The 30 Best Holiday Rentals in Dorset

Ranked 1 out of 1,493 in the Dorset region, as well as being 1 of 35 for holiday rentals in Bridport.

• “Comfortable and quiet room with what you need for a short stay.”
• “Everything was exactly as described, and we were made to...”
• “Very helpful and friendly hosts.”
• See more reviews of Southcroft

Ranked 2 out of 1,493 in the Dorset region, as well as being 1 of 136 for holiday rentals in Lyme Regis.

• “Lovely. Clean. Comfortable. Hosts communication was great.”
• “Well equipped apartment.”
• “Lovely flat and would book again .”
• See more reviews of Bentley Rise

Ranked 3 out of 1,493 in the Dorset region, as well as being 1 of 3 for holiday rentals in Motcombe.

• “Fitted the bill perfectly for what we required.”
• “Another lovely break in my favourite cottage yomping the downs and touring the countryside.”
• “Fabulous private studio”
• See more reviews of The Loft at The Little Elms

Ranked 4 out of 1,493 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 1,493 in the Dorset region, as well as being 1 of 173 for holiday rentals in Weymouth.

• “Comfortable suite we look forward to visiting again”
• “Brilliant. Would highly reccomend.”
• “The apartment was lovely ,clean & the bed was very...”
• See more reviews of Self Contained Guest suite 2 - Weymouth

Ranked 6 out of 1,493 in the Dorset region, as well as being 1 of 9 for holiday rentals in Gillingham.

• “Absolutely stunning property and setting”
• “Beautiful homely property”
• “It was extremely comfortable with lovely views and a great location for us.”
• See more reviews of The Barn

Ranked 7 out of 1,493 in the Dorset region, as well as being 1 of 15 for holiday rentals in Wimborne Minster.

• “A beautiful countryside retreat”
• “Fabulous property, stunning location - I wish we could have...”
• “Beautiful location”
• See more reviews of The Tool Shed

Ranked 8 out of 1,493 in the Dorset region, as well as being 1 of 65 for holiday rentals in Swanage.

• “Would happily stay again.”
• “Perfect for our needs”
• “Clean comfortable and central.”
• 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 9 out of 1,493 in the Dorset region, as well as being 1 of 7 for holiday rentals in Corfe Castle.

• “Home from home luxury.”
• “Beautiful house in a great location”
• “Broad Mead, very nice indeed.”
• See more reviews of Broad Mead

Ranked 10 out of 1,493 in the Dorset region, as well as being 2 of 35 for holiday rentals in Bridport.

• “Wonderful stay and good location for excursions nearby”
• “Lovely place, home from home”
• “Short stay but nice loved to haved stayed longer”
• See more reviews of The Haven at Halsons

Ranked 11 out of 1,493 in the Dorset region, as well as being 2 of 65 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 12 out of 1,493 in the Dorset region, as well as being 1 of 8 for holiday rentals in Shaftesbury.

• “A very enjoyable stay and the property is in a good location for the town”
• “It was very comfortable in a nice setting”
• “Perfect accommodation in a beautiful location”
• See more reviews of Shaftesbury Modern Annexe

Ranked 13 out of 1,493 in the Dorset region, as well as being 1 of 12 for holiday rentals in Ferndown.

• “Beautiful lodge looking forward to staying again”
• “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”
• See more reviews of Luxury 6 berth lodge at Quince 10

Ranked 14 out of 1,493 in the Dorset region, as well as being 2 of 173 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 15 out of 1,493 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 16 out of 1,493 in the Dorset region, as well as being 1 of 29 for holiday rentals in Dorchester.

• “It helped us have a remarkable weekend”
• “Comfortable and convenient”
• “Great flat - clean and comfortable!”
• See more reviews of Dorchester central flat

Ranked 17 out of 1,493 in the Dorset region, as well as being 3 of 65 for holiday rentals in Swanage.

• “The property was exactly as described, very clean and quiet.”
• “would highly recommend for anyone looking for a short stay in Swanage”
• “Comfortable, thoughtful, perfect”
• See more reviews of HighTide - 2 bed with parking, balcony & sea view.

Ranked 18 out of 1,493 in the Dorset region, as well as being 4 of 65 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 1,493 in the Dorset region, as well as being 1 of 2 for holiday rentals in Puncknowle.

• “Lovely clean accommodation and spacious, everything you...”
• “Great accomodation in a lovely quiet location”
• “Enjoyable stay”
• See more reviews of The Captain's Retreat, Quiet 1 Bed Dog Friendly

Ranked 20 out of 1,493 in the Dorset region, as well as being 3 of 173 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 1,493 in the Dorset region, as well as being 1 of 5 for holiday rentals in Beaminster.

• “The coziness, the host leaving an apple juice gift with...”
• “So pleasant and comfy.”
• “Chapel View Cottage is a charming, bright and well-equipped property in a beautiful little town.”
• See more reviews of Chapel View Cottage

Ranked 22 out of 1,493 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 23 out of 1,493 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 24 out of 1,493 in the Dorset region, as well as being 1 of 4 for holiday rentals in Langton Matravers.

• “Few days away to recharge”
• “Relaxing, comfortable and ideal.”
• “Lovely place to stay”
• See more reviews of Quality Court

Ranked 25 out of 1,493 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 1,493 in the Dorset region, as well as being 3 of 136 for holiday rentals in Lyme Regis.

• “A great place to spend your holiday”
• “Really lovely stay with helpful owners and housekeeper”
• “Lovely little hideaway...”
• See more reviews of The Old Lyme Brewhouse

Ranked 27 out of 1,493 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 28 out of 1,493 in the Dorset region, as well as being 2 of 29 for holiday rentals in Wareham.

• “This is just the most perfect place to stay and the hosts...”
• “A thoroughly enjoyable week”
• “Fabulous”
• See more reviews of Cottages at Woodlands, Grooms Cottage

Ranked 29 out of 1,493 in the Dorset region, as well as being 5 of 136 for holiday rentals in Lyme Regis.

• “Great location with a very nice and welcoming owner, we had a lovely stay and will book again”
• “Stunning property , exactly as pictured . Beautiful furnishings and comfortable beds and everything is provided you woul”
• “perfect stay, greeted with scones, jam & cream, lovely owners and very accommodating.”
• See more reviews of 4a Dolphin Close

Ranked 30 out of 1,493 in the Dorset region, as well as being 5 of 65 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