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Holiday Lettings
> Europe
> United Kingdom
> England
> Dorset
> Weymouth
> Cottages and Houses in Upwey

Holiday Rentals in Upwey - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
  • 5
  • 4 and above
  • 3 and above
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Filtered properties are rated either by Tripadvisor Vacation Rentals users, or by Vrbo users. Both rating systems are separate, and are depicted differently as shown in the key above. Tripadvisor performs checks on its reviews. Holiday Lettings and companies under Tripadvisor Group do not check Vrbo reviews.
Property type
  • Apartment (1)
  • Cottage (3)
  • House (3)

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7 Holiday homes

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Applied filters (2)
Cot available
Dishwasher

Great rentals within 20 miles that match your search

Greenhill holiday home rental

Greenhill house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12
22 reviews

from £458 / night

£3,206 / week

1 / 31

Great rentals within 20 miles that match your search

Langton Herring holiday cottage rental

Langton Herring cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2
32 reviews

from £172 / night

£1,203 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday cottage rental

Osmington Mills cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
20 reviews

from £184 / night

£1,283 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home letting

Weymouth house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
11 reviews

from £218 / night

£1,523 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home in Winterbourne Abbas

Winterbourne Abbas house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
3 reviews

from £395 / night

£1,693 - £3,186 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Preston

Preston apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3
5 reviews

from £155 / night

£1,117 / week

1 / 24

Great rentals within 20 miles that match your search

Tincleton holiday cottage rental

Tincleton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
11 reviews

from £258 / night

£1,088 - £2,056 / week

1 / 48

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday home in Upwey

Upwey house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

2 reviews

from £217 / night

£690 - £2,690 / week

1 / 29

Great rentals within 20 miles that match your search

Weymouth holiday apartment rental

Weymouth apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

1 filter does not match: Dishwasher

12 reviews

from £115 / night

£802 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday home in Greenhill

Greenhill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Cot available

15 reviews

from £172 / night

£1,088 - £1,603 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday home in Weymouth

Weymouth house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 15

1 filter does not match: Cot available

2 reviews

from £745 / night

£4,008 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday log cabin in Upwey

Upwey log cabin

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

2 reviews

from £125 / night

£373 - £1,722 / week

1 / 22

Great rentals within 20 miles that match your search

Osmington holiday home rental

Osmington house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cot available

from £391 / night

£2,734 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday cottage in Osmington

Osmington cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

1 review

from £223 / night

£668 - £1,743 / week

1 / 42

Great rentals within 20 miles that match your search

Weymouth holiday cottage rental

Weymouth cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Cot available

from £141 / night

£422 - £1,226 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday cottage in Weymouth

Weymouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cot available

from £329 / night

£1,363 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage rental

Preston cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

2 reviews

from £255 / night

£763 - £2,280 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday cottage in Weymouth

Weymouth cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £209 / night

£625 - £1,849 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage in Weymouth

Weymouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Cot available

from £180 / night

£550 - £1,628 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Weymouth

Weymouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £383 / night

£2,677 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday home rental

Weymouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Cot available

from £392 / night

£2,742 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in Preston

Preston apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £158 / night

£556 - £1,258 / week

1 / 23

Great rentals within 20 miles that match your search

Weymouth holiday home rental

Weymouth house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Cot available

from £470 / night

£1,409 - £4,502 / week

1 / 46

Great rentals within 20 miles that match your search

Home rental in Broadmayne

Broadmayne house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 filter does not match: Dishwasher

from £458 / night

£3,206 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday cottage in Preston

Preston cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £209 / night

£627 - £1,912 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday home rental

Upwey house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Cot available

from £190 / night

£584 - £1,929 / week

1 / 26

Great rentals within 20 miles that match your search

Preston holiday cottage rental

Preston cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

1 review

from £142 / night

£425 - £1,584 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Preston

Preston house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £223 / night

£668 - £2,127 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday home in Preston

Preston house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 filter does not match: Cot available

from £229 / night

£685 - £2,902 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday cottage in Weymouth

Weymouth cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Cot available

from £415 / night

£1,294 - £4,780 / week

1 / 29

Great rentals within 20 miles that match your search

Preston holiday cottage rental

Preston cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £331 / night

£992 - £2,993 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday cottage letting

Portesham cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Cot available

from £194 / night

£581 - £1,948 / week

1 / 31

Great rentals within 20 miles that match your search

Cottage rental in Waddon with golf nearby

Waddon cottage

  • 4 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Cot available

from £192 / night

£575 - £1,650 / week

1 / 27

Great rentals within 20 miles that match your search

Osmington holiday log cabin rental

Osmington log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £217 / night

£650 - £1,900 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Osmington

Osmington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £225 / night

£712 - £2,113 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday home in Weymouth

Weymouth house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 11

1 filter does not match: Cot available

1 review

from £1,374 / night

£9,618 / week

1 / 23

Great rentals within 20 miles that match your search

Apartment rental in Upwey

Upwey apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £136 / night

£946 / week

1 / 38

Great rentals within 20 miles that match your search

Preston holiday bungalow rental

Preston bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

from £132 / night

£916 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday bungalow accommodation

Nottington bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Cot available

10 reviews

from £138 / night

£962 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday home in Weymouth

Weymouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Cot available

from £138 / night

£745 - £1,145 / week

1 / 41

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