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Swimming pool
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Staffed property
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Pets allowed
Parking
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Beach or lakeside relaxation
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939 Houses

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Casterbridge, Upwey

Upwey house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$273

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

Upwey house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$239

Bramshurst, Upwey

Upwey house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$239

Top Parts Bed and Breakfast.

Abbotsbury b&b

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$324

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

Upwey house

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$239

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

Upwey house

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$273

SEA PEBBLES, Sleep 6, Close to Harbour, parking, Weymouth

Weymouth cottage

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$290

COASTGUARD LOOKOUT, sleeps 4, modern upside down house, sea views, Weyymouth

Weymouth cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$258

GUINEA COTTAGE, Pet friendly, close to harbour and town, sleeps 4, WiFi

Weymouth cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$192

Tarps Apartment, Weymouth

Weymouth cottage

3 bedrooms
1 bathroom

sleeps 5

Price per night from

$210

GONE SAILING, FIshermens Cottage, Close to harbour, WiFi, Parking Permit

Weymouth cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$218

MARKHAM COTTAGE, Rural and sea views, WiFi, Weymouth

Weymouth cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$226

GONE FISHING, 4 bedrooms, Edwardian House, Close to Harbour, WiFi, Weymouth

Weymouth cottage

4 bedrooms
3 bathrooms

sleeps 8

Price per night from

$383

OAST HOUSE, Sleeps 10, harbour location, WiFI, Parking, Weymouth

Weymouth cottage

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$540

HARBOURSIDE COTTAGE, sleeps 5, harbour views, close to beach, WiFi, Weymouth

Weymouth cottage

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$550

ADMIRAL’s RETREAT, Gated parking, WiFi, one bedroom, patio in Weymouth.

Weymouth cottage

1 bedroom
1 bathroom

sleeps 2

Price per night from

$202

LYCHGATE COTTAGE, sleeps 4, dog friendly, thatched cottage, Osmington

Osmington cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$280

LOOKOUT, Sleeps 4, Sea views, WiFi, parking, WEymouth

Weymouth cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$261

BRIDGE VIEW, sleeps 8, harbourside location, bridge views, Weymouth

Weymouth cottage

5 bedrooms
2 bathrooms

sleeps 8

Price per night from

$479

STAR FISH APARTMENT, sleeps 4, first floor apartment, 10 minute walk to town

Weymouth cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$171

OLD COASTGUARD APT 2, all en-suite bedrooms, sleeps 8, harbour views, Weymouth

Weymouth cottage

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$400

Casa Carmen, Weymouth

Weymouth house

3 bedrooms
2 bathrooms

sleeps 5

Price per night from

$261

MARINER'S REST, sleeps 4, Modern house, WiFi , parking, Weymouth

Weymouth cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$226

Low Tide, Weymouth

Weymouth cottage

5 bedrooms
7 bathrooms

sleeps 10

Price per night from

$602

OLD COASTGUARD APT 3, spacious harbourside apartment, 3 en-suite bedrooms

Weymouth cottage

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$320

COCKLESHELL LODGE, Sleeps 4, short walk to the beach, parking, Weymouth.

Weymouth cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$192

BARLEY MEWS, games room, four bedrooms, parking for two cars in Weymouth.

Weymouth cottage

4 bedrooms
3 bathrooms

sleeps 9

Price per night from

$479

Nuke, Weymouth

Weymouth cottage

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$259

Old Harbour View, Brewers quay harbour

Weymouth cottage

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$261

BEACH VIEW APARTMENT 4, two bedrooms, sea views, parking in Weymouth.

Weymouth cottage

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$255

Harbour Watch Apartment 1, Brewers quay harbour

Weymouth cottage

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$241

Harbourside House, Brewers Quay Harbour

Weymouth cottage

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$540

BUCCANEER COTTAGE, Sleeps 6, harbourside location, harbour views, pet friendly

Weymouth cottage

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$290

HARBOURSIDE APARTMENT, Harbour views, close to shops and bars, sleeps 4, WiFi

Weymouth cottage

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$255

ASHWOOD, WiFi, gated Parking, 3 bedrooms, in Brewers Quay Weymouth

Weymouth cottage

3 bedrooms
2 bathrooms

sleeps 6

Price per night from

$308

Magnolia House, Weymouth

Weymouth cottage

3 bedrooms
1 bathroom

sleeps 5

Price per night from

$226

5 The Beaches, Weymouth

Weymouth apartment

1 bedroom
1 bathroom

sleeps 2

Price per night from

$199

RUPERT COTTAGE, Converted stable, sleeps 4, close to harbour, WiFi, Weymouth

Weymouth cottage

2 bedrooms
2 bathrooms

sleeps 4

Price per night from

$241

Viewing 38 of 939
rentals in Weymouth

Why Weymouth?

On FlipKey you'll find over one hundred vacation cottages in Weymouth, Dorset's ultimate sun-soaked destination for families on summer vacation. These cottages come with the privacy and amenities you're used to at home, without the high cost of a traditional hotel. Stay along the ocean in Weymouth and experience this hot spot like a local would. A cottage rental in Weymouth is an ideal choice for couples, families and even large groups. Choose the rental that fits your needs best and book today!

About Weymouth

The golden sands and safe shallow waters make Weymouth the perfect place to enjoy the best of a British seaside vacation with your family. Situated on a sheltered bay at the mouth of the River Wey on the English Channel coast, Weymouth is the third-largest settlement in Dorset. Summers in Weymouth are full of sand, surf and entertainment, and the small community loves visitors. The main attraction is the three mile beach, with its level promenade, just minutes from the town center where high street stores sit alongside quaint and specialist local shops. Weymouth's popularity as a seaside resort is attributed to King George III who came to bathe in the sea as a health cure for his nervous disorder. The coastline, the Jurassic Coast, was just designated as a world heritage site.

Things to do in Weymouth

The titular beach is the busiest area daily in Weymouth - from traditional attractions such as Punch and Judy shows and donkey rides to lively events and international sporting championships, not to mention plenty of ice cream and seafood. Water sports are extremely popular in the area, from kite surfing to snorkeling to fishing charters. Divers come to the area to explore the many wrecks lying around the coast, too.

Walk along the Legacy Trail that stretches all along the area and enjoy beautiful views and stop in to the towns you pass. Take a ride on the Jurassic Skyline Tower and be awed by the views of Weymouth Bay. Head over to the Weymouth wetlands or Radipole Lake to see amazing wildlife and learn about the natural aspects of Weymouth.

Grab dinner at the historic waterfront harbor for the freshest local fish and chips and watch the boats go by. Take part in Sandworld, the sand sculpture festival that kicks into high gear in the summer time. Splash into the Weymouth Sea Life Adventure Park to stay cool and get up close with your favorite marine and land animals. There's a cinema, amusement arcades, and much more for the kids, you'll never run out of fun and attractions in Weymouth.

Also consider

Preston 23 properties
Upwey 20 properties
Chickerell 17 properties
Osmington 14 properties
Abbotsbury 6 properties
Langton Herring 5 properties
Lyme Regis 282 properties
Poole 218 properties
Christchurch 81 properties
Isle of Portland 69 properties
Blandford Forum 56 properties
Dorchester 46 properties
Wareham 23 properties
Shaftesbury 18 properties
West Lulworth 17 properties
Sherborne 13 properties
Whitchurch Canonicorum 12 properties
Winterborne Stickland 11 properties
Cerne Abbas 11 properties
Cattistock 10 properties
Sturminster Newton 9 properties
Beaminster 7 properties
Portesham 7 properties
Combpyne 7 properties
Ferndown 6 properties
Bere Regis 6 properties
Osmington Mills 6 properties
Trent 5 properties
Stoke Abbott 5 properties
Ansty 5 properties
Holditch 5 properties
Askerswell 5 properties

Weymouth Rentals

Per night

939 Houses

Viewing 38 of 939rentals in Weymouth

Why Weymouth?

About Weymouth

Things to do in Weymouth

Also consider

Viewing 38 of 939
rentals in Weymouth