Bournemouth apartment

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Child Friendly

Price per night from

$177

Responds fast!
avg. 2 hours 11 minutes

Price per night from

$177

Distance approx 8.88 km from Winterborne Kingston

(25) Very Good 

Certificate of Excellence

32

The Pink House Lulworth Dorset

Dorset / West Lulworth

West Lulworth house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Child Friendly

Certificate of Excellence

Price per night from

$192

Responds fast!
avg. 3 hours 29 minutes

Price per night from

$192

Distance approx 10.8 km from Winterborne Kingston

(17) Very Good 

20

Quayside

Poole / Baiter Park

Baiter Park house

2 3 7 nights min

  • 2 bedrooms
  • sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 mi
  • Child Friendly

Price per night from

$191

Price per night from

$191

Distance approx 16.39 km from Winterborne Kingston

(43) Excellent 

Certificate of Excellence

20

The Old Coach House

Dorset / Maiden Newton

Maiden Newton cottage

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 mi
  • Child Friendly

Certificate of Excellence

Price per night from

$115

Responds fast!
avg. 3 hours 59 minutes

Price per night from

$115

Distance approx 14.57 km from Winterborne Kingston

11

Herston Log Cabin Cherry Cabin

Isle of Purbeck / Swanage

Swanage log cabin

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child Friendly

Price per night from

$229

Price per night from

$229

Distance approx 19.27 km from Winterborne Kingston

(16) Very Good 

16

Dibben's cottage

Shaftesbury / Semley

Semley cottage

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 39 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$149

Responds fast!
avg. 53 minutes

Price per night from

$149

Distance approx 17.67 km from Winterborne Kingston

(4) Very Good 

23

Caravan, Littlesea, Weymouth

Weymouth / Littlesea Holiday Park

Littlesea Holiday Park caravan/mobile home

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

Price per night from

$111

Responds fast!
avg. 2 hours 43 minutes

Price per night from

$111

Distance approx 15.39 km from Winterborne Kingston

(9) Very Good 

Certificate of Excellence

17

Sands - Three-bedroomed Mews Cottage

Dorset / Bournemouth

Bournemouth cottage

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.35 mi
  • Child Friendly

Certificate of Excellence

Price per night from

$185

Responds fast!
avg. 3 hours 21 minutes

Price per night from

$185

Distance approx 10.69 km from Winterborne Kingston

(11) Excellent 

22

Stables Holiday Cottage

Dorset / Sturminster Newton

Sturminster Newton cottage

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 46 mi
  • Child Friendly

Price per night from

$201

Price per night from

$201

Distance approx 18.14 km from Winterborne Kingston

(3) Excellent 

15

The Willows

Weymouth / Langton Herring

Langton Herring cottage

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$89

Responds fast!
avg. 3 hours 17 minutes

Price per night from

$89

Distance approx 15.51 km from Winterborne Kingston

(12) Very Good 

18

Dorset town house

Swanage / Swanage Bay

Swanage Bay house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$104

Responds fast!
avg. 2 hours 49 minutes

Price per night from

$104

Distance approx 8.27 km from Winterborne Kingston Show on Map

(2) Very Good 

11

34 Central Park platinum grade with balcony

Poole / Hamworthy

Hamworthy caravan/mobile home

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$148

Responds fast!
avg. 2 hours 13 minutes

Price per night from

$148

Distance approx 11.87 km from Winterborne Kingston

18

ROSAMUND HOUSE

Dorset / Poole

Poole b and b

1 3 5 nights min

  • 1 bedroom
  • sleeps 3
  • 5 nights min
  • Nearest beach 0.5 mi

Price per night from

$148

Price per night from

$148

Distance approx 16.08 km from Winterborne Kingston

(29) Very Good 

24

Admiralty House

Weymouth / Greenhill

Greenhill townhouse

7 26 min stay varies

  • 7 bedrooms
  • sleeps 26
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.05 mi
  • Child Friendly

Price per night from

$1,106

Price per night from

$1,106

Distance approx 10.07 km from Winterborne Kingston

(5) Very Good 

9

Apartment

Poole / Poole Park

Poole Park apartment

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 7 mi
  • Child Friendly

Price per night from

$189

Price per night from

$189

Distance approx 12.16 km from Winterborne Kingston

18

Brand New 5 Bedroom Luxury Home 2 min from S'banks

Dorset / Poole

Poole house

5 9 7 nights min

  • 5 bedrooms
  • sleeps 9
  • 7 nights min
  • Child Friendly

Price per night from

$590

Price per night from

$590

Distance approx 8.01 km from Winterborne Kingston Show on Map

8

Hardy Cottage

Blandford Forum / Woolland

Woolland cottage

2 3 min stay varies

  • 2 bedrooms
  • sleeps 3
  • min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child Friendly
Inquire for Rates
Inquire for Rates

Distance approx 19.85 km from Winterborne Kingston

35

Mermaids Corner, Ideal for sandy beaches & forest walks, close to town.

Christchurch / Mudeford

Mudeford house

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Private garden

Price per night from

$121

Price per night from

$121

Distance approx 18.71 km from Winterborne Kingston

4

oaunfgu

Oxfordshire / Oxford

Oxford apartment

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$102

Price per night from

$102

Distance approx 18.71 km from Winterborne Kingston

4

ldusfgiouhsdfg

Oxfordshire / Oxford

Oxford apartment

2 2 1 night min

  • 2 bedrooms
  • sleeps 2
  • 1 night min
  • Child Friendly

Price per night from

$102

Price per night from

$102