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Holiday Lettings
> Europe
> United Kingdom
> England
> Dorset
> Weymouth
> Apartments and Cottages 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
Tripadvisor rating Vrbo rating
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 (5)
  • Cottage (5)
  • House (4)
  • Barn (1)

All filters (2)

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15 Holiday homes

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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

Weymouth holiday apartment rental

Weymouth apartment

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

from £793 / night

£2,379 - £7,329 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday home in Greenhill

Greenhill house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5
15 reviews

from £172 / night

£1,088 - £1,603 / week

1 / 39

Great rentals within 20 miles that match your search

Cottage rental in Weymouth

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £192 / night

£580 - £1,701 / week

1 / 20

Great rentals within 20 miles that match your search

Weymouth holiday apartment rental

Weymouth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £168 / night

£590 - £1,847 / week

1 / 24

Great rentals within 20 miles that match your search

Weymouth holiday apartment rental

Weymouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £158 / night

£560 - £1,660 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Weymouth

Weymouth apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £225 / night

£693 - £2,333 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment in Preston

Preston apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £201 / night

£1,403 / week

1 / 36

Great rentals within 20 miles that match your search

Weymouth holiday home rental

Weymouth house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

from £470 / night

£1,409 - £4,502 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday home with golf nearby in Preston

Preston house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £155 / night

£478 - £1,490 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday cottage in Weymouth

Weymouth cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2
2 reviews

from £165 / night

£495 - £1,269 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage in Langton Herring

Langton Herring cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
1 review

from £139 / night

£974 / week

1 / 40

Great rentals within 20 miles that match your search

Langton Herring holiday cottage rental

Langton Herring cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
7 reviews

from £184 / night

£1,283 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday barn in Langton Herring

Langton Herring barn

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
6 reviews

from £172 / night

£1,203 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday cottage rental

Fleet cottage

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6
14 reviews

from £201 / night

£916 - £2,290 / week

1 / 54

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday caravan/mobile home rental

Weymouth caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Wi-Fi available

7 reviews

from £343 / night

£2,397 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday home in Upwey

Upwey house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

2 reviews

from £217 / night

£690 - £2,690 / week

1 / 29

Great rentals within 20 miles that match your search

Tincleton holiday cottage rental

Tincleton cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

11 reviews

from £258 / night

£1,088 - £2,056 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday cottage rental

Osmington Mills cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

20 reviews

from £184 / night

£1,283 / week

1 / 17

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: Balcony or terrace

12 reviews

from £115 / night

£802 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday cottage rental

Langton Herring cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Balcony or terrace

6 reviews

from £118 / night

£825 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Weymouth

Weymouth house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

4 reviews

from £275 / night

£1,924 / week

1 / 11

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: Balcony or terrace

2 reviews

from £125 / night

£373 - £1,722 / week

1 / 22

Great rentals within 20 miles that match your search

Weymouth holiday cottage rental

Weymouth cottage

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Balcony or terrace

from £356 / night

£1,357 - £4,559 / week

1 / 19

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: Balcony or terrace

from £391 / night

£2,734 / week

1 / 19

Great rentals within 20 miles that match your search

Langton Herring holiday cottage rental

Langton Herring cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Balcony or terrace

32 reviews

from £172 / night

£1,203 / week

1 / 21

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: Balcony or terrace

1 review

from £223 / night

£668 - £1,743 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday cottage in Osmington

Osmington cottage

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Balcony or terrace

from £381 / night

£1,143 - £3,427 / week

1 / 24

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: Balcony or terrace

from £141 / night

£422 - £1,226 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday cottage in Weymouth

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Balcony or terrace

from £136 / night

£407 - £1,200 / 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: Balcony or terrace

from £329 / night

£1,363 / week

1 / 17

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: Balcony or terrace

1 review

from £192 / night

£577 - £1,691 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday cottage in Preston

Preston cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Balcony or terrace

from £192 / night

£580 - £1,670 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday cottage in Weymouth

Weymouth cottage

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Balcony or terrace

from £336 / night

£1,015 - £3,020 / week

1 / 35

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: Balcony or terrace

from £180 / night

£550 - £1,643 / week

1 / 20

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: Balcony or terrace

2 reviews

from £255 / night

£763 - £2,280 / week

1 / 30

Great rentals within 20 miles that match your search

Cottage rental in Weymouth

Weymouth cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Balcony or terrace

1 review

from £185 / night

£554 - £1,955 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday cottage in Chickerell

Chickerell cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Balcony or terrace

from £208 / night

£623 - £1,844 / week

1 / 18

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: Balcony or terrace

from £209 / night

£625 - £1,849 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday cottage in Upwey

Upwey cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Balcony or terrace

from £153 / night

£459 - £1,273 / week

1 / 18

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