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Check prices for these dates

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Osmington holiday rentals

Cottage | Property grounds
Waterson

Cottage in Weymouth

Waterson
3.0 star property
8.0 out of 10, Very good, (1)
"lovely location , inside house a little tired "
United Kingdom
Nigel
The price is Rp17.404.946
Rp20.885.935 total
includes taxes & fees
12 Jan - 13 Jan 2026
Waterson
Cottage | Interior
Laurel Cottage

Cottage in Weymouth

Laurel Cottage
3.5 star property
The price is Rp9.240.374
Rp11.088.449 total
includes taxes & fees
2 Jan - 3 Jan 2026
Laurel Cottage
Dining
Norden Cottage

Cottage in Weymouth

Norden Cottage
2.5 star property
The price is Rp10.777.235
Rp12.932.682 total
includes taxes & fees
3 Jan - 4 Jan 2026
Norden Cottage
Cottage | Interior
Old Higher Lighthouse Branscombe Lodge

Cottage in Portland

Old Higher Lighthouse Branscombe Lodge
3.0 star property
10.0 out of 10, Exceptional, (1)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is Rp9.989.594
Rp11.987.512 total
includes taxes & fees
20 Jan - 21 Jan 2026
Old Higher Lighthouse Branscombe Lodge
Cottage | Marina
2 Driftwood

Cottage in Bridport

2 Driftwood
3.5 star property
10.0 out of 10, Exceptional, (2)
"2 Driftwood was a perfect place to stay at the perfect location of West Bay. The flat is very new, immaculate and well equipped with all you need for a holiday stay. Only one issue we had was finding the meter cupboard where the key safe was located. This is outside of the rear entrance of the building at ground level. One of the residents advised us of the key safe location and said many other guests had struggled with this. Everything else was perfect and Iwould love to live there."
United Kingdom
Debbie
The price is Rp8.471.944
Rp10.166.333 total
includes taxes & fees
5 Jan - 6 Jan 2026
2 Driftwood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osmington Hotel Reviews

The Knoll House

The Knoll House

10/10 Excellent
"Very friendly staff, excellent food and a beautiful location makes for a delightful break. "
Sally 1-night trip
Posted 3 days ago
The Knoll House

Find out more about Osmington

Search for holiday rentals in Osmington on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Osmington using one of the methods below:

  • View our selection of featured holiday rentals in Osmington
  • Use the map to find apartments and other holiday homes in the Osmington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osmington while they last

Look no further and take a look at our great range of rental properties in Osmington!

Frequently asked questions

Are there holiday rentals in Osmington?

Yes, there are holiday rentals close to the most popular sights in Osmington, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Osmington?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Osmington stay.

What can I see and do in Osmington?

Osmington Bay Beach and Weymouth Bay are a couple of lovely local spots to get outside and enjoy nature. While here, Dorset Area of Outstanding Natural Beauty and Dorset and East Devon Coast are other places worth a visit.

What are holiday rentals like in Osmington?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osmington. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.