Osmington Vacation Rentals

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Our top choices for Osmington vacation rentals

Bracken Cottage

Bracken Cottage
2.0 star property
Weymouth
The price is CA $712
CA $855 total
includes taxes & fees
Jun 7 - Jun 8
Bracken Cottage

Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is CA $782
CA $939 total
includes taxes & fees
Jun 6 - Jun 7
Laurel 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 $914
CA $1,096 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 $1,434
CA $1,721 total
includes taxes & fees
Jun 22 - Jun 23
Waterson

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
Poole
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay on the boat from start to finish. We had great weather so great views from the hot tub out over the water. Comfy beds and the luxury shower block was clean and had nice showers. The boat is a short drive or 30/40 min walk into Poole (40 as we waited to cross the bridge and watch the ships sail by) I hope to have the opportunity to stay there again. "
United Kingdom
Beverley H.
The price is CA $596
CA $777 total
includes taxes & fees
Jun 10 - Jun 11
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
The price is CA $774
CA $929 total
includes taxes & fees
Jun 7 - Jun 8
Mermaid Cottage

STABLE - UNIQUE STAY | SLEEPS 2 | PETS ALLOWED | WI-FI

STABLE - UNIQUE STAY | SLEEPS 2 | PETS ALLOWED | WI-FI
Blandford Forum
9.2 out of 10, Wonderful, (5 reviews)
"Lovely quirky stay, comfortable bed which is everything! Quiet and great communication. Highly Recommended"
United Kingdom
Nicola
The price is CA $216
CA $216 total
includes taxes & fees
Jun 7 - Jun 8
STABLE - UNIQUE STAY | SLEEPS 2 | PETS ALLOWED | WI-FI

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 $211
CA $258 total
includes taxes & fees
Jun 16 - Jun 17
Glamping Cabin - Great for Hikers - Breakfast Inc!

South Lodge, Hazelbury Bryan

South Lodge, Hazelbury Bryan
Sturminster Newton
The price is CA $765
CA $765 total
includes taxes & fees
Jun 19 - Jun 20
South Lodge, Hazelbury Bryan

Chic Modern Apartment Suite - Free Parking & WiFi!

Chic Modern Apartment Suite - Free Parking & WiFi!
Poole Old Town
10.0 out of 10, Exceptional, (1 review)
"Great property in the heart of Poole old town. Convenient for cafes, restaurants, pubs and shops. Free secure parking which is bonus. Lovely apartment with fully fitted kitchen. Everything was clean and tidy. Would recommend!"
United Kingdom
Kirsteen N.
The price is CA $143
CA $265 total
includes taxes & fees
Jun 7 - Jun 8
Chic Modern Apartment Suite - Free Parking & WiFi!

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 $400
CA $400 total
includes taxes & fees
Jun 16 - Jun 17
1 bedroom accommodation in Ibberton, Blandford Forum

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (4 reviews)
"Responsive owner and lovely property"
United Kingdom
Benjamin
The price is CA $279
CA $631 total
includes taxes & fees
Jun 4 - Jun 5
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

The Halt Maiden Newton, Dorset

The Halt Maiden Newton, Dorset
Dorchester
The price is CA $610
CA $610 total
includes taxes & fees
Jun 11 - Jun 12
The Halt Maiden Newton, Dorset

Half Pint Cottage, Beaminster.

Half Pint Cottage, Beaminster.
Beaminster
The price is CA $845
CA $845 total
includes taxes & fees
Jun 5 - Jun 6
Half Pint Cottage, Beaminster.

Little Haven, Blandford Forum.

Little Haven, Blandford Forum.
Blandford Forum
The price is CA $974
CA $974 total
includes taxes & fees
Jun 19 - Jun 20
Little Haven, Blandford Forum.

The Cabin

The Cabin
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1 review)
"Amazing Cabin, which was super comfy and extremely clean. A little garden with 2 seats and table . A patio doors looking onto a very pretty garden. Right near to Swanage Beach which was perfect. Fully recommend. "
United Kingdom
Anonymous traveller
The price is CA $531
CA $637 total
includes taxes & fees
Jun 9 - Jun 10
The Cabin

Modern Apartment -Parking & WiFi

Modern Apartment -Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (6 reviews)
"Apartment was very clean and well equipped, with parking behind the building and very close to pubs, cafe and restaurant along the waterfront. "
United Kingdom
Paul
The price is CA $123
CA $244 total
includes taxes & fees
Jun 7 - Jun 8
Modern Apartment -Parking & WiFi

Beautiful NEW 3 bedroom house - garden & parking

Beautiful NEW 3 bedroom house - garden & parking
Poole
10.0 out of 10, Exceptional, (15 reviews)
"Amazing place "
United Kingdom
Lee
The price is CA $209
CA $330 total
includes taxes & fees
Jun 7 - Jun 8
Beautiful NEW 3 bedroom house - garden & parking

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 $305 total
includes taxes & fees
Jun 7 - Jun 8
Brand NEW 3 bedroom house - garden & parking +wifi

Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (7 reviews)
"Nice location, quiet and relaxing"
United Kingdom
Luke
The price is CA $201
CA $276 total
includes taxes & fees
Jun 7 - Jun 8
Private Luxury By The Sea
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.