Photo by Sue Wormald

Holiday Homes in Upwey

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Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Upwey holiday homes

1. The Courthouse

The Courthouse
3.5 star property
Weymouth
The price is AU$1,792
includes taxes & fees
27 Nov - 28 Nov
The Courthouse

2. Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is AU$337
includes taxes & fees
25 Nov - 26 Nov
Hardy View Farm House

3. Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (5 reviews)
"The house was outstanding, probably the best we’ve ever experienced. It is exceptionally clean, comfortable for our family of 5, and convenient to the sites in the area. We would stay there again if we return."
United States
Kristina
The price is AU$496
includes taxes & fees
15 Nov - 16 Nov
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

4. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

The Old Police House, sleeps 10, 1850,s cottage, Family Stay!
Winterborne Whitechurch
10.0 out of 10, Exceptional, (2 reviews)
"Excellent cottage! Super quirky and perfect for a large group. My husband’s family all met at the Langham vineyard (jut 8 minute’s drive up the road from the accommodation) to celebrate his 50th ; adults, kids, dog…we had a wonderful time and carried on the celebrations with an evening of chat in the comfortable lounge and some food in the spacious dining area before heading to bed (all 10 of us). Martin was a wonderful host, very quick responses and super accommodating. The whole area is...
United States
Stacia B.
The price is AU$663
includes taxes & fees
15 Nov - 16 Nov
The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

5. Battys Barn at Moorbath Farm

Battys Barn at Moorbath Farm
Bridport
10.0 out of 10, Exceptional, (7 reviews)
"The barn was delightful, nicely decorated and in a beautiful part of Dorset. The beds were comfy and the kitchen had everything we needed. Our 2 dogs were well contained by the good fences. We enjoyed our 3 nights. Great breakfast up at Symondsbury estate cafe too."
United States
Catherine L.
The price is AU$446
includes taxes & fees
30 Nov - 1 Dec
Battys Barn at Moorbath Farm

6. Beautiful newly refurbished annexe 2 miles from Wareham Quay

Beautiful newly refurbished annexe 2 miles from Wareham Quay
Sandford
The price is AU$236
includes taxes & fees
17 Nov - 18 Nov
Beautiful newly refurbished annexe 2 miles from Wareham Quay

7. Cosy country cottage for couples

Cosy country cottage for couples
BRIDPORT
9.4 out of 10, Exceptional, (6 reviews)
"We had a great stay ...house was lovely, well equipped & communication was very good with owner."
United Kingdom
Tracey H.
The price is AU$418
includes taxes & fees
17 Nov - 18 Nov
Cosy country cottage for couples

8. Beamed Stone Cottage · Sleeps 4 · Wood Burner · Walk to White Lion, Broadwindsor

Beamed Stone Cottage · Sleeps 4 · Wood Burner · Walk to White Lion, Broadwindsor
Broadwindsor
The price is AU$273
includes taxes & fees
18 Nov - 19 Nov
Beamed Stone Cottage · Sleeps 4 · Wood Burner · Walk to White Lion, Broadwindsor

9. Hunters Cottage – A Romantic Luxury Retreat with Hot Tub & Slipper Bath, AC

Hunters Cottage – A Romantic Luxury Retreat with Hot Tub & Slipper Bath, AC
Blandford Forum
10.0 out of 10, Exceptional, (1 review)
The price is AU$456
includes taxes & fees
15 Nov - 16 Nov
Hunters Cottage – A Romantic Luxury Retreat with Hot Tub & Slipper Bath, AC

10. Low Tide

Low Tide
3.0 star property
Weymouth Town Center
The price is AU$3,311
includes taxes & fees
26 Nov - 27 Nov
Low Tide

11. Weybury Cottage

Weybury Cottage
3.5 star property
Rodwell
The price is AU$1,463
includes taxes & fees
26 Nov - 27 Nov
Weybury Cottage

12. 15 Hardwick Street

15 Hardwick Street
3.5 star property
Weymouth Town Center
The price is AU$1,868
includes taxes & fees
17 Nov - 18 Nov
15 Hardwick Street

13. The Old Portland Courthouse

The Old Portland Courthouse
3.5 star property
Portland
The price is AU$2,634
includes taxes & fees
23 Nov - 24 Nov
The Old Portland Courthouse

14. 8 Driftwood

8 Driftwood
3.5 star property
Bridport
10.0 out of 10, Exceptional, (1 review)
"Great place and so close to everything, balcony needs a bit of a clean and the view was a bit disappointing but overall had a great time "
United Kingdom
kevin
The price is AU$919
includes taxes & fees
3 Dec - 4 Dec
8 Driftwood

15. Village View

Village View
3.0 star property
Bridport
The price is AU$1,088
includes taxes & fees
23 Nov - 24 Nov
Village View

16. Seacliff

Seacliff
3.5 star property
Bridport
10.0 out of 10, Exceptional, (1 review)
"This is our second time staying at Seacliffe and it was perfect for us as a family of 5 and a small dog. The house has everything you need, lots of space and a lovely patio and garden."
United Kingdom
Vicki
The price is AU$1,972
includes taxes & fees
23 Nov - 24 Nov
Seacliff
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Upwey

Venture to sights like Dorset National Landscape as you discover the local area in Upwey.

A lush garden with a pond, ferns, and flowering plants.
Photo by Sue Wormald
Open Photo by Sue Wormald

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