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The best holiday homes in Osmington

Check out our pick of great holiday homes in Osmington

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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This holiday home comes with 3 bedrooms, a kitchen with a microwave and a toaster, a flat-screen TV, a seating area and 1 bathroom equipped with a hot tub. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. The accommodation offers a fireplace.

Location is stunning, the accommodation is so unique and wonderfully cosy.

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8.9
Fabulous
27 reviews

The 2-bedroom holiday home is equipped with a living room with a flat-screen TV with satellite channels, a fully equipped kitchen with an oven and microwave, and 1 bathroom with walk-in shower. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.

Portland Castle is 15 km from the holiday home, while Portland Museum is 18 km away. The nearest airport is Bournemouth Airport, 49 km from Shortlake Cottage.

Great rural location, just off the coastal hiking trails. The trails and fields provide sweeping ocean views (tho the views are blocked by the tall wind rows when you are inside). The unique old style construction and design add a lot of flavor to the stay. Quiet, surrounded by cows, horses and open fields...with a great pub right near by.

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8.4
Very good
52 reviews
Price from
£143
per night

The holiday home features 2 bedrooms, a fully equipped kitchen with a dishwasher and a fridge, a washing machine, and 1 bathroom. Featuring free private parking, this 4-star holiday home also features free WiFi.

Cottage was lovely, beautiful would definitely come again.

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8.3
Very good
10 reviews
Price from
£310.50
per night

This holiday home is equipped with 3 bedrooms, a kitchen with a dishwasher and an oven, a flat-screen TV, a seating area and 1 bathroom equipped with a hot tub. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area.

provided wood & paper to start the fireplace. spacious living room & equipped kitchen. loved that it had those skyline windows around the house. provided cool selection of books, board games and dvds to watch but we couldnt quite figure out why the tv had sound but no picture when we played the dvd but the local tv had a nice movie on that night so we were good. had hot jacuzzi in the backyard. about 20min drive to durdle door/lulworth cove. A big guide book of attractions etc was provided in the kitchen that helped us add to our bucket list.

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7.9
Good
21 reviews
Price from
£143.90
per night

Honeybun, a property with a garden, is located in Osmington, 39 km from Poole Harbour, 41 km from Golden Cap, as well as 45 km from Bournemouth International Centre. The 3-star holiday home is 31 km from Corfe Castle. Free WiFi is available throughout the property and Monkey World is 17 km away.

The holiday home features 2 bedrooms, a fully equipped kitchen with a dishwasher and a fridge, a washing machine, and 2 bathrooms. The accommodation is non-smoking.

Really pretty thatched cottage with everything you need for a relaxing break….comfy bed, well-equipped kitchen, big TV, enclosed garden.

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7.4
Good
5 reviews
Price from
£287.50
per night

The holiday home has 3 bedrooms, a TV, a fully equipped kitchen with a dishwasher and kitchenware, a washing machine, and 2 bathrooms with a shower. Featuring free private parking, this 4-star holiday home also features free WiFi. For added privacy, the accommodation features a private entrance.

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10
Exceptional
1 reviews

With free WiFi, this 4-bedroom holiday home provides a TV, a washing machine and a fully equipped kitchen with a dishwasher and kitchenware. Towels and bed linen are provided in the holiday home. The accommodation offers a fireplace.

Portland Castle is 15 km from the holiday home, while Portland Museum is 19 km away. The nearest airport is Bournemouth Airport, 49 km from Jasmine Cottage.

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Price from
£376.43
per night

Set in Osmington and only 16 km from Monkey World, 1 Bed in Weymouth 57926 offers accommodation with garden views, free WiFi and free private parking. The property is around 38 km from Poole Harbour, 42 km from Golden Cap and 44 km from Bournemouth International Centre. The property is non-smoking and is situated 30 km from Corfe Castle.

The holiday home features 1 bedroom, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom. Towels and bed linen are featured in the holiday home.

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The holiday home is composed of 1 separate bedroom, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom. Towels and bed linen are featured in the holiday home.

Portland Castle is 16 km from the holiday home, while Athelhampton House is 19 km away. The nearest airport is Bournemouth Airport, 48 km from 1 Bed in Weymouth 82097.

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Price from
£524.50
per night

The holiday home is composed of 1 separate bedroom, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom. Towels and bed linen are available in the holiday home.

Portland Castle is 16 km from the holiday home, while Athelhampton House is 19 km from the property. The nearest airport is Bournemouth Airport, 48 km from 1 Bed in Weymouth 82098.

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Price from
£399.50
per night

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Most booked holiday homes in Osmington this month

Enjoy breakfast in Osmington!

  • The Old Lookout
    Breakfast options
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 27 reviews

    Offering a garden and garden view, The Old Lookout is set in Osmington, 31 km from Corfe Castle and 39 km from Poole Harbour.

    The location. Central to everywhere and great views

  • Shortlake Cottage
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 52 reviews

    Offering a garden and sea view, Shortlake Cottage is located in Osmington, 39 km from Poole Harbour and 41 km from Golden Cap.

    Quirky, spacious, clean & comfortable. Great location.

  • Magnolia Cottage Osmington
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 10 reviews

    Located 30 km from Corfe Castle, 39 km from Poole Harbour and 41 km from Golden Cap, Magnolia Cottage Osmington features accommodation set in Osmington.

    Cottage was lovely, beautiful would definitely come again.

  • Jasmine Cottage
    Breakfast options

    Jasmine Cottage, a property with a garden, is set in Osmington, 39 km from Poole Harbour, 41 km from Golden Cap, as well as 45 km from Bournemouth International Centre.

  • 1 Bed in Weymouth 57926

    Set in Osmington and only 16 km from Monkey World, 1 Bed in Weymouth 57926 offers accommodation with garden views, free WiFi and free private parking.

  • 1 Bed in Weymouth 82097

    Located in Osmington and only 16 km from Monkey World, 1 Bed in Weymouth 82097 provides accommodation with garden views, free WiFi and free private parking.

  • 1 Bed in Weymouth 82098

    Situated in Osmington and only 16 km from Monkey World, 1 Bed in Weymouth 82098 features accommodation with garden views, free WiFi and free private parking.

  • 3 bed in Osmington DC213

    Set in Osmington and only 17 km from Monkey World, 3 bed in Osmington DC213 offers accommodation with garden views, free WiFi and free private parking.

Save money on holiday homes in Osmington – budget options available!

  • 3 Bed in Osmington DC053
    Budget options available

    Located in Osmington and only 17 km from Monkey World, 3 Bed in Osmington DC053 provides accommodation with garden views, free WiFi and free private parking.

  • The Cartshed
    Budget options available
    7.9
    Scored 7.9
    Good
    Rated good
     · 21 reviews

    Offering garden views, The Cartshed is an accommodation set in Osmington, 31 km from Corfe Castle and 39 km from Poole Harbour. This property offers access to a patio and free private parking.

    We had a lovely stay..everything was just perfect!We loved the fireplace!We will be back soon.Thank you very much.

  • Lychgate Cottage
    Budget options available

    Lychgate Cottage, a property with a garden, is located in Osmington, 39 km from Poole Harbour, 41 km from Golden Cap, as well as 45 km from Bournemouth International Centre.

  • Honeybun
    Budget options available
    7.4
    Scored 7.4
    Good
    Rated good
     · 5 reviews

    Honeybun, a property with a garden, is located in Osmington, 39 km from Poole Harbour, 41 km from Golden Cap, as well as 45 km from Bournemouth International Centre.

  • Old Milking Parlour
    Budget options available
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Old Milking Parlour, a property with a garden, is set in Osmington, 17 km from Monkey World, 29 km from Corfe Castle, as well as 39 km from Poole Harbour.

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Holiday homes that guests love in Osmington

  • 8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 27 reviews
    Incredible location, stunning views, unique and comfortable accommodation, wonderful break away, clean and well equipped, responsive host on a couple of issues, hoping to book again for next year, wonderful holiday home.
    Turnbull
    Family with young children
  • 8.3
    Scored 8.3
    Very good
    Rated very good
     · 10 reviews
    Really nice cottage, very clean and newly refurbished. Good sized bedrooms and living spaces. Convenient location for exploring the Weymouth area and Dorset coast.
    David
    Family with young children