Dorset Cottages with Pool
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Dorset Cottages with Pool
- Has a swimming pool
- Search Area: Dorset
- Clear all filters
Your Dorset search returned 23 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 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 mobile home with a deck and fence at Freshwater Beach Holiday Park - Holiday Accommodation 17116 in Burton Bradstock near Bridport]
Holiday Park
- Sleeps6
- Bedrooms2
- Pet FriendlyNo
Holiday Accommodation 17116 offers stunning views near Bridport, with two bedrooms, enclosed decking and easy access to Dorsets coast and countryside. Lyme Regis 10 miles; West Bay 2 miles. (Ref. 1186216)
- Wi-fi
- Swimming pool
- Baby-friendly
-
5% off - Sat 1st Aug to 30th Sep 2026
for 7 nights
From
552
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 backyard view of a brick two-story house with patio furniture and a pond in front at Agua de Plata 16 Wakeling Island Silverlake in Dorchester]
- Sleeps8
- Bedrooms4
- Pet FriendlyNo
16 Wakeling Island is a stylish, detached home resting in Crossways, Dorset. On-site facilities. Family-friendly. Lakeside views. Woodburning stove. Puddletown 5.3 miles; Dorchester 5.6 miles; Weymouth 10 miles. (Ref. 1138508)
- Wi-fi
- Swimming pool
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
From
810
[A two-story white house with a patio umbrella and outdoor furniture surrounded by a lawn and trees at Somerhill in Lyme Regis]
- Sleeps10
- Bedrooms5
- Pet FriendlyNo
An exceptional property close to Lyme Regis in Dorset. Swimming pool. Woodburning stove. Gardens. Sea views. Lyme Regis 0.7 miles; Bridport 10.5 miles; Branscombe 10.8 miles; Weymouth 29.3 miles. (Ref. 1106401)
- Wi-fi
- Off-road parking
- Swimming pool
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
From
1776
[A large brick house with multiple windows and a porch with steps and planters at The Downwood in Blandford Forum]
- Sleeps16
- Bedrooms8
- Pet FriendlyYes
A breath-taking, detached holiday home set on the outskirts of Blandford Forum, Dorset. Dog-friendly. Hot tub. Outdoor pool. Tennis court. Woodburning stove. Thornicombe 3.7 miles; Child Okeford 7.8 miles; Moors Valley Country Park & Forest 15.8 miles. (Ref. 1034684)
- Pets go free
- Wi-fi
- Off-road parking
- Swimming pool
- Hot Tub
- Dishwasher
- Washing machine
- Games room
for 7 nights
From
5845
[A brick house with a sloped roof and skylights with a gravel driveway at Baytree Lodge in Osmington]
- Sleeps12
- Bedrooms5
- Pet FriendlyYes
Luxurious 5 star contemporary property. Games room. Indoor swimming pool. WiFi. Stunning views. Five en-suite bedrooms, one family bathroom. Large sitting room and generous sitting/dining room/kitchen. (Ref. 993982)
- Pets go free
- Wi-fi
- Off-road parking
- Swimming pool
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
for 7 nights
From
3510
[A fenced swimming pool with chairs and lawn in front of a brick and wood house at Manor Farm Barn in Dewlish]
- Sleeps15
- Bedrooms8
- Pet FriendlyYes
Wonderfully appointed barn conversion residing in the sleepy village of Dewlish in Dorset. Dog-friendly. Off-road parking. Shared outdoor heated pool. Dorchester 7 miles. (Ref. 1003646)
- Pets go free
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
for 7 nights
From
2131
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 seating area with a table and chairs at Jurassic Discovery in Charmouth]
- Sleeps6
- Bedrooms2
- Pet FriendlyYes
A modern, pet-friendly static caravan in beautiful Charmouth, just steps from the Jurassic Coast. With flexible sleeping for up to six, great on-site facilities including a pool, sauna, caf, and dog walking area. (Ref. 1193938)
- Pets go free
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Swimming pool
- Ground floor bedroom
- Washing machine
for 7 nights
From
410
[A balcony with wicker chairs a table and glass panels overlooking a harbor at Bears Apartment in Castletown Portland]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
A well-positioned, fourth-floor apartment resting in Castletown, Dorset. Sea views. Close to amenities and the beach. Contemporary. Designated parking. Private balcony. Portland 1.9 miles; Weymouth 5.2 miles; Dorchester 12.6 miles. (Ref. 1119638)
- Wi-fi
- Swimming pool
- Dishwasher
- Washing machine
for 7 nights
From
561
[a living room with a TV, coffee table, and view of a patio at Freshwater Beach Holiday Park - Holiday Accommodation 12281 in Burton Bradstock]
Holiday Park
- Sleeps6
- Bedrooms2
- Pet FriendlyYes
Freshwater Beach Holiday Park - Holiday Accommodation 12281 is a splendid caravan in Burton Bradstock, Dorset, boasting onsite swimming pools and bowling. Bridport 2.5 miles; Weymouth 17.5 miles; Dorchester 16.7 miles; Yeovil 21.8 miles (Ref. 1185175)
- Pets go free
- Wi-fi
- Swimming pool
- Ground floor bedroom
- Baby-friendly
-
5% off - Sat 1st Aug to 30th Sep 2026
for 7 nights
From
474
[A deck with chairs and a door at Chesil Beach Holiday Park - Holiday Accommodation 16933, Weymouth]
Holiday Park
- Sleeps6
- Bedrooms2
- Pet FriendlyNo
2x Bedroom Holiday Home at Chesil Beach Holiday Park with Veranda and Sea Views over the Beautiful Jurassic Coast in Dorset. (Ref. 1186144)
- Wi-fi
- Swimming pool
for 7 nights
From
556
[A brick and flint house with a slate roof and an outdoor patio area with wooden table and chairs surrounded by flowering plants at Churn House in Dewlish]
- Sleeps8
- Bedrooms4
- Pet FriendlyYes
Beautiful barn conversion positioned in the lovely village of Dewlish in Dorset. Off-road parking. Shared outdoor heated pool. Pet-friendly. Shop 1.8 miles, pub 0.2 miles. (Ref. 1003641)
- Pets go free
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
for 7 nights
From
792
[A white building with a stone wall and flowers in front and a lighthouse behind at Old Higher Lighthouse Stopes Cottage in Portland Bill]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Delightful, single-storey, Grade II listed cottage linked to Old Higher Lighthouse at Portland Bill on Dorset's Jurassic Coast. Amazing views. Shared access to lighthouse observatory. Shared use of seasonal outdoor heated pool and Jacuzzi. (Ref. 12494)
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
- Dishwasher
- Washing machine
- Baby-friendly
for 7 nights
From
644
[A lighthouse and white buildings with a stone wall and grassy area at Old Higher Lighthouse Branscombe Lodge Portland Bill]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
Charming detached Grade II listed lighthouse cottage at Portland Bill on Dorset's Jurassic Coast. Upside down accommodation with sensational sea views. Shared access to Lighthouse observatory. Shared use of heated pool and Jacuzzi. (Ref. 12497)
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
- Washing machine
- Baby-friendly
for 7 nights
From
617
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 mobile home with a deck and table at Littlesea Holiday Park - Holiday Accommodation 13127 Weymouth]
Holiday Park
- Sleeps6
- Bedrooms2
- Pet FriendlyYes
39 Green Lands is a lovely pet-friendly caravan in Weymouth, Dorset, boasting onsite facilities and is close to the beach for a day out. Dorchester 9.2 miles; Bridport 17,6 miles. (Ref. 1185302)
- Pets go free
- Wi-fi
- Swimming pool
for 7 nights
From
574
[A balcony with glass table and chairs overlooking buildings and a body of water at Panoramic View in Castletown Portland]
- Sleeps4
- Bedrooms2
- Pet FriendlyNo
A well-presented, modern apartment on the rugged Isle of Portland. Far reaching sea views. Open plan living. Balcony with seating. Access to indoor swimming pool and gym. Close to pub, beach and shop. WIFI and allocated parking. Weymouth within 6 miles. (Ref. 1034885)
- Wi-fi
- Off-road parking
- Swimming pool
- Dishwasher
- Washing machine
for 7 nights
From
518
[A white and gray prefab house with a small porch and steps surrounded by grass and pink flowers at Owls Nest in Furzehill]
- Sleeps4
- Bedrooms2
- Pet FriendlyYes
A contemporary, lakeside lodge set in the village of Furzehill, Dorset. Open-plan living. Electric fire. Decking. Wimborne Minster 1.5 miles; Bournemouth 11.4 miles. (Ref. 1129123)
- Pets go free
- Wi-fi
- Off-road parking
- Electric vehicle charging
- Swimming pool
- Ground floor bedroom
- Dishwasher
- Washing machine
for 7 nights
From
648
[A house with ivy on one side a paved driveway and a porch with wooden furniture at Deer Leap House in Moreton]
- Sleeps15
- Bedrooms7
- Pet FriendlyYes
A spacious holiday home resting in Moreton, Dorset. Woodburning stove. Ground-floor living. Shared outdoor pool and tennis court. Terrace with furniture. Dorchester 6 miles; Weymouth 10.5 miles; Blandford Forum 14.9 miles. (Ref. 1060785)
- Pets go free
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
- Hot Tub
- Dishwasher
- Washing machine
- Baby-friendly
- Games room
for 7 nights
From
2211
[A beige mobile home with white railing and outdoor seating on a grassy area at Tri-Star House in Charmouth]
- Sleeps6
- Bedrooms2
- Pet FriendlyYes
Tri-Star House is a charming holiday lodge on Wood Farm Holiday Park, in the bustling seaside village of Charmouth, within the Dorset National Landscape. Lyme Regis 2.7 miles. Axminister 5.3 miles. Bridport 7.5 miles. (Ref. 1153199)
- Pets go free
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
- Washing machine
for 7 nights
From
421
[An outdoor view of a stone building with a table and chairs at Apple Cottage in Whitchurch Canonicorum]
- Sleeps2
- Bedrooms1
- Pet FriendlyYes
Apple Cottage is a charming one-bedroom cottage in Whitchurch Canonicorum, Dorset, with access to an indoor swimming pool. Bridport 5.4 miles. (Ref. 1192738)
- Pets go free
- Wi-fi
- Off-road parking
- Swimming pool
- Ground floor bedroom
for 7 nights
From
378
What could be more luxurious than a Dorset holiday cottage with a pool? Imagine yourself lounging by the pool during your staycation break. Dorset cottages with pools have a lot of advantages, one of which is that they provide you with a lot of independence. There's no need to book a sun lounger or brave the crowds on the beach; simply put on your swimsuit and dive in!
Why Dorset Holiday Cottages with a Pool?
Find a wide range of Dorset holiday cottages with indoor pools, ideal for adding a little something extra to your getaway. Whether you've spent the day exploring the verdant landscapes of Hardy Country or walking along the Jurassic Coast admiring some of the breath-taking natural wonders such as Lulworth Cove, Durdle Door and Old Harry Rocks, these holiday cottages in Dorset with indoor swimming pools are the ideal way to relax and unwind. Use our Dorset Travel Guide for even more holiday inspiration.
Places to Visit near Dorset Cottages with a Pool
Dorset Cottages with pools are in an ideal location to visit some of the county's most beautiful sights. Venture out to Kingston Lacy with its stunning formal gardens, Corfe Castle's evocative ruins, Cerne Abbas' famed giant, and the fossil-rich beaches of Lyme Regis, Charmouth, and Weymouth.
If you're travelling with children, there are several family-friendly attractions nearby, including Monkey World, Dorset Adventure Park, and Swanage Railway, as well as a variety of water sports and outdoor activities. The Isle of Purbeck is known for its biodiversity, natural beauty, and cliff-top treks. Dorset is the ideal spot for a UK holiday cottage break, with so much to see and do.
Types of Dorset Holidays
Alongside this collection of Dorset cottages with pools, you explore the spectacular Jurassic Coast from one of these Dorset coastal cottages. Bring the whole family to a large Dorset holiday cottage or arrange a last-minute Dorset break.
Alternatively, those of you looking to enjoy spending plenty of time in the great outdoors with a log cabin break in Dorset or a glamping break in Dorset.
With so many options, which also includes short breaks in Dorset, make sure you get the most out of your Dorset holiday.
Still undecided? Browse this larger collection of holiday cottages with indoor swimming pools, or these cottages with swimming pools.
If you're still searching, this wider range of Dorset cottages may contain the perfect break for you.
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![[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 mobile home with a deck and fence at Freshwater Beach Holiday Park - Holiday Accommodation 17116 in Burton Bradstock near Bridport]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1186216/sc_1786349952_1186216_31.jpg?access=3674T3194T840){kind=link}
![[A backyard view of a brick two-story house with patio furniture and a pond in front at Agua de Plata 16 Wakeling Island Silverlake in Dorchester]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1138508/sc_1699265790_1138508_1.jpeg?access=3674T3194T840){kind=link}
![[A two-story white house with a patio umbrella and outdoor furniture surrounded by a lawn and trees at Somerhill in Lyme Regis]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1106401/sc_1653384567_1106401_0.jpg?access=3674T3194T840){kind=link}
![[A large brick house with multiple windows and a porch with steps and planters at The Downwood in Blandford Forum]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1034684/sc_1676372129_1034684_2.jpeg?access=3674T3194T840){kind=link}
![[A brick house with a sloped roof and skylights with a gravel driveway at Baytree Lodge in Osmington]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/993982/sc_1543320594_993982_0.jpg?access=3674T3194T840){kind=link}
![[A fenced swimming pool with chairs and lawn in front of a brick and wood house at Manor Farm Barn in Dewlish]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1003646/sc_1552469037765_1003646_46.jpg?access=3674T3194T840){kind=link}
![[An outdoor seating area with a table and chairs at Jurassic Discovery in Charmouth]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1193938/sc_1780491186_1193938_51.jpg?access=3674T3194T840){kind=link}
![[A balcony with wicker chairs a table and glass panels overlooking a harbor at Bears Apartment in Castletown Portland]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1119638/sc_1676970979_1119638_2.jpeg?access=3674T3194T840){kind=link}
![[a living room with a TV, coffee table, and view of a patio at Freshwater Beach Holiday Park - Holiday Accommodation 12281 in Burton Bradstock]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1185175/sc_1759765054_1185175_20.jpg?access=3674T3194T840){kind=link}
![[A deck with chairs and a door at Chesil Beach Holiday Park - Holiday Accommodation 16933, Weymouth]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1186144/sc_1774969394_1186144_16.jpg?access=3674T3194T840){kind=link}
![[A brick and flint house with a slate roof and an outdoor patio area with wooden table and chairs surrounded by flowering plants at Churn House in Dewlish]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1003641/sc_15530742080191_1003641_02.jpg?access=3674T3194T840){kind=link}
![[A white building with a stone wall and flowers in front and a lighthouse behind at Old Higher Lighthouse Stopes Cottage in Portland Bill]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/12494/sc_1716197661_12494_28.jpeg?access=3674T3194T840){kind=link}
![[A lighthouse and white buildings with a stone wall and grassy area at Old Higher Lighthouse Branscombe Lodge Portland Bill]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/12497/sc_1715961022_12497_54.jpeg?access=3674T3194T840){kind=link}
![[A mobile home with a deck and table at Littlesea Holiday Park - Holiday Accommodation 13127 Weymouth]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1185302/sc_1759919323_1185302_23.jpg?access=3674T3194T840){kind=link}
![[A balcony with glass table and chairs overlooking buildings and a body of water at Panoramic View in Castletown Portland]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1034885/sc_15804837434509_1034885_08.jpg?access=3674T3194T840){kind=link}
![[A white and gray prefab house with a small porch and steps surrounded by grass and pink flowers at Owls Nest in Furzehill]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1129123/sc_1678122671_1129123_25.jpeg?access=3674T3194T840){kind=link}
![[A house with ivy on one side a paved driveway and a porch with wooden furniture at Deer Leap House in Moreton]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1060785/sc_1656518639_1060785_1.jpeg?access=3674T3194T840){kind=link}
![[A beige mobile home with white railing and outdoor seating on a grassy area at Tri-Star House in Charmouth]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1153199/sc_1721811293_1153199_17.jpeg?access=3674T3194T840){kind=link}
![[An outdoor view of a stone building with a table and chairs at Apple Cottage in Whitchurch Canonicorum]](https://images-cdn.sykesassets.co.uk/images/property_images/640x480/1192738/sc_1765461990_1192738_1.jpg?access=3674T3194T840){kind=link}
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