Popular property types See all properties

Pet friendly

58 properties

Properties with hot tubs

9 properties

Luxury

10 properties

Log cabins

4 properties

Properties with character

35 properties

Remote

2 properties

Short Cottage Breaks in Dorset

REFINE SEARCH

Your Dorset search returned 936 cottages

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
A brick house with blue door windows and a blue fence at Poppies Brewers Quay Harbour
24
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

Situated in a gated complex near Weymouth harbour. WiFi. Parking. Close to bars and restaurants. (Ref. 994560)

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


for 3 nights $736

See more details
A balcony with wicker chairs a table and glass panels overlooking a harbor at Bears Apartment in Castletown Portland
27
Castletown, Portland, Dorset, DT5
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

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 3 nights $710

See more details
A house with a deck and yard at The Stables in Uplyme
37
Uplyme, Devon, DT7
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A contemporary, barn conversion resting in Uplyme, Devon. Close to amenities and the beach. In AONB. Stylish. Family-friendly. Countryside views. Lyme Regis 1.4 miles. (Ref. 1123865)

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


for 3 nights $1051

See more details
A small dining area with a round glass table set for two and wicker chairs by two windows with ocean views at 6 The Beaches in Weymouth
16
Weymouth, Dorset, DT4
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.6★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A modern studio apartment on the seafront on Weymouth, Dorset. Open-plan living. Sea views. Perfect for couples. (Ref. 1003545)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights $548

Last booked yesterday
See more details
The exterior entrance of a white building with potted plants and stone wall at The Town House in Dorchester
42
Dorchester, Dorset, DT1
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A charming townhouse set over three floors in the centre of Dorchester. Character features. Off-road parking. Central town location. Weymouth 8.8 miles. (Ref. 1077743)

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


for 3 nights $1083

Last booked 7 hours ago
See more details
A house with multiple windows and a gravel path at The Old Bakery in South Perrott near Mosterton
44
South Perrott near Mosterton, Dorset, DT8
  • Sleeps3
  • Bedrooms2
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

A traditional cottage resting in the idyllic village of South Perrott near Mosterton in the Dorset AONB. Original character. Electric log effect fire. Beaminster 5.1 miles; Yeovil 10.6 miles; West Bay 13 miles. (Ref. 1058390)

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


for 3 nights $453

See more details
A three story house with a beige exterior stone and concrete walls at Osprey House Portland
27
Portland, Dorset, DT5
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

Detached, large and modern house for large group of friends or big family. WiFi. Garden with enclosed patio. Parking for 2 cars. Shop and pub 10 min. Beach 5 min. Weymouth 5 miles. (Ref. 994499)

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


for 3 nights $946

Last booked yesterday
See more details
A street view of brick terraced houses with windows and front doors under a blue sky at Victoria House in Weymouth
37
Weymouth, Dorset, DT4
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Victoria House is a pleasant holiday home resting in the coastal town of Weymouth in Dorset. Public car parking. Over three floors. Near amenities. Dorchester 8 miles; Bridport 20.2 miles. (Ref. 1148491)

  • Wi-fi


for 3 nights $608

Last booked yesterday
See more details
A brick residential building with multiple windows a gated entrance and a small staircase at Ocean Watch 1 in Greenhill
20
Greenhill, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

Modern one level apartment. Sitting room, with balcony and beautiful sea views. Short walk to the beach and a causal walk to the town centre. Wifi. (Ref. 994505)

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


for 3 nights $773

See more details
A house with outdoor seating area at Budmouth Upwey near Weymouth
42
Upwey near Weymouth, Dorset, DT3
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Stylish semi-detached holiday cottage, one of five on-site, in Dorset's River Wey Valley, on the edge of Upwey near Weymouth. Open plan living, en-suite facilities, private patio. Furnished and equipped to a very high standard. Weymouth 3.5 miles. (Ref. 932157)

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


for 3 nights $742

See more details
An exterior view of a cottage with a wooden picnic table and umbrella on a paved patio at New Barn in Winterborne Stickland
24
Winterborne Stickland, Dorset, DT11
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Lovely, well-appointed single-storey cottage near Winterborne Stickland. En-suite. Woodburner. Games room. Area of Outstanding Natural Beauty. Lovely walking country. Blandford Forum 4 miles. (Ref. 905896)

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


for 3 nights $520

Last booked yesterday
See more details
A row of terraced houses with green blue and light blue shutters and a garden with bushes and steps leading to white doors at Windwhistle in Lyme Regis
15
Lyme Regis, Dorset, DT7
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

Attractive cottage within walking distance of Lyme Regis in Dorset. Close to beach. Sea views. Enclosed gardens. WiFi. Lyme Regis 0.3 miles; Bridport 10.1 miles; Branscombe 11.4 miles; Exmouth 27.4 miles. (Ref. 1105793)

  • Wi-fi
  • Dishwasher
  • Washing machine


for 3 nights $713

See more details
A green shepherd hut on wheels with wooden doors and steps in a garden with trees and lawn at The Happy Hut in Sopley near Christchurch
33
Sopley near Christchurch, Hampshire, BH23
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

The Happy Hut is an inviting, secluded hut situated in a serene setting in the village of Sopley, near Christchurch, Dorset. Romantic. Quiet location. Bournemouth 7.8 miles. (Ref. 1141027)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub


for 3 nights $451

Last booked yesterday
See more details
Two adjacent houses with black front doors and small porches with awnings and shrubs outside at Anvil House in Brewers Quay Harbour
25
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A pretty little modern house just a few minutes walk from the harbourside and local amenities. Close to the South West Coast Path. (Ref. 993929)

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


for 3 nights $736

See more details
A balcony with a table and two chairs overlooking a harbor with boats and buildings at Harbourside Penthouse in Brewers Quay Harbour
21
Brewers Quay Harbour, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.5★

    Outstanding

  • Sykes rating

A contemporary and spacious third floor apartment on the Old Harbourside in Weymouth. Secure Private parking. Balcony. WiFi. Dorchester 7 miles; Bridport 17 miles. (Ref. 999829)

  • Wi-fi
  • Off-road parking


for 3 nights $817

Last booked yesterday
See more details
A living room with blue sofas a wooden coffee table and red rug by large windows overlooking the sea at Weymouth Bay in Weymouth
22
Weymouth, Dorset, DT4
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

A well-appointed apartment resting in Weymouth, Dorset. Stunning sea views. Open-plan living. Isle of Portland 7miles. Dorchester 7.8 miles. Bridport 21.5 miles. (Ref. 1003082)

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


for 3 nights $855

See more details
A house with a patio umbrella and garden chairs on a raised deck with lawn and trees at Birchcroft Hideaway in Ferndown
42
Ferndown, Dorset, BH22
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.4★

    Good

  • Sykes rating

Birchcroft Hideaway is a wonderful, four-bedroom dwelling located in Ferndown, Dorset. Pet-friendly. Near New Forest National Park. Hot tub. Accessible. Bournemouth 6.2 miles; Poole 8.5 miles; Weymouth 35.6 miles. (Ref. 1138573)

  • Wi-fi
  • Ground floor bedroom
  • Hot Tub
  • Baby-friendly

  • 5% off - Fri 10th Oct to 18th Oct 2025

  • 5% off - Sat 18th Oct to 25th Oct 2025

  • 5% off - Fri 7th Nov to 15th Nov 2025


for 3 nights $1665

See more details
An outdoor patio with a wooden table and chairs an umbrella fruit basket and ocean view at Seacliff in West Bay
32
West Bay, Dorset, DT6
  • Sleeps6
  • Bedrooms3
  • PetsYes

    3.8★

    Good

  • Sykes rating

High quality accommodation located in one of Dorset’s popular areas of West Bay. Sea views from the sitting room and front garden. Off road parking, welcomes two well behaved dogs. (Ref. 994629)

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


for 3 nights $1103

Last booked 7 hours ago
See more details
The exterior of a two story house with a balcony and tiled roof at Bayview Overcombe near Preston
19
Overcombe near Preston, Dorset, DT3
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Bayview is a lovely first-floor apartment in Overcombe, near Preston, in Dorset, welcoming a pet and boasting stunning beach views from a balcony. Weymouth 2.1 miles. (Ref. 1159732)

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


for 3 nights $628

See more details
The exterior of a brick cottage with two windows a green door gravel in front and climbing plants at Parkfield Cottage in Sturminster Marshall near Blandford Forum
22
Sturminster Marshall near Blandford Forum, Dorset, BH21
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

Cosy, compact, detached barn conversion in the pretty East Dorset village of Sturminster Marshall. En-suite facilities. Woodburning stove. Lovely walks nearby. Superb touring base. Wimborne Minster 5.5 miles. (Ref. 931943)

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


for 3 nights $388

See more details
Map View

Quick links

Popular Destinations