Osmington Vacation Rentals

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Our top choices for Osmington vacation rentals

Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is CA $779
CA $935 total
includes taxes & fees
Jun 6 - Jun 7
Laurel Cottage

Bracken Cottage

Bracken Cottage
2.0 star property
Weymouth
The price is CA $710
CA $852 total
includes taxes & fees
Jun 7 - Jun 8
Bracken Cottage

Norden Cottage

Norden Cottage
2.5 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 CA $910
CA $1,092 total
includes taxes & fees
Jun 6 - Jun 7
Norden Cottage

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 CA $1,429
CA $1,715 total
includes taxes & fees
Jun 22 - Jun 23
Waterson

Flat 7 Sand Acres

Flat 7 Sand Acres
2.0 star property
Poole
The price is CA $765
CA $918 total
includes taxes & fees
Jun 13 - Jun 14
Flat 7 Sand Acres

The Halt Maiden Newton, Dorset

The Halt Maiden Newton, Dorset
Dorchester
The price is CA $608
CA $608 total
includes taxes & fees
Jun 4 - Jun 5
The Halt Maiden Newton, Dorset

Duck Cottage, Sutton Poyntz

Duck Cottage, Sutton Poyntz
Weymouth
The price is CA $1,033
CA $1,033 total
includes taxes & fees
Jun 7 - Jun 8
Duck Cottage, Sutton Poyntz

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 CA $217
CA $264 total
includes taxes & fees
Jun 3 - Jun 4
Glamping Cabin - Great for Hikers - Breakfast Inc!

South Lodge, Hazelbury Bryan

South Lodge, Hazelbury Bryan
Sturminster Newton
The price is CA $762
CA $762 total
includes taxes & fees
Jun 19 - Jun 20
South Lodge, Hazelbury Bryan

Half Pint Cottage, Beaminster.

Half Pint Cottage, Beaminster.
Beaminster
The price is CA $842
CA $842 total
includes taxes & fees
Jun 5 - Jun 6
Half Pint Cottage, Beaminster.

The Old Barn, Swanage

The Old Barn, Swanage
Swanage
10.0 out of 10, Exceptional, (2 reviews)
"The location allowed for a relaxing time. Plenty of space for the whole party. Ample parking .footpaths around the home to walk from.When the Steam railway is working a great view of the trains going pass.Swanage and many other attractions very close by so an ideal base. "
United Kingdom
Lucy N.
The price is CA $1,483
CA $1,483 total
includes taxes & fees
Jun 4 - Jun 5
The Old Barn, Swanage

1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (11 reviews)
"Great location & lovely place to stay, had everything you need for a weekend break or longer…"
United Kingdom
Dominic
The price is CA $399
CA $399 total
includes taxes & fees
Jun 15 - Jun 16
1 bedroom accommodation in Ibberton, Blandford Forum

Little Haven, Blandford Forum.

Little Haven, Blandford Forum.
Blandford Forum
The price is CA $970
CA $970 total
includes taxes & fees
Jun 20 - Jun 21
Little Haven, Blandford Forum.

Fisherman's Rest, Wyke Regis

Fisherman's Rest, Wyke Regis
Weymouth
The price is CA $1,384
CA $1,384 total
includes taxes & fees
Jun 4 - Jun 5
Fisherman's Rest, Wyke Regis

Old Ropemakers Cottage

Old Ropemakers Cottage
3.0 star property
Bridport
8.0 out of 10, Very good, (1 review)
"Very nicely equipped and appointed. Not good for tall people. "
United Kingdom
Ken
The price is CA $721
CA $865 total
includes taxes & fees
Jun 5 - Jun 6
Old Ropemakers Cottage

Seaview, Swanage, Dorset

Seaview, Swanage, Dorset
Swanage
The price is CA $1,310
CA $1,310 total
includes taxes & fees
Jun 15 - Jun 16
Seaview, Swanage, Dorset

Pebbles Foxglove Way, West Bay

Pebbles Foxglove Way, West Bay
Bridport
The price is CA $1,444
CA $1,444 total
includes taxes & fees
Jun 4 - Jun 5
Pebbles Foxglove Way, West Bay

Thimble cottage, Dorset, 1 bed

Thimble cottage, Dorset, 1 bed
Blandford Forum
The price is CA $842
CA $842 total
includes taxes & fees
Jun 4 - Jun 5
Thimble cottage, Dorset, 1 bed

2 bedroom accommodation in Glanvilles Wootton, near Sherborne

2 bedroom accommodation in Glanvilles Wootton, near Sherborne
Glanvilles Wootton, near Sherborne
10.0 out of 10, Exceptional, (29 reviews)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is CA $789
CA $789 total
includes taxes & fees
Jun 10 - Jun 11
2 bedroom accommodation in Glanvilles Wootton, near Sherborne

Brand NEW 3 bedroom house - garden & parking +wifi

Brand NEW 3 bedroom house - garden & parking +wifi
Poole
9.2 out of 10, Wonderful, (5 reviews)
"Very nice property and well equipped. Would recommend it and hope to visit again."
United Kingdom
Stefania H.
The price is CA $184
CA $304 total
includes taxes & fees
Jun 3 - Jun 4
Brand NEW 3 bedroom house - garden & parking +wifi
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Osmington. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Quiet location, short walk to beach, with views of Portland and Jurassic coast: You might want to consider this vacation home rental near Osmington, which is located on the waterfront and has a balcony, a terrace, and laundry facilities to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals are there in Osmington?

With 7 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.