Studland Holiday Cottages

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British Travel Award Winners!

We are delighted to announce that we have been awarded 'Best UK Holiday Cottage/Self Catering Booking Company' at the British Travel Awards.

Studland Holiday Cottages

REFINE SEARCH

Your Studland, Dorset search returned 70 cottages

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Map View
A view of rooftops with chimneys and a cliff by the sea at Seaview in Swanage
58
Swanage, Dorset, BH19
  • Sleeps7
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

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

7 nights from $1035

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A stone house with wooden doors opening to a garden with artificial grass and a fenced trampoline at Little Dairy House near Swanage
33
near Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Little Dairy House is a welcoming home located on the outskirts of Swanage in Dorset, featuring a balcony, a woodburning stove, and is near a beach. Wareham 7.6 miles; Poole 17.6 miles. (Ref. 1173159)

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

7 nights from $805

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A living room with sofas a round coffee table dining table and chairs with a view of the sea at 1 Ocean Bay Swanage
Offer
40
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A stunning two-bedroom, first-floor apartment resting in Swanage, Dorset. Near a beach. Sea views. Barbecue. Smart TV. Wareham 9.7 miles; Poole 19.6 miles. (Ref. 982988)

  • Wi-fi
  • Dishwasher
  • Washing machine

  • $529 off - Fri 15th Aug to 22nd Aug 2025

  • $461 off - Fri 22nd Aug to 29th Aug 2025

7 nights from $1486

Last booked 2 days ago
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A modern two-story house with large triangular windows and a glass balcony railing at 5 Red Sails in Sandbanks
50
Sandbanks, Dorset, BH13
  • Sleeps8
  • Bedrooms4
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

5 Red Sails, a beautifully-presented home in the stunning neighbourhood of Sandbanks in Poole, Dorset. Three-storey house. Terrace with barbecue. Close to beach. Poole 5.2 miles; Bournemouth 6.6 miles. (Ref. 1151567)

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

7 nights from $1936

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A brick house with a porch and multiple windows with shutters and a driveway with stone walls at 49 Ulwell Road in Swanage
49
Swanage, Dorset, BH19
  • Sleeps9
  • Bedrooms5
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

An impressive, contemporary-styled cottage resting on the outskirts of the coastal town of Swanage, on Dorset's Jurassic Coast. Woodburning stove and open fire. Spacious. Family-friendly. Games room. WiFi. Studland 2.5 miles; Bournemouth 11.2 miles. (Ref. 1039862)

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

7 nights from $1761

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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
35
Swanage, Dorset, BH19
  • Sleeps5
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

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

7 nights from $1057

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An exterior view of a house with a glass balcony and patio surrounded by trees and bushes at 6 Red Sails in Sandbanks
New property
47
Sandbanks, Dorset, BH13
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

6 Red Sails is a magnificent townhouse in Sandbanks, Dorset, with open-plan living, a balcony with garden views and is close to the beach. Poole 5.4 miles; Bournemouth 5.9 miles. (Ref. 1175111)

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

7 nights from $1285

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A living room with a beige sofa a round black coffee table two blue armchairs and a dining table with grey chairs with large windows overlooking the sea at Penthouse Ocean Bay in Swanage
45
Swanage, Dorset, BH19
  • Sleeps6
  • Bedrooms3
  • PetsNo

    5.0★

    Perfect

  • Sykes rating

A contemporary three-bedroom apartment resting in Swanage, Dorset. Near a beach. Sea views. Barbecue. Wareham 9.7 miles; Poole 19.6 miles. (Ref. 982989)

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

7 nights from $1851

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An outdoor patio area with tables, chairs, and flower beds outside cream walls with blue doors and windows at The Compass in Swanage
24
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Lovely apartment nestled in the thriving Dorest town of Swanage. Open-plan. WiFi. Designated parking space. Shop and pub 2 mins walk. Jurassic Coast. (Ref. 979371)

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

7 nights from $535

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A garden with various bushes and trees and a wooden fence with hills and cloudy sky in the background at The Cabin in Swanage
33
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

The Cabin rests in Herston near Swanage, Dorset. Off-road parking. Solar panels. Sea views. Swanage 1.3 miles; Studland 4.4 miles; Wareham 9.5 miles. (Ref. 1135950)

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

7 nights from $563

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A white house with a peaked roof a black front door and paving in front at Lobster Lookout in Swanage
42
Swanage, Dorset, BH19
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A fantastic three-bedroom house resting in Swanage, Dorset. Dog-friendly. Off-road parking. Near a beach. Close to amenities. Wareham 10.1 miles; Poole 20 miles. (Ref. 1102492)

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

7 nights from $1053

Last booked 3 hours ago
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A garden with outdoor wicker table and chairs and two striped deck chairs by a brick and stone house at Seaglimpse in Swanage
37
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

A well-positioned, ground-floor apartment resting in Swanage, Dorset. Pet-friendly. Sea views. Close to amenities and the beach. Stylish. Romantic. Wareham 10.3 miles; Poole 20.3 miles. (Ref. 1120129)

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

7 nights from $1002

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An exterior view of a white two storey house with multiple windows and a small gravel area at The Swanage Rail Lookout in Swanage
34
Swanage, Dorset, BH19
  • Sleeps6
  • Bedrooms3
  • PetsYes

    4.5★

    Outstanding

  • Sykes rating

The Swanage Rail Lookout is a newly refurbished picturesque detached house boasting an enclosed garden, perfect for those with or without pets looking for a walking distance seaside holiday and/or train enthusiasts! Wareham 9.3 miles; Poole 19.2 miles. (Ref. 1157056)

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

7 nights from $1097

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An exterior view of a building with a door and windows and flower pots at the entrance at Sandy Haven in Swanage
35
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Sandy Haven is a delightful, ground-floor apartment resting in Swanage, Dorset. Near amenities and beach. Allocated parking. In AONB. Wareham 9.5 miles; Poole 19.5 miles. (Ref. 1140492)

  • Wi-fi
  • Ground floor bedroom

7 nights from $760

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Stone cottages with gravel courtyard and greenery at Coombe Orchard in Swanage
17
Swanage, Dorset, BH19
  • Sleeps2
  • Bedrooms1
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Perfect cottage for 2, close to Swanage, Open plan living area for two people, dog friendly. Excellent location for local coastal walks. (Ref. 994113)

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

7 nights from $564

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A residential building with stone and red brick facade and a garden in front at Mayflower in Swanage
23
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.6★

    Outstanding

  • Sykes rating

This charming ground-floor apartment rests in the seaside town of Swanage, Dorset. En-suite. Open-plan living. Wareham 10.9 miles; Poole 19.7 miles. (Ref. 1019325)

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

7 nights from $652

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An exterior view of a stone house with wooden windows and a gate by a roadside at The Old Barn in Harman's Cross near Swanage
29
Harman's Cross near Swanage, Dorset, BH19
  • Sleeps10
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

Impressive barn conversion in rural Dorset location, close to beaches and Corfe Castle. Converted to an exceptionally high standard. Lovely doorstep walks. Swanage Steam Railway nearby. Swanage 2.5 miles. (Ref. 906024)

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

7 nights from $1069

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Two wooden houses with pitched roofs surrounded by trees and greenery at Lodge 6 in Corfe Castle
Offer
45
Corfe Castle, Dorset, BH20
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Lodge 6 is a contemporary lodge settled near Corfe Castle, Dorset. Hot tub. Pet-free. Woodburning stove. Open-plan. Swanage 5.1 miles; Wareham 6.8 miles; Bournemouth 22.6 miles. (Ref. 1124135)

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

  • 30% off - Wed 9th Jul to 30th Sep 2025

7 nights from $1310

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A white two-story house with curved bay windows and a glass balcony behind a hedge at Broadleys in Swanage
21
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

A delightful two-bedroom ground-floor apartment resting in Swanage, Dorset. Near a beach. Smart TV. Off-road parking. Open-plan. Wareham 9.6 miles; Poole 19.5 miles. (Ref. 1093320)

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

7 nights from $855

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Stone terraced houses with red doors and red leafy trees behind wooden fences
18
Swanage, Dorset, BH19
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

Sea Breeze is a lovely, terraced cottage resting in the outskirts of Swanage, Dorset. Close to a shop and a pub. Coastal location. Close to a beach. Wareham 9.2 miles; Poole 19.1 miles. (Ref. 1150773)

  • Wi-fi
  • Off-road parking

7 nights from $692

Last booked 2 days ago
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Map View

Types of Holiday

If you'd prefer a short stay away, these city breaks or weekend cottage breaks might be perfect for you! Want to spend time with all the family? Browse this array of large holiday cottages and dog friendly holiday cottages. Treat yourself by booking a break at one of the luxury cottages available or choosing one of these holiday lodges and log cabins with hot tubs.