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

Holiday Rentals in Bend - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Property rating (out of 5)
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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 (39)
  • Apartment (7)
  • Cottage (7)
  • House (95)
  • Lodge (2)
  • Manor House (1)
  • Bungalow (1)
  • Townhouse (7)
  • Farmhouse (1)
  • Studio (1)
  • Condo (9)
  • Private room (1)
  • Log cabin (9)
  • Guest house (4)
  • B&B (1)
  • Hotel apartment (1)

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39 Holiday homes

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Great rentals within 20 miles that match your search

Naples holiday villa accommodation

Naples villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £171 / night

£1,191 - £4,580 / week

1 / 24

Great rentals within 20 miles that match your search

Tobyhanna holiday villa rental

Tobyhanna villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 18

from £362 / night

£2,533 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Haines City

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
6 reviews

from £97 / night

£641 / week

1 / 27

Great rentals within 20 miles that match your search

Villa rental in Southern Pines with golf nearby

Southern Pines villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 25

from £2,284 / night

£10,960 / week

1 / 163

Great rentals within 20 miles that match your search

Cape Coral holiday villa rental

Cape Coral villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8
19 reviews

from £247 / night

£1,725 / week

1 / 34

Great rentals within 20 miles that match your search

Villa letting in ChampionsGate with golf nearby

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

from £269 / night

£1,879 / week

1 / 66

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 £321 / night

£2,245 / 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 £269 / night

£1,879 / week

1 / 64

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £212 / night

£1,482 / week

1 / 47

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 £326 / night

£2,277 / 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 £326 / night

£2,277 / 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 £321 / night

£2,245 / 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 £326 / night

£2,277 / 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 £326 / night

£2,277 / week

1 / 58

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
1 review

from £269 / night

£1,879 / week

1 / 66

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 £269 / night

£1,879 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday villa in Cape Coral

Cape Coral villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
13 reviews

from £274 / night

£1,918 / week

1 / 46

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

£1,482 / 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

£1,482 / 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

£1,118 - £1,272 / 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 £326 / night

£2,277 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday villa with golf nearby in Pompano Beach

Pompano Beach villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
4 reviews

from £183 / night

£1,145 - £2,061 / week

1 / 29

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

£1,482 / week

1 / 48

Great rentals within 20 miles that match your search

Fort Lauderdale holiday villa rental

Fort Lauderdale villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12
1 review

from £1,308 / night

£9,155 - £9,733 / week

1 / 31

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 £321 / night

£2,245 / week

1 / 100

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18
1 review

from £212 / night

£1,482 / week

1 / 49

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 £321 / night

£2,245 / week

1 / 86

Great rentals within 20 miles that match your search

Holiday villa in Davenport

Davenport villa

  • 12 bedrooms
  • 6 bathrooms
  • sleeps 24
4 reviews

from £889 / night

£6,385 - £15,092 / week

1 / 132

Great rentals within 20 miles that match your search

ChampionsGate holiday villa rental

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20
2 reviews

from £321 / night

£2,245 / week

1 / 97

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 £326 / night

£2,277 / week

1 / 56

Great rentals within 20 miles that match your search

Breckenridge ski villa to rent.

Breckenridge villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 26
14 reviews

from £3,206 / night

£22,442 / week

1 / 33

Great rentals within 20 miles that match your search

Villa rental in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £91 / night

£635 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa in Four Corners

Four Corners villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £91 / night

£635 / week

1 / 33

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

£1,482 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8
4 reviews

from £91 / night

£635 / week

1 / 34

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 £390 / night

£2,645 - £4,676 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday villa letting

Palm Springs villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8
3 reviews

from £504 / night

£3,847 - £4,617 / week

1 / 70

Great rentals within 20 miles that match your search

Kissimmee holiday villa rental

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
38 reviews

from £115 / night

£802 - £888 / week

1 / 18

Great rentals within 20 miles that match your search

Orlando holiday villa rental

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £157 / night

£1,100 / week

1 / 23

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 rental

Estes Park house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 10

5 filters do not match: Property type, Horse riding, Satellite TV … more

from £2,284 / night

£15,984 / week

1 / 39

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