Find the perfect dog friendly holiday accommodation and book direct, choose from cottages, houses, lodges and apartments in Isle Of Portland, 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.
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Dog friendly holiday cottages, houses, lodges and apartments in Isle Of Portland
♡ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ SavedCorfe & Purbeck Holidays
25a West Street
Corfe Castle
Wareham
Dorset
BH20 5HA
- A delightful selection of cottages
- Corfe Castle, Swanage, Wareham - Dorset
- Comfortably furnished & fully equipped
- Bed linen & towels provided
- Properties sleeping from 2 to 10 people
- Short breaks available

If you love the freedom to do your own thing on holiday then a self-catering cottage is the perfect holiday for you. With so much to see and explore in this wonderful area, take the opportunity to enjoy a holiday, whatever the reason. If it is a relaxing break, an adventure… Read more
♡ Favourite♥ SavedDorset Holiday Cottages
8 East St
Corfe Castle
Dorset
BH20 5ED
- 29 dog friendly cottages
- First pet is FREE
- Pet friendly information about the area
- Open all year round
- Short breaks available
- Superb locations

Talk to someone today who has visited all of our Dorset holiday cottages. Our service is a personal service – we have visited every single holiday cottage that we offer in our portfolio. Our guest advisers can offer first-hand advice and a friendly, knowledgeable, local… 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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♥ 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



























































