Houses in Upwey and Cottages – Holiday Lettings - Holiday Rentals Upwey

Close

View larger map

Also consider

Europe Holidays
479632 properties
United Kingdom Holidays
59460 properties
Weymouth Holidays
171 properties
Cottages Cornwall
2983 properties
Apartments Greater London
941 properties
Cottages Cumbria
2225 properties
Cottages Lake District
1840 properties
Cottages Devon
2810 properties
Cottages Central England / Cotswolds
940 properties
Cottages Dorset
819 properties
Cottages Isle of Wight
507 properties
Cottages Peak District / Derbyshire
460 properties
Cottages Somerset
610 properties
Cottages Kent
557 properties
Cottages Sussex
770 properties
Cottages Norfolk
1023 properties
Cottages Isle of Man
11 properties
Northumberland
640 properties
Cottages Yorkshire / Yorkshire Dales
1496 properties
Cottages England
41760 properties
Cottages Scotland
7758 properties
Apartments Edinburgh
1385 properties
Cottages Wales
7155 properties
Coastal Cottages
222 properties

Upwey

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

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

711 Holiday homes

(11) Excellent 

57

Holiday cottage in Upwey

Weymouth / Upwey

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £179 / night

£899 - £1,599 / week

Book View

from £179 / night

(3) Excellent 

12

Holiday cottage in Upwey

Weymouth / Upwey

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £110 / night

£370 - £780 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £110 / night

(2) Excellent 

39

Holiday cottage in Upwey

Weymouth / Upwey

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £261 / night

£1,073 - £2,179 / week

Book View

from £261 / night

(3) Very Good 

12

Holiday cottage in Upwey

Weymouth / Upwey

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £100 / night

£350 - £560 / week

Book View

Responds fast!
avg. 2 hours 31 minutes

from £100 / night

(19) Very Good 

21

Upwey holiday cottage rental

Weymouth / Upwey

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“The most idyllic holiday cottage” This is the second time that I have visited this gorgeous cottage. It is compact but has everything you could need for a short break. The garden is sweet and my children aged 11 and 6, love the cottage and found plenty to do in the area and have already requested to go again. Even washing up is a pleasure here - when you look out the window at the calm, rural view. Thoroughly recommend it.

from £110 / night

£330 - £695 / week

Book View

from £110 / night

(2) Excellent 

12

Cottage rental in Upwey

Weymouth / Upwey

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

from £100 / night

£595 / week

Book View

Responds fast!
avg. 20 minutes

from £100 / night

(2) Excellent 

32

Holiday cottage in Upwey

Weymouth / Upwey

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 5 km
  • Child friendly
  • Pet friendly

from £65 / night

£450 - £950 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £65 / night

21

Holiday home in Upwey

Weymouth / Upwey

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £53 / night

£375 - £1,006 / week

Enquire View

from £53 / night

(1) Excellent 

17

Holiday home in Upwey

Weymouth / Upwey

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Private garden

from £69 / night

£489 - £1,754 / week

Enquire View

from £69 / night

17

Holiday home in Upwey

Weymouth / Upwey

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Child friendly
  • Private garden

from £44 / night

£308 - £615 / week

Enquire View

from £44 / night

(2) Excellent 

19

Holiday home rental

Weymouth / Upwey

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden

from £62 / night

£438 - £1,310 / week

Enquire View

from £62 / night

(5) Excellent 

31

Holiday home in Upwey

Weymouth / Upwey

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £57 / night

£403 - £1,206 / week

Enquire View

from £57 / night

(2) Excellent 

20

Holiday home letting

Weymouth / Upwey

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £69 / night

£489 - £1,824 / week

Enquire View

from £69 / night

(1) Excellent 

15

Holiday home accommodation

Weymouth / Upwey

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £56 / night

£394 - £1,171 / week

Enquire View

from £56 / night

18

Holiday home rental

Weymouth / Upwey

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £62 / night

£438 - £1,310 / week

Enquire View

from £62 / night

Top Destination reviews

The Brambles
Lovely cottage

The brambles is a lovely cottage in a lovely location, & easy to get to different places would recamend to friends … see more
Upwey Cottage - Weymouth
Cosy and comfortable

Enjoyed a great weekend away in this cosy and comfortable cottage, which had everything we needed for our stay. Lovely views from the windows over local countryside. Garden was quiet and secure. … see more
Vitality Cottage
Lovely cottage in quiet village close to Dorchester and Weymouth

We stayed for a week with teenage daughters and an elderly parent, and had a wonderful time. Very quiet (apart from Saturday night when a private party at the nearby pub continued into the small hours). We ate twice in the pub, but otherwise cooked at the cottage (after shopping at supermarkets in Dorchester and Weymouth, or the local shop at Broadwey), and found everything we needed in the well-equipped kitchen. Lovely to sit outside in the gravelled garden. Bedrooms clean and attractive, with a loft bedroom where our teenage daughters could establish their own space! Lovely location, with a footpath leading up to the top of the Ridgeway and splendid views both north over Dorchester and south towards Portland. A gentle walk down Elwell Street leads to the Wishing Well and lovely tea rooms. We were in Upwey without a car, but there is an excellent local bus service (every ten minutes for much of the day). The house was immaculate when we arrived, and the owners friendly and helpful.see more