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Osmington Vacation Rentals

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Osmington vacation rentals

Exterior

1. Bracken Cottage

Bracken Cottage
3.0 star property
Weymouth
8.0 out of 10, Very Good, (1 review)
"Had a great 6 night stay here. Check in was very easy, key safe on the wall outside. As soon as we got inside the cottage, which had a lovely warm welcoming cosy feel to it. We loved all the little extra decorations scattered around. Well stocked with plates, glasses cutlery etc.. Even some extras that we didn't expect like the smoothie blender and spice rack. Only downside was all the towels were bundled in a heap on the bathroom floor. Not sure what had happened here, whether the cleaners had...
United Kingdom
michael
The price is P32,688
P39,225 total
includes taxes & fees
Sep 10 - Sep 11
Bracken Cottage
Interior

2. Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is P35,194
P42,233 total
includes taxes & fees
Sep 1 - Sep 2
Laurel Cottage
Exterior

3. Rose Cottage

Rose Cottage
2.0 star property
Weymouth
The price is P51,152
P61,383 total
includes taxes & fees
Aug 31 - Sep 1
Rose Cottage
Outdoor dining

4. Woodbine Cottage

Woodbine Cottage
2.0 star property
Weymouth
The price is P48,160
P57,792 total
includes taxes & fees
Sep 21 - Sep 22
Woodbine Cottage
Interior

5. 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 P64,546
P77,455 total
includes taxes & fees
Aug 31 - Sep 1
Waterson
Private kitchen

6. Honeypot Cottage

Honeypot Cottage
2.0 star property
Weymouth
The price is P38,257
P45,909 total
includes taxes & fees
Sep 9 - Sep 10
Honeypot Cottage
Room

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 P11,157
P13,253 total
includes taxes & fees
Sep 5 - Sep 6
Glamping Cabin - Great for Hikers - Breakfast Inc!
Room

8. Sea Spray

Sea Spray
3.0 star property
Overcombe
Sea Spray
Exterior

9. The Orchard

The Orchard
2.0 star property
Dorchester
The price is P42,389
P50,867 total
includes taxes & fees
Sep 4 - Sep 5
The Orchard
Marina

10. Brewery View

Brewery View
2.0 star property
Weymouth
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 P32,202
P38,642 total
includes taxes & fees
Sep 2 - Sep 3
Brewery View
Property grounds

11. Hide-a-way

Hide-a-way
2.5 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 P28,996
P34,795 total
includes taxes & fees
Sep 6 - Sep 7
Hide-a-way
Beach

12. Number 3 by the Sea

Number 3 by the Sea
2.0 star property
Weymouth
The price is P32,487
P38,984 total
includes taxes & fees
Sep 26 - Sep 27
Number 3 by the Sea
Terrace/patio

13. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is P57,707
P69,248 total
includes taxes & fees
Sep 10 - Sep 11
Ash Corner Cottage
Private kitchen

14. Coastguard Lookout

Coastguard Lookout
2.0 star property
Wyke Regis
Coastguard Lookout
Interior

15. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
The price is P30,732
P36,879 total
includes taxes & fees
Sep 23 - Sep 24
2 Bathsheba Terrace
Outdoor dining

16. Beck House

Beck House
2.0 star property
Weymouth
The price is P35,051
P42,062 total
includes taxes & fees
Aug 31 - Sep 1
Beck House
Marina

17. Day Cottage

Day Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"The cottage was absolutely excellent , clean, had everything you need,cosy, couldn’t ask for more ,also not far from the beach "
United Kingdom
Cindy
The price is P28,070
P33,684 total
includes taxes & fees
Sep 3 - Sep 4
Day Cottage
Living area

18. Groves House

Groves House
3.0 star property
Portland
The price is P33,057
P39,668 total
includes taxes & fees
Sep 10 - Sep 11
Groves House
Property grounds

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 P35,408
P42,489 total
includes taxes & fees
Sep 5 - Sep 6
Lobster Cottage
Interior

20. 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 P32,843
P39,412 total
includes taxes & fees
Sep 11 - Sep 12
Admiral's Quarter Apartment 5
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
"A unique and charming place by the sea. The position is everything here and it is a delight to sit on the terrace with a drink looking at a Riviera view through the pines to Studland bay. Smart room, lots of varied public spaces. Great for children (though we didn't come with ours!) and a very good breakfast."
Francesca 2-night trip
Posted 3 hours ago
The Knoll House

Find out more about Osmington

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

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

Frequently asked questions

Are there vacation rentals in Osmington?

Yes, there are vacation rentals near popular attractions in Osmington, or you can choose a more secluded option if you're looking for relaxation.

How many vacation rentals are there in Osmington?

With 8 Expedia vacation rentals, you're sure 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 and East Devon Coast and Ringstead Beach are other places worth a visit.

What are vacation rentals like in Osmington?

Vacation rentals are privately owned properties you can book for a couple days or more in Osmington. Vacation rentals offer extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family gatherings.