Dorset Family Holidays

Within 10 miles
  • Within 1 mile
  • Within 2 miles
  • Within 3 miles
  • Within 5 miles
  • Within 10 miles
  • Within 20 miles
  • Within 30 miles
  • Within 50 miles
1
2
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
0
0
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
32
33
34
35
36
Pets
  • Pets
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • Property pet free
7
  • 7
  • 3
  • 4
  • -
  • 1
  • 2
  • 5
  • 6
  • 8
  • 9
  • 10
  • 11
  • 12
  • 13
  • 14
  • 15
  • 16
  • 17
  • 18
  • 19
  • 20
  • 21
  • 22
  • 23
  • 24
  • 25
  • 26
  • 27
  • 28
3 Days +/-
  • Exact Dates
  • 1 Day +/-
  • 2 Days +/-
  • 3 Days +/-
British Travel Awards 2025 Award

British Travel Award Winners!

We’re proud to share that we’ve been recognised in the 2025 British Travel Awards as the Silver Winner for Best Company for UK Holiday Home Rentals.

Popular property types See all properties

Pet friendly

89 properties

Properties with hot tubs

6 properties

Luxury

18 properties

Log cabins

13 properties

Properties with character

56 properties

Remote

5 properties

Dorset Family Holidays

Your Dorset search returned 773 cottages

REFINE SEARCH
Most relevant
  • Most relevant
  • Price (lowest first)
  • Price (highest first)
  • Sleeps (lowest first)
  • Sleeps (highest first)
  • Tick Rating (lowest first)
  • Tick Rating (highest first)
20
  • 10
  • 20
  • 50
  • 100
Map View

How 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 balcony with a railing and glass doors overlooking a harbor and buildings at The Penthouse in West Bay
Offer
21
West Bay, Dorset, DT6
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

An impressively stylish apartment close to picturesque West Bay in Dorset. Stylish. Sea views. Great location. WiFi. West Bay 0.1 miles; Bridport 1.9 miles; Lyme Regis 11.3 miles. (Ref. 1106214)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • 20% off - Sat 1st Aug to 29th Aug 2026


for 7 nights $2572

Last booked yesterday
See more details
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
52
Lytchett Matravers, Dorset, BH16
  • Sleeps6
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

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 $1050

See more details
A garden with flowering plants and shrubs in front of a stone building with a tiled roof at Middle Farm Annex in Long Bredy
40
Long Bredy, Dorset, DT2
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

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 $767

See more details
A house with a patio area and a wooden gazebo on a lawn at Royal Oak House in Motcombe
80
Motcombe, Dorset, SP7
  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

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 $3248

See more details
A stone thatched roof cottage with white framed windows and a porch along a quiet street at Cobblers Cottage in Langton Herring
44
Langton Herring, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Cobblers Cottage is a traditional stone built thatched cottage in the quiet Dorset village of Langton Herring, close to the Jurassic coast. Abbotsbury 5 miles; Weymouth 5.5 miles; Portland 9.4 miles; Dorchester 9.9 miles. (Ref. 1171904)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights $768

Last booked yesterday
See more details
An outdoor patio area with a wooden table and six wooden chairs in front of a modern concrete structure with large sliding glass doors at Standby Generator Bunker Ringstead near Weymouth
68
Ringstead near Weymouth, Dorset, DT2
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

Standby Generator Bunker, an impressive abode, rests in rural Ringstead in Dorset, enjoying sea views, a pet-friendly policy, and a woodburning stove. Dorchester 8.3 miles; Bridport 23.1 miles. (Ref. 1137374)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights $1436

See more details
A white brick building with green framed windows a red post box a stone statue of a dog a garden with flowers and a red bicycle at Old Post Office Sherborne
46
Sherborne, Dorset, DT9
  • Sleeps8
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Old Post Office is a contemporary, four-bedroom home resting rurally in Glanvilles Wootton near Sherborne, Dorset. Pet-friendly. Hot tub. Rural views. Buckland Newton 2.8 miles; Cerne Abbas 5.7 miles; Sherborne 7.1 miles; Dorcesher 12.2 miles. (Ref. 1129395)

  • Wi-fi
  • Off-road parking
  • Hot Tub
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights $2164

See more details
Backyard with dining table and chairs on patio and grass lawn at Lightkeepers Cottage in Lyme Regis
28
Lyme Regis, Dorset, DT7
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

An outstanding family holiday home close to Lyme Regis in Dorset. Family-friendly. Well-presented. Spacious. WiFi. Open-plan. Lyme Regis 0.4 miles; Axminster 5.3 miles; Seaton 7.9 miles; Weymouth 28.6 miles. (Ref. 1106632)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights $1547

Last booked yesterday
See more details
Exterior front door of a house with a small porch canopy and a blue picket fence at 6 Chatterton Mews Lyme Regis
26
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A contemporary property situated in the seaside town of Lyme Regis, West Dorset. Open-plan living space. Smart TV. WiFi. Off-road parking. Seaton 7 miles; Bridport 10.7 miles. (Ref. 1112737)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights $879

Last booked yesterday
See more details
An outdoor area with gravel path flowers and trees next to a modern house with balcony and glass railing at Blue Neptune in Lyme Regis
24
Lyme Regis, Dorset, DT7
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A contemporary, detached home set in the delightful seaside town of Lyme Regis, Dorset. Open-plan living. Extensive garden. Pet free. Bridport 10.2 miles; Sidmouth 15.2 miles. (Ref. 1122405)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights $1113

See more details
A view of the sea and surroundings from a mobile home at 91 Swanage Coastal Park in Swanage
37
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

91 Swanage Coastal Park is a splendid caravan in Swanage, Dorest, boasting an open-plan living space and is near the beach for days out for the family. Wareham 10.5 miles; Poole 19.4 miles. (Ref. 1190425)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights $682

See more details
A narrow river flowing beside a house with a garden and plants at 1 Lymbrook Cottages in Lyme Regis
19
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A renovated 19th century mill worker’s cottage resting in Lyme Regis, Dorset. Family-friendly. Rooftop terrace. Garden. Charmouth 3 miles; Seaton 8 miles; Devon 37.3 miles. (Ref. 1106599)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $763

See more details
An outdoor patio with a wooden table and chairs with a bottle and glasses by a white two-story house at Backlands Farmhouse in Charmouth
31
Charmouth, Dorset, DT6
  • Sleeps4
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Backlands Farmhouse is a charming holiday cottage nestled in the seaside village of Charmouth, along the Jurassic Coast. Close to beach and amenities. Lyme Regis 3 miles; Axminster 5.6 miles; Bridport 6.8 miles. (Ref. 1149648)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights $854

See more details
A wooden house with large glass doors a hot tub a lawn and a patio area at The Barn in Lytchett Matravers
59
Lytchett Matravers, Dorset, BH16
  • Sleeps10
  • Bedrooms4
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

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 $2044

See more details
A wooden house with brick foundation surrounded by trees and plants at Willow Brook in Okeford Fitzpaine
12
Okeford Fitzpaine, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A well-presented barn conversion resting on the outskirts of Okeford Fitzpaine, Dorset. Smart TV. Garden patio. WiFi. Sturminster Newton 3.6 miles. (Ref. 1137516)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights $982

See more details
A brick house with white framed windows and door with two black chairs and a small table outside at Nuke in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

This cottage boast style, character, and a fabulously contemporary interior. Central location. Surrounded by history. WiFi. Rodwell 0.9 miles. (Ref. 1005313)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 7 nights $889

See more details
A beach with people on the sand and a row of houses along the shore at Gull Cottage in Lyme Regis
35
Lyme Regis, Dorset, DT7
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A detached seaside house resting in Lyme Regis, Dorset. Sea view. Close to a beach. Close to the town centre. Charmouth 3.4 miles; Seaton 8 miles; Beer 9.7 miles. (Ref. 1106173)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights $1553

See more details
A marina with boats and yachts docked and buildings in the background at Harbourside Haven Apartment 1 in Weymouth
18
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A superb first-floor apartment resting in Weymouth, Dorest. Stunning marina views. Allocated off-road parking. WiFi. Dorchester 8.4 miles; Bridport 20.5 miles. (Ref. 1059262)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights $841

See more details
The exterior entrance of a red brick building with blue door and blue trim around windows at Seasides in Weymouth
55
Weymouth, Dorset, DT4
  • Sleeps13
  • Bedrooms6
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

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 $3018

See more details
A row of brick terraced houses with bay windows and plants in front on a street at Seaside House in Weymouth
46
Weymouth, Dorset, DT4
  • Sleeps12
  • Bedrooms6
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Elegant end of terrace Georgian Townhouse located in Weymouth. Close to amenities. Off-road parking. Pet-free. Courtyard with furniture. Dorchester 7.2 miles; Bridport 20.5 miles. (Ref. 1071940)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights $1585

See more details
Map View

Begin your next getaway by booking one of these Dorset family holiday cottages! If you still haven't found what you're looking for there are plenty of other Dorset holiday cottages to choose from (including plenty of properties for short breaks in Dorset), as well as family cottages in the UK. You can also choose from these Dorset cottages by the sea.