Lodging Image

Osmington Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Osmington vacation rentals

A stone building with a thatched roof, multiple windows, and a door. There is a small outdoor seating area with two chairs and a table.

1. 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 NT$16,693
NT$20,032 total
includes taxes & fees
Sep 12 - Sep 13
Bracken Cottage
A rustic stone cottage with a thatched roof, a wooden deck, and a round metal table set with cups and pastries.

2. Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is NT$17,973
NT$21,568 total
includes taxes & fees
Sep 6 - Sep 7
Laurel Cottage
A patio with a table and chairs, a wooden bench, and a large umbrella.

3. Woodbine Cottage

Woodbine Cottage
2.0 star property
Weymouth
The price is NT$24,595
NT$29,514 total
includes taxes & fees
Sep 21 - Sep 22
Woodbine Cottage
A stone building with a thatched roof, a white door, and windows.

4. Rose Cottage

Rose Cottage
2.0 star property
Weymouth
The price is NT$26,123
NT$31,348 total
includes taxes & fees
Sep 15 - Sep 16
Rose Cottage
A cozy room with a stone wall, a fireplace, a sofa, and a window.

5. Norden Cottage

Norden Cottage
3.0 star property
Weymouth
6.0 out of 10, (1 review)
"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...
United Kingdom
Hilary
The price is NT$20,993
NT$25,192 total
includes taxes & fees
Sep 26 - Sep 27
Norden Cottage
A room with large windows offering a view of a coastal landscape.

6. 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
Waterson
A room with a large window overlooking a beach, a stone wall, and a small white table.

7. Weymouth Bay Apartment C

Weymouth Bay Apartment C
3.5 star property
Greenhill
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
The price is NT$20,993
NT$25,192 total
includes taxes & fees
Sep 20 - Sep 21
Weymouth Bay Apartment C
A neatly made bed with two towels folded into robes, a pillow, and a small card on the bed.

8. 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 NT$5,698
NT$6,768 total
includes taxes & fees
Sep 2 - Sep 3
Glamping Cabin - Great for Hikers - Breakfast Inc!
A seaside promenade with colorful buildings, a palm tree, and a beach.

9. Wessex View

Wessex View
3.5 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
"Stunning view, great location. We loved the property so much we booked to go again as soon as we got home. Looking forward to our next trip!"
United Kingdom
Kimberley
The price is NT$17,682
NT$21,219 total
includes taxes & fees
Sep 10 - Sep 11
Wessex View
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.
View all properties
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

Sleeping Bear Hotel Dorchester

Sleeping Bear Hotel Dorchester

10/10 Excellent
"This hotel was in a great location with many nice restaurants on the door step and plenty of history in the town. The staff were so friendly and helpful would definitely stay there again"
Angela 1-night trip
Posted 2 hours ago
Sleeping Bear Hotel Dorchester

Find out more about Osmington

Search for holiday rentals in Osmington on Expedia! You can easily find your home rentals, villas, holiday apartments in Osmington using one of the methods below:

  • View our selection of featured holiday rentals in Osmington
  • Use the map to find apartments and other holiday homes in the Osmington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osmington while they last

Look no further and take a look at our great range of rental properties in Osmington!

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.

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?

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 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.