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Dorchester Holiday Cottages

Rated Top 5 Most Popular Places in Dorset 2026 by our visitors

Our collection of Dorchester holiday cottages offers you the perfect base to explore this historic county town in the heart of Thomas Hardy's Wessex. You'll find yourself surrounded by Iron Age hill forts like Maiden Castle and Roman heritage at every turn. The town centre features independent shops along South Street and the excellent Dorset Museum showcasing local archaeology.

Whether you're booking for families, couples or groups, your stay can include relaxing evenings in your own hot tub after exploring the Cerne Abbas Giant or walking the River Frome. Choose from traditional cottage rental options or contemporary lodge accommodation throughout Dorchester and the surrounding Dorset countryside!

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 Dorchester: Your Complete Planning Guide

Booking Big Cottages in Dorchester gives your group a perfect base to explore Thomas Hardy's historic county town whilst enjoying the space and freedom that hotels simply can't match. The Roman walls and Georgian architecture create a backdrop that feels authentically English without being overly touristy.

You're looking at properties that sleep 10 to massive houses that sleep 20 or more. We've seen everything from converted farmhouses with enclosed gardens to spacious villas with hot tubs. The variety of holiday cottages means you can find exactly what your group needs whether it's a hen party or a family reunion.

Avoiding stress and planning the perfect group break

Which cottage?

Start with your absolute must-haves before you even open SnapTrip or any other rental site. Set your budget first because large holiday houses vary wildly in price. A 10 bedroom property at Christmas costs significantly more than the same place for one night in February.

Location matters more than you think. Being five miles from Dorchester town centre sounds fine until you're coordinating three cars every time someone wants supplies. Work out how many bedrooms and bathrooms you actually need. Eight people don't necessarily need an 8 bed if couples are sharing.

Decide on pet-friendly or pet-free early. Dog friendly cottages with enclosed gardens book up fast. The modern versus rustic question affects everything from heating bills to whether your group will actually relax there. Country cottages with original features look great but can be draughty.

Plan these in advance

How many bedrooms and bathrooms for your group

We always recommend more bathrooms than you think necessary. One bathroom per four guests minimum. For cottages for 10 people you want at least three bathrooms. Large groups get frustrated queuing for showers and nobody wants that tension.

Bedroom allocation drama

Sort out who gets the master suite before you arrive. Seriously. We've seen weekend breaks ruined by arguments over rooms. If someone's organising everything they get first pick. Otherwise draw straws or rotate rooms if you're staying multiple nights.

Splitting costs between your group

Use a shared spreadsheet or app to track who owes what. Holiday rentals often require full payment upfront so one person fronts the cash. Break down the nightly rate per person and add food and activity costs as you go.

Deposits and getting reimbursed

Most holiday homes need a damage deposit separate from the rental cost. Make sure everyone knows they're contributing to this. Properties with indoor pools or hot tubs often have higher deposits. Get money from your group before you pay not after.

Hidden fees

Check for cleaning fees and linen charges. Some cheap accommodation looks affordable until you add mandatory extras. Lodges and cabins sometimes charge for electricity in winter. Pet fees add up if you're bringing multiple dogs to dog friendly properties.

Group cottage entertainment & activities

Stuff in the cottage itself - Look for houses to rent with games rooms or cinema rooms. Big houses often have table tennis or pool tables. Self-catering properties with hot tubs give you something to do without leaving. An indoor pool is gold for groups with children or for new year when weather's unpredictable.

Coordinating group activities like a pro - Create a shared calendar before you arrive. Let people opt in rather than forcing everyone to do everything. Big groups work better when there's flexibility. Some want to explore Dorchester whilst others prefer staying in the rental.

Creating itineraries that please everyone - Mix active and relaxed days. Plan one major group outing then leave other days loose. For big groups of 12 or more splitting into smaller units often works better than dragging everyone everywhere.

Think about how far it is to activities or attractions - Dorchester's compact but surrounding Dorset attractions spread out. Check actual driving times not just mileage. Coastal cottages by the sea are stunning but add 20 minutes to reach town centre amenities.

Backup plans for when the weather's rubbish - Book at least two indoor activities in advance. Having a plan B stops groups getting fractious when rain cancels outdoor plans. Properties with good communal spaces become essential in bad weather.

Some things to plan in advance

  • Being too isolated with no shops or restaurants nearby means someone's always driving for supplies
  • Parking inadequate for multiple cars causes daily hassle - verify exact spaces available
  • Who organizes everything including food shops and activities needs deciding upfront
  • Who's responsible if something breaks should be in your rental agreement
  • Managing different sleep schedules in group accommodation requires house rules about noise

Top 5 group attractions in Dorchester

Dorchester blends Roman history with Hardy heritage in ways that work brilliantly for large groups. The town's walkable centre means you're not constantly coordinating transport. Most attractions handle parties and big groups well with advance notice.

#1 Dorset Museum

This award-winning museum reopened after major renovation and tells Dorset's story from Jurassic fossils through Roman occupation to Thomas Hardy's manuscripts. The galleries spread across multiple floors so groups can explore at different paces. Interactive displays keep various ages engaged simultaneously.

#2 Maiden Castle

Europe's largest Iron Age hill fort sits just outside town with massive earthwork ramparts you can walk. The site's open access means free entry and no booking stress for group accommodation guests. The scale impresses everyone and the hilltop views across Dorset justify the climb.

#3 The Keep Military Museum

Housed in the old depot of the Dorsetshire Regiment this museum covers 300 years of military history. Groups can book guided tours that bring the exhibits alive. The Victoria Cross collection and Napoleonic War displays offer something beyond standard museum fare.

#4 Roman Town House

Discover preserved Roman mosaics and underfloor heating systems in this reconstructed townhouse. The intimate space suits smaller groups better than massive parties. Located right in Dorchester's centre it's easy to visit between other activities.

#5 Thomas Hardy's Cottage

The author's birthplace sits in woodland three miles from town. National Trust manages the property so expect quality interpretation. Book timed entry for large groups in advance. The rural setting and thatched cottage provide excellent photo opportunities for family reunions.

Indoor activities

Attraction What you'll experience For groups
Dorset Museum Interactive galleries covering 250 million years from fossils to Hardy with hands-on displays and original manuscripts Multiple floors let groups split up and regroup. Café provides meeting point
The Keep Military Museum Regimental history with medals, uniforms and personal stories from Napoleonic Wars through modern conflicts Guided tours available for groups. Compact layout keeps everyone together
Roman Town House Preserved Roman mosaics and heating systems with reconstructed rooms showing daily life Small space suits groups up to 15. Quick visit fits easily into busy itineraries
Brewery Square Cinema Modern multiplex showing latest releases with comfortable seating and full concessions Book multiple seats together. Good backup plan for rainy days
Dorchester Arts Centre Independent cinema and theatre with café bar showing films and live performances Intimate venue for cultural groups. Bar area good for pre-show gathering

Visitor FAQs

How far in advance should we book Big Cottages in Dorchester?
For weekend breaks book at least three months ahead. Christmas and new year need six months minimum. Last minute availability exists but you'll have limited choice especially for properties that sleep 14 or more guests.

What's the minimum stay for large holiday houses?
Most holiday lets require three nights minimum. Weekend bookings typically run Friday to Monday. Some properties accept one night stays midweek outside peak season but this is rare for accommodation sleeping large groups.

Are stag dos and hen parties allowed in group cottages?
Many properties specifically exclude stag dos and hen parties in their terms. Always declare your group type when booking. Some owners accept well-behaved celebrations with damage deposits. Lying about your group risks losing your deposit and accommodation.

Can we bring multiple dogs to dog friendly cottages?
Most dog friendly properties accept two dogs maximum. A few large cottages to rent allow more with advance arrangement and additional fees. Always confirm exact pet policies and whether gardens are fully enclosed before booking.

What happens if our group size changes after booking?
Reducing numbers rarely gets refunds but check your specific rental agreement. Increasing numbers often isn't possible as properties have maximum occupancy limits for safety and insurance. Some owners allow day guests for parties with prior arrangement.

Making the most of your Dorchester group break

Big Cottages in Dorchester give you the freedom to explore at your own pace whilst having a proper home base. The town's position means you're 20 minutes from coastal cottages and beach house options along the Jurassic Coast. Weymouth and Lyme Regis make easy day trips.

We find the best group holidays happen when you balance planned activities with downtime. Having spacious accommodation with gardens or a hot tub means people can relax without feeling they must constantly sightsee. Book your must-do attractions then leave flexibility for spontaneous plans.

The variety of holiday homes available through sites like SnapTrip means you'll find something perfect whether you need villas for big groups or country cottages for family gatherings. Start planning early and sort the practical stuff first. Your group will thank you when everything runs smoothly.

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