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Southwell Holiday Cottages

Our curated collection of Southwell cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Southwell holiday home today.

Visitor Rating
Rating
4.5

The Blue Cottage

2 miles from Southwell
Hot Tub
Sleeps 7
Bedrooms: 3
  • Stunning sea view balcony
  • Private gated parking spaces
  • Four floors sleeping seven
  • Netflix on three TVs
  • Walking distance to beach
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Visitor Rating
Rating
4.5

Home From Home

2 miles from Southwell
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Four bedrooms sleeping eight
  • Two full bathrooms available
  • Central Fortuneswell village location
  • Chesil Beach 0.3 miles
  • Shops and pubs nearby
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Visitor Rating
Rating
4.7

Spring Rose Cottage

2 miles from Southwell
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 3
  • Sleeps 8 guests comfortably
  • Three floors nautical accommodation
  • Coastal views from village centre
  • 5 minutes walk to beach
  • Woodburning stove and Smart TV
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Visitor Rating
Rating
4.6

The Old Portland Courthouse

2 miles from Southwell
Hot Tub
Sleeps 8
Bedrooms: 4
  • Grade II listed 1904 courthouse
  • Sleeps 8 across 4 bedrooms
  • Spectacular Chesil Beach views
  • Antique dining table seats 12
  • Beach just 5 minutes walk
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Visitor Rating
Rating
4.7

Osprey House Portland

2 miles from Southwell
Hot Tub
Sleeps 8
Bedrooms: 4
  • Sleeps 8 guests comfortably
  • Beach 5 minutes walk
  • Off road parking spaces
  • Open plan group living
  • Ground floor bedroom access
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Visitor Rating
Rating
4.6

Pebbles Reach

2 miles from Southwell
Hot Tub
Sleeps 7
Pets 1
Bedrooms: 3
  • Three-storey terraced house
  • Sleeps seven guests
  • Chesil Beach 0.2 miles
  • Enclosed terrace summer house
  • Off-road parking two cars
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Visitor Rating
Rating
4.4

Jurassic Coast House

2 miles from Southwell
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Sleeps eight across four bedrooms
  • Sea views from first floor
  • Enclosed AstroTurf garden with putting
  • Five minutes walk to beach
  • Off-road parking for two cars
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Visitor Rating
Rating
4.9

Sea Gem

2 miles from Southwell
Hot Tub
Sleeps 7
Bedrooms: 4
  • Four bedrooms sleep seven guests
  • Ground floor bedroom with ensuite
  • Enclosed courtyard with play area
  • Private parking for two cars
  • Walking distance to Portland Marina
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Visitor Rating
Rating
4.5

Gone Fishing

5 miles from Southwell
Hot Tub
Sleeps 8
Bedrooms: 4
  • Sleeps 8 in 4 bedrooms
  • Games room with pool table
  • Off-road parking for two cars
  • Walk to harbour and beaches
  • Large kitchen and dining area
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Visitor Rating
Rating
4.3

Brewers House

5 miles from Southwell
Hot Tub
Sleeps 7
Bedrooms: 4
  • Victorian house sleeps seven
  • Four bedrooms two bathrooms
  • Games room for entertainment
  • Enclosed garden with patio
  • Garage parking included
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Visitor Rating
Rating
4.3

Barley Mews

5 miles from Southwell
Hot Tub
Sleeps 9
Bedrooms: 4
  • Spacious group accommodation
  • Multiple comfortable bedrooms
  • Large social areas
  • Dorset countryside location
  • Near Weymouth Beach
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Visitor Rating
Rating
4.9

Santiago House

5 miles from Southwell
Hot Tub
Sleeps 8
Bedrooms: 4
  • Sleeps 8 in 4 bedrooms
  • Gated parking for 2 cars
  • Walk to harbour in minutes
  • Open-plan living and dining
  • Close to Weymouth Beach
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Visitor Rating
Rating
4.7

George's House

5 miles from Southwell
Hot Tub
Sleeps 7
Pets 1
Bedrooms: 4
  • Historic converted malthouse
  • Sleeps 7 across 4 bedrooms
  • 3 minutes to harbour
  • Secure gated parking
  • 2 minutes to beach
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Visitor Rating
Rating
4.4

The Oast House

5 miles from Southwell
Hot Tub
Sleeps 10
Bedrooms: 4
  • Sleeps 12 guests comfortably
  • Multiple vehicle parking spaces
  • Spacious group living areas
  • Near Weymouth Beach attractions
  • Peaceful Dorset countryside location
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Visitor Rating
Rating
4.7

Bay Cottage

5 miles from Southwell
Hot Tub
Sleeps 9
Bedrooms: 4
  • Traditional Dorset cottage character
  • Multiple bedrooms for groups
  • Peaceful rural countryside setting
  • Easy access to coast
  • Fully equipped group kitchen
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Visitor Rating
Rating
4.3

Mutiny House

5 miles from Southwell
Hot Tub
Sleeps 7
Bedrooms: 4
  • Spectacular harbour views
  • Sleeps seven guests comfortably
  • Four bedrooms two bathrooms
  • Central Weymouth old harbour location
  • One mile from main beach
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Visitor Rating
Rating
4.6

Stanley House

5 miles from Southwell
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Spacious group accommodation
  • Multiple bedrooms available
  • Large social areas
  • Beautiful Dorset countryside
  • Near famous coastal attractions
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Visitor Rating
Rating
4.3

Harbourside House

5 miles from Southwell
Hot Tub
Sleeps 8
Bedrooms: 4
  • Prime Old Harbour position
  • Games room with pool table
  • Four bathrooms for eight guests
  • Ten minutes to award-winning beach
  • Central Weymouth town location
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Visitor Rating
Rating
4.8

Old Coastguard Apartment 2

5 miles from Southwell
Hot Tub
Sleeps 8
Bedrooms: 3
  • Harbourside location with spectacular views
  • Three en-suite bedrooms sleep eight
  • Open-plan living space for groups
  • Steps from Weymouth attractions
  • Immaculately clean and well-equipped
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Visitor Rating
Rating
4.7

Globe Cottage

5 miles from Southwell
Hot Tub
Sleeps 7
Bedrooms: 3
  • Minutes from beach and harbour
  • Three bedrooms sleeping seven guests
  • Open-plan living and dining area
  • Recently added en-suite bathroom
  • Central Weymouth town centre location
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Visitor Rating
Rating
4.4

Pam's House

5 miles from Southwell
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Central harbour location
  • Steps from beach access
  • Sleeps 8 across levels
  • Ground floor apartment available
  • Pet-friendly for dogs
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Visitor Rating
Rating
4.3

New Boathouse

5 miles from Southwell
Hot Tub
Sleeps 7
Bedrooms: 4
  • Seconds from Old Harbour
  • Modern kitchen dining area
  • Two parking permits included
  • Five minute beach walk
  • Four bedrooms sleep seven
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Visitor Rating
Rating
5

Seasides

5 miles from Southwell
Hot Tub
Sleeps 13
Bedrooms: 6
  • Sleeps 13 across six bedrooms
  • 30 seconds from Weymouth beach
  • Games room with arcade machine
  • Off-road parking for two cars
  • Six bathrooms prevent morning queues
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Visitor Rating
Rating
4.5

Shore View

5 miles from Southwell
Hot Tub
Sleeps 10
Pets 1
Bedrooms: 5
  • Seafront location with sea views
  • Five bedrooms sleeping ten guests
  • Two cosy woodburning stoves
  • Pet-friendly for two dogs
  • Walking distance to attractions
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The Beach Condo

5 miles from Southwell
Hot Tub
Sleeps 8
Bedrooms: 3
  • Beachfront location with sea views
  • Sleeps 8 adults in 3 bedrooms
  • Three bathrooms including two en-suites
  • Walking distance to bars and restaurants
  • Large Smart TV and games room
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Visitor Rating
Rating
3.9

Low Tide

5 miles from Southwell
Hot Tub
Sleeps 10
Bedrooms: 5
  • Spacious group lodge accommodation
  • Multiple vehicle parking spaces available
  • Minutes from Weymouth sandy beaches
  • Open plan living areas
  • Close to Portland Bill Lighthouse
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Visitor Rating
Rating
3.7

High Tide

5 miles from Southwell
Hot Tub
Sleeps 10
Bedrooms: 5
  • Direct beachfront Georgian house
  • Five en-suite bedrooms available
  • Spectacular sea views throughout
  • Sleeps ten guests comfortably
  • Prime Weymouth seafront location
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Visitor Rating
Rating
4.9

Victorian Town House

6 miles from Southwell
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 5
  • Five bedrooms sleeping eight
  • Central Weymouth location
  • Off-road parking for two
  • Small gym facility
  • Beach 0.6 miles away
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Visitor Rating
Rating
4.8

Anchor House

6 miles from Southwell
Hot Tub
Sleeps 15
Pets 1
Bedrooms: 6
  • Sleeps 15 with private hot tub
  • Games room with Xbox and football
  • Three bathrooms and six bedrooms
  • Private parking for three cars
  • Half mile walk to beach
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Palm Gate

6 miles from Southwell
Hot Tub
Sleeps 6
Pets 1
Bedrooms: 4
  • Sleeps six across four bedrooms
  • Private parking for two cars
  • Enclosed garden with BBQ facilities
  • Half mile walk to beach
  • Pet-friendly welcomes two dogs
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Unit 8, Dorset Business Park, Puddletown Road, Dorchester, Dorset, DT2 8QL