This four-bedroom Osmington holiday home, sleeping eight, is situated less than 1.6km from both Weymouth Bay and Osmington Bay beach, and under 5km from Osmington Roman Camp and Fantasy Island Fun Park. The self-catering property boasts three bathrooms, a fully equipped kitchen with fridge and dishwasher, a terrace, garden, parking, internet access, and a cosy fireplace; enjoy swimming, sunbathing, watersports, or exploring local history.
Dorchester
26/09 – 28/09
£248/nighttotal: £496 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 4
cottage
This holiday bungalow, Sea Spray cottage, is located in Bowleaze, on the eastern end of Weymouth's seafront, offering direct access to the esplanade which leads to Weymouth town centre approximately 1.6 kilometres away. This accommodation sleeps up to four guests in two bedrooms, featuring an open-plan living area, a kitchen with a fridge and microwave, a garden, and patio dining, with proximity to water sports centres and local amenities including the Oasis Café.
Dorchester
17/06 – 22/06
£105/nighttotal: £525 (5 )
Bracken Cottage, Romantic, With A Garden In Osmington
1 2
cottage , Weymouth
This Weymouth cottage is situated a short 1.6km drive from Weymouth Bay and the Jurassic Coast, offering easy access to the town's attractions. The 90 square metre property comprises one bedroom, one bathroom, a fully equipped kitchen with fridge and oven, and on-site parking; nearby activities include Fantasy Island Fun Park and Pirate Adventure Mini Golf.
Dorchester
18/06 – 21/06
£302/nighttotal: £906 (3 )
Cottage ∙ 4 Bedrooms ∙ 7 Guests
4 2
cottage , Piddletrenthide
The White House cottage, situated in the Piddle Valley, an Area of Outstanding Natural Beauty in Dorset, is 13km from Dorchester and close to attractions such as Cerne Abbas Giant and the Jurassic Coast. This four-bedroom property sleeps seven, boasting off-road parking for six cars, a spacious kitchen-diner, enclosed garden with stream and BBQ, and a sleek bathroom; two well-behaved dogs are welcome.
8.9 6 reviews
Dorchester
31/07 – 02/08
£265/nighttotal: £530 (2 )
Cottage ∙ 1 Bedroom ∙ 2 Guests
1 2
cottage
The Apple Loft, a cosy cottage in Bowleaze Coveway, is situated a short distance from Weymouth town centre and close to Fantasy Island amusement park. This one-bedroom dwelling sleeps two, boasting a fully equipped kitchen with dishwasher, a super king-size bed, a spacious walk-in shower, and a private garden; Weymouth's Blue Flag beach and the South West Coast Path are also nearby.
Dorchester
17/06 – 22/06
£180/nighttotal: £900 (5 )
The Grain Store, Pet Friendly, With Open Fire In Weymouth
4 2
cottage , Weymouth
The Grainstore cottage is located in Weymouth, Dorset, just 1.6km from a shop and a 0.6km stroll from a pub. This charming 4-bedroom property comfortably sleeps up to 7 guests, making it perfect for families or groups of friends. The cottage offers a cosy retreat with a fireplace, patio area, and a range of amenities, including Wi-Fi, a washing machine, and a dishwasher.
9.0 1 review
Dorchester
01/07 – 07/07
£229/nighttotal: £1374 (6 )
Cottage ∙ 4 Bedrooms ∙ 6 Guests
4 3
cottage , Osmington Mills
This Osmington Mills holiday cottage is situated in an elevated position on a quiet lane, just 0.8 kilometers from the Jurassic Coast's Lulworth Cove, Durdle Door, and Ringstead Bay, and 8 kilometers from Weymouth town. This 4-bedroom house accommodates up to 6 guests and features a wood burner, a separate snug with a Wii, a well-equipped kitchen including a microwave and dishwasher, and a third of an acre garden with parking, making it ideal for exploring the South West Coast Path.
Dorchester
18/06 – 21/06
£454/nighttotal: £1362 (3 )
Sunningdale Rise, Family Friendly, Country Holiday Cottage In Preston
4 2
cottage , Weymouth
Sunningdale Rise is a four-bedroom cottage in Overcombe, Weymouth, located just 0.5 km from shops and 1.4 km from a pub, with easy access to Weymouth beach. The cottage boasts a spacious 145 square metre layout, sleeping up to eight guests, and features a fully equipped kitchen, a woodburning stove, and an enclosed rear garden.
9.3 7 reviews
Dorchester
26/09 – 28/09
£291/nighttotal: £582 (2 )
Cottage ∙ 3 Bedrooms ∙ 5 Guests
3 4
cottage
This Dorset cottage, located on Church Street in a village 7.2 kilometres from Weymouth, offers easy access to the Dorset Area of Outstanding Natural Beauty and the West Dorset Heritage Coast. The 45 square metre property sleeps five across three bedrooms and one bathroom, boasting a farmhouse-style kitchen with a Range oven, a wood-burning stove in the lounge/diner, and an enclosed courtyard garden with a stream; amenities include a washing machine, dishwasher, and a travel cot (on request).
9.8 3 reviews
Dorchester
09/09 – 11/09
£489/nighttotal: £978 (2 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 2
cottage , Nottington
Overcombe Mill cottage, a Nottington holiday home in Dorset, is situated 5.5km from Weymouth's attractions and 11km from Dorchester. This three-bedroom property sleeps six, boasting an open-plan living area, private enclosed garden with barbecue, two bathrooms (one en-suite), Smart TVs, and allocated off-road parking; pets are welcome.
Dorchester
18/06 – 21/06
£344/nighttotal: £1032 (3 )
Cottage ∙ 4 Bedrooms ∙ 8 Guests
4 2
cottage , Osmington
Jasmine Cottage, a four-bedroom house in Osmington, Dorset, is a short drive (approximately 8km) from Weymouth's beaches and the Jurassic Coast. This pet-friendly dwelling sleeps eight guests, boasting three bathrooms, a dishwasher, a wood-burning stove, private parking for three cars, and a private garden; enjoy exploring the local area and the nearby Jurassic Coast.
10 1 review
Dorchester
09/09 – 11/09
£220/nighttotal: £440 (2 )
2 Bathsheba Terrace
1 2
cottage , Dorchester
This golf lodge in Dorchester is situated within a 15-minute walk of Hardy Literary Locations, Max Gate, Maumbury Rings, the Dinosaur Museum, and Borough Gardens, with Dorchester South Station located 11 minutes away on foot. This pet-friendly accommodation offers complimentary WiFi, free on-site parking, a garden, and self-catering facilities including a refrigerator and washing machine, with a 10:00 check-out time.
Best family friendly Dorchester cottages
Among the 13 accommodations in Dorchester, here are the 4 best family friendly cottages
Dorchester
01/07 – 07/07
£180/nighttotal: £1080 (6 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 3
cottage , West Knighton
This West Knighton holiday home, a converted Grade II listed schoolhouse, is situated a few kilometres southeast of Dorchester, offering easy access to the Jurassic Coast's attractions such as Durdle Door and Lulworth Cove. The three-bedroom property sleeps six, boasting a spacious ground-floor living room with a log fire, a well-equipped kitchen/diner with two ovens and a dishwasher, and a private courtyard garden; free Wi-Fi, a travel cot, and highchair are also provided.
10 5 reviews
Dorchester
01/07 – 07/07
£120/nighttotal: £720 (6 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 3
cottage , Bradford Peverell
This Dorset cottage in Bradford Peverell offers pet-friendly accommodation, a short drive from the Jurassic Coast's Weymouth Beach (18.5km) and Lulworth Cove (29km). The two-bedroom property sleeps four, features a galley kitchen with dishwasher, a sunroom, off-road parking for two cars, and a ground-floor shower room; a wood burner adds to its cosy charm.
Dorchester
18/06 – 21/06
£375/nighttotal: £1125 (3 )
St Peter's Cottage - Sleeps 6 Guests In 3 Bedrooms
3 2
cottage , Dorchester
This detached house in Cattistock is located a short distance from the Jurassic Coast and within easy driving reach of Dorchester. This property offers three bedrooms, accommodating up to six guests, with a well-equipped kitchen, a sitting room featuring exposed beams and a wood-burning stove, and an enclosed garden with patio seating.
8.4 57 reviews
Dorchester
09/09 – 11/09
£259/nighttotal: £518 (2 )
Cottage ∙ 2 Bedrooms ∙ 3 Guests
2 2
cottage
Laurel Cottage, a two-bedroom holiday home in Osmington, Dorset, is a 20-minute walk (3.2km) from Osmington Mills, with its Smugglers Inn and George III chalk carving, and a short drive from Weymouth's beaches and attractions. This self-catering property sleeps three, offering an open-plan living room with a kitchen (fridge, microwave), a double bedroom, a single bed, private decking, parking, and internet access; nearby Craig's Farm Dairy provides fresh local produce.
Best Dorchester cottages with a garden
Dorchester
18/06 – 21/06
£321/nighttotal: £963 (3 )
Carnotze, Pet Friendly, Character Holiday Cottage In Broadmayne
1 2
cottage , Dorchester
This charming cottage is located in the village of Broadmayne, just 600 metres from a shop and 4 kilometres from a pub, offering a peaceful retreat in the Dorset countryside. This one-bedroom cottage is ideal for couples seeking a romantic getaway, comfortably accommodating two guests. The cottage features a well-equipped kitchen, a cosy living area, and a private garden with a barbecue, perfect for relaxing evenings. Enjoy scenic walks along the nearby Jurassic Coast, explore the historical attractions of Dorchester, and take advantage of the EV charging facilities.
9.6 41 reviews
Dorchester
18/06 – 21/06
£1237/nighttotal: £3711 (3 )
Cottage ∙ 5 Bedrooms ∙ 12 Guests
5 2
cottage
Baytree Lodge, a five-bedroom holiday home in Osmington, Dorset, is less than 1.6km from the sea, 9.6km from Weymouth, and 17.7km from Lulworth Cove and Durdle Door. This spacious property boasts an indoor heated swimming pool, a games room with a pool table and arcade games, sleeps 12 guests, and offers direct access to miles of footpaths.
Dorchester
31/07 – 02/08
£956/nighttotal: £1912 (2 )
Ash Corner Cottage, With A Garden In Weymouth
3 2
cottage , Weymouth
Ash Corner Cottage is a detached property located in the Overcombe district of Weymouth, offering proximity to Weymouth Beach and Durdle Door, with a shop and pub situated approximately 2.4 kilometres and 2.6 kilometres away respectively. This three-bedroom, two-bathroom holiday home spans 130 square meters and accommodates up to five guests, featuring a king-size bedroom with an en-suite, an enclosed multi-level garden, and off-road parking for one car, with WiFi, fuel, power, bed linen and towels included.
8.1 14 reviews
Dorchester
31/07 – 02/08
£322/nighttotal: £644 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Charminster
Frome Lodge House, a self-catering property near Charminster in Dorset, is situated on the outskirts of Frome Whitfield, a short walk from The Sun Inn pub and a short drive from Dorchester and its attractions. This 105 square metre (1130 square feet) cottage offers ground-level access, an open-plan living space with a woodburning stove, two bedrooms sleeping four, a fully equipped kitchen including a dishwasher, an enclosed garden, parking, and Wi-Fi.
Frequently asked questions about cottages in Dorchester
Can you easily explore Dorchester on foot or by bike?
Dorchester is a very walkable town, with most attractions within easy reach. You can also easily explore the surrounding countryside on a bike. There are several cycle paths and trails in the area, including the scenic South West Coast Path.
What activities are available in and around Dorchester?
Dorchester and the surrounding area offer a variety of activities for all interests. You can explore the historic sites, go for a walk in the countryside, visit the nearby Jurassic Coast, or even try your hand at some water sports at Chesil Beach.
What are the best cottages with a pool in Dorchester?
What famous towns or cities are near to Dorchester?
Dorchester is well-placed for exploring other areas of the South West. Weymouth, a popular seaside resort, is just a short drive away. You can also easily reach the historic city of Salisbury, and the beautiful county town of Exeter.
What are the best cottages with a jacuzzi in Dorchester?
Search Holiday Cottages with a Jacuzzi in Dorchester
Indulge in a private hot tub-the ultimate detail to elevate your Dorchester cottage city stay.
9.8 9 reviews
Dorchester
31/07 – 02/08
£1344/nighttotal: £2688 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage
This five-star luxury cottage, Littlemead 5, is situated in the Dorset countryside near Broadwey, 1.6km from local amenities and within easy driving distance of Weymouth beach (4.8km), Chesil Beach (9.6km), and Dorchester (8.8km). The 45 square metre property boasts two bedrooms, three bathrooms, sleeps four guests, and includes a private hot tub, enclosed garden, and a well-equipped kitchen with modern appliances such as a Ninja air fryer and smoothie maker.
8.8 42 reviews
Dorchester
09/09 – 11/09
£365/nighttotal: £730 (2 )
Cottage ∙ 3 Bedrooms ∙ 5 Guests
3 2
cottage , Broadmayne
Sunny Croft bungalow, a three-bedroom property in Broadmayne, Dorset, is situated 6.4km from Dorchester and 11.3km from Weymouth, offering easy access to Dorchester's historical sites including Max Gate and Dorchester Museum. This self-catering holiday home sleeps five, features a well-equipped kitchen with dishwasher, a private garden with hot tub, and includes Wi-Fi, parking, and a swimming pool and jacuzzi.
Top Pet-Friendly Cottages in Dorchester
Explore the city with your pup from a dog-friendly cottage in Dorchester near parks and urban walks.
Dorchester
26/09 – 28/09
£385/nighttotal: £770 (2 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 4
cottage
This cottage in Weymouth, Dorset, is situated 0.2 kilometres from local shops and a pub, and 0.4 kilometres from the beach, providing a convenient coastal base. This family-friendly property accommodates six guests across three bedrooms, featuring a ground-floor double bedroom with a shower room, a conservatory with garden access, and an upstairs en-suite shower room, with pets welcomed and private parking available.
10 1 review
Dorchester
26/09 – 28/09
£328/nighttotal: £656 (2 )
Budmouth, Pet Friendly, Luxury Holiday Cottage In Upwey
2 4
cottage , Weymouth
This semi-detached cottage is located in a courtyard on the edge of Upwey village, 5.6 kilometres from Weymouth and its beaches, and close to Upwey's Wishing Well tea room and the Jurassic Coast. This 105 square metre holiday home accommodates up to four guests with two bedrooms (one on a mezzanine level), two bathrooms, a well-equipped kitchen including a washer/dryer and dishwasher, a private patio, a shared garden, and on-site parking for one car, with dogs welcome.
7.5 4 reviews
Dorchester
09/09 – 11/09
£515/nighttotal: £1030 (2 )
Cottage ∙ 3 Bedrooms ∙ 6 Guests
3 2
cottage , Osmington
This three-bedroom Osmington cottage, situated 0.8km from the village centre, is ideally located for exploring Dorset's Jurassic Coast, being 1.6km from Hidden Beach and 4km from Ringstead Bay. The property sleeps six guests in three bedrooms (one double with en-suite, two twin), boasts a spacious kitchen/diner with dishwasher and fridge, off-road parking for three cars, and welcomes up to two dogs.
9.1 2 reviews
Dorchester
09/09 – 11/09
£340/nighttotal: £680 (2 )
Cottage ∙ 2 Bedrooms ∙ 4 Guests
2 2
cottage , Nottington
Mellstock Cottage, a Nottington holiday home, is situated 5.5km from Weymouth and 11km from Dorchester, offering easy access to Dorset's Jurassic Coast. This pet-friendly dwelling sleeps four across two bedrooms (one twin, one double), features a well-equipped kitchen with dishwasher, and boasts a private garden with barbecue facilities.