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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)
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  • 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 (30)
  • Apartment (3)
  • House (22)
  • Chalet (3)
  • Manor House (1)
  • Townhouse (5)
  • Condo (16)
  • Log cabin (7)
  • Hotel apartment (6)
  • Guest house (1)

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30 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £268 / night

£1,874 / 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

£2,238 / 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

£1,874 / 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

£2,270 / 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

£2,270 / 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

£2,238 / 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

£2,270 / 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

£2,270 / 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

£1,874 / 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 £211 / night

£1,477 / 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 £211 / night

£1,477 / 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

£1,115 - £1,268 / week

1 / 21

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 £211 / night

£1,477 / 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

£2,238 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Clermont

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

from £1,033 / night

£7,231 / week

1 / 55

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

£2,238 / 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

£2,244 / 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

£2,238 / 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

£895 / week

1 / 41

Great rentals within 20 miles that match your search

ChampionsGate holiday villa rental

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

from £320 / night

£2,238 / 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

£2,270 / week

1 / 56

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

£2,244 / 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

£2,139 / week

1 / 61

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

£2,244 / 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 £211 / night

£1,477 / week

1 / 48

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14
1 review

from £211 / night

£1,477 / 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 £4,567 / night

£31,967 / 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 £211 / night

£1,477 / 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 £263 / night

£1,842 / week

1 / 70

Great rentals within 20 miles that match your search

Amelia Island holiday villa rental

Amelia Island villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14
4 reviews

from £278 / night

£1,944 / week

1 / 27

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 Gettysburg with indoor pool

Gettysburg house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 14

3 filters do not match: Property type, Tennis in town, Shared outdoor pool (heated)

8 reviews

from £914 / night

£6,394 / week

1 / 52

Great rentals within 20 miles that match your search

Cottage rental in Wisconsin Dells with shared pool

Wisconsin Dells cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

5 filters do not match: Property type, Horse riding, Tennis in town … more

1 review

from £136 / night

£953 / week

1 / 78

Great rentals within 20 miles that match your search

Holiday studio rental

Las Vegas studio

  • Studio
  • 1 bathroom
  • sleeps 2

5 filters do not match: Property type, Horse riding, Tennis in town … more

from £165 / night

£1,151 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday condo with shared pool in West Yellowstone

West Yellowstone condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

6 filters do not match: Property type, Horse riding, Tennis in town … more

2 reviews

from £457 / night

£2,923 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa with shared pool, golf nearby in Gatlinburg

Gatlinburg villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Horse riding

from £320 / night

£1,918 / week

1 / 4

Great rentals within 20 miles that match your search

New Smyrna Beach holiday condo rental

New Smyrna Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

4 filters do not match: Property type, Horse riding, Shared outdoor pool (heated) … more

7 reviews

from £124 / night

£752 / week

1 / 26

Great rentals within 20 miles that match your search

Marco Island holiday home rental

Marco Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

5 filters do not match: Property type, Horse riding, Tennis in town … more

from £160 / night

£1,119 / week

1 / 12

Great rentals within 20 miles that match your search

Crystal Beach holiday studio rental

Crystal Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

6 filters do not match: Property type, Horse riding, Tennis in town … more

2 reviews

from £92 / night

£548 / week

1 / 16

Great rentals within 20 miles that match your search

Dallas holiday chateau rental

Dallas chateau

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 18

3 filters do not match: Property type, Tennis in town, Shared outdoor pool (heated)

1 review

from £1,370 / night

£9,590 / week

1 / 19

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

4 filters do not match: Horse riding, Tennis in town, Toaster … more

4 reviews

from £229 / night

£1,599 / week

1 / 16

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