Osmington Vacation Rentals from ￥68,147: Search Short-Term Rentals

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Our top choices for Osmington vacation 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

￥122,710 total

includes taxes & fees

Nov 5 - Nov 6

A living room with a sofa, a coffee table with books, a lamp, and a view through large glass doors to an outdoor patio.

2. Woodbine Cottage

Weymouth

￥140,360 total

includes taxes & fees

Nov 5 - Nov 6

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

￥105,057 total

includes taxes & fees

Nov 5 - Nov 6

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

4. Cedar Drive

Weymouth

David

￥120,984 total

includes taxes & fees

Nov 11 - Nov 12

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

￥55,066 total

includes taxes & fees

Nov 3 - Nov 4

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

￥23,345 total

includes taxes & fees

Nov 8 - Nov 9

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

7. Private Luxury By The Sea

Poole

Luke

￥29,959 total

includes taxes & fees

Nov 4 - Nov 5

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

Carol S.

￥35,023 total

includes taxes & fees

Nov 4 - Nov 5

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

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

Swanage

Vanessa

￥33,080 total

includes taxes & fees

Nov 3 - Nov 4

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.

￥68,147 total

includes taxes & fees

Nov 10 - Nov 11

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

Harman's Cross

Liam

￥40,087 total

includes taxes & fees

Nov 3 - Nov 4

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

Jo R.

￥28,272 total

includes taxes & fees

Nov 4 - Nov 5

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.

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

14. Sea Spray

Overcombe

￥111,768 total

includes taxes & fees

Nov 9 - Nov 10

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

￥35,656 total

includes taxes & fees

Nov 5 - Nov 6

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.

￥73,421 total

includes taxes & fees

Nov 3 - Nov 4

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.

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

￥28,904 total

includes taxes & fees

Nov 9 - Nov 10

A bed with a basket of pastries and a blanket.

19. Stylish modern retreat overlooking Poole Quay

Poole

David R.

￥35,233 total

includes taxes & fees

Nov 3 - Nov 4

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.

￥31,858 total

includes taxes & fees

Nov 6 - Nov 7

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Top Osmington Hotel Reviews

Fairhaven Hotel

10/10 Excellent

"Very good value - thank you"

The Duchess of Cornwall Inn

10/10 Excellent

"The hotel rooms are very high up. We had 81 steps up to our floor. The lift was broken for all 3 days of our stay, so if that is a problem for you, then you could consider calling them ahead of time to see if the lift is working. It was on the blink the previous time we stayed also, but that time it worked while we were there. I simply found a trick to holding the button down so that the lift came, and the button was only acting up on the ground floor. Other than that, it is a wonderful hotel."

The Knoll House

8/10 Good

"Overall we managed our stay within our expectations based on contact with the venue and reservations team. The hotel is in a great location just across the road from Knoll Beach and plays on its location. Food at breakfast and dinner is great and service excellent. Of particular note are Ally, Aidan, Damian and Olivia. This is a heritage hotel and tries as much as possible to balance the challenges of maintaining traditional features with the ongoing challenges of maintenance and modernisation whilst full renovation is pending. Overall, we made our stay work within our understanding of the strengths and weaknesses of the venue. A return visit would only be possible after venue changes were completed."

Find out more about Osmington

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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.

What are some of the best vacation rentals in Osmington?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: You might want to consider this vacation home rental near Osmington, which comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

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?

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 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.

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Check prices for these dates

Our top choices for Osmington vacation 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 vacation rentals that suit your style

Top Osmington Hotel Reviews

Fairhaven Hotel

The Duchess of Cornwall Inn

Crown Hotel

Harbour Heights Hotel

The Knoll House

The Frampton Arms

Haven Hotel

Best Western Weymouth Hotel Rembrandt

Holiday Inn Express Poole by IHG

Find out more about Osmington

Frequently asked questions

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