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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)
  • 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
  • Villa (37)
  • Apartment (13)
  • Cottage (4)
  • House (44)
  • Chalet (3)
  • Lodge (1)
  • Townhouse (9)
  • Farmhouse (2)
  • Condo (5)
  • Log cabin (13)
  • Guest house (1)

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37 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Holiday villa in Southampton

Southampton villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18
7 reviews

from £1,109 / night

£7,759 / week

1 / 36

Great rentals within 20 miles that match your search

Villa rental in Cave Creek

Cave Creek villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 20

from £1,370 / night

£10,047 - £10,686 / week

1 / 52

Great rentals within 20 miles that match your search

Tobyhanna holiday villa rental

Tobyhanna villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 18

from £361 / night

£2,526 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday villa rental

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

from £268 / night

£1,874 / week

1 / 62

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 in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £211 / night

£1,477 / week

1 / 47

Great rentals within 20 miles that match your search

Villa rental in Kissimmee with shared pool, golf nearby

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 Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20
1 review

from £268 / night

£1,874 / 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 £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

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 in Davenport

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

from £268 / night

£1,874 / week

1 / 62

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

Kissimmee holiday villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18
1 review

from £211 / night

£1,477 / week

1 / 49

Great rentals within 20 miles that match your search

Davenport holiday villa rental

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

from £268 / night

£1,874 / week

1 / 61

Great rentals within 20 miles that match your search

ChampionsGate holiday villa rental

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

from £268 / night

£1,874 / week

1 / 62

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

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18
1 review

from £325 / night

£2,270 / week

1 / 62

Great rentals within 20 miles that match your search

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

from £211 / night

£1,477 / week

1 / 31

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 accommodation

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18
3 reviews

from £268 / night

£1,874 / week

1 / 61

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

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

Breckenridge ski villa to rent.

Breckenridge villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 26
14 reviews

from £3,197 / night

£22,377 / week

1 / 33

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

Holiday villa in Clermont

Clermont villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 50

from £1,033 / night

£5,716 / week

1 / 29

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 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

Kissimmee holiday villa rental

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16
3 reviews

from £211 / night

£1,477 / week

1 / 49

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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Holiday villa with shared pool, golf nearby in Gatlinburg

Gatlinburg villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Climbing frame

from £320 / night

£1,918 / week

1 / 4

Great rentals within 20 miles that match your search

Marco Island holiday home rental

Marco Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

3 filters do not match: Property type, Climbing frame, Pets allowed

from £160 / night

£1,119 / week

1 / 12

Great rentals within 20 miles that match your search

Dallas holiday chateau rental

Dallas chateau

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 18

2 filters do not match: Property type, Climbing frame

1 review

from £1,370 / night

£9,590 / week

1 / 19

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