The 30 Best Holiday Rentals in Dorset

Ranked 1 out of 1,483 in the Dorset region, as well as being 1 of 136 for holiday rentals in Lyme Regis.

• “Lovely flat and would book again .”
• “A lovely property in a peaceful location.”
• “In a stunning location, beautiful lush surrounds and garden.”
• See more reviews of Bentley Rise

Ranked 2 out of 1,483 in the Dorset region, as well as being 1 of 35 for holiday rentals in Bridport.

• “Everything was exactly as described, and we were made to...”
• “Very helpful and friendly hosts.”
• “The room is very clean and tidy, with all basic amenities...”
• See more reviews of Southcroft

Ranked 3 out of 1,483 in the Dorset region, as well as being 1 of 3 for holiday rentals in Motcombe.

• “Another lovely break in my favourite cottage yomping the downs and touring the countryside.”
• “Fabulous private studio”
• “Clean, tidy and finished to a high standard.”
• See more reviews of The Loft at The Little Elms

Ranked 4 out of 1,483 in the Dorset region, as well as being 2 of 136 for holiday rentals in Lyme Regis.

• “Exceptional apartment with stunning views of Lyme Regis.”
• “Absolutely loved every minute at this gorgeous place!!!”
• “Very happy with our stay, wonderful hosts, beautiful location, couldn’t have asked for more!”
• See more reviews of Cobblers Lodge

Ranked 5 out of 1,483 in the Dorset region, as well as being 1 of 172 for holiday rentals in Weymouth.

• “The apartment was lovely ,clean & the bed was very...”
• “Lovely short break in comfortable location”
• “Exceptional location, great accommodation, great people. See you again”
• See more reviews of Self Contained Guest suite 2 - Weymouth

Ranked 6 out of 1,483 in the Dorset region, as well as being 1 of 9 for holiday rentals in Gillingham.

• “Beautiful homely property”
• “It was extremely comfortable with lovely views and a great location for us.”
• “Amazing barn in a beautiful location”
• See more reviews of The Barn

Ranked 7 out of 1,483 in the Dorset region, as well as being 1 of 63 for holiday rentals in Swanage.

• “Perfect base to explore Purbeck.”
• “Beautiful house in super location.”
• “Spring break in Swanage”
• See more reviews of Shepherds House

Ranked 8 out of 1,483 in the Dorset region, as well as being 1 of 16 for holiday rentals in Wimborne Minster.

• “Beautiful location”
• “Would definitely return ! Relaxing beautiful place can’t fault it thank you”
• “Perfectly peaceful rural getaway”
• See more reviews of The Tool Shed

Ranked 9 out of 1,483 in the Dorset region, as well as being 2 of 35 for holiday rentals in Bridport.

• “Short stay but nice loved to haved stayed longer”
• “Great accommodation in lovely setting.”
• “A lovely break away with everything we needed to make it special”
• See more reviews of The Haven at Halsons

Ranked 10 out of 1,483 in the Dorset region, as well as being 2 of 63 for holiday rentals in Swanage.

• “Perfect for our needs”
• “Clean comfortable and central.”
• “Relaxing and thoroughly enjoyable”
• 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 11 out of 1,483 in the Dorset region, as well as being 1 of 6 for holiday rentals in Corfe Castle.

• “Beautiful house in a great location”
• “Broad Mead, very nice indeed.”
• “We stayed as a group of 10 ladies.”
• See more reviews of Broad Mead

Ranked 12 out of 1,483 in the Dorset region, as well as being 1 of 8 for holiday rentals in Shaftesbury.

• “It was very comfortable in a nice setting”
• “Perfect accommodation in a beautiful location”
• “A lovely home from home”
• See more reviews of Shaftesbury Modern Annexe

Ranked 13 out of 1,483 in the Dorset region, as well as being 1 of 12 for holiday rentals in Ferndown.

• “April 2024 stay - family of 4”
• “Lovely stay in Quince 10, very comfortable lodge, everything we needed, spacious throughout and perfect place for us to”
• “The lodge was very comfortable and clean. I would certainly stay again.”
• See more reviews of Luxury 6 berth lodge at Quince 10

Ranked 14 out of 1,483 in the Dorset region, as well as being 1 of 20 for holiday rentals in Blandford Forum.

• “Amazingly well equipped cabin with friendly hosts set in beautiful scenery”
• “Wonderful location, great hosts, simple but perfect accommodation.”
• “Beautiful, cosy and well placed”
• See more reviews of PieNook

Ranked 15 out of 1,483 in the Dorset region, as well as being 2 of 172 for holiday rentals in Weymouth.

• “Brilliant - the apartment was a haven from the appalling weather - so glad we had all the facilities”
• “Great hoilday! We stayed for Christmas and it was wonderful.”
• “Comfortable, beautiful outlook on the seafront, central”
• See more reviews of Beachfront with balcony 1st Floor apartment "The Beaches"

Ranked 16 out of 1,483 in the Dorset region, as well as being 3 of 63 for holiday rentals in Swanage.

• “Comfortable, thoughtful, perfect”
• “location was great ”
• “Spotless flat and perfectly located for Swanage.”
• See more reviews of HighTide - 2 bed with parking, balcony & sea view.

Ranked 17 out of 1,483 in the Dorset region, as well as being 2 of 8 for holiday rentals in Shaftesbury.

• “Will definitely be back.”
• “Modern, convenient and clean”
• “excellent stay and very happy with everything, thanks”
• See more reviews of The View

Ranked 18 out of 1,483 in the Dorset region, as well as being 4 of 63 for holiday rentals in Swanage.

• “Beautiful holiday accommodation”
• “Perfect.”
• “Great time to recharge our batteries.”
• See more reviews of Top Spec Caravan - Stunning sea views across bay

Ranked 19 out of 1,483 in the Dorset region, as well as being 1 of 29 for holiday rentals in Dorchester.

• “Comfortable and convenient”
• “Great flat - clean and comfortable!”
• “Very well appointed flat, easy to reach all amenities and very peaceful”
• See more reviews of Dorchester central flat

Ranked 20 out of 1,483 in the Dorset region, as well as being 3 of 172 for holiday rentals in Weymouth.

• “Truly relaxing in lovely surroundings and comfort.”
• “Absolutely perfect in every way”
• “A lovely home from home.”
• See more reviews of Coastguard Lookout

Ranked 21 out of 1,483 in the Dorset region, as well as being 1 of 2 for holiday rentals in Puncknowle.

• “Great accomodation in a lovely quiet location”
• “Enjoyable stay”
• “An ideal location for a short getaway for couples with a pet.”
• See more reviews of The Captain's Retreat, Quiet 1 Bed Dog Friendly

Ranked 22 out of 1,483 in the Dorset region, as well as being 1 of 5 for holiday rentals in Beaminster.

• “So pleasant and comfy.”
• “Chapel View Cottage is a charming, bright and well-equipped property in a beautiful little town.”
• “We had a lovely short stay at the end of the Easter break. We visited some lovely places and indulged in some good food,”
• See more reviews of Chapel View Cottage

Ranked 23 out of 1,483 in the Dorset region, as well as being 1 of 4 for holiday rentals in Langton Matravers.

• “Relaxing, comfortable and ideal.”
• “Lovely place to stay”
• “Ideal location”
• See more reviews of Quality Court

Ranked 24 out of 1,483 in the Dorset region, as well as being 3 of 35 for holiday rentals in Bridport.

• “Amazing and quirky”
• “Fantastic and we will be back!!”
• “Pretty much faultless apart from access”
• See more reviews of Colly Farm

Ranked 25 out of 1,483 in the Dorset region, as well as being 1 of 2 for holiday rentals in Winterborne Kingston.

• “Otherwise it was all excellent”
• “Location was perfect and we had a very comfortable stay”
• “Location was perfect.”
• See more reviews of The Nest Kingston

Ranked 26 out of 1,483 in the Dorset region, as well as being 3 of 136 for holiday rentals in Lyme Regis.

• “Lovely little hideaway...”
• “Good location close to all amenities.”
• “Very well decorated perfect location”
• See more reviews of The Old Lyme Brewhouse

Ranked 27 out of 1,483 in the Dorset region, as well as being 5 of 63 for holiday rentals in Swanage.

• “We thoroughly enjoyed our short at the stylish, light, well stocked and comfortable Lookout. We enjoyed the great views”
• “Excellent stay. Great host who provides all the information you need. The stay was seamless.”
• “Beautiful apartment just a short walk down the hill to Swanage town/beach.”
• See more reviews of The Lookout

Ranked 28 out of 1,483 in the Dorset region, as well as being 4 of 136 for holiday rentals in Lyme Regis.

• “Cosy apartment, great facilities and stunning views.”
• “Perfect apartment for our family break, absolutely loved it!”
• “Lovely middle floor apartment.”
• See more reviews of Jurassic View Apartment

Ranked 29 out of 1,483 in the Dorset region, as well as being 4 of 35 for holiday rentals in Bridport.

• “Good sea view, comfortable furniture, lovely bathroom and...”
• “Lovely one night stay”
• “looked the view and closeness to the Hive”
• See more reviews of Chesil Beach Lodge Burton Bradstock Dorset DT64RJ

Ranked 30 out of 1,483 in the Dorset region, as well as being 5 of 136 for holiday rentals in Lyme Regis.

• “Fab views and peaceful location.”
• “Ideal place to stay, being close enough to explore the centre of Lyme Regis and beaches on foot.”
• “A place we hope to return to!”
• See more reviews of Private apartment, parking, sea and country views