List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • England Clear
  • Dorset Clear
  • Upwey Clear

Location

Upwey

  • Show all locations

more +

less -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

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

Filters applied: Non-Smoking property (17)

17 of 17 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

from £93 / night

£650 - £1499 / week

View

(7) Excellent 5/5 

1 / 24

Holiday cottage in Upwey

Cottage / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages
  • Car not necessary

Excellent 5/5 

Add to shortlist

from £93 / night

£650 - £1499 / week

View

Lovely 4 bed cottage. Peaceful, Dorset village location. Sleeps up to 8 adults. 3 toilets, 2 bathrooms. Child friendly. Beautiful surrounding countryside. Winter and summer destination. Outside dining. Off street parking. Good public transport links.  …see more

from £41 / night

£285 - £810 / week

View

(1) Excellent 5/5 

1 / 10

Cottage rental in Upwey

Cottage / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome

Excellent 5/5 

Add to shortlist

from £41 / night

£285 - £810 / week

View

Cozy, perfectly located and well equipped on a peaceful horse stud farm, within 30 acre horse-grazing grounds with great access to footpaths. Just 3 miles from groceries, the seaside and harbour of Weymouth. Cats,dogs, donkeys, chickens, ponies and horses are on site. We offer three cottages on site, Kimberwick, Snaffles and Pelham.  …see more

from £50 / night

£350 - £710 / week

View

(1) Excellent 5/5 

1 / 12

Holiday cottage in Upwey

Cottage / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden

Excellent 5/5 

Add to shortlist

from £50 / night

£350 - £710 / week

View

The Swallows is a 2 bedroom self catering cottage available for weekly lets or short breaks out of season. It is situated 5 miles from Weymouth just off the Fleet and Chesil beach and the Coastal Footpath literally runs past the cottage.  …see more

Featured properties

from £43 / night

£300 - £510 / week

View

(1) Excellent 5/5 

1 / 14

Holiday cottage rental

Cottage / 1 Bedroom / sleeps 2

  • Great for children of all ages
  • Pets welcome
  • Private garden

Excellent 5/5 

Add to shortlist

from £43 / night

£300 - £510 / week

View

The Willows is a comfortable self catering holiday cottage situated near Weymouth and the wonderful Jurrasic Coastline. The cottage is Gold Star rated by the English Tourist Board.  …see more

from £41 / night

£285 - £810 / week

View

1 / 10

Upwey holiday cottage rental

Cottage / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages
  • Car advised

Add to shortlist

from £41 / night

£285 - £810 / week

View

Cozy, perfectly located and well equipped on a peaceful horse stud farm, within 30 acre horse-grazing grounds with great access to footpaths. Just 3 miles from groceries, the seaside and harbour of Weymouth. Cats,dogs, donkeys, chickens, ponies and horses are on site. We offer three cottages on site, Kimberwick, Snaffles and Pelham.  …see more

from £43 / night

£300 - £510 / week

View

1 / 12

Holiday cottage in Upwey

Cottage / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £43 / night

£300 - £510 / week

View

The Brambles cottage, Gold Rated by the English Tourist Board, is a comfortable and well equipped self catering cottage available for weekly lets through out the year. It is situated on our working dairy farm near Weymouth and the stunning Jurassic Coast.  …see more

from £77 / night

£533 - £1087 / week

View

(1) Excellent 5/5 

1 / 22

Holiday cottage in Upwey

Cottage / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

Excellent 5/5 

Add to shortlist

from £77 / night

£533 - £1087 / week

View

Picturesque village setting nearby duck pond.  …see more

from £46 / night

£320 - £695 / week

View

(13) Very Good 4.5/5 

1 / 20

Upwey holiday cottage rental

Cottage / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

Add to shortlist

from £46 / night

£320 - £695 / week

View

A beautiful two bedroom cottage in Upwey, Weymouth. Ideal for family or quiet holidays. Beach and country walks near by. With 40ft garden, parking for two cars and stunning rural views down the valley. Shop 50 yards, pub ¼ mile. No smokers please. Pets welcome. The area is one of the sunniest places in Britain.  …see more

from £127 / night

£886 - £1786 / week

View

(1) Excellent 5/5 

1 / 39

Holiday cottage in Upwey

Cottage / 1 Bedroom / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised

Excellent 5/5 

Add to shortlist

from £127 / night

£886 - £1786 / week

View

Ssituated along a country lane on the edge of the picturesque village of Upwey, Cobblestone House has been skilfully refurbished to offer highly desirable, family accommodation.  …see more

from £56 / night

£389 - £803 / week

View

1 / 15

Holiday cottage in Upwey

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

Add to shortlist

from £56 / night

£389 - £803 / week

View

A semi detached property located on the outskirts of the beautiful village of Abbotsbury.  …see more

from £50 / night

£345 - £709 / week

View

1 / 16

Cottage rental in Upwey

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

Add to shortlist

from £50 / night

£345 - £709 / week

View

Quiet and peaceful edge of village location  …see more

from £47 / night

£325 - £671 / week

View

1 / 24

Holiday cottage in Upwey

Cottage / 2 Bedrooms / sleeps 5

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

Add to shortlist

from £47 / night

£325 - £671 / week

View

Peaceful village location.  …see more

from £50 / night

£347 - £803 / week

View

1 / 24

Holiday cottage in Upwey

Cottage / 2 Bedrooms / sleeps 4

  • Ask owner if suitable for children
  • Car advised
  • Pets welcome
  • Private garden

Add to shortlist

from £50 / night

£347 - £803 / week

View

Blueberry Cottage is a much improved and extended pretty holiday home.  …see more

from £95 / night

£663 - £1378 / week

View

1 / 24

Holiday cottage in Upwey

Cottage / 4 Bedrooms / sleeps 8

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden

Add to shortlist

from £95 / night

£663 - £1378 / week

View

Picturesque village location.  …see more

from £95 / night

£663 - £1378 / week

View

1 / 23

Holiday cottage in Upwey

Cottage / 4 Bedrooms / sleeps 7

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed

Add to shortlist

from £95 / night

£663 - £1378 / week

View

A beautiful traditional thatched cottage in the Dorset coastal village of Sutton Poyntz.  …see more

from £47 / night

£325 - £671 / week

View

1 / 21

Holiday cottage in Upwey

Cottage / 1 Bedroom / sleeps 2

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden

Add to shortlist

from £47 / night

£325 - £671 / week

View

A converted detached property located in the picturesque village of Upwey.  …see more

from £52 / night

£360 - £765 / week

View

1 / 14

Holiday barn in Upwey

Barn / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome

Add to shortlist

from £52 / night

£360 - £765 / week

View

1 of 3 single storey barn conversions a short drive to beaches these delightful barn conversions nestle in a quiet spot yet close to many amenities, their location makes an ideal base to explore a wide variety of places of interest amongst the won...  …see more
first last

Also consider

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