Cricket Cottage

Swanage

4.7/5

This quaint seaside cottage is the perfect destination for two to enjoy a romantic getaway in the heart of Swanage. Just a 20-minute meander from the main beach, sparkling clear Swanage shores, shops, restaurants and attractions. Space is plentiful in this deceptively generous cottage.

2

1

0

13th - 20th September £465.30

13th - 27th September £880.60

20th - 30th September £649.00

+5 more stays

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Canaan

Worth Matravers

4.9/5

4 bedrooms. A wonderful architecturally designed, large family holiday home in Worth Matravers. Completed to the highest standard and incorporating a sumptuous interior. It’s open plan design, galleried first floor landing and very large kitchen makes this the ideal choice for the extended family, walkers and those of you who wish to relax in this stylish property set in the heart of the English coastal countryside.

8

4

3

2

13th - 20th September £1,340.50

6th - 20th September £2,782.20

6th - 13th September £1,491.70

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Brook Cottage

Corfe Castle

4.8/5

Step back in time and enjoy this delightful semi-detached cottage, exuding charm and character throughout. Built in the early 1730s, this distinctive Grade II red bricked cottage, is set in the heart of the historic village of Corfe Castle. This cosy retreat, nestled in the heart of the Purbecks, would surely be able to tell a tale or two! Sitting peacefully at the bottom of the romantic Castle ruins, you will enjoy morning coffee with arguably one of the most impressive backdrops in Dorset.

6

3

0

19th - 26th September £1,016.05

5th - 12th September £1,146.25

5th - 19th September £2,166.90

+2 more stays

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Purbeck Escape

Swanage

4.7/5

3 Bedrooms. Super reviews for this recent addition to our holiday homes. Purbeck Escape is a spacious, newly equipped family home.

6

3

2

0

20th - 27th September £724.15

13th - 20th September £724.15

13th - 27th September £1,398.30

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Leap House

Wareham

5/5

Leap House is a well-presented three-bedroom semi-detached holiday retreat, sitting peacefully within a short walk of Wareham Quay. This well-presented holiday accommodation, is an excellent base to explore one of England’s Saxon Walled towns and nearby beaches of the Jurassic coast. Entering the house via the patio area, you will be greeted by a fully-equipped kitchen, featuring integrated appliances and all the amenities for your culinary creations, which you can enjoy in the next-door lounge/dining area. The inviting living area features two leather sofas, an armchair, and a wood-burning stove – ideal for those wanting to unwind with a book or a favourite movie.

4

3

1

0

12th - 19th September £734.65

19th - 26th September £734.65

12th - 26th September £1,419.30

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The Aspens

Swanage

4.8/5

Delightful light-filled family holiday home, situated just a stone’s throw from beautiful Swanage Pier.

5

2

0

26th - 29th September £469.68

19th - 26th September £638.05

19th - 27th September £739.20

+10 more stays

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The Old Butcher’s Cottage

Corfe Castle

4.9/5

The Old Butcher’s Cottage is bursting with character. Recently renovated throughout, this high spec property is the hideaway you’ve been searching for. Luxurious furnishings and exquisite linens adorn the bedrooms, living area and kitchen, providing stunning accommodation that the whole family will remember. Parties of all kinds can enjoy home cooked meals in the large open plan kitchen-lounge area and gather around the dining table for drinks or a board game.

6

3

2

20th - 27th September £1,081.15

13th - 20th September £1,243.90

13th - 27th September £2,275.05

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Markham House

Weymouth

5/5

A spacious family home with off road parking and large, enclosed garden. The house is ideal for family and friends who want to stroll through the town to the Harbour and beach.

5

3

2

1

27th - 30th September £718.02

28th - 30th September £718.02

5th - 19th September £2,191.00

+16 more stays

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Hill View

Weymouth

5/5

Set in the peaceful Weymouth suburb of Preston, Hill View offers a delightful retreat for couples or small families.

4

2

1

22nd - 25th September £629.37

12th - 23rd September £1,742.44

27th - 29th September £629.37

+73 more stays

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Malvern Apartment

Swanage

4.5/5

This appealing large, ground floor apartment is part of a modern conversion of a former Edwardian hotel, right in the heart of the seaside town of Swanage in a quiet residential, tree lined street, less than 5 mins walk to restaurants, pubs, shops and the beach. You can enjoy a lovely glimpse view across Swanage bay from the lounge bay window.

2

1

0

26th - 29th September £366.97

20th - 29th September £639.45

28th - 30th September £366.97

+7 more stays

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St Marks Cottage

Swanage

5/5

Come and stay in this beautifully appointed cottage, ideal for families and cottage in a quiet spot in the town - walk to beach and coastal path.

4

2

0

22nd - 25th September £725.69

12th - 20th September £1,685.69

25th - 26th September £725.69

+73 more stays

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West Lodge

Church Knowle, Nr Corfe Castle

4.9/5

Tastefully presented and finished to a high standard, this fabulous holiday home in Church Knowle, will appeal to those of you visiting with extended family and friends. Located just a mile outside Corfe Castle, as the crow flies between Kimmeridge Bay and the golden sands of Studland, you will be truly spoilt for things to see and do.

10

5

3

0

27th - 30th September £840.66

19th - 26th September £1,146.25

19th - 30th September £1,781.25

+8 more stays

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Daisy’s

Swanage

4.7/5

Stylishly decorated 3 bedroom holiday home in Swanage. Daisy's offers everything you need for a relaxing break, from comfortable bedrooms with ensuite for each room to a private bubbling hot tub, perfect for unwinding after a long day exploring the coast!

6

3

1

27th - 30th September £645.97

26th - 27th September £645.97

20th - 28th September £1,015.20

+12 more stays

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Angel Cottage

Swanage

4.7/5

Nothing is more refreshing than a coastal holiday near the sea and if you’re looking for a cosy, quaint cottage, Angel Cottage should be first on your wishlist. This mid terrace cottage is the perfect base to discover miles of heritage coastline or relax and unwind on the blue flag sandy beach

2

1

2

26th - 29th September £372.30

26th - 30th September £421.61

24th - 30th September £508.35

+52 more stays

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Little Westport

Wareham

4.8/5

Little Westport is a charming large cottage in Wareham with four-bedroom. This former Colt House, is in a peaceful setting with a large garden overlooking the Purbeck Hills.

8

4

2

0

19th - 26th September £734.65

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Capstone

Swanage

5/5

A beautiful Edwardian home, which is an ideal base for friends and extended family to share adventures on the South coast. Two minute flat walk from beach and town.

8

4

2

0

27th - 30th September £664.37

26th - 27th September £664.37

27th - 29th September £664.37

+7 more stays

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3 Puddledock Cottage

Sutton Poyntz, Nr Weymouth

5/5

Enjoy soaking up the Dorset sunshine in this newly renovated countryside cottage, tucked away in the quiet village of Sutton Poyntz.

6

3

1

0

26th - 29th September £563.96

19th - 27th September £886.80

26th - 30th September £640.65

+12 more stays

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Littlecot

Weymouth

5/5

A gorgeous, detached family home within stones throw of Smallmouth Bay and the Rodwell trail. Ideal for those who want a comfy base for friends or extended family.

8

4

2

26th - 29th September £898.15

15th - 26th September £2,779.00

22nd - 26th September £1,201.60

+21 more stays

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Stone Quay Cottage

Swanage

4.9/5

Stone Quay Cottage is right in the heart of the beautiful old fishing town of Swanage, just a stones throw away from the historic Stone Quay, the lovely sandy beaches, the Victorian Pier and all the amenities. This two bedroom cottage dates back to the 1850’s but has been completely renovated to provide a beautiful modern home.

3

2

1

2

27th - 29th September £285.00

14th - 21st September £1,065.00

12th - 16th September £615.00

+263 more stays

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Winspit View

Worth Matravers

4.8/5

3 Bedrooms. The bungalow is located on the edge of the village of Worth Matravers, in a rural idyll with fantastic views across open farmland to Winspit and the sea. A lovely holiday cottage to rent in Worth Matravers, an exclusive village in Dorset.

6

3

2

1

12th - 19th September £1,091.65

5th - 12th September £1,091.65

5th - 19th September £2,133.30

+2 more stays

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What's on in Dorset in September 2025

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Holiday Cottage in Dorset

Cricket Cottage

Canaan

Brook Cottage

Purbeck Escape

Leap House

The Aspens

The Old Butcher’s Cottage

Markham House

Hill View

Malvern Apartment

St Marks Cottage

West Lodge

Daisy’s

Angel Cottage

Little Westport

Capstone

3 Puddledock Cottage

Littlecot

Stone Quay Cottage

Winspit View