Self catering Weymouth - pick a dream cottage to rent

View larger map

Price per night

£119 Average

Price per night

to

Bedrooms

Bathrooms

Location

  • England
  • Dorset
  • Dorchester

Location

  • All locations
  • Greenhill (1)
  • Langton Herring (2)
  • Rodwell (1)
  • Wyke Regis (1)

More

Less

Property type

More

Less

Also consider

Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria / Lake District
940 properties
Houses Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Houses Dorset
819 properties
Houses Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Houses Somerset
610 properties
Houses Kent
557 properties
Houses Sussex
770 properties
Houses Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Houses Yorkshire / Yorkshire Dales
1496 properties
Coastal Cottages
222 properties
Estates Greenhill
9 properties
Littlesea Holiday Park
7 properties
Preston, Dorset
7 properties
Langton Herring
5 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

50 Holiday homes

Filters applied: BBQ (8) Fireplace (8) Clear all

(13) Excellent 

1 / 30

Cottage accommodation in Weymouth

Dorset / Weymouth

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £65 / night

£500 - £820 / week

Book

from £65 / night

(9) Excellent 

1 / 22

Holiday farmhouse rental

Weymouth / Wyke Regis

6 10 Min stay varies

Farmhouse / 6 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £150 / night

£1295 - £1775 / week

Book

from £150 / night

(17) Very Good 

1 / 23

Langton Herring holiday cottage rental

Weymouth / Langton Herring

1 2 Min stay varies

Cottage / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £125 / night

£775 / week

Book

from £125 / night

1 / 5

Holiday cottage in Rodwell

Weymouth / Rodwell

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £85 / night

£390 - £550 / week

Book

from £85 / night

1 / 17

Holiday cottage in Langton Herring

Weymouth / Langton Herring

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £85 / night

£400 - £710 / week

Book

from £85 / night

1 / 14

Holiday cottage in Weymouth

Dorset / Weymouth

3 6 3 nights min stay

Cottage / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £80 / night

£400 - £850 / week

Book

from £80 / night

1 / 11

Holiday cottage in Weymouth

Dorset / Weymouth

2 4 7 nights min stay

Cottage / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £86 / night

£600 / week

Book

from £86 / night

(12) Very Good 

1 / 24

Greenhill holiday home rental

Weymouth / Greenhill

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £275 / night

£2500 / week

Book

from £275 / night

More results near

Distance approx 1.55 miles from Weymouth Show on Map

(5) Excellent 

1 / 23

Tincleton holiday cottage rental

Dorchester / Tincleton

3 6 Min stay varies

Cottage / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £95 / night

£495 - £1495 / week

Book

from £95 / night

Distance approx 3.08 miles from Weymouth Show on Map

(2) Very Good 

1 / 28

Holiday home in Portland

Isle of Portland / Portland

3 7 7 nights min stay

House / 3 bedrooms / sleeps 7 / 7 nights min stay

Add to shortlist

from £120 / night

£840 - £1200 / week

Book

from £120 / night

Distance approx 3.49 miles from Weymouth Show on Map

(13) Excellent 

1 / 20

Holiday home rental

Isle of Portland / Portland

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £130 / night

£480 - £1150 / week

Enquire

from £130 / night

Distance approx 3.58 miles from Weymouth Show on Map

1 / 11

Portland holiday home accommodation

Isle of Portland / Portland

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £120 / night

£375 - £750 / week

Book

from £120 / night

Distance approx 3.69 miles from Weymouth Show on Map

(8) Excellent 

1 / 57

Holiday cottage in Upwey

Dorset / Upwey

4 8 Min stay varies

Cottage / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £179 / night

£1599 / week

Book

from £179 / night

Distance approx 3.84 miles from Weymouth Show on Map

(4) Excellent 

1 / 25

Osmington Mills holiday bungalow rental

Dorset / Osmington Mills

3 8 Min stay varies

Bungalow / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £55 / night

£350 - £1231 / week

Enquire

from £55 / night

Distance approx 4.16 miles from Weymouth Show on Map

(1) Excellent 

1 / 39

Holiday cottage in Upwey

Dorset / Upwey

4 8 3 nights min stay

Cottage / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £247 / night

£986 - £1997 / week

Enquire

from £247 / night

Distance approx 4.83 miles from Weymouth Show on Map

1 / 15

Cottage rental in Abbotsbury

Dorset / Abbotsbury

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £77 / night

£350 - £710 / week

Enquire

from £77 / night

Distance approx 4.83 miles from Weymouth Show on Map

(1) Excellent 

1 / 12

Holiday cottage in Upwey

Dorset / Upwey

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £85 / night

£375 - £710 / week

Book

from £85 / night

Distance approx 5.06 miles from Weymouth Show on Map

(1) Excellent 

1 / 18

Portland holiday home rental

Isle of Portland / Portland

4 8 Min stay varies

House / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £100 / night

£1350 / week

Enquire

from £100 / night

Distance approx 6.14 miles from Weymouth Show on Map

(18) Very Good 

1 / 20

Holiday farmhouse with tennis court in Holworth

Dorchester / Holworth

2 4 Min stay varies

Farmhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

Distance approx 6.24 miles from Weymouth Show on Map

(3) Very Good 

1 / 22

Holiday cottage in Broadmayne

Dorset / Broadmayne

4 6 Min stay varies

Cottage / 4 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £110 / night

£770 - £1175 / week

Book

from £110 / night

Distance approx 7.45 miles from Weymouth Show on Map

(3) Good 

1 / 5

Holiday home in East Chaldon

Dorchester / East Chaldon

5 13 7 nights min stay

House / 5 bedrooms / sleeps 13 / 7 nights min stay

Add to shortlist

from £250 / night

£1450 / week

Book

from £250 / night

Distance approx 7.45 miles from Weymouth Show on Map

(1) Very Good 

1 / 8

Holiday home in East Chaldon

Dorchester / East Chaldon

4 7 Min stay varies

House / 4 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £89 / night

£600 - £1195 / week

Book

from £89 / night

Distance approx 7.45 miles from Weymouth Show on Map

(7) Good 

1 / 8

Holiday cottage in East Chaldon

Dorchester / East Chaldon

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £79 / night

£475 - £799 / week

Book

from £79 / night

Distance approx 7.47 miles from Weymouth Show on Map

(2) Excellent 

1 / 17

Farmhouse rental in Cattistock

Dorset / Cattistock

4 8 7 nights min stay

Farmhouse / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £300 / night

£2100 / week

Book

from £300 / night

Distance approx 7.83 miles from Weymouth Show on Map

(1) Excellent 

1 / 24

Holiday home in East Chaldon

Dorchester / East Chaldon

5 12 Min stay varies

House / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £170 / night

£1000 - £2200 / week

Book

from £170 / night

Distance approx 8.06 miles from Weymouth Show on Map

1 / 7

Holiday barn rental

Dorset / Dorchester

2 4 7 nights min stay

Barn / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £70 / night

£485 - £950 / week

Book

from £70 / night

Distance approx 8.62 miles from Weymouth Show on Map

(11) Excellent 

1 / 13

Holiday cottage in Winfrith Newburgh

Dorset / Winfrith Newburgh

1 3 Min stay varies

Cottage / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £70 / night

£300 - £550 / week

Book

from £70 / night

Distance approx 8.69 miles from Weymouth Show on Map

(6) Excellent 

1 / 20

Cottage rental in Isle of Purbeck

Dorset / Isle of Purbeck

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £70 / night

£400 - £800 / week

Book

from £70 / night

Distance approx 8.79 miles from Weymouth Show on Map

(27) Excellent 

1 / 9

Holiday cottage in Lulworth Cove

Wareham / Lulworth Cove

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £80 / night

£400 - £820 / week

Enquire

from £80 / night

Distance approx 8.86 miles from Weymouth Show on Map

(23) Very Good 

1 / 24

Lulworth Cove holiday b&b rental

Wareham / Lulworth Cove

3 6 Min stay varies

B&B / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £95 / night

£500 - £735 / week

Book

from £95 / night

Distance approx 8.9 miles from Weymouth Show on Map

(18) Very Good 

1 / 24

Holiday cottage in Lulworth Cove

Wareham / Lulworth Cove

5 10 Min stay varies

Cottage / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £150 / night

£900 - £1600 / week

Book

from £150 / night

Distance approx 9.52 miles from Weymouth Show on Map

(17) Excellent 

1 / 24

Holiday cottage with tennis court in Tincleton

Dorchester / Tincleton

5 10 Min stay varies

Cottage / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £175 / night

£595 - £2395 / week

Book

from £175 / night

Distance approx 9.76 miles from Weymouth Show on Map

(10) Excellent 

1 / 25

Manor house rental in Dorchester with tennis court

Dorset / Dorchester

8 22 Min stay varies

Manor House / 8 bedrooms / sleeps 22 / Min stay varies

Add to shortlist

from £383 / night

£2000 - £3950 / week

Enquire

from £383 / night

Distance approx 9.89 miles from Weymouth Show on Map

(1) Excellent 

1 / 10

Holiday farmhouse in Dorchester

Dorset / Dorchester

5 9 7 nights min stay

Farmhouse / 5 bedrooms / sleeps 9 / 7 nights min stay

Add to shortlist

from £208 / night

£1450 - £1950 / week

Enquire

from £208 / night

Distance approx 9.92 miles from Weymouth Show on Map

(3) Very Good 

1 / 22

Holiday cottage in Tincleton

Dorchester / Tincleton

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £57 / night

£395 - £880 / week

Book

from £57 / night

Distance approx 10.23 miles from Weymouth Show on Map

(19) Excellent 

1 / 15

Holiday barn in Frampton

Dorchester / Frampton

1 2 2 nights min stay

Barn / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £60 / night

£325 - £500 / week

Book

from £60 / night

Distance approx 10.48 miles from Weymouth Show on Map

(18) Excellent 

1 / 16

Puddletown holiday cottage rental

Dorchester / Puddletown

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £60 / night

£315 - £650 / week

Enquire

from £60 / night

Distance approx 10.66 miles from Weymouth Show on Map

(1) Excellent 

1 / 8

Litton Cheney holiday converted chapel rental

Bridport / Litton Cheney

2 3 3 nights min stay

Converted Chapel / 2 bedrooms / sleeps 3 / 3 nights min stay

Add to shortlist

from £60 / night

£500 / week

Book

from £60 / night

Distance approx 11.21 miles from Weymouth Show on Map

(11) Very Good 

1 / 32

Holiday home in West Lulworth

Dorset / West Lulworth

3 7 Min stay varies

House / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £150 / night

£1435 / week

Book

from £150 / night

Distance approx 11.39 miles from Weymouth Show on Map

(18) Excellent 

1 / 24

Holiday cottage in Tolpuddle

Dorchester / Tolpuddle

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £65 / night

£770 / week

Enquire

from £65 / night

Distance approx 11.89 miles from Weymouth Show on Map

(28) Excellent 

1 / 24

Holiday cottage in Tolpuddle

Dorchester / Tolpuddle

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £65 / night

£800 / week

Enquire

from £65 / night

Distance approx 12.17 miles from Weymouth Show on Map

(5) Very Good 

1 / 11

Holiday home in East Burton

Wareham / East Burton

5 22 2 nights min stay

House / 5 bedrooms / sleeps 22 / 2 nights min stay

Add to shortlist

from £550 / night

£2500 / week

Enquire

from £550 / night

Distance approx 12.59 miles from Weymouth Show on Map

(3) Excellent 

1 / 26

Maiden Newton holiday home rental

Dorset / Maiden Newton

6 12 3 nights min stay

House / 6 bedrooms / sleeps 12 / 3 nights min stay

Add to shortlist

from £275 / night

£1500 - £3250 / week

Book

from £275 / night

Distance approx 12.69 miles from Weymouth Show on Map

(14) Excellent 

1 / 20

Maiden Newton holiday barn rental

Dorset / Maiden Newton

4 8 7 nights min stay

Barn / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £93 / night

£650 - £1850 / week

Enquire

from £93 / night

Distance approx 12.76 miles from Weymouth Show on Map

(8) Excellent 

1 / 24

Holiday cottage in Maiden Newton

Dorset / Maiden Newton

1 4 3 nights min stay

Cottage / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £67 / night

£303 - £634 / week

Book

from £67 / night

Distance approx 13.7 miles from Weymouth Show on Map

1 / 19

Holiday cottage in Toller Porcorum

Dorset / Toller Porcorum

3 6 3 nights min stay

Cottage / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £111 / night

£474 - £799 / week

Enquire

from £111 / night

Distance approx 13.76 miles from Weymouth Show on Map

(7) Very Good 

1 / 18

Holiday cottage in Hinton St George

Somerset / Hinton St George

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £125 / night

£350 - £480 / week

Book

from £125 / night

Distance approx 14.01 miles from Weymouth Show on Map

(46) Excellent 

1 / 17

Holiday cottage in Bere Regis

Dorset / Bere Regis

2 5 Min stay varies

Cottage / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £80 / night

£650 / week

Enquire

from £80 / night

Distance approx 14.53 miles from Weymouth Show on Map

1 / 14

Holiday cottage in Loders

Bridport / Loders

3 6 7 nights min stay

Cottage / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £72 / night

£500 - £1080 / week

Book

from £72 / night

Distance approx 14.66 miles from Weymouth Show on Map

(11) Excellent 

1 / 18

Bridport holiday cottage let

Dorset / Bridport

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £80 / night

£380 - £790 / week

Enquire

from £80 / night

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page