Holiday Rentals Osmington from £175: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Osmington holiday rentals

1. Bracken Cottage

Weymouth

"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...

michael

includes taxes & fees

10 Sept - 11 Sept

2. Laurel Cottage

Weymouth

includes taxes & fees

1 Sept - 2 Sept

3. Rose Cottage

Weymouth

includes taxes & fees

30 Aug - 31 Aug

4. Woodbine Cottage

Weymouth

includes taxes & fees

21 Sept - 22 Sept

5. Waterson

Weymouth

Nigel

includes taxes & fees

30 Aug - 31 Aug

6. Honeypot Cottage

Weymouth

includes taxes & fees

9 Sept - 10 Sept

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

Swanage

Vanessa

includes taxes & fees

31 Aug - 1 Sept

8. Sea Spray

Overcombe

includes taxes & fees

6 Sept - 7 Sept

9. The Orchard

Dorchester

includes taxes & fees

4 Sept - 5 Sept

10. Brewery View

Weymouth

Helen

includes taxes & fees

2 Sept - 3 Sept

11. Hide-a-way

Weymouth

Kim

includes taxes & fees

1 Sept - 2 Sept

12. Number 3 by the Sea

Weymouth

includes taxes & fees

30 Aug - 31 Aug

13. Ash Corner Cottage

Overcombe

includes taxes & fees

4 Sept - 5 Sept

14. Coastguard Lookout

Weymouth

includes taxes & fees

7 Sept - 8 Sept

15. 2 Bathsheba Terrace

Dorchester

Rachael

includes taxes & fees

23 Sept - 24 Sept

16. Beck House

Weymouth

includes taxes & fees

31 Aug - 1 Sept

17. Day Cottage

Weymouth

Cindy

includes taxes & fees

3 Sept - 4 Sept

18. Groves House

Portland

includes taxes & fees

1 Sept - 2 Sept

19. Lobster Cottage

Weymouth

Sharon

includes taxes & fees

5 Sept - 6 Sept

20. Admiral's Quarter Apartment 5

Weymouth

"Ideally placed to have a stroll to the harbour with the convenience of secure parking within the gated community. Within easy reach of pubs/restaurants (try the burgers at the Northe tavern 100 yards away) but a quiet area. It's in a residential block, most of residents friendly but there are rules on no ball games or storing of fishing rods/beach equipment outside of apartment to keep area clear. Designated space for car, big enough for my range rover, even though 1 neighbour came and checked...

Richard

includes taxes & fees

11 Sept - 12 Sept

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Top Osmington Hotel Reviews

The Knoll House

8/10 Good

"Great location and excellent room and breakfast Given the amazing weather we had no need for the pool but don’t think its right to charge for using it"

The Jubilee Hotel West- with Spa Facilities

10/10 Excellent

"Very nice hotel in a great location, room was more than adequate for our needs, just a couple minor faults in bathroom, a damp smell & shower head holder needed replacing as didn’t keep head in place, all the staff were excellent but a special shout out to Charlie who checked us in & was so cheerful & full of useful information about Weymouth to make our break even more enjoyable, he’s a huge asset to your hotel."

Purbeck House Hotel

8/10 Good

"We had two rooms in the main house on the top floor. We did not see the inside of the lodges. Experia had a good late offer on a Deluxe Superior Room (which the hotel itself wouldn’t price match) which worked out the same price as a standard sea view room that we had booked through the hotel directly. The rooms were a good size and standard (especially the Superior). The bathrooms in both rooms were a bit tired and perhaps most disappointing was the bath tap mixer shower which just provided a trickle in the standard room. The building is impressive from the outside and interesting on the inside. We liked the period features inside the hotel which included rows of old servants bells and various staircases (but no lift). The lounges, bar and outside seating area were also pleasant with period features but seemed to be hardly used by the guests which was surprising during peak August time. The gardens were well maintained. Breakfast in the conservatory was also pleasant and had all the basics available (cereals, croissants, various breads, coffee machine, but there was no cooked option and most fruits were tinned (grapefruit, raspberries etc). The staff were all friendly and helpful. This is a great place to stay if you prefer somewhere that is interesting with some history rather than a typical hotel room and if you don’t mind a few creaks and old fashioned plumbing."

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 £175 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.

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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.

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Check prices for these dates

Our top choices for Osmington holiday rentals

1. Bracken Cottage

2. Laurel Cottage

3. Rose Cottage

4. Woodbine Cottage

5. Waterson

6. Honeypot Cottage

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

8. Sea Spray

9. The Orchard

10. Brewery View

11. Hide-a-way

12. Number 3 by the Sea

13. Ash Corner Cottage

14. Coastguard Lookout

15. 2 Bathsheba Terrace

16. Beck House

17. Day Cottage

18. Groves House

19. Lobster Cottage

20. Admiral's Quarter Apartment 5

Find holiday rentals that suit your style

Top Osmington Hotel Reviews

The Knoll House

Find out more about Osmington

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