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Swimming pool
Private pool
Heated pool

Private indoor pool
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Private tennis court
Cot available
High chair
Sea view
Safe
Dishwasher
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Shared outdoor pool (unheated)
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Boat available
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Climbing frame
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Private fishing lake or river
Staffed property
Housekeeping Included

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Pets
Pets allowed
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Non-Smoking property
Smoking - Ask
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Beach or lakeside relaxation
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Golf within 30mins drive

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1,006 Houses

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Casterbridge, Upwey

Upwey house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$272

BUDMOUTH, superb, modern cottage, en-suite, dog-friendly, Smart TV, in Upwey

Upwey house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$238

Bramshurst, Upwey

Upwey house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$238

SHEPHERD OAK, quality semi-detached cottage, stylish features, en-suite

Upwey house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$238

EVERDENE, superb semi-detached cottage, en-suite, off road parking, in Upwey

Upwey house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$272

SIXPENNY COTTAGE, sleeps 2, village location, c4 miles to beach, Upwey.

Upwey cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$192

FOLLIS COTTAGE, Sleeps 4, village location, WiFI, Weymouth

Upwey cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$202

Riverhouse Lodge, Upwey

Upwey log cabin

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$157

The Swallows

Upwey cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$174

The Brambles

Upwey cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$154

Bumble Bees

Upwey apartment

1 bedroom
1 bathroom

sleeps 2

Price per night from

$95

The Grainstore, Weymouth

Upwey house

4 bedrooms
2 bathrooms

sleeps 7

Price per night from

$287

Weymouth hideaway

Upwey apartment

1 bedroom
1 bathroom

sleeps 4

Price per night from

$170

40 The Ridgeway, Upwey

Upwey cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$166

Little Brook, Weymouth

Upwey cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$213

The Little Cottage, Weymouth

Upwey cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$222

Mill Cottage, Upwey

Upwey cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$212

638 Dorchester Road, Weymouth.

Upwey apartment

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$153

The Kiln House, Weymouth

Upwey cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$167

Wren rests in Upwey, in Dorset

Upwey cottage

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$200

Great rentals within 20 miles that match your search

Apartment with stunning Sea View

West Bay apartment

1 bedroom
1 bathroom

sleeps 4

Responds fast! avg. 56 minutes

Price per night from

$115

Family Cottage Close to Beach Town Transport Links

Weymouth cottage

3 bedrooms
1 bathroom

sleeps 6

Responds fast! avg. 2 hours 32 minutes

Price per night from

$144

Cogden cottages - Ketch Cottage

Burton Bradstock apartment

2 bedrooms
1 bathroom

sleeps 5

Responds fast! avg. 2 hours 54 minutes

Price per night from

$129

Three Little Pigs Luxury Cottage

Milton Abbas cottage

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$545

Character cottage originally part of the barracks

West Bay house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$115

Cogden Cottages

Bridport apartment

2 bedrooms
1 bathroom

sleeps 5

Price per night from

$129

Caravan ~ with decking • Weymouth. No kids or Pets.

Weymouth caravan/mobile home

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$429

Dorset Cottage near coast (Puncknowle, Dorchester)

Puncknowle house

4 bedrooms
2 bathrooms

sleeps 9

Price per night from

$180

Sky Cabin, Rustic forest getaway.

Wareham barn

1 bedroom
1 bathroom

sleeps 4

Price per night from

$201

Russet Yurt at Walnut Farm Glamping

Bridport yurt

1 bedroom
1 bathroom

sleeps 2

Price per night from

$237

Welcome back on the July 4th 2020

Wool house

2 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 4 minutes

Price per night from

$216

Ridge Farm Annexe

Sturminster Newton farmhouse

1 bedroom
1 bathroom

sleeps 2

Price per night from

$105

THE OLD SMITHY, woodburner, WiFi, off road parking, pet-friendly cottage in

Bridport house

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$161

Sycamores Cottage

Langton Herring cottage

2 bedrooms
1 bathroom

sleeps 5

Price per night from

$174

Ocean House 80 yds from beach 4 Bed, 4 Bath, 4star

Weymouth house

4 bedrooms
5 bathrooms

sleeps 10

Price per night from

$431

The Coach House , close to centre of Sherborne

Sherborne cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$124

Two bedroom holiday bungalow

Isle of Portland bungalow

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$137

The Little House, stylish and charming cottage for two in West Dorset

Bridport cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$158

Viewing 38 of 1,006
rentals in Upwey

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Vacation Rentals & Cottages in Upwey

Per night

1,006 Houses

Viewing 38 of 1,006rentals in Upwey

Also consider

Viewing 38 of 1,006
rentals in Upwey