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Greenhill Holiday Cottages

Our collection of Greenhill holiday cottages offers you the perfect base for exploring this peaceful Evesham location in Worcestershire. You'll find yourself surrounded by the fertile Vale of Evesham with its famous orchards and market gardens. The area provides excellent walking routes through quintessential English countryside.

Whether you're travelling as families or couples seeking a rural retreat, our cottages and lodge accommodation cater for every group size. Many properties feature a hot tub for ultimate relaxation! The nearby town of Evesham boasts medieval heritage whilst Broadway and the Cotswolds lie within easy reach for day trips during your UK stay.

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 Greenhill: Your Complete Planning Guide

Booking Big Cottages in Greenhill gives you the perfect base for a memorable group break with space and facilities that hotels simply can't match. This charming Dorset village sits near Weymouth and offers stunning coastal views alongside peaceful countryside that makes it ideal for large groups seeking both adventure and relaxation.

You'll find everything from spacious holiday homes with hot tubs to massive properties that sleep 20 or more guests. The area combines easy access to the Jurassic Coast with local amenities and attractions that cater brilliantly to family reunions and celebrations of all kinds.

Avoiding stress and planning the perfect group break

Which cottage?

Start with your must-haves before browsing through hundreds of properties on Snaptrip and other rental sites. Set your budget first because large holiday houses vary wildly in price depending on season and facilities. Location matters hugely when you're coordinating big groups.

How many bedrooms and bathrooms do you really need? A 10 bedroom property sounds massive but might only have three bathrooms which creates queues every morning. Distance from the nearest town affects your food shopping options and restaurant choices significantly.

Pet-friendly or pet-free makes a huge difference to your search results. Dog friendly cottages with enclosed gardens are brilliant for families bringing their pets but some guests prefer properties without animal access. Modern or rustic changes the entire feel of your stay and impacts heating costs during winter breaks.

Plan these in advance

How many bedrooms and bathrooms for your group

Calculate one bathroom per four guests as a minimum for comfortable group accommodation. An 8 bed cottage needs at least two full bathrooms plus a downstairs toilet. Properties that sleep 12 should ideally have three bathrooms to avoid morning chaos.

Bedroom allocation drama

Decide who gets the master suite before you arrive to prevent awkwardness. Couples with young children often need ground floor rooms whilst elderly relatives benefit from ensuite facilities. Discuss sleeping arrangements openly when booking cottages for 10 or more guests.

Splitting costs between your group

Use apps like Splitwise to track who pays what throughout your stay. Some groups divide the rental equally whilst others charge per bedroom based on size and facilities. Agree the method before anyone transfers deposits.

Deposits and getting reimbursed

One person typically books and collects money from everyone else. Set clear deadlines for payment because holiday lets and lodges require deposits months in advance. Bank transfers work better than cash for tracking contributions to your group cottage rental.

Hidden fees

Check if electricity and heating cost extra during winter. Some self-catering properties charge for firewood and hot tub usage. Cleaning fees and damage deposits add significantly to the total cost of houses to rent for big groups.

Group cottage entertainment & activities

Stuff in the cottage itself - Look for properties with games rooms and large dining tables that seat everyone together. Villas with pool tables and cinema rooms keep teenagers entertained during downtime. An indoor pool transforms a rainy weekend into something special for families.

Coordinating group activities like a pro - Create a shared document where everyone suggests activities they'd enjoy. Vote on must-do experiences versus optional extras. Book popular attractions weeks ahead especially for Christmas and New Year breaks when availability shrinks fast.

Creating itineraries that please everyone - Build in free time because not everyone wants constant activity. Split into smaller groups for different interests rather than forcing everyone to do everything together. Stag dos and hen party groups need different planning approaches than family reunions.

Think about how far it is to activities - Check actual driving times to beaches and attractions because rural country cottages can be further from amenities than you expect. Coastal cottages by the sea offer immediate beach access but might be distant from inland attractions.

Backup plans for bad weather - Dorset's weather changes quickly so have indoor alternatives ready. Museums and leisure centres work brilliantly when outdoor plans fail. Properties with hot tubs and spacious living areas save the day during storms.

Some things to plan in advance

  • Being too isolated with no shops or restaurants nearby limits your food options significantly
  • Parking inadequate for multiple cars causes daily frustration when guests can't access vehicles easily
  • Who organizes everything including food shopping and activity bookings needs deciding upfront
  • Who's responsible if something breaks should be clear before arrival to avoid disputes
  • Managing different sleep schedules matters when early risers clash with night owls in open-plan spaces

Top 5 group attractions in Greenhill

Greenhill and the surrounding Weymouth area offer fantastic attractions for large groups seeking variety. The location combines maritime heritage with natural beauty and family-friendly venues that work brilliantly for groups of all ages throughout the year.

#1 Weymouth Beach

This award-winning sandy beach stretches for miles and provides space for big groups to spread out comfortably. The shallow waters make it perfect for families whilst the promenade offers cafes and amusements. Beach accommodation nearby means you can walk there in minutes from many holiday rentals.

#2 Nothe Fort

This Victorian coastal defence fort offers interactive exhibits and stunning harbour views that engage all ages. The maze of underground passages fascinates children whilst adults appreciate the historical significance. Groups can explore at their own pace with plenty of space for everyone.

#3 SEA LIFE Weymouth

The aquarium features sharks and sea turtles alongside local marine life in well-designed exhibits. Group rates make it affordable for large holiday parties and the indoor setting works perfectly regardless of weather. Interactive feeding sessions and talks happen throughout the day.

#4 Lodmoor Country Park

This nature reserve combines walking trails with a children's play area and miniature railway. Big groups appreciate the free entry and varied terrain that suits different fitness levels. The RSPB reserve section attracts birdwatchers whilst kids enjoy the adventure playground.

#5 Brewers Quay

This converted Victorian brewery houses shops and the Timewalk museum exploring Weymouth's history. The covered complex works brilliantly for groups on rainy days with cafes providing meeting points. The mix of retail and heritage appeals to diverse interests within large groups.

Indoor activities

Attraction What you'll experience For groups
SEA LIFE Weymouth Marine exhibits with sharks and interactive displays Group discounts available and suitable for all ages
Nothe Fort Victorian fort with underground passages and exhibitions Self-guided tours let groups explore at own pace
Brewers Quay Shopping and museum in historic brewery building Multiple activities under one roof for varied interests
Weymouth Pavilion Theatre shows and entertainment venue Large capacity for group bookings and events
Hollywood Bowl Weymouth Ten-pin bowling with arcade games Lane bookings accommodate parties and competitive fun

Visitor FAQs

How far in advance should we book Big Cottages in Greenhill?
Book six to twelve months ahead for peak season and Christmas breaks. Last minute availability exists but limits choice significantly. Properties that sleep 14 or sleeps 20 get reserved fastest because there are fewer of them.

What's the minimum stay for large cottages?
Most require three nights minimum with seven nights standard during summer. Weekend breaks and one night stays are rare for big houses. New Year and bank holidays often have longer minimum stays.

Are cheap options available for large groups?
Off-season rates drop considerably between November and March excluding holidays. Midweek bookings cost less than weekends. Splitting costs between guests in a 5 bedroom or larger property works out cheaper per person than hotels.

Can we hire properties for parties?
Many large holiday homes prohibit parties explicitly in their terms. Some properties to let welcome celebrations if you inform them beforehand. Damage deposits increase for group events and noise restrictions apply.

What facilities should we prioritize for group accommodation?
A large dining table that seats everyone together matters most. Multiple bathrooms prevent queues. Gardens provide outdoor space whilst properties with hot tubs add luxury. Good WiFi keeps everyone connected.

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