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Osmington Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Osmington holiday rentals

A bedroom with two single beds, a nightstand, a window, and a star-patterned rug.

1. Woodbine Cottage

Woodbine Cottage
2.0 star property
Weymouth
The price is HK$5,984
HK$7,181 total
includes taxes & fees
21 Oct - 22 Oct
Woodbine Cottage
A stone cottage with a thatched roof, a wooden deck, and a round metal table with chairs and a small table set for tea.

2. Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is HK$4,351
HK$5,222 total
includes taxes & fees
9 Nov - 10 Nov
Laurel Cottage
A kitchen with a microwave, a coffee maker, and a window with a view of greenery.

3. Rose Cottage

Rose Cottage
2.0 star property
Weymouth
The price is HK$6,356
HK$7,627 total
includes taxes & fees
24 Oct - 25 Oct
Rose Cottage
A cozy room with a stone wall, a fireplace, a sofa, and a window.

4. 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 HK$5,108
HK$6,129 total
includes taxes & fees
31 Oct - 1 Nov
Norden Cottage
A room with large windows offering a view of a coastal landscape.

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 HK$8,020
HK$9,624 total
includes taxes & fees
20 Oct - 21 Oct
Waterson
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

6. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is HK$4,166
HK$5,000 total
includes taxes & fees
29 Oct - 30 Oct
Sea Spray
A beach with a natural rock arch formation.

7. 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, (5 reviews)
"The house was outstanding, probably the best we’ve ever experienced. It is exceptionally clean, comfortable for our family of 5, and convenient to the sites in the area. We would stay there again if we return."
United States
Kristina
The price is HK$937
HK$2,864 total
includes taxes & fees
19 Oct - 20 Oct
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
A cozy living room with a green sofa, a dining table set with plates and cups, and a variety of wall art.

8. Cosy Peacehaven. Free on site Parking! Pet friendly!

Cosy Peacehaven. Free on site Parking! Pet friendly!
Weymouth Town Center
9.4 out of 10, Exceptional, (3 reviews)
"Perfect flat which contained everything we needed for a great stay. It is in an excellent location and parking was a great bonus to us. Communication was great with clear instructions and thoughtful little extras."
United Kingdom
Chloe
The price is HK$788
HK$1,215 total
includes taxes & fees
22 Oct - 23 Oct
Cosy Peacehaven. Free on site Parking! Pet friendly!
A dining table with pink plates, a glass, and a spoon set. There is a window with white curtains and a view of a building outside.

9. Walkersbase Nutallergy Friendly - Sleeps3 - Petsok

Walkersbase Nutallergy Friendly - Sleeps3 - Petsok
3.0 star property
Bridport
The price is HK$714
HK$1,482 total
includes taxes & fees
4 Nov - 5 Nov
Walkersbase Nutallergy Friendly - Sleeps3 - Petsok
A modern outdoor patio with wicker furniture and a glass door leading to a covered area.

10. Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (8 reviews)
"Nice location, quiet and relaxing"
United Kingdom
Luke
The price is HK$958
HK$1,479 total
includes taxes & fees
16 Nov - 17 Nov
Private Luxury By The Sea
A bathroom with a window, a sink, and two potted plants.

11. Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is HK$1,666
HK$1,906 total
includes taxes & fees
26 Oct - 27 Oct
Hardy View Farm House
A hotel room with a bed, green sofa, and a glass coffee table with a vase of flowers.

12. Chic Modern Apartment Suite - Free Parking & WiFi!

Chic Modern Apartment Suite - Free Parking & WiFi!
Poole Old Town
10.0 out of 10, Exceptional, (5 reviews)
"The apartment was very clean and comfortable. It is stylishly furnished and extremely centrally located. The secure parking, in such a central location as a real plus. It is literally moments on foot from the quay. We would not hesitate to stay here again."
United States
Richard W.
The price is HK$604
HK$1,281 total
includes taxes & fees
19 Oct - 20 Oct
Chic Modern Apartment Suite - Free Parking & WiFi!
A dining area with a round table, wicker chairs, and a view of boats at a marina.

13. Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
Poole
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely amazing stay! Wish it was for longer! The boat could have had some extra TLC but otherwise we will definitely return!"
United States
Lesley-Anne W.
The price is HK$2,624
HK$3,541 total
includes taxes & fees
18 Oct - 19 Oct
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
A modern living room with a brick wall, a dining area with a table and chairs, and a sofa.

14. Modern Apartment -Parking & WiFi

Modern Apartment -Parking & WiFi
Poole Old Town
9.0 out of 10, Wonderful, (8 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
The price is HK$844
HK$1,520 total
includes taxes & fees
18 Oct - 19 Oct
Modern Apartment -Parking & WiFi
A residential property with a patio, a sliding glass door, and a brick exterior.

15. Cedar Drive

Cedar Drive
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"So clean I could roll around in the property, also very thoughtful of the host, even a fly squatter was available. Would highly recommend if you’re in the area."
United Kingdom
David
The price is HK$4,532
HK$5,439 total
includes taxes & fees
6 Nov - 7 Nov
Cedar Drive
A living room with a sofa, a coffee table, a bookshelf, and a mounted TV.

16. Super Trendy Apartment - Free Parking & Fast WiFi

Super Trendy Apartment - Free Parking & Fast WiFi
Poole Old Town
10.0 out of 10, Exceptional, (1 review)
"Small, clean apartment, very handy for the harbour and old town. Well equipped. Not the best view from the balcony but can't have everything. Good communication from the host. First time on vrbo and can't fault them"
United States
Tim H.
The price is HK$844
HK$1,520 total
includes taxes & fees
12 Nov - 13 Nov
Super Trendy Apartment - Free Parking & Fast WiFi
A living room with a wooden floor, a brown leather sofa, a wooden coffee table, a TV mounted on the wall, and large windows with curtains.

17. Designer Apartment inc. Free Parking & FAST WiFi

Designer Apartment inc. Free Parking & FAST WiFi
Poole Old Town
9.8 out of 10, Exceptional, (6 reviews)
"Perfect spot for our needs; well-equipped, tidy, on-site parking, and very responsive property manager. We would be happy to go back."
United States
Drew O.
The price is HK$719
HK$1,395 total
includes taxes & fees
19 Oct - 20 Oct
Designer Apartment inc. Free Parking & FAST WiFi
A modern hotel room with a bed, a black tray with pastries, a window with a view, and a wall-mounted shelf with a plant.

18. 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$802
HK$1,739 total
includes taxes & fees
18 Oct - 19 Oct
Stylish modern retreat overlooking Poole Quay
A neatly made bed with two towels folded into robes, a pillow, and a small card on the bed.

19. 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$1,380
HK$1,639 total
includes taxes & fees
23 Oct - 24 Oct
Glamping Cabin - Great for Hikers - Breakfast Inc!
A bedroom with a large bed, a map wallpaper, a window with curtains, and a hanging light fixture.

20. Amazing Modern Apartment - Free Secure Parking!

Amazing Modern Apartment - Free Secure Parking!
Poole Old Town
9.6 out of 10, Exceptional, (4 reviews)
"This was a lovely apartment. It was clean and had all the essential tools for the kitchen. The laundry facilities were easy to use. It was close to shops and the harbour. Grocery store was walking distance. We enjoyed our stay in Poole."
Canada
Heidi
The price is HK$719
HK$1,395 total
includes taxes & fees
19 Oct - 20 Oct
Amazing Modern Apartment - Free Secure Parking!
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
"Great place stayed many times"
Dominic 1-night trip
Posted 8 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:

  • 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.

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

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This holiday home rental outside of Osmington comes with WiFi so that you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop and a microwave.

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.