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Dewlish Holiday Cottages

Our collection of Dewlish holiday cottages offers you an authentic Dorset escape in one of the county's most peaceful villages. Tucked between rolling chalk downlands and the Piddle Valley, this tranquil hamlet sits just three miles from Puddletown and seven miles northeast of Dorchester. You'll discover traditional stone buildings and the beautiful Church of All Saints dating back to the 13th century!

Whether you're travelling as families, couples or groups, our cottages provide the perfect base for exploring Thomas Hardy country. Many properties feature a hot tub for ultimate relaxation after days spent walking the ancient bridleways. Choose from traditional cottage rental options, lodge-style stays or glamping experiences across this unspoilt corner of rural Dorset in the UK.

Beach View

Hot Tub
Sleeps 8
  • Direct beach access
  • Panoramic sea views
  • Sleeps 8 guests
  • Free summer beach hut
  • Four en-suite bedrooms
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Albury House

Hot Tub
Sleeps 10
  • 17th century thatched house
  • Five bedrooms sleep ten
  • Large garden with activities
  • Five minute walk beach
  • Multiple social spaces available
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Furlongs

Hot Tub
Sleeps 10
  • Sleeps 10 across five bedrooms
  • Covered games and barbecue area
  • Steps from Chesil Beach
  • Spectacular Dorset countryside views
  • Three covered parking spaces
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Chesil Watch

Hot Tub
Sleeps 10
  • Direct Chesil Beach access
  • Sleeps 10 across 5 bedrooms
  • Open plan group living space
  • Four car parking spaces
  • Enclosed courtyard with deck
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Manor Farmhouse

Hot Tub
Sleeps 8
  • Four king-size bedrooms sleeping eight
  • Games room with books and games
  • Almost 2 acres with river frontage
  • Parking for 6 cars easily
  • AGA kitchen seats eight guests
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The Garden House

Hot Tub
Sleeps 8
  • Victorian elegance sleeps 8
  • Kitchen with Aga dining 9
  • Parking for 4 cars
  • Play area with toys
  • Rural estate location
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The Courtyard House

Hot Tub
Sleeps 8
  • Victorian elegance with modern comfort
  • Four bedrooms sleeping eight guests
  • Large courtyard with BBQ facilities
  • Parking for four cars included
  • Two miles from historic Dorchester
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Dorset Eco Retreats

Hot Tub
Sleeps 16
  • Wood-fired hot tubs with views
  • Three separate eco lodges
  • Sleeps up to 16 guests
  • Ground-floor accessible accommodation
  • Peaceful North Dorset countryside
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Park House

Hot Tub
Sleeps 19
  • Two Palladian houses sleeping 19
  • 8 bedrooms with 6 bathrooms
  • Jurassic Coast 10 minutes drive
  • Lift access and play area
  • Came Estate countryside location
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The White House

Hot Tub
Sleeps 8
  • Sleeps eight across four bedrooms
  • Three bathrooms including en-suite facilities
  • Open-plan kitchen seats eight guests
  • Six-minute walk to Lulworth Cove
  • Wood burning stove and garden terrace
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Lower Farm

Hot Tub
Sleeps 9
  • Grade II listed 1665 farmhouse
  • Sleeps 10 across five bedrooms
  • Large garden with children's playground
  • Two cosy inglenook fireplaces
  • Parking for up to five cars
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All Views

Hot Tub
Sleeps 12
  • Spacious group accommodation
  • Stunning countryside views
  • Close to Jurassic Coast
  • Well-equipped kitchen facilities
  • Peaceful rural location
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Kittiwake

Hot Tub
Sleeps 8
  • Four bedrooms sleep eight guests
  • Open plan living with wood burner
  • Enclosed garden with outdoor dining
  • Four car parking spaces provided
  • Twenty minutes walk three beaches
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Wraxall Yard

Hot Tub
Sleeps 21
  • Five wheelchair accessible cottages
  • Shared courtyard garden space
  • Wood burning stoves included
  • Near Jurassic Coast attractions
  • Electric car charging points
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Creaky Cottage

Hot Tub
Sleeps 8
  • Sleeps eight guests comfortably
  • Four bedrooms three bathrooms
  • Wood burning stoves both lounges
  • Extensive gardens stone terrace
  • Dog friendly parking four cars
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Byre House

Hot Tub
Sleeps 8
  • Sleeps eight guests comfortably
  • Enclosed garden with countryside views
  • Wood burning stove and snug
  • Two en-suite king bedrooms
  • Near Shaftesbury and Jurassic Coast
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The Shooting Lodge

Hot Tub
Sleeps 8
  • Sleeps 8 across 4 bedrooms
  • Billiards room with open fire
  • Dining table seats 10 guests
  • Complete countryside seclusion access
  • Parking for 5 cars available
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The Old Piggeries

Hot Tub
Sleeps 7
  • Four bathrooms for groups
  • Sleeps seven guests comfortably
  • Half mile from Hive Beach
  • Beautiful balcony stream views
  • Perfect for family celebrations
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East Cottage

Hot Tub
Sleeps 8
  • Group-friendly cottage layout
  • Weymouth Beach 2 miles
  • Jurassic Coast location
  • Well-equipped kitchen facilities
  • Multiple bedrooms available
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Yawlings

Hot Tub
Sleeps 8
  • Two separate holiday cottages
  • Log burning stoves included
  • Dog-friendly garden areas
  • Welcome hampers provided
  • Rural Devon countryside location
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Treetops

Hot Tub
Sleeps 10
  • Sleeps 10 across five bedrooms
  • Large wrap-around garden space
  • Multiple social areas for groups
  • Three car off-road parking
  • 25 minutes to beaches
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Dominey's Yard

Hot Tub
Sleeps 18
  • Four Victorian cottages sleeping eighteen
  • Heated outdoor swimming pool available
  • Extensive communal gardens and play
  • Eight off-road parking spaces provided
  • Walking distance to village pub
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Visitor Rating
Rating
4.8

Beach Haven

Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Beachfront location 0.1 miles
  • Four bedrooms sleeps eight
  • Ground floor accessible accommodation
  • Table tennis garden entertainment
  • Three car driveway parking
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Visitor Rating
Rating
4.5

Gabrianne

Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Spacious group accommodation
  • Multiple bedrooms available
  • Near Jurassic Coast beaches
  • Dorset countryside location
  • Well-equipped kitchen facilities
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Visitor Rating
Rating
4.8

The White Cottage

Hot Tub
Sleeps 9
Pets 1
Bedrooms: 4
  • Sleeps nine across four bedrooms
  • Three bathrooms including ground floor
  • Enclosed garden with patio furniture
  • Off-road parking for two cars
  • Walking distance to Weymouth Beach
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Visitor Rating
Rating
4.5

Family House

Hot Tub
Sleeps 12
Bedrooms: 6
  • Sleeps 12 across six bedrooms
  • Multi-level garden with play area
  • Near Weymouth beach and attractions
  • Jacuzzi bath and spacious interiors
  • Off-road parking for two cars
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Visitor Rating
Rating
4.9

Santiago House

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
4.6

Sandy Combe

Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Stunning sea views across bay
  • Ground floor bedroom accommodation
  • Open-plan group living spaces
  • Beach just 0.2 miles away
  • Coastal path from garden gate
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Visitor Rating
Rating
4.4

Bell Cliff House

Hot Tub
Sleeps 8
Pets 1
Bedrooms: 3
  • Sea views from every room
  • Rooftop terrace with furniture
  • Two fully equipped kitchens
  • Central Lyme Regis location
  • Historic character features
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Visitor Rating
Rating
5

Coram Cottage

Hot Tub
Sleeps 8
Pets 1
Bedrooms: 3
  • Sleeps 8 guests comfortably
  • 4 bedrooms across property
  • Off-road parking multiple cars
  • Near Jurassic Coast beaches
  • Peaceful Dorset countryside location
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Big Cottages Dewlish: Your Complete Planning Guide

Big Cottages in Dewlish offer the perfect rural escape for large groups wanting authentic Dorset countryside without the hassle of coordinating multiple hotel rooms. This tiny village sits in the Piddle Valley with rolling chalk hills and ancient farmland stretching in every direction.

The location works brilliantly for family reunions and hen parties because you get proper countryside peace whilst staying within 20 minutes of Dorchester and 40 minutes from the Jurassic Coast. Properties here range from converted farmhouses sleeping 12 to massive country estates that sleep 20 or more.

Avoiding stress and planning the perfect group break

Which cottage?

Start with your absolute must-haves before browsing hundreds of holiday cottages on SnapTrip or other rental sites. We always set the budget first because large holiday houses vary wildly from cheap basic accommodation to luxury villas with indoor pools.

Location matters more than you think. Dewlish itself has no shops or pubs so you'll need cars. Check how many bedrooms versus actual guests because an 8 bed property might only have three bathrooms which creates morning chaos.

Decide on dog friendly versus pet-free early. Properties with enclosed gardens cost more but save arguments. Modern self-catering lodges offer different vibes than rustic country cottages so match the property to your group's expectations.

Plan these in advance

How many bedrooms and bathrooms for your group

Calculate one bathroom per four guests minimum. A 10 bedroom property sounds spacious until 14 people queue for two bathrooms. Check bedroom configurations too because some large groups prefer twin beds over doubles.

Bedroom allocation drama

Sort out who gets the master suite before arrival. We suggest drawing names for the best rooms or rotating if it's a long weekend. Couples usually expect double beds whilst solo guests might share twins.

Splitting costs between your group

Create a shared spreadsheet showing the rental cost per person. Factor in whether couples pay more than singles. Some groups split evenly whilst others charge per bedroom size. Decide this months ahead to avoid awkwardness.

Deposits and getting reimbursed

One person typically books and collects money from everyone else. Set clear payment deadlines because holiday lets require deposits months in advance. Use banking apps for easy tracking and send reminders without being pushy.

Hidden fees

Read the small print on heating costs during Christmas and New Year breaks. Some properties charge extra for hot tubs or firewood. Pet fees add up quickly for dog friendly cottages. Check if linen is included or costs extra per person.

Group cottage entertainment & activities

Stuff in the cottage itself - Look for properties with games rooms or cinema rooms because evenings in the countryside get dark early. Houses to rent with hot tubs provide entertainment without leaving the property. Indoor pools are rare but worth paying extra for stag dos or families with kids.

Coordinating group activities like a pro - Create a shared document with suggested activities but don't over-schedule. We find that big groups naturally split into smaller units during the day then regroup for meals. Build in flexibility rather than rigid itineraries.

Creating itineraries that please everyone - Survey your guests beforehand about interests. Some want countryside walks whilst others prefer visiting nearby Dorchester. Mix active days with lazy mornings. Schedule one big group meal but leave other times flexible.

Think about how far it is to activities or attractions - Dewlish sits centrally for exploring Dorset but you'll drive everywhere. The nearest proper town is Dorchester at 6 miles. Factor in 45 minutes to reach Weymouth beach. Cabins in isolated spots sound romantic until you're doing multiple supermarket runs.

Backup plans for when the weather's rubbish - Dorset gets proper rain so book accommodation with indoor entertainment. Properties with spacious living areas prevent cabin fever. Research indoor attractions within 30 minutes drive before arrival.

Some things to plan in advance

  • Being too isolated with no shops or restaurants nearby means bulk shopping trips to Dorchester
  • Parking inadequate for multiple cars causes daily reshuffling nightmares
  • Who organizes everything including food shops and booking group activities
  • Who's responsible if something breaks and how damages get split
  • Managing different sleep schedules when early risers wake night owls
  • Kitchen equipment for cooking meals for 14 people simultaneously
  • Bin collection days and recycling rules for the property

Top 5 group attractions in Dewlish area

The Piddle Valley and surrounding Dorset countryside offer brilliant days out for large groups wanting history and nature. Most attractions sit within 30 minutes drive making Dewlish ideal for group accommodation that balances rural peace with accessible sightseeing.

#1 Dorchester Roman Town

This historic county town sits 6 miles south with Roman walls and the excellent Dorset Museum. Groups can split between shopping and history then regroup at the many pubs and restaurants. The town works well for mixed-age parties because there's something for everyone within walking distance of the centre.

#2 Cerne Abbas and the Giant

Just 4 miles north you'll find this famous chalk figure and beautiful village. The walk up to view the giant properly takes 20 minutes and groups can grab lunch at the village pubs afterwards. It's perfect for a morning activity before heading elsewhere.

#3 Athelhampton House and Gardens

This Tudor manor house near Puddletown offers 10 acres of gardens and a stunning historic building. Large groups get discounted rates and the grounds provide space for everyone to explore at their own pace. The gardens work brilliantly for family reunion photos.

#4 Maiden Castle

Europe's largest Iron Age hill fort sits just outside Dorchester. It's free to visit and the massive earthworks impress even reluctant historians. Groups can walk the ramparts together then split up to explore. The site rarely gets crowded so you won't queue or feel rushed.

#5 Jurassic Coast Beaches

Weymouth and Lulworth Cove sit 40 minutes away offering proper beach days. Groups can hire equipment for water sports or simply claim a section of sand. The coastal cottages cost more but beach house accommodation suits summer breaks when everyone wants seaside access.

Indoor activities

Attraction What you'll experience For groups
Dorset Museum Roman mosaics and Jurassic fossils in modern galleries Self-paced exploration lets groups split by interest
Brewery Square Dorchester Cinema and restaurants in converted brewery buildings Multiple venues mean groups can eat together or separately
Athelhampton House Tudor architecture and period rooms with guided tours Group bookings available with private tour options
Tutankhamun Exhibition Dorchester Recreation of the pharaoh's tomb with authentic replicas Compact venue keeps groups together throughout visit
Local craft workshops Pottery and art classes in nearby villages Bookable for private groups wanting hands-on activities

Visitor FAQs

How many cars can we bring to Big Cottages in Dewlish?
Most large holiday houses offer parking for 4-6 vehicles but always check before booking. Properties in Dewlish often have generous parking because they're converted farms. Confirm exact numbers with the owner because street parking doesn't exist in rural villages.

Can we book cottages to rent for just one night?
Rarely. Most holiday rentals require minimum 3-night stays and week-long bookings during peak seasons. Last minute availability sometimes offers shorter breaks but expect to pay premium rates. Christmas and New Year properties typically need full week bookings.

Are properties that sleep 10 or more suitable for hen parties?
Check the listing carefully because some owners prohibit parties. Many welcome well-behaved groups but have noise restrictions and guest limits. Be honest when booking because turning up with extra people risks losing your deposit and getting evicted.

Do holiday homes in Dewlish allow dogs?
Many do because it's farming country but always verify pet policies. Some properties accept multiple dogs whilst others allow just one. Expect additional cleaning fees per pet. Properties with gardens usually specify if they're fully enclosed which matters for nervous dogs.

What's included in self-catering accommodation?
Expect fully equipped kitchens with basics like tea and coffee. Bed linen usually comes included but some properties charge extra. Towels might not be provided so check beforehand. Heating and electricity are normally included except in some older cottages during winter.

Making the most of your group break

Dewlish gives you proper Dorset countryside with enough nearby attractions to fill a long weekend or week-long break. The village itself offers pure rural peace whilst Dorchester provides shops and restaurants when you need civilization.

Book early for properties with hot tubs or indoor pools because these features get snapped up months ahead. Summer and bank holiday weekends need even earlier planning. We've found that midweek breaks offer better value and quieter attractions.

The key to successful group holidays is managing expectations upfront. Discuss budgets and house rules before anyone pays deposits. Sort out the boring logistics early so everyone can relax and enjoy the actual break together.

Unit 8, Dorset Business Park, Puddletown Road, Dorchester, Dorset, DT2 8QL