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Osmington Mills Holiday Rentals

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Our top choices for Osmington Mills holiday rentals

Waterson

Waterson
3.0 star property
Weymouth
8.0 out of 10, Very good, (1)
"lovely location , inside house a little tired "
United Kingdom
Nigel
The price is AU$1,818
includes taxes & fees
28 Dec - 29 Dec
Waterson

Sunningdale Rise

Sunningdale Rise
3.0 star property
Overcombe
The price is AU$2,476
includes taxes & fees
5 Jan - 6 Jan 2026
Sunningdale Rise

Modern Apartment -Parking & WiFi

Modern Apartment -Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (5)
"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$264
includes taxes & fees
28 Dec - 29 Dec
Modern Apartment -Parking & WiFi

Beautiful Couples Retreat - FREE Parking & WiFi

Beautiful Couples Retreat - FREE Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (5)
"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$286
includes taxes & fees
27 Dec - 28 Dec
Beautiful Couples Retreat - FREE Parking & WiFi

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, (3)
"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$566
includes taxes & fees
4 Jan - 5 Jan 2026
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Glamping Cabin - Great for Hikers - Breakfast inc!

Glamping Cabin - Great for Hikers - Breakfast inc!
Swanage
10.0 out of 10, Exceptional, (1)
"Fine, except I had difficulty working the TV"
United Kingdom
ian p.
The price is AU$276
includes taxes & fees
4 Jan - 5 Jan 2026
Glamping Cabin - Great for Hikers - Breakfast inc!

Designer Apartment inc. Free Parking & FAST WiFi

Designer Apartment inc. Free Parking & FAST WiFi
Poole Old Town
10.0 out of 10, Exceptional, (3)
"Perfect spot for our needs; well-equipped, tidy, on-site parking, and very responsive property manager. We would be happy to go back."
United States
Drew O.
The price is AU$264
includes taxes & fees
25 Dec - 26 Dec
Designer Apartment inc. Free Parking & FAST WiFi

Contemporary Charm by the Quay with Garden

Contemporary Charm by the Quay with Garden
Poole
9.6 out of 10, Exceptional, (7)
"Excellent stay and accommodation Great communication and prompt responses from host "
United Kingdom
Christine
The price is AU$319
includes taxes & fees
30 Dec - 31 Dec
Contemporary Charm by the Quay with Garden

Farm House in stunning Dorset countryside with Hardy views

Farm House in stunning Dorset countryside with Hardy views
Dorchester
10.0 out of 10, Exceptional, (2)
"Absolutely Fabulous Stay at this Farmhouse. Wonderful hosts in Luba and Chris who were so informative and helpful.Lovely property inside and out. So relaxing and peaceful. Missing the wonderful breakfasts already. 10 out of 10 !!"
Australia
Carol S.
The price is AU$349
includes taxes & fees
5 Jan - 6 Jan 2026
Farm House in stunning Dorset countryside with Hardy views

1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (6)
"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$298
includes taxes & fees
2 Jan - 3 Jan 2026
1 bedroom accommodation in Ibberton, Blandford Forum

Stunning 2 bedroom Apartment inc. Free Parking

Stunning 2 bedroom Apartment inc. Free Parking
Poole Old Town
10.0 out of 10, Exceptional, (5)
"Great location, with everything you need very close Flat is nice could do with a lick of paint to smarten it up but I appreciate its the busy season. Kids loved the bunk beds. Main bedroom the bed is small but its not the end of the world"
United Kingdom
Kyle Y.
The price is AU$397
includes taxes & fees
30 Dec - 31 Dec
Stunning 2 bedroom Apartment inc. Free Parking

Old Higher Lighthouse Branscombe Lodge

Old Higher Lighthouse Branscombe Lodge
3.0 star property
Portland
10.0 out of 10, Exceptional, (1)
"This property was absolutely amazed and having Access to one of the first lighthouses there "
United Kingdom
Trevor
The price is AU$1,069
includes taxes & fees
5 Jan - 6 Jan 2026
Old Higher Lighthouse Branscombe Lodge

Glamping Cabin - Great for Hikers - Breakfast Inc!

Glamping Cabin - Great for Hikers - Breakfast Inc!
3.0 star property
Swanage
The price is AU$271
includes taxes & fees
4 Jan - 5 Jan 2026
Glamping Cabin - Great for Hikers - Breakfast Inc!

Stunning Little House on Poole Quay -Free Parking

Stunning Little House on Poole Quay -Free Parking
Poole Old Town
9.4 out of 10, Exceptional, (3)
"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
The price is AU$331
includes taxes & fees
25 Dec - 26 Dec
Stunning Little House on Poole Quay -Free Parking

Stylish 2 Bedroom Apartment - Free Parking & WiFi

Stylish 2 Bedroom Apartment - Free Parking & WiFi
Poole Old Town
8.8 out of 10, Excellent, (5)
"Nice area, clean and good space for needs. Off street free parking was a bonus. "
United States
Judith
The price is AU$308
includes taxes & fees
26 Dec - 27 Dec
Stylish 2 Bedroom Apartment - Free Parking & WiFi

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)
"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$840
includes taxes & fees
1 Jan - 2 Jan 2026
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (4)
"Nice property, very helpful host, good amenities, very clean "
United Kingdom
Rabbi Adam E.
The price is AU$298
includes taxes & fees
20 Jan - 21 Jan 2026
Private Luxury By The Sea

MEADOW - SLEEPS 2 | HOT TUB | BBQ | PETS ALLOWED | WI-FI | SECLUDED PATIO

MEADOW - SLEEPS 2 | HOT TUB | BBQ | PETS ALLOWED | WI-FI | SECLUDED PATIO
Blandford Forum
9.4 out of 10, Exceptional, (8)
"Beautiful place grace the host was always helpful and kind. Would go back again "
United Kingdom
amanda p.
The price is AU$310
includes taxes & fees
4 Jan - 5 Jan 2026
MEADOW - SLEEPS 2 | HOT TUB | BBQ | PETS ALLOWED | WI-FI | SECLUDED PATIO

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)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is AU$577
includes taxes & fees
12 Jan - 13 Jan 2026
2 bedroom accommodation in Glanvilles Wootton, near Sherborne

THE BOATHOUSE. The gateway to the Jurassic Coast

THE BOATHOUSE. The gateway to the Jurassic Coast
Poole
9.6 out of 10, Exceptional, (4)
"First class in every respect - perfect for a family with active children."
United Kingdom
Steve
The price is AU$464
includes taxes & fees
4 Jan - 5 Jan 2026
THE BOATHOUSE. The gateway to the Jurassic Coast
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 Mills Hotel Reviews

Find out more about Osmington Mills

Everything you need to know about Osmington Mills 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 Mills 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 Mills holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Osmington Mills holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osmington Mills. 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 Mills 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 Mills holiday rentals we have selected for you start as low as AU$222 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Osmington Mills rentals

At Expedia, we put the best Osmington Mills 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 Mills 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 Mills 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 Mills. 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

Can I find a holiday rental in Osmington Mills?

Yes, there are holiday rentals close to the most popular sights in Osmington Mills, 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 Mills has to offer?

Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach: This holiday home rental outside of Osmington Mills is located on the waterfront, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of books.

What can I see and do in Osmington Mills?

Weymouth Bay and Dorset Area of Outstanding Natural Beauty are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Dorset and East Devon Coast and Osmington Bay Beach.

What are holiday rentals like in Osmington Mills?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osmington Mills. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips.