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Holiday Rentals in Osmington

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Our top choices for Osmington holiday rentals

1. 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 €1,079
includes taxes & fees
13 Aug - 14 Aug
Waterson

2. 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 €536
includes taxes & fees
14 Aug - 15 Aug
Bracken Cottage

3. Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is €588
includes taxes & fees
23 Aug - 24 Aug
Laurel Cottage

4. The Little Cottage

The Little Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Clean cottage, great location, comfortable beds."
Australia
Lea
The price is €679
includes taxes & fees
14 Aug - 15 Aug
The Little Cottage

5. 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 €185
includes taxes & fees
1 Sept - 2 Sept
Glamping Cabin - Great for Hikers - Breakfast Inc!

6. Agua de Plata, 26 Wakeling Island, Silverlake

Agua de Plata, 26 Wakeling Island, Silverlake
3.0 star property
Dorchester
8.0 out of 10, Very good, (1 review)
The price is €964
includes taxes & fees
3 Sept - 4 Sept
Agua de Plata, 26 Wakeling Island, Silverlake

7. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is €563
includes taxes & fees
6 Sept - 7 Sept
Sea Spray

8. Sunningdale Rise

Sunningdale Rise
3.0 star property
Overcombe
The price is €1,321
includes taxes & fees
4 Sept - 5 Sept
Sunningdale Rise

9. Marina Vista

Marina Vista
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"Great, well appointed apartment which is very central. Can be quite noisy at night especially having to have the windows open when it’s hot. Seemed to be a popular location for late night drinkers to have heart to hearts in the wee hours. Can’t fault the apartment, it had everything you could need. Minutes away from the town and beach. On the rainy days we had there were even board games for kids which my son loved. Thanks for a great stay. "
United Kingdom
M
The price is €785
includes taxes & fees
16 Aug - 17 Aug
Marina Vista

10. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is €964
includes taxes & fees
4 Sept - 5 Sept
Ash Corner Cottage

11. Bay Cottage

Bay Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Great location, thank you we enjoyed our stay"
United Kingdom
Neil
Bay Cottage

12. Weymouth Bay Apartment C

Weymouth Bay Apartment C
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Awesome morning earky dips into sea even if 10.5oc ..apartment very close for hot tea and shower..weymouth beach walking along kings beach lovely into town shops 15min or very slow paced 45mins beach combing...bowleazes walking along beach opp way to prestons fiishships mealout very tasty ..staring at the sea starring at the skys hofizons yachts tjme stopped perfect days..☀ 🛳 🌊 "
United Kingdom
STEVEN
Weymouth Bay Apartment C

13. Shrimp Cottage

Shrimp Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Easy access to the property, which was very clean, and a welcome breakfast pack! Excellent location, a minute's walk from the quayside and local pubs and restaurants. I would recommend it."
United Kingdom
Robert
The price is €2,313
includes taxes & fees
19 Aug - 20 Aug
Shrimp Cottage

14. Home Waters

Home Waters
3.5 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is €724
includes taxes & fees
13 Aug - 14 Aug
Home Waters

15. Brewery View

Brewery View
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Very clean, location great, comfortable and we received regular updates and communication. All very helpful"
United Kingdom
Helen
The price is €538
includes taxes & fees
15 Aug - 16 Aug
Brewery View

16. Still Waters

Still Waters
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Amazing property, had the best week staying there. Location, facilities, space.. everything!! Will be back"
United Kingdom
Rory
The price is €937
includes taxes & fees
21 Aug - 22 Aug
Still Waters

17. Harbour Reach 7

Harbour Reach 7
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"They should state there’s not drying machine but besides that it was an amazing stay. My group and I really enjoyed the place as well as the local area. Excellent experience overall, and I think this place made our first international trip very enjoyable."
United States
Austin
The price is €673
includes taxes & fees
16 Aug - 17 Aug
Harbour Reach 7

18. Manhattan Beach

Manhattan Beach
3.0 star property
Portland
The price is €1,026
includes taxes & fees
28 Aug - 29 Aug
Manhattan Beach

19. Betty's Buoy

Betty's Buoy
2.0 star property
Weymouth
The price is €502
includes taxes & fees
1 Sept - 2 Sept
Betty's Buoy

20. Hide-a-way

Hide-a-way
2.5 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
The price is €485
includes taxes & fees
16 Aug - 17 Aug
Hide-a-way
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

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, apart-hotels, 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 favorite 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 depends 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 €230 per night. Entering your travel dates in the search wizard you might find 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?

Osmington Bay Beach and Weymouth Bay are a couple of lovely local spots to get outside and enjoy nature. While here, Dorset National Landscape and Dorset and East Devon Coast 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.