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Holiday Lettings
> North America
> United States
> Oregon
> Central Oregon
> Villas and Houses in Bend

Holiday Rentals in Bend - 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
  • Villa (38)
  • Apartment (17)
  • House (33)
  • Lodge (1)
  • Townhouse (13)
  • Condo (17)
  • Private room (5)
  • Hotel apartment (8)
  • Log cabin (2)

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38 Holiday homes

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Great rentals within 20 miles that match your search

Carlsbad holiday villa rental

Carlsbad villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £353 / night

£2,469 / week

1 / 23

Great rentals within 20 miles that match your search

Great Smoky Mountains National Park holiday villa rental

Great Smoky Mountains National Park villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £115 / night

£800 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa accommodation

Isle of Palms villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £777 / night

£5,440 / week

1 / 101

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £268 / night

£1,875 / week

1 / 62

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £320 / night

£2,240 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £268 / night

£1,875 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £325 / night

£2,272 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £325 / night

£2,272 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from £320 / night

£2,240 / week

1 / 65

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with golf nearby

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £325 / night

£2,272 / week

1 / 57

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £325 / night

£2,272 / week

1 / 58

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £268 / night

£1,875 / week

1 / 59

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £212 / night

£1,479 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £212 / night

£1,479 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Cape Coral

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7
12 reviews

from £188 / night

£1,116 - £1,269 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £325 / night

£2,272 / week

1 / 57

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £212 / night

£1,479 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in ChampionsGate

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £320 / night

£2,240 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £320 / night

£2,240 / week

1 / 86

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £321 / night

£2,247 / week

1 / 56

Great rentals within 20 miles that match your search

ChampionsGate holiday villa rental

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20
2 reviews

from £320 / night

£2,240 / week

1 / 97

Great rentals within 20 miles that match your search

Villa accommodation in Osprey with golf nearby

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £128 / night

£896 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £212 / night

£1,479 / week

1 / 44

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £212 / night

£1,479 / week

1 / 46

Great rentals within 20 miles that match your search

ChampionsGate holiday villa rental

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

from £320 / night

£2,240 / week

1 / 68

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18
2 reviews

from £325 / night

£2,272 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £326 / night

£2,279 - £2,599 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18
1 review

from £321 / night

£2,247 / week

1 / 57

Great rentals within 20 miles that match your search

Four Corners holiday villa rental

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from £321 / night

£2,141 / week

1 / 61

Great rentals within 20 miles that match your search

Villa accommodation in Orlando with shared pool

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £229 / night

£1,600 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Four Corners

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

from £321 / night

£2,247 / week

1 / 75

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with swimming pool, golf nearby

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £212 / night

£1,479 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14
22 reviews

from £202 / night

£1,408 / week

1 / 53

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14
1 review

from £212 / night

£1,479 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday villa in Vail

Vail villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £4,571 / night

£31,998 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14
3 reviews

from £212 / night

£1,479 / week

1 / 48

Great rentals within 20 miles that match your search

Villa rental in Davenport with swimming pool, golf nearby

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20
1 review

from £264 / night

£1,843 / week

1 / 70

Great rentals within 20 miles that match your search

Santa Fe holiday villa rental

Santa Fe villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
13 reviews

from £389 / night

£2,638 - £4,663 / week

1 / 45

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Home rental in Moultonborough

Moultonborough house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

3 filters do not match: Property type, Shared outdoor pool (heated), Safe

from £1,137 / night

£7,954 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday home in Lake Norman

Lake Norman house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

3 filters do not match: Property type, Shared outdoor pool (heated), Safe

from £453 / night

£3,168 / week

1 / 33

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