Osmington Holiday Rentals from AU$626: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Osmington holiday rentals

A cozy room with a stone wall, a fireplace, a sofa, and a window.

1. Norden Cottage

Weymouth

"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...

Hilary

includes taxes & fees

4 Nov - 5 Nov

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

2. Woodbine Cottage

Weymouth

includes taxes & fees

4 Nov - 5 Nov

A stone cottage with a thatched roof, a wooden deck, and a round metal table with chairs and a small table set for tea.

3. Laurel Cottage

Weymouth

includes taxes & fees

4 Nov - 5 Nov

A residential property with a patio, a sliding glass door, and a brick exterior.

4. Cedar Drive

Weymouth

David

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with a gas stove, oven, and stainless steel appliances.

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

Wool

Kristina

includes taxes & fees

1 Nov - 2 Nov

A cozy living room with a green sofa, a dining table set with plates and cups, and a variety of wall art.

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

Weymouth Town Center

Chloe

includes taxes & fees

3 Nov - 4 Nov

A modern outdoor patio with wicker furniture and a glass door leading to a covered area.

7. Private Luxury By The Sea

Poole

Richard

includes taxes & fees

22 Nov - 23 Nov

A compact living space with a kitchenette, a sofa, and a large window offering a view of the outdoors.

8. Hardy View Farm House

Dorchester

"I cannot say enough wonderful things about this home and hosts. The home is so well appointed, down to the silverware. Every detail is rich and inviting. Please ask for the breakfast. If the weather is beautiful you can ask for breakfast in the garden. Fresh orange juice, coffee/tea, and home made warm from the oven croissants and chocolate croissants. For a very reasonable price. Ask about watching a sunset from the ruins of a Roman fort! The owner has a wonderful map with local sites and...

RichandMarg

includes taxes & fees

1 Nov - 2 Nov

A wooden cabin bedroom with a bed, pillows, and a dreamcatcher on the wall.

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

Swanage

Vanessa

includes taxes & fees

30 Nov - 1 Dec

A corridor with a wooden floor and a view of boats at a marina.

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

Poole

Lesley-Anne W.

includes taxes & fees

11 Nov - 12 Nov

11. Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage

Harman's Cross

Liam

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a brick wall, a dining area with a table and chairs, and a sofa.

12. Modern Apartment -Parking & WiFi

Poole Old Town

"Do not book this modern apartment, we booked a three night stay and went home on the 2nd day as the apartment was filthy. We didn’t get there till late, my husband got in the shower and as the water hit the tiles dirt and debris fell onto the tray as the drain was blocked he ended up in dirty water. The net curtains were torn, getting into bed the sheets were stained and black hair was on the bed. Luckily we had a spare sheet in the car and put that on the bed to sleep on. On inspection of the...

Susan

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, green sofa, and a glass coffee table with a vase of flowers.

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

Poole Old Town

Richard W.

includes taxes & fees

1 Nov - 2 Nov

A wooden table with a bottle of wine, two wine glasses, a bowl of fruit, and a brochure titled "Resort".

14. Sea Spray

Overcombe

includes taxes & fees

9 Nov - 10 Nov

A modern living room with a grey sofa, yellow cushions, a pink throw, and a dining area in the background.

15. Beautiful NEW 3 bedroom house - garden & parking

Poole

Lee

includes taxes & fees

1 Nov - 2 Nov

A cozy room with exposed brick walls, wooden beams, and a mix of leather and fabric seating.

16. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

Winterborne Whitechurch

"Excellent cottage! Super quirky and perfect for a large group. My husband’s family all met at the Langham vineyard (jut 8 minute’s drive up the road from the accommodation) to celebrate his 50th ; adults, kids, dog…we had a wonderful time and carried on the celebrations with an evening of chat in the comfortable lounge and some food in the spacious dining area before heading to bed (all 10 of us). Martin was a wonderful host, very quick responses and super accommodating. The whole area is...

Stacia B.

includes taxes & fees

31 Oct - 1 Nov

A living room with a sofa, a coffee table, a bookshelf, and a mounted TV.

17. Super Trendy Apartment - Free Parking & Fast WiFi

Poole Old Town

Tim H.

includes taxes & fees

1 Nov - 2 Nov

A small wooden structure with a door and steps leading up to it, surrounded by greenery and a picnic table with cushions.

18. 1 bedroom accommodation in Ibberton, Blandford Forum

Ibberton, Blandford Forum

Paul Mitchell

includes taxes & fees

12 Nov - 13 Nov

A bed with a basket of pastries and a blanket.

19. Stylish modern retreat overlooking Poole Quay

Poole

David R.

includes taxes & fees

2 Nov - 3 Nov

A modern interior with a glass partition, a carpeted floor, and a visible kitchen area in the background.

20. Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Poole

Lisa L.

includes taxes & fees

1 Nov - 2 Nov

View all properties

Find holiday rentals that suit your style

Apartments

Cabins

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Osmington Hotel Reviews

Fairhaven Hotel

8/10 Good

"it was just right for our weekend away"

The Knoll House

8/10 Good

"The Knoll House Hotel is a charming hotel which was once a personal residence. It has a lot of history and is in a delightful location overlooking the sea. There are several comfortable seating areas of various sizes and styles. The restaurant is very large and the food and service is very good. The breakfasts are particularly enjoyable with a plentiful range for self-service. The outdoor swimming pool was heated, despite it being October when we stayed there. There is also a small indoor pool in the pleasant modern leisure complex. Dinner was a minimum of £34 per person plus a 10% gratuity. The wine and other drinks were expensive and also incurred the 10% charge. The staff were pleasant and helpful."

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$626 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?

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Osmington holiday rentals

1. Norden Cottage

2. Woodbine Cottage

3. Laurel Cottage

4. Cedar Drive

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

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

7. Private Luxury By The Sea

8. Hardy View Farm House

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

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

11. Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage

12. Modern Apartment -Parking & WiFi

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

14. Sea Spray

15. Beautiful NEW 3 bedroom house - garden & parking

16. The Old Police House, sleeps 10, 1850,s cottage, Family Stay!

17. Super Trendy Apartment - Free Parking & Fast WiFi

18. 1 bedroom accommodation in Ibberton, Blandford Forum

19. Stylish modern retreat overlooking Poole Quay

20. Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Find holiday rentals that suit your style

Top Osmington Hotel Reviews

Fairhaven Hotel

The Frampton Arms

Haven Hotel

Best Western Weymouth Hotel Rembrandt

Holiday Inn Express Poole by IHG

Durdle Door Hotel

The Knoll House

Lulworth Cove Inn

Harbour Heights Hotel

Find out more about Osmington

Frequently asked questions

Go further with the Expedia app