A coastal path leading to a beach with people walking.

Osmington Mills 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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Osmington Mills vacation rentals

A room with large windows offering a view of a coastal landscape.

1. 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 $1,443
CA $1,731 total
includes taxes & fees
Oct 15 - Oct 16
Waterson
A cozy room with a stone wall, a fireplace, a sofa, and a window.

2. 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 CA $919
CA $1,103 total
includes taxes & fees
Oct 17 - Oct 18
Norden Cottage
A neatly made bed with two towels folded into robes, a pillow, and a small card on the bed.

3. 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 $224
CA $271 total
includes taxes & fees
Oct 6 - Oct 7
Glamping Cabin - Great for Hikers - Breakfast Inc!
A modern kitchen with a dining area.

4. Sunningdale Rise

Sunningdale Rise
3.0 star property
Overcombe
The price is CA $1,768
CA $2,121 total
includes taxes & fees
Oct 5 - Oct 6
Sunningdale Rise
A stone house with a paved patio, a small garden, and a view of the sea.

5. Ash Corner Cottage

Ash Corner Cottage
2.0 star property
Overcombe
The price is CA $1,290
CA $1,548 total
includes taxes & fees
Oct 5 - Oct 6
Ash Corner Cottage
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

6. Sea Spray

Sea Spray
3.0 star property
Overcombe
The price is CA $753
CA $904 total
includes taxes & fees
Oct 17 - Oct 18
Sea Spray
A coastal beach with a prominent rock arch formation, sandy shores, and cliffs.

7. Agua de Plata, 26 Wakeling Island, Silverlake

Agua de Plata, 26 Wakeling Island, Silverlake
3.0 star property
Dorchester
9.0 out of 10, Wonderful, (2 reviews)
"It was amazing Anyone who travels to this part of the country needs to stay here It was beyond our expectation"
United Kingdom
barry
The price is CA $1,290
CA $1,548 total
includes taxes & fees
Oct 10 - Oct 11
Agua de Plata, 26 Wakeling Island, Silverlake
A row of colorful beach huts numbered 16 to 17, with a gravel path in front.

8. Bay Cottage

Bay Cottage
3.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Great location, thank you we enjoyed our stay"
United Kingdom
Neil
The price is CA $1,632
CA $1,959 total
includes taxes & fees
Oct 5 - Oct 6
Bay Cottage
A coastal area with a beach, boats, and a clear sky.

9. Marina Vista

Marina Vista
3.5 star property
Southlands
10.0 out of 10, Exceptional, (2 reviews)
"Great, well appointed apartment which is very central. Can be quite noisy at night especially having to have the windows open when it’s hot. Seemed to be a popular location for late night drinkers to have heart to hearts in the wee hours. Can’t fault the apartment, it had everything you could need. Minutes away from the town and beach. On the rainy days we had there were even board games for kids which my son loved. Thanks for a great stay. "
United Kingdom
M
The price is CA $1,049
CA $1,259 total
includes taxes & fees
Oct 4 - Oct 5
Marina Vista
A coastal view with boats on the water, a sandy beach, and a clear sky.

10. Beach View House

Beach View House
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Vi var meget godt fornøyde med både beliggenhet og renhold, og hadde veldig fine dager her. Dette kan vi anbefale på det varmeste!"
Norway
Arve Moen
The price is CA $1,142
CA $1,370 total
includes taxes & fees
Oct 4 - Oct 5
Beach View House
A wicker table with a bottle of wine, a bowl of fruit, two glasses, and a magazine.

11. Two @ No36

Two @ No36
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
The price is CA $919
CA $1,103 total
includes taxes & fees
Oct 4 - Oct 5
Two @ No36
Property grounds

12. Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
The price is CA $648
CA $778 total
includes taxes & fees
Oct 4 - Oct 5
Hide-a-way
A red brick building with a sign reading "BREWERS QUAY" and a glass-fronted structure adjacent to it.

13. Admiral's Quarter Apartment 5

Admiral's Quarter Apartment 5
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Ideally placed to have a stroll to the harbour with the convenience of secure parking within the gated community. Within easy reach of pubs/restaurants (try the burgers at the Northe tavern 100 yards away) but a quiet area. It's in a residential block, most of residents friendly but there are rules on no ball games or storing of fishing rods/beach equipment outside of apartment to keep area clear. Designated space for car, big enough for my range rover, even though 1 neighbour came and checked...
United Kingdom
Richard
The price is CA $734
CA $881 total
includes taxes & fees
Oct 3 - Oct 4
Admiral's Quarter Apartment 5
A grassy area with a view of a calm body of water and distant landforms.

14. Lobster Cottage

Lobster Cottage
3.5 star property
Rodwell
10.0 out of 10, Exceptional, (2 reviews)
"The property was clean and included everything you would need. The outside space was disappointing as it was just a table and chairs in a small concrete space rather than what is shown on the pictures depicting the outside space. The location made ot easy to score with a few shops, pubs and places near by."
United Kingdom
Sharon
The price is CA $791
CA $950 total
includes taxes & fees
Oct 17 - Oct 18
Lobster Cottage
A wide sandy beach with footprints and a person in a blue shirt.

15. Redcliff View Lodge

Redcliff View Lodge
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
The price is CA $1,052
CA $1,263 total
includes taxes & fees
Oct 9 - Oct 10
Redcliff View Lodge
A harbor with boats docked, a building labeled 'The George Inn', and a cloudy sky.

16. Brewery View

Brewery View
2.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Very clean, location great, comfortable and we received regular updates and communication. All very helpful"
United Kingdom
Helen
The price is CA $720
CA $864 total
includes taxes & fees
Oct 18 - Oct 19
Brewery View
A marina with multiple sailboats docked along a waterfront promenade.

17. Harbour Reach 7

Harbour Reach 7
2.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"They should state there’s not drying machine but besides that it was an amazing stay. My group and I really enjoyed the place as well as the local area. Excellent experience overall, and I think this place made our first international trip very enjoyable."
United States
Austin
The price is CA $900
CA $1,080 total
includes taxes & fees
Oct 11 - Oct 12
Harbour Reach 7
Dining

18. Anchor Cottage

Anchor Cottage
3.0 star property
Weymouth Town Center
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage. Very clean, and a lovely stay."
United Kingdom
Carolyn
The price is CA $739
CA $887 total
includes taxes & fees
Oct 14 - Oct 15
Anchor Cottage
A room with a large window overlooking a body of water, a small table with candles, and a mirror on the wall.

19. Still Waters

Still Waters
2.0 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Amazing property, had the best week staying there. Location, facilities, space.. everything!! Will be back"
United Kingdom
Rory
The price is CA $1,253
CA $1,504 total
includes taxes & fees
Oct 5 - Oct 6
Still Waters
A wooden deck with a pergola, a table with chairs, and a brick pathway.

20. Home Waters

Home Waters
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
The price is CA $971
CA $1,165 total
includes taxes & fees
Oct 3 - Oct 4
Home Waters
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 Mills Hotel Reviews

Holiday Inn Express Poole by IHG

Holiday Inn Express Poole by IHG

10/10 Excellent
"This was only a one night stay but it was great - good room with quiet air conditioning, helpful staff at 11.00 p.m. check-in, and well cooked breakfast with plenty of choice. Can thoroughly recommend this hotel."
Andrew M 1-night trip
Posted 2 hours ago
Holiday Inn Express Poole by IHG

Find out more about Osmington Mills

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 Mills. 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

Can I find a vacation rental in Osmington Mills?

Yes, we give you a choice of vacation rentals near well known local attractions in Osmington Mills, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Osmington Mills has to offer?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This vacation home rental outside of Osmington Mills comes with WiFi so you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Osmington Mills?

Weymouth Bay and Dorset and East Devon Coast are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Dorset National Landscape and Bowleaze Cove Beach.

What are vacation rentals like in Osmington Mills?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Osmington Mills. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family gatherings.