Lodging Image

Osmington Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Osmington holiday rentals

1. Rose Cottage

Rose Cottage
2.0 star property
Weymouth
The price is RM3,294
RM3,952 total
includes taxes & fees
1 Oct - 2 Oct
Rose Cottage

2. Waterson

Waterson
3.0 star property
Weymouth
8.0 out of 10, Very good, (1 review)
"lovely location , inside house a little tired "
United Kingdom
Nigel
The price is RM4,156
RM4,987 total
includes taxes & fees
10 Oct - 11 Oct
Waterson

3. Woodbine Cottage

Woodbine Cottage
2.0 star property
Weymouth
The price is RM3,101
RM3,721 total
includes taxes & fees
10 Oct - 11 Oct
Woodbine Cottage

4. Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is RM2,266
RM2,719 total
includes taxes & fees
9 Oct - 10 Oct
Laurel Cottage

5. Norden Cottage

Norden Cottage
3.0 star property
Weymouth
6.0 out of 10, (1 review)
"The cottage itself is lovely, and has a lot of potential. It’s a large cottage which accomodates 5. Lighting wasn’t working in all rooms which was a nuisance and the facilities in the kitchen were dirty and not maintained well. Oven and stove worked, coffee machine filthy. Given that you would hire a cottage to do self catering, it wasn’t one of the better cottages we have stayed in. We found it a cold welcoming, no welcome note, only a small box of biscuits on entry. Cottage was really...
United Kingdom
Hilary
The price is RM2,647
RM3,176 total
includes taxes & fees
17 Oct - 18 Oct
Norden Cottage

6. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is RM3,716
RM4,459 total
includes taxes & fees
30 Sept - 1 Oct
Ash Corner Cottage

7. Glamping Cabin - Great for Hikers - Breakfast Inc!

Glamping Cabin - Great for Hikers - Breakfast Inc!
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1 review)
"Very welcoming and ideal for travellers with pets . Great location , walking distance to the coastal path and very close drives to National Trust areas such as Corfe Castle and Studland beaches"
United Kingdom
Vanessa
The price is RM718
RM853 total
includes taxes & fees
29 Sept - 30 Sept
Glamping Cabin - Great for Hikers - Breakfast Inc!

8. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is RM2,170
RM2,604 total
includes taxes & fees
18 Oct - 19 Oct
Sea Spray

9. Agua de Plata, 26 Wakeling Island, Silverlake

Agua de Plata, 26 Wakeling Island, Silverlake
3.0 star property
Dorchester
9.0 out of 10, Wonderful, (2 reviews)
"It was amazing Anyone who travels to this part of the country needs to stay here It was beyond our expectation"
United Kingdom
barry
The price is RM3,716
RM4,459 total
includes taxes & fees
10 Oct - 11 Oct
Agua de Plata, 26 Wakeling Island, Silverlake

10. Marina Vista

Marina Vista
3.5 star property
Southlands
10.0 out of 10, Exceptional, (2 reviews)
"Great, well appointed apartment which is very central. Can be quite noisy at night especially having to have the windows open when it’s hot. Seemed to be a popular location for late night drinkers to have heart to hearts in the wee hours. Can’t fault the apartment, it had everything you could need. Minutes away from the town and beach. On the rainy days we had there were even board games for kids which my son loved. Thanks for a great stay. "
United Kingdom
M
The price is RM3,023
RM3,628 total
includes taxes & fees
30 Sept - 1 Oct
Marina Vista

11. Bay Cottage

Bay Cottage
3.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Great location, thank you we enjoyed our stay"
United Kingdom
Neil
The price is RM4,702
RM5,642 total
includes taxes & fees
10 Oct - 11 Oct
Bay Cottage

12. Beach View House

Beach View House
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Vi var meget godt fornøyde med både beliggenhet og renhold, og hadde veldig fine dager her. Dette kan vi anbefale på det varmeste!"
Norway
Arve Moen
The price is RM3,289
RM3,947 total
includes taxes & fees
1 Oct - 2 Oct
Beach View House

13. Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
The price is RM1,867
RM2,240 total
includes taxes & fees
3 Oct - 4 Oct
Hide-a-way

14. Two @ No36

Two @ No36
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
The price is RM3,156
RM3,787 total
includes taxes & fees
18 Oct - 19 Oct
Two @ No36

15. Admiral's Quarter Apartment 5

Admiral's Quarter Apartment 5
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Ideally placed to have a stroll to the harbour with the convenience of secure parking within the gated community. Within easy reach of pubs/restaurants (try the burgers at the Northe tavern 100 yards away) but a quiet area. It's in a residential block, most of residents friendly but there are rules on no ball games or storing of fishing rods/beach equipment outside of apartment to keep area clear. Designated space for car, big enough for my range rover, even though 1 neighbour came and checked...
United Kingdom
Richard
The price is RM2,115
RM2,538 total
includes taxes & fees
3 Oct - 4 Oct
Admiral's Quarter Apartment 5

16. Brewery View

Brewery View
2.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Very clean, location great, comfortable and we received regular updates and communication. All very helpful"
United Kingdom
Helen
The price is RM2,073
RM2,488 total
includes taxes & fees
18 Oct - 19 Oct
Brewery View

17. Harbour Reach 7

Harbour Reach 7
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"They should state there’s not drying machine but besides that it was an amazing stay. My group and I really enjoyed the place as well as the local area. Excellent experience overall, and I think this place made our first international trip very enjoyable."
United States
Austin
The price is RM2,592
RM3,110 total
includes taxes & fees
30 Sept - 1 Oct
Harbour Reach 7

18. Still Waters

Still Waters
2.0 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Amazing property, had the best week staying there. Location, facilities, space.. everything!! Will be back"
United Kingdom
Rory
The price is RM3,610
RM4,332 total
includes taxes & fees
6 Oct - 7 Oct
Still Waters

19. Lobster Cottage

Lobster Cottage
3.5 star property
Rodwell
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and included everything you would need. The outside space was disappointing as it was just a table and chairs in a small concrete space rather than what is shown on the pictures depicting the outside space. The location made ot easy to score with a few shops, pubs and places near by."
United Kingdom
Sharon
The price is RM2,280
RM2,736 total
includes taxes & fees
1 Oct - 2 Oct
Lobster Cottage

20. Redcliff View Lodge

Redcliff View Lodge
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is RM3,023
RM3,628 total
includes taxes & fees
9 Oct - 10 Oct
Redcliff View Lodge
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Osmington Hotel Reviews

Find out more about Osmington

Search for holiday rentals in Osmington on Expedia.co.uk! 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 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Osmington stay.

What can I see and do in Osmington?

Weymouth Bay and Dorset and East Devon Coast are a couple of lovely local spots to get outside and enjoy nature. While here, Ringstead Beach and Osmington Bay Beach 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.