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Dewlish Holiday Cottages

Our curated collection of Dewlish 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 Dewlish holiday home today.

Visitor Rating
Rating
4.8

Churn House

Hot Tub
Sleeps 8
Pets 1
Bedrooms: 4
  • Sleeps 12 guests comfortably
  • Spacious group living areas
  • Peaceful Dorset countryside location
  • Multiple bedrooms and bathrooms
  • Easy access to attractions
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Visitor Rating
Rating
4.7

Manor Farm Barn

Hot Tub
Sleeps 15
Pets 1
Bedrooms: 8
  • Sleeps 15 with swimming pool
  • Eight en-suite bedrooms available
  • Dedicated games room entertainment
  • Large farmhouse kitchen facilities
  • Beautiful 18th century barn conversion
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Creaky Cottage

Less than a mile from Dewlish
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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Dorset Eco Retreats

4 miles from Dewlish
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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Visitor Rating
Rating
4.2

Deer Leap House

6 miles from Dewlish
Hot Tub
Sleeps 15
Pets 1
Bedrooms: 7
  • Sleeps 15 across seven bedrooms
  • Heated outdoor swimming pool available
  • Games room with pool table
  • Tennis court with equipment provided
  • Beautiful grounds with roaming deer
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Visitor Rating
Rating
4.9

Agua de Plata

6 miles from Dewlish
Hot Tub
Sleeps 8
Bedrooms: 4
  • Lakeside home with private jetty
  • Swimming pool and gym access
  • Sleeps 8 in four bedrooms
  • Open-plan living for groups
  • Peaceful Dorset estate location
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Visitor Rating
Rating
5

Glyde House

6 miles from Dewlish
Hot Tub
Sleeps 8
Pets 1
Bedrooms: 5
  • Six bedrooms sleep twelve
  • Games room with table tennis
  • Four bathrooms prevent queues
  • Large open-plan living area
  • Near Jurassic Coast attractions
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The Garden House

7 miles from Dewlish
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

7 miles from Dewlish
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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Park House

7 miles from Dewlish
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 Shooting Lodge

7 miles from Dewlish
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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Visitor Rating
Rating
4.8

Baytree Lodge

10 miles from Dewlish
Hot Tub
Sleeps 12
Pets 1
Bedrooms: 5
  • Indoor swimming pool
  • Games room entertainment
  • Sleeps 12 people
  • Five en-suite bedrooms
  • Near beach location
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Manor Farmhouse

10 miles from Dewlish
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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Visitor Rating
Rating
4.7

The Grain Store

10 miles from Dewlish
Hot Tub
Sleeps 7
Pets 1
Bedrooms: 4
  • Sleeps seven across four bedrooms
  • Two living rooms with Smart TVs
  • Open fire for cosy evenings
  • Safe enclosed courtyard garden
  • Walking distance to village pub
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Visitor Rating
Rating
4.8

Sunningdale Rise

11 miles from Dewlish
Hot Tub
Sleeps 8
Bedrooms: 4
  • Sleeps 8 guests comfortably
  • Modern open-plan living areas
  • Peaceful Dorset countryside location
  • Near Weymouth Beach attractions
  • Multiple bedrooms and bathrooms
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The White House

11 miles from Dewlish
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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Visitor Rating
Rating
4.5

Family House

12 miles from Dewlish
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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Wraxall Yard

12 miles from Dewlish
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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Visitor Rating
Rating
4.8

The White Cottage

12 miles from Dewlish
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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Beachaven

12 miles from Dewlish
Hot Tub
Sleeps 15
Bedrooms: 7
  • Sleeps 15 across seven bedrooms
  • Ground floor accessible accommodation available
  • Kitchen table seats 14 people
  • Just 0.3 miles from beach
  • Enclosed garden with summer house
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Visitor Rating
Rating
5

The BoBo House

12 miles from Dewlish
Hot Tub
Sleeps 12
Bedrooms: 6
  • Six themed bedrooms sleeping twelve
  • Games room with Xbox entertainment
  • Enclosed garden with astro turf
  • Just 0.1 miles from beach
  • Walking distance to major attractions
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Visitor Rating
Rating
4.8

Seaside House

12 miles from Dewlish
Hot Tub
Sleeps 12
Bedrooms: 6
  • Sleeps 12 across six bedrooms
  • Seven bathrooms including ensuites
  • Five minutes walk to beach
  • Contemporary kitchen with high-spec appliances
  • Ground floor bedroom for accessibility
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Visitor Rating
Rating
4.9

The Esplanade

12 miles from Dewlish
Hot Tub
Sleeps 18
Bedrooms: 9
  • Multiple bedrooms for groups
  • Several bathrooms available
  • Spacious social areas
  • Walking distance to beach
  • Near Weymouth attractions
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Visitor Rating
Rating
4.6

Skylark

12 miles from Dewlish
Hot Tub
Sleeps 8
Bedrooms: 4
  • Spacious ground floor bungalow
  • Games room with table tennis
  • Three bathrooms for groups
  • Large enclosed garden space
  • Eight miles to Weymouth beach
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Visitor Rating
Rating
4.5

15 Hardwick Street

13 miles from Dewlish
Hot Tub
Sleeps 9
Pets 1
Bedrooms: 4
  • Sleeps 9 across 4 bedrooms
  • 3 minutes walk to beach
  • HD TVs in every bedroom
  • Enclosed garden with storage
  • Two car parking permits
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Visitor Rating
Rating
4

Weymouth Seaside House

13 miles from Dewlish
Hot Tub
Sleeps 9
Pets 1
Bedrooms: 5
  • Sleeps 9 across 5 bedrooms
  • Beach just 0.3 miles away
  • Pet-friendly welcomes 2 dogs
  • Enclosed garden with patio
  • Central Weymouth town location
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Byre House

13 miles from Dewlish
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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Visitor Rating
Rating
3.9

Low Tide

13 miles from Dewlish
Hot Tub
Sleeps 10
Bedrooms: 5
  • Modern group lodge accommodation
  • Close to Weymouth Beach access
  • Spacious open plan living areas
  • Multiple bedrooms for large groups
  • Easy coastal attraction access
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Visitor Rating
Rating
3.7

High Tide

13 miles from Dewlish
Hot Tub
Sleeps 10
Bedrooms: 5
  • Direct seafront position
  • Five bedrooms six bathrooms
  • Retro game machine entertainment
  • Beach access across road
  • Spectacular sea views
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Visitor Rating
Rating
4.9

Victorian Town House

13 miles from Dewlish
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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Big Cottages Dewlish: Your Complete Planning Guide

Booking Big Cottages in Dewlish gives you access to authentic Dorset countryside without the hassle of coordinating multiple hotel rooms. This small village sits in the Piddle Valley and offers the kind of peace and rural charm that makes group breaks memorable.

The area around Dewlish provides excellent access to both countryside walks and coastal attractions. You're within easy reach of Dorchester, the Jurassic Coast and countless National Trust properties that work brilliantly for large groups wanting variety during their stay.

Avoiding stress and planning the perfect group break

Which cottage?

Start with your must-haves before you even open SnapTrip or any other booking platform. We find that groups who nail down their non-negotiables first save hours of scrolling through properties that won't work.

Set your budget first and be realistic about what everyone can afford. A massive 10 bedroom property sounds great until you realise half your group can't stretch to the cost. Holiday cottages for big groups vary wildly in price.

Location matters more than you think. Some country cottages sit miles from the nearest shop which sounds idyllic until you need milk at 7am. Check how isolated you want to be versus having amenities nearby.

Count bedrooms and bathrooms properly. A cottage that sleeps 20 might only have three bathrooms which creates queues nobody wants. Properties with enclosed gardens work brilliantly if you're bringing dogs along.

Modern or rustic changes everything about your stay. Some groups want hot tubs and indoor pools whilst others prefer character features and log fires. Neither is wrong but you need consensus before booking.

Plan these in advance

How many bedrooms and bathrooms for your group

Calculate one bathroom per four guests as a minimum. Large holiday houses often advertise sleep capacity without mentioning bathroom ratios. An 8 bed property with two bathrooms will cause friction during morning routines.

Bedroom allocation drama

Decide who gets which room before arrival. The master suite question causes more arguments than you'd expect. We suggest drawing names from a hat or rotating rooms if you're booking multiple nights.

Splitting costs between your group

Use apps like Splitwise to track who owes what. Holiday rentals for large groups involve substantial upfront costs and chasing people for money ruins friendships. Get deposits from everyone early.

Deposits and getting reimbursed

One person usually books but everyone should pay their share immediately. Don't let the organiser carry the cost for weeks. Most holiday lets require full payment 6-8 weeks before arrival.

Hidden fees

Check for extras like linen charges, cleaning fees and pet supplements. Some dog friendly properties charge per animal which adds up fast. Last minute bookings sometimes waive certain fees so it's worth asking.

Group cottage entertainment & activities

Stuff in the cottage itself - Big houses to rent often include games rooms, hot tubs or even cinema rooms. Properties with pools (indoor especially) keep everyone entertained regardless of weather. Check what's actually included versus what costs extra.

Coordinating group activities like a pro - Create a shared document where people can suggest activities. Not everyone wants to do everything together and that's fine. Build in free time alongside group outings.

Creating itineraries that please everyone - Mix active and relaxed activities. A family reunion needs different planning than a hen party or stag dos. Self-catering accommodation gives you flexibility that hotels can't match.

Think about how far it is to activities - Dewlish sits roughly 10 miles from Dorchester and 15 miles from the coast. Factor in travel time when planning days out. Multiple cars help but parking at attractions fills up fast in summer.

Backup plans for bad weather - Dorset weather changes fast. Have indoor alternatives ready because standing in rain arguing about plans kills the mood. Museums, distilleries and indoor markets work well.

Some things to plan in advance

  • Check parking capacity matches your group size - many cottages to rent only accommodate 3-4 vehicles
  • Assign one person as main organiser but delegate tasks like food shopping and activity booking
  • Clarify the damage deposit policy and who's liable if something breaks during your stay
  • Discuss quiet hours if your group includes early risers and night owls
  • Book restaurants in advance - large groups can't just walk into country pubs expecting tables

Top 5 group attractions near Dewlish

The area surrounding Big Cottages in Dewlish offers remarkable variety for groups. You've got prehistoric sites, stunning coastline and market towns all within 30 minutes drive. These attractions cater well to large groups without requiring complex advance booking.

#1 Durdle Door and Lulworth Cove

This iconic limestone arch draws visitors from across the world and sits about 25 minutes from Dewlish. The coastal walk between the two landmarks takes roughly an hour and offers spectacular views. Large groups should arrive early as the car park fills quickly during peak season.

#2 Dorchester and the Roman Town House

Dorchester provides excellent facilities for groups including cafes, pubs and historical sites. The Roman Town House gives fascinating insight into life 1,700 years ago. The town works brilliantly as a base for splitting up - some can shop whilst others explore museums.

#3 Athelhampton House and Gardens

This Tudor manor house sits just 15 minutes away and welcomes group visits. The gardens span 20 acres and include topiary pyramids dating back centuries. Groups can explore at their own pace without guided tours which suits mixed-age parties.

#4 Monkey World Ape Rescue Centre

Located near Wool, this rescue centre houses over 250 primates across 65 acres. It works exceptionally well for family groups and provides all-weather facilities. The site includes multiple cafes and picnic areas suitable for large parties.

#5 Corfe Castle

These dramatic ruins dominate the Purbeck landscape and offer excellent walking routes. The village below provides pubs and tea rooms perfect for group refreshments. The castle itself allows groups to explore freely without timed entry slots.

Indoor activities

Attraction What you'll experience For groups
Dorset County Museum Extensive collections covering geology, archaeology and Thomas Hardy exhibits across multiple galleries Self-paced exploration suits different interests and abilities within your party
Brewhouse Theatre Taunton Live performances, cinema screenings and comedy nights in an intimate venue Group bookings available with discounts for parties over 10 guests
Tank Museum Bovington World's finest collection of tanks and armoured vehicles with interactive displays Spacious venue handles large groups easily with multiple exhibition halls
Tutankhamun Exhibition Dorchester Recreation of the pharaoh's tomb with authentic replicas and historical context Compact venue works well for groups wanting a shorter activity
Dorset Brewing Company Brewery tours showing the beer-making process with tasting sessions Tours accommodate groups and can be booked for private parties

Visitor FAQs

How far in advance should we book Big Cottages in Dewlish?
Book 6-12 months ahead for Christmas, New Year and summer holidays. Properties that sleep 12 or more get snapped up fast. Last minute deals exist but you'll have limited choice for specific dates.

What's the minimum stay for group accommodation?
Most large cottages require 3-7 night minimum stays depending on season. Weekend breaks and one night stays are rare for properties sleeping 14 or more guests. Holiday homes often have different minimums for peak versus off-peak periods.

Are there cheap options for big groups?
Off-season rates drop significantly. Lodges and cabins sometimes cost less than traditional cottages. Splitting a spacious 5 bedroom property between 10 people works out cheaper per person than smaller rental properties.

Can we bring multiple dogs to holiday cottages?
Many properties accept pets but check the limit - some allow one dog whilst others welcome several. Gardens with secure fencing matter more than size. Pet fees typically apply per animal.

What about properties with hot tubs for large groups?
Cottages with hot tubs command premium prices but add real value for group breaks. Check capacity as some only fit 4-6 people. Villas with pools are rarer in Dorset but do exist.

Planning group accommodation takes effort but Dewlish provides an excellent base for exploring Dorset. The village's central location means you're never far from coastal cottages, beach houses or countryside attractions. Properties to hire range from rustic country cottages to modern houses to rent with all the amenities.

We recommend booking through established platforms that offer protection for group bookings. Check cancellation policies carefully as large holiday house rentals involve significant deposits. The right property transforms a good break into an exceptional one that your group will remember.

Unit 7, Skypark Business Centre, Clyst Honiton, Exeter, Devon, EX5 2UL