Find the perfect dog friendly holiday accommodation and book direct, choose from cottages, houses, lodges and apartments in Winterbourne Steepleton, Dorset and the surrounding area.
When making an enquiry or booking a property, please let them know you found their details on The Good Dog Guide.
Directory listings
Dog friendly holiday cottages, houses, lodges and apartments in Winterbourne Steepleton
♡ Favourite♥ SavedStonebank Annexe
14 West Street
Chickerell
Weymouth
Dorset
DT3 4DY
- Dog friendly holidays in Weymouth
- Building dating from the late 1500’s
- Large garden with patio
- Off road parking
- A mile from the Dorset coastal path
- Two pubs nearby serving variety of food

Stonebank is a Grade 2 listed building dating from the late 1500’s and the Annexe offers holiday accommodation in the Dorset village of Chickerell, three miles from Weymouth and Portland, the home of the 2012 Sailing Olympic Games and now a very active sailing centre. A mile… Read more
♡ Favourite♥ SavedBoutique Retreats - Dorset
Also All Across The UK
- Dog friendly retreats
- Hot tubs
- Bathtub for two
- Wood burner
- Selected retreats have enclosed gardens
- Many other properties throughout the UK

From cosying up fireside in a country cottage, to stargazing from a dreamy hot tub at your clifftop hideaway, seek the magic of a staycation with Boutique Retreats. With over 260 luxury abodes to choose from, uncover our curated collection of luxury retreats, set in unique… Read more
♡ Favourite♥ SavedCurated Cottages
73 Sutton Road
Sutton Poyntz
Weymouth
Dorset
DT3 6LN
- Pet-friendly cottages
- Each cottage accommodates up to two dogs
- Log burner
- Hot tubs
- Short breaks also available
- On site swimming pool, gym and spa

As dog owners ourselves, we’ve chosen our pet-friendly cottages with four-legged friends in mind. Each cottage accommodates up to two dogs, with extra touches such as treats in the welcome pack and practical tips to help make your stay relaxing. With sandy beaches, coast paths… Read more
♡ Favourite♥ SavedBridport Holiday Cottages
Hembury Mill
Askerswell
Dorset
DT2 9EN
- BOOK DIRECT WITH OWNER!
- Original working watermill cottage
- Set in 7.5 acres of gardens
- Orchard, stream, pond play area
- Near Askerswell village pub
- Close to Jurassic Coast walks

Book direct with owner, telephone or email Bridport Holiday Cottages offers two distinctive self-catering retreats in rural Dorset, centred on the county’s only original working watermill. Hembury Mill and the adjoining Cider Barn have been sympathetically converted to blend… Read more
♡ Favourite♥ SavedCharmouth Coach House
Westwell
Old Lyme Road
Charmouth
Bridport
Dorset
DT6 6BQ
- Situated on the South West Coast Path
- All year round dog friendly beach
- Relaxing open plan kitchen/lounge
- 6 miles from the market town of Bridport
- Contact for number of dogs b4 booking
- Private balcony at the rear of property

The Coach House is a beautiful, single level apartment set in the pretty coastal village of Charmouth. A 10 minute stroll to Charmouth’s famous fossil beach and situated directly on the South West Coast Path. We are 6 miles from the vibrant market town of Bridport and its… Read more
♡ Favourite♥ SavedNetherleigh B&B - Detached Studio
Netherleigh
Cooks Lane
Axminster
Devon
EX13 5SQ
- Dog friendly detached studio
- We accept up to 3 dogs of any size.
- In an area of outstanding natural beauty
- Free private parking directly outside
- Free superfast WiFi
- Lots to see and do locally

Netherleigh B&B's dog friendly Studio room is completely independent from the main house and has its own private entrance, parking & garden which allows total privacy and independence. We are in a quite country lane in an area of outstanding natural beauty but only a 10 minute… Read more
♡ Favourite♥ SavedLaverstock Farm
Laverstock
Bridport
Dorset
- Dog-friendly self catering cottages
- Working farm countryside setting
- Close to Jurassic Coast walks
- Family-friendly facilities onsite
- Ideal for groups and couples
- Peaceful rural Dorset location

Laverstock Farm is a beautiful, well-kept working farm offering self catering holiday accommodation in a peaceful rural setting in the heart of West Dorset. Set within the Marshwood Vale and located between Pilsdon Pen and Lewesdon Hill, the highest hills in Dorset, the farm… Read more
♡ Favourite♥ SavedSymondsbury Estate
Bridport
Dorset
DT6 6HG
- Working estate near Jurassic Coast
- Fourteen unique holiday cottages
- Cosy retreats for two to group stays
- Estate-wide, dog-friendly destination
- Café, deli & shops at Manor Yard
- Miles of trails, woodland & beaches

Symondsbury Estate is a working estate in the heart of the Dorset countryside, just a few miles from the stunning Jurassic Coast. Known for its blend of rural charm and coastal proximity, the Estate offers a variety of self-catering holiday cottages alongside a vibrant visitor… Read more
♡ Favourite♥ SavedBakers Mill Farm Holiday Cottages
Chedington Lane
Mosterton
Beaminster
Dorset
DT8 3JD
- Dog friendly cottages on 200 acre farm
- Games room, course fishing, WiFi
- Peaceful location to unwind & relax
- 15 minute walk to local pub & shop
- Short & long stays available
- 10% discount for multiple cottages
Beautiful, peaceful location to unwind and relax. We are located within Dorset's Area of Outstanding Natural Beauty, on an early 17th century working farm covering 200 acres, a haven for wildlife, with amazingly dark night skies for watching the stars. Surrounding a courtyard… Read more
♡ Favourite♥ SavedDorset Hideaways
Throughout
Dorset
- Wide range of Dorset cottages
- Dog friendly holiday homes
- Close to beaches and walks
- Cosy countryside retreats
- Larger group stays available
- Expert local team support

Dorset Hideaways offers a wide collection of charming holiday cottages, perfect for those who want to explore the beauty of Dorset with their dogs. From cosy thatched cottages to elegant coastal retreats, each property is carefully selected to provide comfort, character, and a… Read more
♡ Favourite♥ SavedLyme Regis Accommodation
30 & 31 Coombe Street
Lyme Regis
Dorset
DT7 3PP
- Dog Friendly accommodation in Lyme Regis
- 2 cottages sleeping 4 & 8 people
- 4 Star Self Catering Accommodation
- Walled gardens
- Stunning views of Lyme Regis
- Lots of local amenities

4 Star Self Catering Accommodation Comfort, quality and convenience are the three most important factors we believe any visitor to Lyme Regis is looking for when choosing a self catering dog friendly holiday cottage to rent. Visit Britain have rated both our holiday cottages… Read more
♡ Favourite♥ SavedNorburton Hall Cottages
Norburton Hall
Shipton Lane
Burton Bradstock
Bridport
Dorset
DT6 4NQ
- Idyllic cottages in 5 acres of grounds
- Tucked away on the Dorset Jurassic Coast
- Stunning location, relaxing country
- & vibrant culture
- Close to the market town of Bridport
- Courtyard garden with seating area

Less than a mile from the spectacular Jurassic coast, Norburton Hall lies tucked away in the iconic West Dorset village of Burton Bradstock. There have been dwellings here since at least the early seventeenth-century when a farm stood on the southern slopes looking towards the… Read more
♡ Favourite♥ SavedBookham Court Holiday Cottages
Bookham
Alton Pancras
Dorchester
Dorset
DT2 7RP
- Four & five star cottages Nr Dorchester
- 4 dog friendly cottages accepting 2 dogs
- Only half an hour from Jurassic coast
- Set on our 650 acre Dorset family farm
- Two cottages are disabled friendly
- Games room for the children

Bookham Court offer dog friendly self-catering holiday cottages are nestled in an area of outstanding natural beauty and abundant wildlife near Dorchester in Dorset, on the edge of the South Wessex Downs. These four beautiful self catering Dorset holiday cottages are equipped… Read more
♡ Favourite♥ SavedLittle Norton Mill
Little Norton
Norton Sub Hamdon
Somerset
TA14 6TE
- Dog-friendly cottages
- Lake views
- 7 acres of private grounds
- Edge of country park
- Numerous walks
- Country pubs nearby

Little Norton Mill - historic buildings in South Somerset Beautiful 2-bedroom cottages overlooking a mill-pond. Set in 7 acres of gardens and grounds, and on the edge of Ham Hill country park, Little Norton Mill in lovely south Somerset offers glorious walks on the doorstep. The… Read more
♡ Favourite♥ SavedWhite Horse Farm
White Horse Farm
Middlemarsh
Sherborne
Dorset
DT9 5QN
- Dog friendly cottages in Dorset
- Sleeping from 4 to 24 people
- Surrounded by 2 acres of gardens
- Paddock with a large duck pond
- All cottages have Wi-Fi access
- Indoor & outdoor games & much more

We are in rural Dorset and surrounded by miles and miles of glorious unspoilt Hardy countryside. Lying between the historic towns of Sherborne, Dorchester and Cerne Abbas, our dog friendly cottages and farmhouse are within easy reach of local inns which all serve good food and… Read more
♡ Favourite♥ SavedDoles Ash Farm Holiday Cottages
Doles Ash
Piddletrenthide
Dorset
DT2 7RE
- Dog friendly accommodation in Dorset
- 7 cottages sleeping 2 to 6 people
- Set in 12 acres
- Free WIFI & welcome pack
- Indoor heated swimming pool
- Tennis court & outdoor play field

The perfect location for a relaxing and stress-free holiday! Dog friendly self catering Dorset holiday cottages located in the heart of Hardy’s Dorset. Doles Ash Farm Holiday Cottages offers a relaxing break surrounded by beautiful countryside and set in 12 acres of West… Read more
♡ Favourite♥ SavedWestfield Farm Cottages
Westfield Farm
Coombe Road
Winterbourne Steepleton
Dorset
DT2 9HD
- 3 self-catering dog friendly cottages
- Sleeping up to 4 people

Westfield Farm Cottages are nestled in beautiful countryside just 5 miles from the coast in rural Dorset. These… Read more
♡ Favourite♥ SavedDorset Coastal Cottages
Dorchester
Dorset
BH20 6BL
- Dog friendly holiday accommodation
- Within 10 miles of the Dorset coast

Self catering holiday cottages on the beautiful Dorset coast. Pet friendly cottages – around half of our cottages are… Read more
♡ Favourite♥ SavedDownview Farm
Water Lane
Blandford Forum
Dorset
DT11 0PE
- Dog friendly holidays in Dorset
- Hot tub & swimming pool

Downview Farm sleeps upto 16 people. Nestled in the depths of the Dorset Downs the charming country village of… Read more
♡ Favourite♥ SavedFairwater Head
Scouse Lane
Hawkchurch
Axminster
Devon
EX13 5TX
- Three Bedroom Self Catering Apartments
- Self Catering Holiday Lets

Fairwater Head in Hawkchurch offers dog-friendly self-catering accommodation in its Garden Cottage and Garden Suite,… Read more
♡ Favourite♥ SavedOur Place in Portland
29 High Street
Fortuneswell
Dorset
- Dog-friendly coastal cottage near Chesil
- Sleeps 6, enclosed garden & dogs welcome

Dog-friendly coastal cottage on the Isle of Portland, close to Chesil Beach and the South West Coast Path. Sleeps 6… Read more
♡ Favourite♥ SavedGreenwood Grange Dorset
Greenwood Grange
Higher Bockhampton
Dorset
DT2 8QH
- Self catering dog friendly holidays
- Beautiful stone-built cottages in Dorset

Greenwood Grange Dorset is a collection of beautiful stone-built luxury holiday cottages, perfect for couples,… Read more
♡ Favourite♥ SavedSymondsbury Manor
Symondsbury
Bridport
Dorset
DT6 6HD
- Self-catering Manor house in Dorset
- Located by the beautiful Jurassic coast

Symondsbury Manor boasts a creative interior full of colour and playful charm. Up to 22 friends and family can spread… Read more
♡ Favourite♥ SavedSilverlake Estate
Warmwell Road
Dorchester
Dorset
DT2 8GH
- Luxury lakeside lodges in Dorset
- Dog-friendly homes & facilities

Discover Silverlake Estate in Dorset, a nature-filled escape for families and pets! Enjoy stylish lakeside lodges,… Read more
♡ Favourite♥ SavedGolden Acre Holiday Bungalows
Lower Eype
Bridport
Dorset
DT6 6AL
- Dog-friendly lodges with secure gardens
- Beach access and coastal walks nearby

Golden Acre Holiday Bungalows offers private, dog-friendly self-catering lodges in the tranquil village of Eype, West… Read more
♡ Favourite♥ SavedLyme Holidays
Greenwood Cottage & Pydelspring Cottage
Sun Lane
Morcombelake
Bridport
Dorset
DT6 6DL
- 2 Cosy Barns for Couples near Lyme Regis
- Perfect for exploring Dorset & Devon

Lyme Holidays offers stylish self-catering cottages near Lyme Regis on Dorset’s Jurassic Coast. Enjoy coastal path… Read more
♡ Favourite♥ SavedGorselands Caravan Park
West Bexington
Dorchester
Dorset
DT2 9DJ
- Dog-friendly self-catering stays
- Located in Dorchester, Dorset

Gorselands Caravan Park offers dog-friendly self-catering accommodation in Dorchester, Dorset. It provides a… Read more
♡ Favourite♥ SavedLuccombe Holidays
Luccombe Farm
Milton Abbas
Blandford Forum
Dorset
DT11 0BE
- Dog-friendly self-catering cottages
- Heated indoor pool & games room

Escape to Luccombe Holidays, a family-run 650-acre farm near Blandford Forum offering dog-friendly self-catering… Read more
♡ Favourite♥ SavedWater Meadows Cottage
14b Cattistock Road
Maiden Newton
Dorset
DT2 0AG
- Luxury dog friendly cottage
- In the heart of West Dorset's AONB

After purchasing Water Meadows Cottage in 2004 we spent the following three years extending and renovating the property… Read more
♡ Favourite♥ SavedMarrakesh the yurt
Forest View BnB
Fiddleford
Sturminster newton
Sturminster Newton
Dorset
DT10 2BX
- Traditional Mongolian yurt stay
- Self-catering near Sturminster Newton

Marrakesh the yurt offers a unique self-catering retreat in a traditional Mongolian yurt near Sturminster Newton,… Read more
♡ Favourite♥ SavedEype Beach Holiday Park
Mount Lane
Eype
Bridport
Dorset
DT6 6AL
- Dog Friendly Caravan Holiday Homes
- Dog friendly Beach

Perched on the cliffs above the Jurassic Coast, Eype Beach Holiday Park offers self-catering caravan breaks steps from… Read more
♡ Favourite♥ SavedSandyholme Holiday Park
Moreton Road
Owermoigne
Dorchester
Dorset
DT2 8HZ
- Dog friendly holidays in Dorchester
- Surrounded by countryside

Sandyholme Holiday Park is the perfect base for a holiday with family and friends. Situated in the countryside the… Read more
♡ Favourite♥ SavedThe Front Rows at the Penn
Cove Park
Pennsylvania Road
Isle Of Portland
Dorset
DT5 1HU
- Dog friendly accommodation in Dorset
- Comfortably furnished & equipped

Look forward to personal attention and facilities to please the most discerning holiday maker and holiday home owner at… Read more
♡ Favourite♥ SavedWatermeadow Lakes and Lodges
Trindlewell Lane
Townsend
North Perrott
Crewkerne
Somerset
TA18 7SR
- Dog friendly accommodation in Somerset
- Luxury lodges in beautiful surroundings

Watermeadow Lakes and Lodges offer the choice of three luxury lodges Willow, Heron and Kingfisher for self-catering… Read more
♡ Favourite♥ SavedGolden Cap Holiday Park
Seatown
Chideock
Bridport
Dorset
DT6 6JX
- Dog friendly holidays in Bridport
- Direct access to the coast path

Golden Cap Holiday Park is the perfect location for a Dorset holiday with your four-legged friends. The park is… Read more
♡ Favourite♥ SavedWareham Forest Lodge Retreat
Organford Rd
Holton Heath
Poole
Dorset
BH16 6LA
- Dog Friendly Self Catering Lodges
- Pet Friendly Holidays in Dorset

Wareham Forest Lodge Retreat offers self-catering woodland lodge holidays in Dorset. Pet-friendly lodges are available,… Read more
♡ Favourite♥ SavedHawkchurch Resort & Spa
Hawkchurch
Axminster
Devon
EX13 5UL
- Dog Friendly Self Catering Lodges
- Self Catering Holidays in Devon

Hawkchurch Resort & Spa near Axminster offers pet-friendly self-catering lodges in a countryside setting, with selected… Read more
♡ Favourite♥ SavedDorset Escape Barn
Fern Down Farm
Wynford Eagle
Dorchester
Dorset
DT2 0EZ
- Detached 200yr-old stone&slate barn 6bed
- Walled courtyard with spectacular views

Dorset Escape Barn near Dorchester is a converted stone-and-slate barn with a walled courtyard, three bedrooms and… Read more
♡ Favourite♥ SavedChampernhayes
Bridport
Dorset
CV35 -2.7
- Luxury dog friendly holiday cottages
- On the Dorset & Devon border

Champernhayes offers dog-friendly self-catering cottages on the Dorset and Devon border near Bridport. Selected… Read more
♡ Favourite♥ SavedThe Garden House Studio
Mill Lane
Lyme Regis
Dorset
DT7 3TZ
- Coastal Hideaway
- Big Deck

The Garden House Studio is a cosy self-catering studio in Lyme Regis, Dorset, just a short walk from the Jurassic… Read more
♡ Favourite♥ SavedBinghams Farm Barns
3 Binghams Farm Cottages
Melplash
Dorset
DT6 3TT
- Set in stunning West Dorset countryside
- Fully enclosed gardens & access to field

Binghams Farm Barns offers dog-friendly self-catering cottages in Melplash, with private enclosed gardens and access to… Read more
♡ Favourite♥ SavedHighlands End Holiday Park
Eype
Bridport
Dorset
DT6 6AR
- Dog friendly holidays in Bridport
- Direct access to the coast path

Highlands End Holiday Park is superbly located on the clifftop overlooking 99 miles of Dorset and Devon coastline.… Read more
♡ Favourite♥ SavedChesil Beach Lodge
Chesil Beach Lodge
Coast Road
Burton Bradstock
Dorset
DT6 4RJ
- Spectacular sea views
- Next to South-West coast path

Chesil Beach Lodge offers sea-view self-catering apartments in Burton Bradstock, with dog-friendly options, an enclosed… Read more
♡ Favourite♥ SavedThe Pink House Lulworth
East Lulworth
Dorset
BH20 5QP
- Dog friendly cottage in East Lulworth
- 3 double bedrooms

The Pink House Lulworth is a three-bedroom self-catering home in East Lulworth, sleeping up to six, with off-road… Read more
♡ Favourite♥ SavedHoughton Lodge
Blandford Forum
Dorset
DT11 0PE
- Pet friendly holidays in Dorset
- Relax in peace & tranquillity

If it is peace and tranquillity you are after, you have stumbled across an oasis of calm. Loud music, rowdy parties and… Read more
♡ Favourite♥ SavedNewlands Holiday Park
Charmouth
Dorset
DT6 6RB
- Dog friendly holiday park in Charmouth
- On-site bar, restaurant & shop

Nestling beside the lovely World Heritage village of Charmouth, Newlands Holiday Park in Dorset is the perfect spot for… Read more
♡ Favourite♥ SavedHillyground Cottage Holidays
Hillyground Cottage
86 Newton
Sturminster Newton
Dorset
DT10 2DQ
- Two 4-star self-catering cottages
- Pets welcome year round

Hillyground Cottage Holidays offers two 4-star self-catering cottages near Sturminster Newton in Dorset. Overlooking… Read more
























































































