Osmington Holiday Rentals

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Our top choices for Osmington holiday rentals

Cottage in Weymouth

Waterson
3.0 star property
8.0 out of 10, Very good, (1 review)
"lovely location , inside house a little tired "
United Kingdom
Nigel
The price is AU$1,824
includes taxes & fees
6 Feb - 7 Feb
Waterson

Cottage in Weymouth

Laurel Cottage
3.5 star property
The price is AU$994
includes taxes & fees
27 Jan - 28 Jan
Laurel Cottage

Cottage in Weymouth

Norden Cottage
2.5 star property
The price is AU$1,161
includes taxes & fees
1 Feb - 2 Feb
Norden Cottage
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 AU$798
includes taxes & fees
4 Feb - 5 Feb
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Apartment in Poole Old Town

Elegant Apartment inc. Parking
9.4 out of 10, Exceptional, (3 reviews)
The price is AU$232
includes taxes & fees
24 Jan - 25 Jan
Elegant Apartment inc. Parking
3.0 star property
The price is AU$1,504
includes taxes & fees
31 Jan - 1 Feb
Agua de Plata, 16 Wakeling Island, Silverlake
10.0 out of 10, Exceptional, (15 reviews)
"Amazing place "
United Kingdom
Lee
The price is AU$326
includes taxes & fees
28 Jan - 29 Jan
Beautiful NEW 3 bedroom house - garden & parking
9.4 out of 10, Exceptional, (24 reviews)
"Booked this apartment for 4 friends visiting me. Excellently presented and in a great location. All correspondence was easy and straightforward and would highly recommend. "
United Kingdom
Steve B.
The price is AU$294
includes taxes & fees
26 Jan - 27 Jan
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
10.0 out of 10, Exceptional, (3 reviews)
"The house was so very clean and we had such a peaceful time will definitely will return to this property . The way they have done the house up is amazing "
United Kingdom
Angel F.
The price is AU$548
includes taxes & fees
22 Feb - 23 Feb
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Apartment in Poole Old Town

Modern Apartment -Parking & WiFi
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay, the apartment was clean, spacious and well equipped. Being located in old town Poole it was perfect for local restaurants, Poole Museum and the Quay. Will recommend and will be returning next year."
United Kingdom
Gillian
The price is AU$232
includes taxes & fees
25 Jan - 26 Jan
Modern Apartment -Parking & WiFi
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 AU$316
includes taxes & fees
25 Jan - 26 Jan
Brand NEW 3 bedroom house - garden & parking +wifi
10.0 out of 10, Exceptional, (5 reviews)
"Lovely clean flat in the PERFECT location in Poole, very easily accessible and great communication with host throughout. Would recommend - 5* "
United Kingdom
Frazer
The price is AU$232
includes taxes & fees
26 Jan - 27 Jan
Beautiful Couples Retreat - FREE Parking & WiFi
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful little house right in the heart of Poole old town would definitely stay again! The quay is less than 5 mins away with boat trips to Brownsea island and out into the bay a beautiful place"
United Kingdom
Chris
Stunning Little House on Poole Quay -Free Parking
The price is AU$270
includes taxes & fees
31 Jan - 1 Feb
Glamping Cabin - Great for Hikers - Breakfast Inc!

Cottage in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (7 reviews)
"We booked 3 nights at the shepherd's hut, it was absolutely beautiful with gorgeous views. It was well equipped with everything you need,our small dog lily loved it. We would definitely come back again as it was lovely to unwind here. Thanks Andy and penny. Regards Sally and Andrew"
United States
Sally Newman
The price is AU$316
includes taxes & fees
6 Feb - 7 Feb
1 bedroom accommodation in Ibberton, Blandford Forum

Cottage in Portland

Jurassic Coast House
3.5 star property
8.0 out of 10, Very good, (1 review)
"Nice size property. Missing the more luxury/comfort items. Garden furniture ok not as images. Has a comfy dining table. Balcony furniture present but not suitable for the area. High stools and table not appropriate needs more relaxing items to make area useful otherwise it was good for drying clothes. Area is central and easy for amenities, cafes, beach, shops etc all easy to walk to. Noisy as near heliport and some days this is busy from early morning till after 10 at night. Not overly...
United Kingdom
Michelle
The price is AU$2,035
includes taxes & fees
6 Feb - 7 Feb
Jurassic Coast House

Holiday Home in Poole

Private Luxury By The Sea
9.6 out of 10, Exceptional, (5 reviews)
"Nice property, very helpful host, good amenities, very clean "
United Kingdom
Rabbi Adam E.
The price is AU$262
includes taxes & fees
26 Jan - 27 Jan
Private Luxury By The Sea
9.6 out of 10, Exceptional, (7 reviews)
"Excellent stay and accommodation Great communication and prompt responses from host "
United Kingdom
Christine
The price is AU$302
includes taxes & fees
27 Jan - 28 Jan
Contemporary Charm by the Quay with Garden
The price is AU$417
includes taxes & fees
31 Jan - 1 Feb
Spacious, entire 3 bedroom house in Wool (The Purbecks)
9.4 out of 10, Exceptional, (8 reviews)
"Pet friendly and very clean with good commas"
United Kingdom
Greyhound P.
The price is AU$320
includes taxes & fees
26 Jan - 27 Jan
MEADOW - SLEEPS 2 | HOT TUB | BBQ | PETS ALLOWED | WI-FI | SECLUDED PATIO
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, 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 favourite 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 depend 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 per night. Entering your travel dates in the search wizard might find you 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?

Stunning Waterside Cottage in Poole Harbour: This holiday home rental outside of Osmington is located on the waterfront, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Osmington?

With 7 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 Area of Outstanding Natural Beauty 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.