Lodging Image

Osmington Holiday 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

Bracken Cottage

Bracken Cottage
2.0 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 AU$874
includes taxes & fees
15 June - 16 June
Bracken Cottage

Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is AU$960
includes taxes & fees
19 June - 20 June
Laurel Cottage

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 AU$1,765
includes taxes & fees
17 June - 18 June
Waterson

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, (2 reviews)
"We loved our stay on the boat from start to finish. We had great weather so great views from the hot tub out over the water. Comfy beds and the luxury shower block was clean and had nice showers. The boat is a short drive or 30/40 min walk into Poole (40 as we waited to cross the bridge and watch the ships sail by) I hope to have the opportunity to stay there again. "
United Kingdom
Beverley H.
The price is AU$629
includes taxes & fees
8 July - 9 July
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Beautiful NEW 3 bedroom house - garden & parking

Beautiful NEW 3 bedroom house - garden & parking
Poole
10.0 out of 10, Exceptional, (15 reviews)
"Amazing place "
United Kingdom
Lee
Beautiful NEW 3 bedroom house - garden & parking

Flat 7 Sand Acres

Flat 7 Sand Acres
2.0 star property
Poole
The price is AU$942
includes taxes & fees
22 June - 23 June
Flat 7 Sand Acres

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 AU$268
includes taxes & fees
8 July - 9 July
Glamping Cabin - Great for Hikers - Breakfast Inc!

1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (11 reviews)
"Great location & lovely place to stay, had everything you need for a weekend break or longer…"
United Kingdom
Dominic
The price is AU$371
includes taxes & fees
15 June - 16 June
1 bedroom accommodation in Ibberton, Blandford Forum

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 AU$687
includes taxes & fees
16 June - 17 June
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

The Halt Maiden Newton, Dorset

The Halt Maiden Newton, Dorset
Dorchester
The price is AU$624
includes taxes & fees
8 July - 9 July
The Halt Maiden Newton, Dorset

Quayside Quarters

Quayside Quarters
3.0 star property
Poole Old Town
9.8 out of 10, Exceptional, (62 reviews)
"Clean mod"
United Kingdom
Ruth
The price is AU$229
includes taxes & fees
16 June - 17 June
Quayside Quarters

South Lodge, Hazelbury Bryan

South Lodge, Hazelbury Bryan
Sturminster Newton
The price is AU$782
includes taxes & fees
19 June - 20 June
South Lodge, Hazelbury Bryan

Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (7 reviews)
"Nice location, quiet and relaxing"
United Kingdom
Luke
The price is AU$312
includes taxes & fees
29 June - 30 June
Private Luxury By The Sea

Hardy View Farm House

Hardy View Farm House
Dorchester
10.0 out of 10, Exceptional, (2 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 AU$340
includes taxes & fees
16 June - 17 June
Hardy View Farm House

Duck Cottage, Sutton Poyntz

Duck Cottage, Sutton Poyntz
Weymouth
The price is AU$1,060
includes taxes & fees
23 June - 24 June
Duck Cottage, Sutton Poyntz

The Cabin

The Cabin
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1 review)
"Amazing Cabin, which was super comfy and extremely clean. A little garden with 2 seats and table . A patio doors looking onto a very pretty garden. Right near to Swanage Beach which was perfect. Fully recommend. "
United Kingdom
Anonymous traveller
The price is AU$653
includes taxes & fees
9 July - 10 July
The Cabin

Little Haven, Blandford Forum.

Little Haven, Blandford Forum.
Blandford Forum
The price is AU$996
includes taxes & fees
19 June - 20 June
Little Haven, Blandford Forum.

STABLE - UNIQUE STAY | SLEEPS 2 | PETS ALLOWED | WI-FI

STABLE - UNIQUE STAY | SLEEPS 2 | PETS ALLOWED | WI-FI
Blandford Forum
9.2 out of 10, Wonderful, (5 reviews)
"Lovely quirky stay, comfortable bed which is everything! Quiet and great communication. Highly Recommended"
United Kingdom
Nicola
The price is AU$219
includes taxes & fees
15 June - 16 June
STABLE - UNIQUE STAY | SLEEPS 2 | PETS ALLOWED | WI-FI

Brand NEW 3 bedroom house - garden & parking +wifi

Brand NEW 3 bedroom house - garden & parking +wifi
Poole
9.2 out of 10, Wonderful, (5 reviews)
"Very nice property and well equipped. Would recommend it and hope to visit again."
United Kingdom
Stefania H.
The price is AU$382
includes taxes & fees
16 June - 17 June
Brand NEW 3 bedroom house - garden & parking +wifi

Half Pint Cottage, Beaminster.

Half Pint Cottage, Beaminster.
Beaminster
The price is AU$864
includes taxes & fees
29 June - 30 June
Half Pint Cottage, Beaminster.
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

Everything you need to know about Osmington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osmington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osmington holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Osmington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osmington. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osmington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osmington holiday rentals we have selected for you start as low as AU$229 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Osmington rentals

At Expedia, we put the best Osmington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Osmington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osmington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osmington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Stunning Waterside Cottage in Poole Harbour: This holiday home rental outside Osmington is located on the waterfront, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 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.