The 28 Best Holiday Rentals in Dorset

Ranked 1 out of 1,800 in the Dorset region, as well as being 1 of 183 for holiday rentals in Lyme Regis.

• “A wonderful place to stay in a beautiful part of the world”
• “Fantastic stay. Great cottage in a great location.”
• “Beautiful place to stay”
• See more reviews of Cobblers Lodge

Ranked 2 out of 1,800 in the Dorset region, as well as being 2 of 183 for holiday rentals in Lyme Regis.

• “”
• “Bentley Rise”
• “Excellent little flat that suited our needs perfectly.”
• See more reviews of Bentley Rise

Ranked 3 out of 1,800 in the Dorset region, as well as being 1 of 15 for holiday rentals in Gillingham.

• “The barn was excellent and Maryann was an excellent host.”
• “Amazing stay at The Barn.”
• “One of the best!”
• See more reviews of The Barn

Ranked 4 out of 1,800 in the Dorset region, as well as being 1 of 4 for holiday rentals in Lytchett Matravers.

• “Beautiful location, so peaceful, lovely people and had...”
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• “Lovely location and accommodation.”
• See more reviews of Hideaway

Ranked 5 out of 1,800 in the Dorset region, as well as being 1 of 13 for holiday rentals in Wyke Regis.

• “Fabulous night away and within a short drive of Weymouth and surrounding areas”
• “”
• “The property was just what we wanted for a few days in...”
• See more reviews of Savannah Lodge

Ranked 6 out of 1,800 in the Dorset region, as well as being 3 of 183 for holiday rentals in Lyme Regis.

• “Great central location”
• “Great location, comfortable and all amenities available. Perfect for a get away”
• “Loved the little cottage, would book again”
• See more reviews of The Old Lyme Brewhouse

Ranked 7 out of 1,800 in the Dorset region, as well as being 1 of 89 for holiday rentals in Swanage.

• “Very comfortable”
• “”
• “Excellent apartment in every way”
• See more reviews of Swanage Holiday Penthouse Apartment, Moments from Beach and Town, On Site Parking, Fast WIFI, Sleeps up to 6, Rated Exceptional

Ranked 8 out of 1,800 in the Dorset region, as well as being 1 of 20 for holiday rentals in Wimborne Minster.

• “”
• “Perfect, thank you.”
• “High class furnishings/GORGEOUS stay😀”
• See more reviews of The Tool Shed

Ranked 9 out of 1,800 in the Dorset region, as well as being 1 of 214 for holiday rentals in Weymouth.

• “Great be back again soon”
• “A lovely stay”
• “”
• See more reviews of Carlton Guest suites - Weymouth

Ranked 10 out of 1,800 in the Dorset region, as well as being 1 of 39 for holiday rentals in Bridport.

• “Enjoyed sitting outside on the terrace.”
• “Exquisite apartment”
• “Excellent stay”
• See more reviews of The Haven at Halsons

Ranked 11 out of 1,800 in the Dorset region, as well as being 1 of 30 for holiday rentals in Wareham.

• “Lovely accommodation - perfect location”
• “What an exceptional find, the place is beautiful and clean.”
• “Excellent stay which exceeded my expectations and I would highly recommend the property.”
• See more reviews of The Paddocks - Spacious annexe with rural outlook.

Ranked 12 out of 1,800 in the Dorset region, as well as being 4 of 183 for holiday rentals in Lyme Regis.

• “Home from home. Stunning views in and idyllic seaside town. Amazing.”
• “A excellent stay”
• “Second time we have stayed here and 100% will return, we even brought family with us this year and they too fell in love”
• See more reviews of 2 Dorset Mews

Ranked 13 out of 1,800 in the Dorset region, as well as being 2 of 214 for holiday rentals in Weymouth.

• “”
• “We stayed 2nights and had a great time. The property was perfect, clean and had everything we needed. Nice to have milk,”
• “Everything especially the view.”
• See more reviews of Quayside Quarters

Ranked 14 out of 1,800 in the Dorset region, as well as being 2 of 89 for holiday rentals in Swanage.

• “A very comfortable self catering apartment making for a simple holiday”
• “Chilled and comfortable”
• “Excellent”
• See more reviews of HighTide - 2 bed with parking, balcony & sea view.

Ranked 15 out of 1,800 in the Dorset region, as well as being 1 of 6 for holiday rentals in Corfe Castle.

• “A wonderful property, centrally located with huge charm and very welcoming owners!”
• “”
• “Great place to stay with Corfe Castle right on your doorstep”
• See more reviews of Drury's

Ranked 16 out of 1,800 in the Dorset region, as well as being 1 of 12 for holiday rentals in West Lulworth.

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• “”
• See more reviews of 2-6 guests Holiday Chalet in Durdle Door

Ranked 17 out of 1,800 in the Dorset region, as well as being 2 of 6 for holiday rentals in Corfe Castle.

• “We had a lovely stay at Alan & Clare’s the house was beautiful and the views from the garden were so lovely looking”
• “A fantastic choice for a family or group holiday stay”
• “We had a wonderful time in this place.”
• See more reviews of Broad Mead

Ranked 19 out of 1,800 in the Dorset region, as well as being 5 of 183 for holiday rentals in Lyme Regis.

• “”
• “Highly recommend”
• “Great location, only 10-15 minutes walk into town down short...”
• See more reviews of Private apartment, parking, sea and country views

Ranked 21 out of 1,800 in the Dorset region, as well as being 1 of 4 for holiday rentals in Langton Matravers.

• “Beautiful inside, spacious and perfect for a break with two...”
• “”
• “We had a wonderful family holiday!”
• See more reviews of Quality Court

Ranked 22 out of 1,800 in the Dorset region, as well as being 1 of 18 for holiday rentals in Shaftesbury.

• “It was quiet and secluded, but within easy walking distance...”
• “”
• “”
• See more reviews of Shaftesbury Modern Annexe

Ranked 23 out of 1,800 in the Dorset region, as well as being 3 of 18 for holiday rentals in Ferndown.

• “Loved everything about the apartment.”
• “Accommodation was excellent”
• “Lovely spacious room”
• See more reviews of The Dolman at Ferndown Forest Golf Course

Ranked 24 out of 1,800 in the Dorset region, as well as being 3 of 214 for holiday rentals in Weymouth.

• “August bank holiday”
• “Fab little apartment just seconds from the beach”
• “Lovely stay in a great location”
• See more reviews of 1 bed self catering apartment

Ranked 25 out of 1,800 in the Dorset region, as well as being 2 of 39 for holiday rentals in Bridport.

• “Hosts are really lovely and helpful.”
• “Wonderful place.”
• “Such a great find especially for a trip planned at fairly...”
• See more reviews of Colly Farm

Ranked 26 out of 1,800 in the Dorset region, as well as being 1 of 5 for holiday rentals in Puncknowle.

• “A real gem close to the beautiful Dorset coast”
• “Perfect 5 day stay”
• “Quiet place with far reaching view across fields, but minutes away from beaches.”
• See more reviews of The Captain's Retreat, Quiet 1 Bed Dog Friendly

Ranked 27 out of 1,800 in the Dorset region, as well as being 3 of 39 for holiday rentals in Bridport.

• “Excellent sea views, very well maintained and appointed”
• “Stunning space and views. Highly recommended.”
• “Very restful and fabulous views over the sea.”
• See more reviews of Chesil Beach Lodge Burton Bradstock Dorset DT64RJ

Ranked 28 out of 1,800 in the Dorset region, as well as being 1 of 39 for holiday rentals in Dorchester.

• “Amazing place”
• “”
• “The accom was well laid out, with all items you require for...”
• See more reviews of Dorchester central flat

Ranked 29 out of 1,800 in the Dorset region, as well as being 4 of 214 for holiday rentals in Weymouth.

• “Lovely, bright & cheerful apartment”
• “”
• “”
• See more reviews of Beachfront with balcony 1st Floor apartment "The Beaches"

Ranked 30 out of 1,800 in the Dorset region, as well as being 1 of 1 for holiday rentals in Puddletown.

• “Little slice of heaven”
• “Parfait”
• “Short but sweet! Highly recommend :)”
• See more reviews of Emerald Lodge