Dorset Holiday Cottages
Welcome to search preferences
Select a search preferences profile
Manage search preferences
-
You don't have any search preferences set
British Travel Award Winners!
Were proud to share that weve been recognised in the 2025 British Travel Awards as the Silver Winner for Best Company for UK Holiday Home Rentals.
Dorset Holiday Cottages
- Search Area: Dorset
- Clear all filters
Your Dorset search returned 1,063 cottages
REFINE SEARCHHow reviews work
A property's star rating is the average of the star ratings received from guests that wish for their review to be published
[A house with chimneys and planters in an outdoor area at the property]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Historic 2Bed - Traditional Countryside Retreat is a charming cottage in Shaftesbury, Dorset, boasting a fireplace, garden views, and a patio. Salisbury 21.3 miles; Bath 32.5 miles. (Ref. 1208295)
- Wi-fi
- Off-road parking
- Washing machine
for 7 nights
From
594
[A garden shed with a table and chairs in the garden at tbc ]
- Sleeps2
- Bedrooms1
- Pet FriendlyYes
Glamping cabin on the Jurassic Coast with breakfast is a simple, pet-friendly cabin near Swanage, Dorset, with studio layout, garden views and barbecue. Studland 3.7 miles, Poole, 18.7 miles, Bournemouth 24.3 miles. (Ref. 1200463)
- Pets go free
- Wi-fi
- Off-road parking
- Ground floor bedroom
for 7 nights
From
750
Travel plans can change
Choose our "Flexible" booking option and cancel at least a week before your check-in date to get a refund (exclusions apply).
[An outdoor patio with a hot tub wood siding on the house a table with chairs and an umbrella at Stag Cottage in Lytchett Matravers]
- Sleeps6
- Bedrooms2
- Pet FriendlyNo
This stunning, two-bedroom abode is perched in Lytchett Matravers, Dorset. Off-road parking. Hot tub. En-suite bedrooms. Poole 5.9 miles; Bournemouth 11.4 miles; Dorchester 18.7 miles. (Ref. 1084628)
- Wi-fi
- Off-road parking
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
From
882
[A wooden house with large glass doors a hot tub a lawn and a patio area at The Barn in Lytchett Matravers]
- Sleeps10
- Bedrooms4
- Pet FriendlyNo
A beautifully-presented, single-storey abode residing in Lytchett Matravers, Dorset. Near an AONB. Off-road parking. Hot tub. En-suite bedrooms. Poole 5.9 miles; Bournemouth 11.4 miles; Dorchester 18.7 miles. (Ref. 1084629)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
From
1406
[A garden with flowering plants and shrubs in front of a stone building with a tiled roof at Middle Farm Annex in Long Bredy]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
A detached barn conversion set within the village of Long Bredy. Woodburning fire. WiFi. Weymouth 12 miles; Yeovil 20 miles. (Ref. 998739)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
From
521
[A stone and brick house with arched windows a green door a bench and gravel driveway at The Coach House at Lackington Farm in Piddletrenthide]
- Sleeps3
- Bedrooms2
- Pet FriendlyNo
Gold Gems Award Winner for Best on the South Coast 2023. A picturesque, reverse level Coach House settled in White Lackington near Piddletrenthide, Dorset. Private parking. Enclosed garden. Woodburning stove. Pet-free. Dorchester 6.7 miles. (Ref. 1087048)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
From
694
[A view of rooftops with chimneys and a cliff by the sea at Seaview in Swanage]
- Sleeps7
- Bedrooms3
- Pet FriendlyNo
This all-ground-floor cottage rests in the charming seaside resort of Swanage on the Jurassic Coast of Dorset. Sea views. Family-friendly. Amenities within walking distance. Wareham 11.1 miles; Dorchester 25.9 miles. (Ref. 1012027)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
From
689
Travel plans can change
Choose our "Flexible" booking option and cancel at least a week before your check-in date to get a refund (exclusions apply).
[A living room with a spiral staircase and fireplace at Beautiful Pad Near World Heritage Jurassic Coast Pymore near Bridport]
- Sleeps2
- Bedrooms1
- Pet FriendlyNo
Beautiful Pad Near World Heritage Jurassic Coast is a delightful apartment in Pymore near Bridport, Dorset, boasting a woodburning stove, garden views, and parking. Lyme Regis 10 miles; West Bay 2 miles. (Ref. 1209043)
- Wi-fi
- Ground floor bedroom
- Dishwasher
for 7 nights
From
975
[A brick house with a sunroom and patio furniture in a garden at South Lodge in Hazelbury Bryan]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
A beautifully furnished annexe cottage on the edge of the little hamlet of Hazelbury Bryan in Dorset. Stunning spiral staircase. Open plan. Conservatory. Sherborne 10 miles (Ref. 969185)
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
From
432
[An outdoor area with a deck and grass in Orchid 9 Christchurch]
- Sleeps6
- Bedrooms2
- Pet FriendlyNo
Orchid 9 is a spacious lodge in Christchurch, Dorset, with private decking, garden, and barbecue. Bournemouth 7 miles. (Ref. 1193946)
- Wi-fi
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
From
1060
[A living room with a sofa and armchair at Charming Cottage Sleeps 4 with Sauna in Shaftesbury]
- Sleeps4
- Bedrooms1
- Pet FriendlyNo
Charming Cottage Sleeps 4 with Sauna is a characterful cottage in Shaftesbury, Dorset, featuring a woodburning stove, private sauna, and enclosed garden. Salisbury 21 miles; Bath 30 miles. (Ref. 1207171)
- Wi-fi
- Off-road parking
- Baby-friendly
for 7 nights
From
717
[A house with a patio area and a wooden gazebo on a lawn at Royal Oak House in Motcombe]
- Sleeps12
- Bedrooms6
- Pet FriendlyNo
Royal Oak House is a striking detached house with a heated swimming pool, barbecue, and 2-acre garden, located in the village of Motcombe in Dorset. Shaftesbury 3.3 miles; Stonehenge 22.9 miles; Salisbury 23.5 miles. (Ref. 1060629)
- Wi-fi
- Off-road parking
- Swimming pool
- Dishwasher
- Washing machine
- Games room
for 7 nights
From
2186
[A living room with a sofa and dining table at Red Rose Apartment in Weymouth]
- Sleeps3
- Bedrooms1
- Pet FriendlyNo
Red Rose Apartment is a centrally located apartment resting in Weymouth, Dorset and boasts parking, sea views and is within walking distance of the beach. Dorchester 7.8 miles; Bridport 19 miles. (Ref. 1190887)
- Wi-fi
- Washing machine
for 7 nights
From
665
[A stone building facade with multiple windows flower boxes and a wrought iron fence at The Esplanade in Weymouth]
- Sleeps18
- Bedrooms9
- Pet FriendlyNo
The Esplanade is a stunning, nine-bedroom holiday dwelling residing in Weymouth, Dorset. Sea views. En-suite bedrooms. Close to amenities and a beach. Parking. Dorchester 7.2 miles; Bridport 18.7 miles. (Ref. 1123341)
- Wi-fi
- Off-road parking
- Dishwasher
- Baby-friendly
for 7 nights
From
2519
Travel plans can change
Choose our "Flexible" booking option and cancel at least a week before your check-in date to get a refund (exclusions apply).
[A house with garden and seating area at Harbins Farm in Glanvilles Wootton Nr. Sherborne]
- Sleeps10
- Bedrooms5
- Pet FriendlyYes
Harbins Farm is a farmhouse dating back 200 years, in Glanvilles Wootton Near Sherborne, Dorset, pet-friendly with woodburning stoves. Sherborne 8.3 miles; Yeovil 12.9 miles; Weymouth 21.4 miles. (Ref. 1200098)
- Pets go free
- Wi-fi
- Off-road parking
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
From
1075
[The exterior entrance of a red brick building with blue door and blue trim around windows at Seasides in Weymouth]
- Sleeps13
- Bedrooms6
- Pet FriendlyNo
Lovingly renovated Seasides offers, beach, sea and harbour views, suitable for large family gatherings close to shops and amenities. (Ref. 1056791)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
- Sky TV
for 7 nights
From
2111
[A brick barn with black door and large windows and a bench outside at Meadow View Barn in Bere Regis]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Charming, modern barn located in the Dorset village of Bere Regis. WiFi. Close to shop and pub. Off-road parking. Courtyard garden. Wareham 6 miles. (Ref. 1000906)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
for 7 nights
From
500
[A living room with two grey sofas and a wooden boat-shaped shelf with books at Chesil Retreat Weymouth]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
A stylish property resting in the resort of Weymouth, Dorset. Enclosed garden. Pet free. Beach nearby. Dorchester 10.1 miles; Bridport 18.8 miles. (Ref. 1100742)
- Wi-fi
- Off-road parking
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
From
510
[A living room with a sofa, chair, coffee table and television at 123 On The Sea Victorias Place in Weymouth]
- Sleeps2
- Bedrooms1
- Pet FriendlyNo
123 On The Sea Victorias Place is a beautifully appointed seafront apartment in Weymouth, Dorset, featuring beach views, private parking, and a bright open-plan layout. Dorchester 7.6 miles; Bridport 21.2 miles. (Ref. 1133962)
- Wi-fi
- Off-road parking
- Dishwasher
- Baby-friendly
for 7 nights
From
571
[The exterior of a multi-story house with two curved bay windows and a balcony above an entrance surrounded by bushes at Number 10 The Penthouse in Swanage]
- Sleeps5
- Bedrooms2
- Pet FriendlyNo
This fabulous duplex apartment is perched in Swanage, Dorset. Roof terrace. Close to amenities and a beach. In an AONB. Pretty views. Wareham 9.6 miles; Poole 19.5 miles. (Ref. 1125701)
- Wi-fi
- Dishwasher
- Washing machine
for 7 nights
From
770
Found on England’s stunning South Coast, these holiday cottages in Dorset make for wonderful places to consider spending your next staycation. Offering visitors the very best of the coast and countryside and boasting tonnes of awesome landmarks and attractions, you’re bound to have a fantastic break staying at one of these Dorset cottages!
Why Dorset Holiday Cottages?
Without a doubt, choosing to stay in one of these Dorset holiday cottages is a fantastic idea to consider for your next break, regardless of what you’re hoping to get up to!
Home to the famous Jurassic Coast, a UNESCO World Heritage Site, as well as miles of beautiful countryside and rolling hills, it should come as no surprise to hear that this county is a magnet for tourists and holidaymakers!
So, whether you’re planning on exploring the dramatic coastal cliffs, wandering across the vast countryside or exploring its historic towns, you and your guests are bound to have a wonderful staycation at one of these Dorset cottages!
For more ideas on what to get up to here, check out our fantastic Dorset Travel Guide »
Places to Visit from Cottages in Dorset
Being home to a world-renowned coastline and miles of beautiful countryside all waiting for you to explore and enjoy, there’s no limit when it comes to places to visit from your Dorset self-catering cottage.
For example, if spending time at the beach is a must-do, then venture out from your Dorset cottage to the lovely resort town of Bournemouth! Home to a bustling town centre with streets nestled between beautiful parks and gardens, you can quite easily spend a full day here exploring its many fantastic places to eat, drink and shop! Not only that, but it’s also home to some of the best beaches in the country and is situated just a short drive away from the famous Sandbanks Beach too.
Other popular coastal towns near these cottages in Dorset include Lyme Regis where you can step back in time by hunting for fossils on Lyme Regis Fossil Beach, marvel at marine life at Lyme Regis Aquarium or see Dorset’s coast from the sea with a Jurassic boat trip. Or, take a trip to Weymouth, where you can bask on the golden shores of Weymouth Beach or enjoy walks along the iconic Chesil Beach.
On the other hand, further inland you’ll find the county town of Dorchester, nestled right in the heart of the county’s vast countryside. It is best known for its rich history and association with the Puritans that left for the New World in the 17th century. With a bustling city centre to explore that’s packed full of great restaurants, shops, pubs and bars, it’s also where you’ll find Poundbury, arguably one of the most unique towns in the country and well worth exploring if you have the time!
Other Popular Destinations to visit from Dorset Cottages:
You can also check out more Dorset Destinations here.
Types of Dorset Holidays
Don’t wait, book your next getaway to one of these Dorset holiday cottages today!
If you’re planning a Dorset holiday with your pooch, then be sure to check out these dog-friendly cottages in Dorset or guarantee your position by the sea with the help of these coastal cottages in Dorset.
You can also bring the whole family along on your next Dorset holiday by booking one of these Dorset cottages for families or these large Dorset cottages and if you appreciate the finer things in life, these luxury Dorset cottages are sure to impress!
Why not book something different like Dorset lodges and log cabins, Dorset cottages with hot tubs, Dorset cottages with swimming pools, glamping pods in Dorset or accommodation on holiday parks in Dorset.
If you’re planning a spontaneous getaway then be sure to check out these cottages for short breaks in Dorset and cottages for last-minute Dorset holidays too! Don’t worry if you still haven’t found what you’re looking for as there are plenty of other cottages in the South West of England to choose from!
![[Sykes Holiday Cottages Logo]](https://www.sykescottages.co.uk/images/sykes/sykes-short-logo-white.svg){kind=link}
![[Sykes Holiday Cottages Logo]](https://www.sykescottages.co.uk/images/sykes/sykes-primary-logo-white.svg){kind=link}
![[Mortgage Comparison]](https://www.sykescottages.co.uk/images/icons-svg/mortgage-comparison-icon.svg){kind=link}
![[]](https://media.sykesassets.co.uk/whitelabels/megaMenu/dog-friendly-holiday-parks-menu.jpg){kind=link}
![[sustonica approved property icon]](https://media.sykesassets.co.uk/whitelabels/icons-svg/sustonica-icon.svg){kind=link}
![[British Travel Awards 2025 Award]](https://www.sykescottages.co.uk/images/sykes/bta/bta-2025.png){kind=link}
![[]](https://www.sykescottages.co.uk/images/sykes/property_types/pet-friendly.jpg){kind=link}
![[]](https://www.sykescottages.co.uk/images/sykes/property_types/hot-tubs.jpg){kind=link}
![[]](https://www.sykescottages.co.uk/images/sykes/property_types/luxury.jpg){kind=link}
![[]](https://www.sykescottages.co.uk/images/sykes/property_types/log-cabins.jpg){kind=link}
![[]](https://www.sykescottages.co.uk/images/sykes/property_types/character.jpg){kind=link}
![[]](https://www.sykescottages.co.uk/images/sykes/property_types/remote.jpg){kind=link}
![[]](https://images1.sykesassets.co.uk/assets/_files/cached/img/0x0/https://media.sykesassets.co.uk/whitelabels/dorset_cottages.jpg){kind=link}
![[A house with chimneys and planters in an outdoor area at the property]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1208295/sc_1785151342_1208295_1.jpg?access=3674T3194T840){kind=link}
![[New property]](https://www.sykescottages.co.uk/images/icons/_search-page-sprite.svg#sprite-new-roundel-view){kind=link}
![[A garden shed with a table and chairs in the garden at tbc ]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1200463/sc_1773759506_1200463_7.jpg?access=3674T3194T840){kind=link}
![[An outdoor patio with a hot tub wood siding on the house a table with chairs and an umbrella at Stag Cottage in Lytchett Matravers]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1084628/sc_1691759267_1084628_28.jpeg?access=3674T3194T840){kind=link}
![[A wooden house with large glass doors a hot tub a lawn and a patio area at The Barn in Lytchett Matravers]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1084629/sc_1691759643_1084629_46.jpeg?access=3674T3194T840){kind=link}
![[A garden with flowering plants and shrubs in front of a stone building with a tiled roof at Middle Farm Annex in Long Bredy]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/998739/sc_15602524042133_998739_46.jpg?access=3674T3194T840){kind=link}
![[A stone and brick house with arched windows a green door a bench and gravel driveway at The Coach House at Lackington Farm in Piddletrenthide]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1087048/sc_1721825215_1087048_106.jpeg?access=3674T3194T840){kind=link}
![[A view of rooftops with chimneys and a cliff by the sea at Seaview in Swanage]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1012027/sc_1659353928_1012027_73.jpeg?access=3674T3194T840){kind=link}
![[A living room with a spiral staircase and fireplace at Beautiful Pad Near World Heritage Jurassic Coast Pymore near Bridport]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1209043/sc_1785934987_1209043_1.jpg?access=3674T3194T840){kind=link}
![[A brick house with a sunroom and patio furniture in a garden at South Lodge in Hazelbury Bryan]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/969185/sc_15106534036302_969185_015.jpg?access=3674T3194T840){kind=link}
![[An outdoor area with a deck and grass in Orchid 9 Christchurch]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1193946/sc_1765205282_1193946_1.jpg?access=3674T3194T840){kind=link}
![[A living room with a sofa and armchair at Charming Cottage Sleeps 4 with Sauna in Shaftesbury]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1207171/sc_1783424395_1207171_2.jpg?access=3674T3194T840){kind=link}
![[A house with a patio area and a wooden gazebo on a lawn at Royal Oak House in Motcombe]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1060629/sc_1738581946_1060629_113.jpeg?access=3674T3194T840){kind=link}
![[A living room with a sofa and dining table at Red Rose Apartment in Weymouth]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1190887/sc_1773930694_1190887_12.jpg?access=3674T3194T840){kind=link}
![[A stone building facade with multiple windows flower boxes and a wrought iron fence at The Esplanade in Weymouth]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1123341/sc_1722265216_1123341_48.jpeg?access=3674T3194T840){kind=link}
![[A house with garden and seating area at Harbins Farm in Glanvilles Wootton Nr. Sherborne]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1200098/sc_1778062062_1200098_61.jpg?access=3674T3194T840){kind=link}
![[The exterior entrance of a red brick building with blue door and blue trim around windows at Seasides in Weymouth]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1056791/sc_1646219347_1056791_51.jpeg?access=3674T3194T840){kind=link}
![[A brick barn with black door and large windows and a bench outside at Meadow View Barn in Bere Regis]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1000906/sc_1625674335_1000906_27.jpeg?access=3674T3194T840){kind=link}
![[A living room with two grey sofas and a wooden boat-shaped shelf with books at Chesil Retreat Weymouth]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1100742/sc_1668703570_1100742_9.jpeg?access=3674T3194T840){kind=link}
![[A living room with a sofa, chair, coffee table and television at 123 On The Sea Victorias Place in Weymouth]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1133962/sc_1784297332_1133962_32.jpg?access=3674T3194T840){kind=link}
![[The exterior of a multi-story house with two curved bay windows and a balcony above an entrance surrounded by bushes at Number 10 The Penthouse in Swanage]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1125701/sc_1721115682_1125701_41.jpeg?access=3674T3194T840){kind=link}
![[better business act logo]](https://media.sykesassets.co.uk/whitelabels/footer/logo_bba.svg){kind=link}