Updating

Dates
...

Viewing 40 of 10,057 rentals in Bend

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday Lettings
> North America
> United States
> Oregon
> Central Oregon
> Condos 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
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 (57)
  • Apartment (102)
  • Cottage (9)
  • House (128)
  • Penthouse (1)
  • Chalet (3)
  • Lodge (1)
  • Manor House (1)
  • Barn (1)
  • Townhouse (34)
  • Studio (5)
  • Chateau (1)
  • Condo (140)
  • Private room (5)
  • Caravan/Mobile Home (2)
  • Guest house (2)
  • Log cabin (10)
  • Hotel apartment (26)

All filters (3)

Filters (4)

Clear filters

57 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Orlando

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £156 / night

£1,087 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday villa in Aventura

Aventura villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

from £1,097 / night

£7,680 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa in Fedhaven

Fedhaven villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £128 / night

£823 / week

1 / 10

Great rentals within 20 miles that match your search

Villa accommodation in Cabo San Lucas

Cabo San Lucas villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from £849 / night

£5,943 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa in San Diego

San Diego villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £471 / night

£3,296 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Orlando

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £206 / night

£1,189 / week

1 / 16

Great rentals within 20 miles that match your search

Celebration holiday villa rental

Celebration villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £255 / night

£1,786 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday villa in Mount Pocono

Mount Pocono villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £275 / night

£1,097 / week

1 / 60

Great rentals within 20 miles that match your search

Rehoboth Beach holiday villa rental

Rehoboth Beach villa

  • 13 bedrooms
  • 14 bathrooms
  • sleeps 35

from £1,828 / night

£9,142 / week

1 / 56

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

Vail ski villa to rent.

Vail villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £1,372 / night

£9,600 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday villa rental

Cape Coral villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5
2 reviews

from £229 / night

£1,600 / week

1 / 13

Great rentals within 20 miles that match your search

Villa rental in Williamsburg with shared pool

Williamsburg villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12
4 reviews

from £320 / night

£1,715 / week

1 / 32

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 rental

Myrtle Beach villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £173 / night

£1,555 / week

1 / 37

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 with shared pool, golf nearby in Gatlinburg

Gatlinburg villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £320 / night

£1,920 / week

1 / 4

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 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

Holiday villa in Kissimmee

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

from £212 / night

£1,479 / 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 £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

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

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 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 golf nearby in Clermont

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

from £1,034 / night

£7,238 / week

1 / 55

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

£1,479 / 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 £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

×

Also consider