Search 105,200+ Vacation Rentals

Winston Vacation Rentals & Homes - 286 Rentals Available

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

286 Vacation rentals

(27)

1 / 15

Winston House

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$130.00

Average (27 reviews)

Inquire

from $130.00 / night

(7)

1 / 30

Winston House

  • 6
  • 12
  • 3 nights min
  • Child friendly
  • Pet friendly

$313.00

Very Good (7 reviews)

Inquire

from $313.00 / night

(3)

1 / 9

Winston House

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$101.00

Very Good (3 reviews)

Inquire

from $101.00 / night

(1)

1 / 11

Winston House

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$104.00

Excellent (1 reviews)

Inquire

from $104.00 / night

1 / 26

Winston Cottage

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Private garden

$98.00

Inquire

from $98.00 / night

(4)

1 / 15

Winston House

  • 2
  • 4
  • 3 nights min
  • Child friendly

$133.00

Excellent (4 reviews)

Inquire

from $133.00 / night

(6)

1 / 58

Winston Cottage

  • 5
  • 10
  • 3 nights min
  • Child friendly
  • Private garden

$445.00

Excellent (6 reviews)

Inquire

from $445.00 / night

Your search has been expanded 19.8 miles to include more rentals

1 / 32

Castleside House - 19.8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$145.00

Inquire

from $145.00 / night

1 / 30

Lanchester Cottage - 18.8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$116.00

Inquire

from $116.00 / night

1 / 8

Richmond Cottage - 10.1 miles away

  • 2
  • 3
  • 3 nights min

$97.00

Inquire

from $97.00 / night

(2)

1 / 23

Hunton Cottage - 16 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly
  • Private garden

$109.00

Excellent (2 reviews)

Inquire

from $109.00 / night

1 / 14

Arrathorne Cottage - 13.6 miles away

  • 1
  • 2
  • 3 nights min

$136.00

Inquire

from $136.00 / night

(8)

1 / 14

Hurst House - 10.5 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly

$120.00

Excellent (8 reviews)

Inquire

from $120.00 / night

(3)

1 / 17

Barnard Castle House - 4.6 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$131.00

Excellent (3 reviews)

Inquire

from $131.00 / night

1 / 19

Low Row Cottage - 15 miles away

  • 2
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly

$142.00

Inquire

from $142.00 / night

(2)

1 / 35

Westgate Cottage - 19.7 miles away

  • 4
  • 8
  • 3 nights min
  • Child friendly
  • Pet friendly

$263.00

Excellent (2 reviews)

Inquire

from $263.00 / night

(2)

1 / 16

Bedale Cottage - 18 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$162.00

Average (2 reviews)

Inquire

from $162.00 / night

1 / 28

Kiplin House - 14.5 miles away

  • 2
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly

$170.00

Inquire

from $170.00 / night

1 / 24

South Stainmore Cottage - 18.8 miles away

  • 1
  • 4
  • 3 nights min
  • Child friendly

$117.00

Inquire

from $117.00 / night

1 / 33

Bellerby House - 15.1 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$185.00

Inquire

from $185.00 / night

(1)

1 / 12

Muker Cottage - 19.4 miles away

  • 1
  • 2
  • 3 nights min

$85.00

Very Good (1 reviews)

Inquire

from $85.00 / night

1 / 30

Romaldkirk Cottage - 9.8 miles away

  • 1
  • 2
  • 3 nights min
  • Child friendly
  • Private garden

$113.00

Inquire

from $113.00 / night

(3)

1 / 15

Romaldkirk Cottage - 8.3 miles away

  • 2
  • 3
  • 3 nights min
  • Pet friendly

$97.00

Excellent (3 reviews)

Inquire

from $97.00 / night

(2)

1 / 13

Barnard Castle Cottage - 5.7 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly

$97.00

Average (2 reviews)

Inquire

from $97.00 / night

(1)

1 / 40

Mickleton Cottage - 11.6 miles away

  • 4
  • 7
  • 3 nights min
  • Child friendly
  • Pet friendly

$153.00

Excellent (1 reviews)

Inquire

from $153.00 / night

1 / 35

Haswell Plough Cottage - 19.7 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Private garden

$188.00

Inquire

from $188.00 / night

1 / 37

Ingleton Cottage - 3 miles away

  • 3
  • 6
  • 3 nights min
  • Pet friendly
  • Private garden

$137.00

Inquire

from $137.00 / night

1 / 22

Headlam Yurt - 3.1 miles away

  • 1
  • 2
  • 3 nights min
  • Private garden

$130.00

Inquire

from $130.00 / night

1 / 24

Mickleton Cottage - 11.8 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Private garden

$182.00

Inquire

from $182.00 / night

(2)

1 / 14

Bedale Cottage - 18 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$148.00

Very Good (2 reviews)

Inquire

from $148.00 / night

1 / 47

Sedgefield House - 16 miles away

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$175.00

Inquire

from $175.00 / night

1 / 19

Richmond House - 10.2 miles away

  • 3
  • 5
  • 3 nights min
  • Child friendly
  • Pet friendly

$146.00

Inquire

from $146.00 / night

1 / 15

Bedale Cottage - 18 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$154.00

Inquire

from $154.00 / night

1 / 11

Ovington Cottage - 1.6 miles away

  • 1
  • 2
  • 3 nights min
  • Pet friendly
  • Private garden

$106.00

Inquire

from $106.00 / night

(1)

1 / 16

Richmond Cottage - 10.2 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly

$126.00

Excellent (1 reviews)

Inquire

from $126.00 / night

1 / 26

Barnard Castle House - 5.7 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

$95.00

Inquire

from $95.00 / night

1 / 23

Gainford Apartment - 1.6 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$100.00

Inquire

from $100.00 / night

1 / 20

Muker Barn - 19.4 miles away

  • 2
  • 5
  • 3 nights min
  • Child friendly

$120.00

Inquire

from $120.00 / night

1 / 32

East Cowton House - 15 miles away

  • 3
  • 8
  • 3 nights min
  • Child friendly
  • Pet friendly

$189.00

Inquire

from $189.00 / night

1 / 20

East Cowton Apartment - 13.4 miles away

  • 2
  • 4
  • 3 nights min
  • Child friendly

$127.00

Inquire

from $127.00 / night