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Osmington Holiday Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Osmington holiday rentals

Exterior

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 HK$4,040
HK$4,849 total
includes taxes & fees
21 Jul - 22 Jul
Bracken Cottage
Interior

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 HK$8,135
HK$9,762 total
includes taxes & fees
31 Jul - 1 Aug
Waterson
Beach nearby

Anchor Cottage

Anchor Cottage
3.0 star property
Portland
The price is HK$4,274
HK$5,129 total
includes taxes & fees
25 Jul - 26 Jul
Anchor Cottage
Exterior detail

Polly's Folly, Swanage

Polly's Folly, Swanage
Swanage
The price is HK$37,333
HK$37,333 total
includes taxes & fees
20 Jul - 21 Jul
Polly's Folly, Swanage
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 HK$1,406
HK$1,670 total
includes taxes & fees
30 Jul - 31 Jul
Glamping Cabin - Great for Hikers - Breakfast Inc!
Exterior

Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage

Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage
Harman's Cross
The price is HK$1,553
HK$1,775 total
includes taxes & fees
20 Jul - 21 Jul
Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage
Interior

The Old Barn, Swanage

The Old Barn, Swanage
Swanage
10.0 out of 10, Exceptional, (2 reviews)
"The location allowed for a relaxing time. Plenty of space for the whole party. Ample parking .footpaths around the home to walk from.When the Steam railway is working a great view of the trains going pass.Swanage and many other attractions very close by so an ideal base. "
United Kingdom
Lucy N.
The price is HK$11,736
HK$11,736 total
includes taxes & fees
20 Jul - 21 Jul
The Old Barn, Swanage
Interior

Willow’s Nest Countryside Shepherd’s Hut Retreat Near Swanage

Willow’s Nest Countryside Shepherd’s Hut Retreat Near Swanage
Harman's Cross
The price is HK$1,689
HK$1,931 total
includes taxes & fees
20 Jul - 21 Jul
Willow’s Nest Countryside Shepherd’s Hut Retreat Near Swanage
1 bedroom, desk, travel cot, WiFi

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!

Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
Weymouth
8.4 out of 10, Very good, (5 reviews)
"Lovely property, well equipped and comfy beds"
United Kingdom
Kim E.
The price is HK$1,363
HK$1,859 total
includes taxes & fees
21 Jul - 22 Jul
Seaside Escape - Free parking! 4 minutes to the beach! Pet friendly!
3 bedrooms, in-room safe, iron/ironing board, travel cot

Where memories bring you back | Private Sauna

Where memories bring you back | Private Sauna
Sandbanks
10.0 out of 10, Exceptional, (28 reviews)
"The house is in excellent condition, with everything you could possibly need has been provided. The communication from the host was very helpful. The house is in a great location. "
United Kingdom
Victoria M.
The price is HK$4,706
HK$7,357 total
includes taxes & fees
21 Jul - 22 Jul
Where memories bring you back | Private Sauna
Exterior

Spacious, entire 3 bedroom house in Wool (The Purbecks)

Spacious, entire 3 bedroom house in Wool (The Purbecks)
Wool
The price is HK$3,169
HK$4,352 total
includes taxes & fees
9 Aug - 10 Aug
Spacious, entire 3 bedroom house in Wool (The Purbecks)
Beach

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (4 reviews)
"Responsive owner and lovely property"
United Kingdom
Benjamin
The price is HK$1,796
HK$3,803 total
includes taxes & fees
19 Jul - 20 Jul
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Interior

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage in quiet location with room opening onto garden with lots of bird song. Snug with TV is very comfortable. Parking spot just outside cottage. Well appointed kitchen. Location is good for access to portland, but going elsewhere requires travelling through Weymouth which can be slow."
United Kingdom
Terry
The price is HK$4,391
HK$5,269 total
includes taxes & fees
31 Jul - 1 Aug
Mermaid Cottage
Dishwasher

Quay Cottage, in Poole, Dorset.

Quay Cottage, in Poole, Dorset.
Poole
The price is HK$16,535
HK$16,535 total
includes taxes & fees
20 Jul - 21 Jul
Quay Cottage, in Poole, Dorset.
2 bedrooms, iron/ironing board, travel cot, WiFi

Stylish modern retreat overlooking Poole Quay

Stylish modern retreat overlooking Poole Quay
Poole
10.0 out of 10, Exceptional, (2 reviews)
"Nice Place, would stay again!"
United Kingdom
David R.
The price is HK$1,743
HK$2,377 total
includes taxes & fees
19 Jul - 20 Jul
Stylish modern retreat overlooking Poole Quay
View from room

Quayside Quarters

Quayside Quarters
3.0 star property
Poole Old Town
9.8 out of 10, Exceptional, (65 reviews)
"Clean mod"
United Kingdom
Ruth
The price is HK$1,455
HK$1,455 total
includes taxes & fees
19 Jul - 20 Jul
Quayside Quarters
Dining

Modern Apartment -Parking & WiFi

Modern Apartment -Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (6 reviews)
"Apartment was very clean and well equipped, with parking behind the building and very close to pubs, cafe and restaurant along the waterfront. "
United Kingdom
Paul
Modern Apartment -Parking & WiFi
1 bedroom, iron/ironing board, WiFi, bed sheets

Beautiful Couples Retreat - FREE Parking & WiFi

Beautiful Couples Retreat - FREE Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (5 reviews)
"Lovely clean flat in the PERFECT location in Poole, very easily accessible and great communication with host throughout. Would recommend - 5* "
United Kingdom
Frazer
The price is HK$1,099
HK$1,785 total
includes taxes & fees
20 Jul - 21 Jul
Beautiful Couples Retreat - FREE Parking & WiFi
Interior

Stunning 2 bedroom Apartment inc. Free Parking

Stunning 2 bedroom Apartment inc. Free Parking
Poole Old Town
10.0 out of 10, Exceptional, (6 reviews)
"We had the perfect short stay for the weekend "
United States
Luke W.
The price is HK$1,701
HK$2,387 total
includes taxes & fees
22 Jul - 23 Jul
Stunning 2 bedroom Apartment inc. Free Parking
TV

Stunning 3 bedroom Penthouse Apartment Free 2 Park

Stunning 3 bedroom Penthouse Apartment Free 2 Park
Poole Old Town
10.0 out of 10, Exceptional, (5 reviews)
"Great location very close to the quay, surrounded by pubs and restaurants. The Apartment was clean and secure - perfect for a weekend trip."
United Kingdom
Dave
The price is HK$3,887
HK$4,574 total
includes taxes & fees
12 Aug - 13 Aug
Stunning 3 bedroom Penthouse Apartment Free 2 Park
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 Jubilee Hotel West- with Spa Facilities

The Jubilee Hotel West- with Spa Facilities

8/10 Good
"The property is as marketed,an old building that was not built for todays customers but is trying to appeal to one and all with most facilities directed at a younger demographic,although most guests during our stay were of the older generation who appeared to be satisfied.The access to the bedrooms is a bit quirkey in that you have to take two separate lifts,the first from reception on the lower ground floor to the ground floor and then walk along the corriador to the second lift to take you up to the first,second and third floors.The gold level room we occupied was adequate but would benifit from a king size bed.There is no internal phone system to contact reception or other rooms.Having a balcony was nice but you have to climb through the large sash window to get to it.All staff we interacted with were very helpful,taking our bags upstairs for us etc. I cannot comment on spa services or entertainment as we did not participate in any of them.Certainly the Hotel is ideally placed for access to the beach."
kenneth 2-night trip
Posted 1 hour ago
The Jubilee Hotel West- with Spa Facilities

Find out more about Osmington

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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.

What are some of the best holiday rentals that Osmington has to offer?

Refurbished house, close to the beach, quiet central location: This holiday home rental outside of Osmington is located near the beach, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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?

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 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.