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Southend On Sea Holiday Cottages
Large group cottages in and around Southend On Sea, from converted barns to country houses that sleep 8 or more. Compare sleeping space, bedrooms and features such as hot tubs, games rooms and pet-friendly options, then check live availability with the booking partner.
4 cottages within 15 miles of Southend On Sea
Visitor Rating
4.3
- Sleeps eight across four bedrooms
- Enclosed garden with barbecue facilities
- Off-road parking for two cars
- Walking distance to beach and shops
- Two bathrooms including ensuite
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- Indoor swimming pool for 16 guests
- Hot tub and games room included
- Six bedrooms with four en-suites
- Beach just half mile away
- Parking for seven cars provided
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- Sleeps 22 in seven bedrooms
- Parking for four cars included
- Enclosed garden with patio furniture
- Ground floor bedroom for accessibility
- Beach within walking distance
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Visitor Rating
4.9
- Grade II-listed 17th-century barn
- Sleeps eight in four super-kings
- 1.2 acres secure private grounds
- Open fire and original beams
- Less than mile from Maldon centre
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- Heated indoor pool and gym
- Sleeps 19 across eight bedrooms
- Six private lakes with rowing boat
- Games room and tennis court
- Three miles from Brentwood town
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Visitor Rating
5
- Hot tub with countryside views
- Sleeps eight across four bedrooms
- Electric vehicle charging available
- Ground floor bedroom and bathroom
- Walking distance to Michelin restaurant
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- Sleeps 10 in five bedrooms
- Parking for five cars available
- Wood burner and games room
- Three bathrooms across three levels
- Countryside setting near Chelmsford
From £1,184 for 7 Nts
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- Sleeps eight across four bedrooms
- Three en-suite super-king rooms available
- Private outdoor sauna with ice bath
- Clay pizza oven and fire pit
- Less than one mile to beach
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- Restored heritage buildings sleep 14-22
- Private sauna and bikes included
- Clay pizza ovens and fire pits
- Less than mile to beach
- Seven bedrooms across two gatehouses
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- Sleeps 22 across heritage buildings
- 11 bedrooms with 10 bathrooms
- Less than a mile to beach
- Clay pizza oven and fire pit
- Private estate with extensive gardens
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- Sleeps 44 across seven homes
- Wood-fired hot tubs and sauna
- Outdoor kitchen with pizza oven
- 22 bedrooms with 19 bathrooms
- Near Clacton coast and Colchester
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- Detached private cottage in Essex
- Close to Hedingham Castle
- Rural countryside setting
- Near Colchester and Dedham Vale
- Great self-contained group base
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Visitor Rating
3.9
- Sleeps eight in four bedrooms
- Two bathrooms plus cloakroom facilities
- Wraparound gardens with patio furniture
- Pet-friendly for two dogs
- 4.1 miles to Clacton-on-Sea beach
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Visitor Rating
4.2
- Just 0.3 miles from beach
- Sleeps eight across four bedrooms
- Parking for three cars included
- Woodburning stove and second-floor snug
- Enclosed garden, welcomes two dogs
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- Sleeps 22 across 11 bedrooms
- Games room with pool table
- Grade II* moated manor house
- Dining table seats all guests
- Ten car parking spaces
From £6,027 for 7 Nts
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- Private hot tub for twelve guests
- Six bedrooms with four bathrooms
- Open-plan living for group gatherings
- Peaceful Wormingford countryside setting
- Near Dedham Vale and Constable Country
From £2,654 for 7 Nts
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- Weatherboarded barn conversion, rural Essex
- Pets welcome
- No smoking throughout
- Near Braintree and Colchester
- Great group communal space
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- Weatherboarded barn conversion, rural Essex
- One pet welcome
- No smoking throughout
- Near Braintree and Colchester
- Great group communal space
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Visitor Rating
5
21 Skippers Way
East Anglia » Walton-On-The-Naze
32 miles from Southend On Sea
Sleeps 9
Pets 1
Bedrooms: 4
- Sleeps nine across four bedrooms
- Games room with multi-game table
- Short drive to beach
- Off-road parking for two cars
- Pet-friendly with enclosed garden
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Walton Beach Holiday Lets
East Anglia » Walton on the Naze
32 miles from Southend On Sea
Sleeps 7
Bedrooms: 3
- Sleeps seven across three bedrooms
- Two shower rooms plus cloakroom
- Parking for three cars included
- Steps from award-winning beach
- Walking distance to Walton Pier
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Visitor Rating
4.9
- Sleeps seven in three bedrooms
- Ground floor bedroom and bathroom
- Enclosed garden with lawn and patio
- Parking for three cars
- Beach a short drive away
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Victorian Seafront House for 8 in Dovercourt
36 miles from Southend On Sea
Sleeps 8
Pets 3
Bedrooms: 4
- Games room with pool table
- 150 metres from beach
- Parking for four cars
- Sleeps eight across four bedrooms
- Sea views over Dovercourt Bay
From £1,084 for 7 Nts
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Luxury House for 8 in Steeple Bumpstead
37 miles from Southend On Sea
Hot Tub
Sleeps 8
Pets 2
Bedrooms: 4
- Sleeps 8 with hot tub
- Four en-suite bathrooms included
- Three acres of private gardens
- American kitchen with wine fridge
- Two EV charging points available
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Visitor Rating
4.8
- Starter pack on arrival included
- Multiple bedrooms for group stays
- Suffolk countryside near Southwold coast
- AONB location with stunning walks
- Close to beaches and nature reserves
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Popular towns and villages in and around Southend On Sea