Photo by Simon Campbell

Osmington Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 5 - Sep 7
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16
In four months
Dec 12 - Dec 14

Vacation Rentals in Osmington

The Dorset Resort
3 bedrooms, desk, laptop workspace, blackout drapes

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (38)
"Amazing properties set in a beautiful tranquil setting. Wildlife everywhere and great for children to be outdoors, lovely walks and grounds. "
The Dorset Resort
The Victorian Barn self catering holidays with pool & hot tubs
Dining room

The Victorian Barn self catering holidays with pool & hot tubs

4.0 star property
9.0 out of 10, Wonderful, (4)
"We stayed in Helena, it was very clean and well equipped. Concern about escape routes in the event of a fire. Some rooms didn’t have a large enough window to get out of. Swimming pool great, as was the hot tub. Lovely setting near Blandford. Would recommend getting shopping delivered as quite remote. "
The Victorian Barn self catering holidays with pool & hot tubs
Beachcomber Holiday Apartments
View from property

Beachcomber Holiday Apartments

3.0 star property
8.2 out of 10, Very Good, (38)
"Quiet, cute, we loved it!"
Beachcomber Holiday Apartments
Quayside Quarters
View from room

Quayside Quarters

3.0 star property
9.8 out of 10, Exceptional, (60)
"I had a very pleasant stay at Quayside Quarters. It’s in a quiet street just off the quay in Poole. My room was clean and comfortable and the owners made sure I got in OK and allowed me to leave my bag in the building for a couple of hours after I vacated the room. I would certainly like to stay again when next I need accommodation in Poole."
Quayside Quarters
Herston Caravan & Campsite
View from room

Herston Caravan & Campsite

2.0 star property
8.2 out of 10, Very Good, (27)
"Martin welcomed us and was friendly. You could see the team work hard to maintain the showers for so many people and the tent was peaceful and dark at night aiding restful sleep. It has lovely views and so many places to visit with easy driving distance. Great stay for families "
Herston Caravan & Campsite
Glamping Cabin - Great for Hikers - Breakfast Inc!
Property grounds

Glamping Cabin - Great for Hikers - Breakfast Inc!

3.0 star property
The price is P8,655
P8,655 total
includes taxes & fees
Sep 1 - Sep 2
Glamping Cabin - Great for Hikers - Breakfast Inc!
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Fridge, microwave, oven, stovetop

4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly

2.0 star property
The price is P16,178
P26,774 total
includes taxes & fees
Sep 1 - Sep 2
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
Jasmine Cottage
Interior

Jasmine Cottage

3.0 star property
8.0 out of 10, Very Good, (2)
"Pretty nice place, easy to get into due to clear instructions. Easy parking, good wifi. Had a lot of spiders in the bathroom though, don't know why."
The price is P23,001
P27,602 total
includes taxes & fees
Aug 31 - Sep 1
Jasmine Cottage
Cherry
Property grounds

Cherry

3.0 star property
The price is P59,037
P70,844 total
includes taxes & fees
Aug 28 - Aug 29
Cherry
For Students Only Corfe House in Poole
Game room

For Students Only Corfe House in Poole

2.0 star property
For Students Only Corfe House in Poole
Half Pint Cottage
Fridge, dishwasher, electric kettle, toaster

Half Pint Cottage

3.0 star property
The price is P26,899
P32,279 total
includes taxes & fees
Aug 25 - Aug 26
Half Pint Cottage
Hill View
Interior

Hill View

3.5 star property
6.0 out of 10, (1)
"The lodgings are in fact an appartement not whole house as advertised. Not is it 3 minutes from the beach unless you have a car. It has not been modernised but is spacious and inexpensive. "
The price is P22,107
P26,528 total
includes taxes & fees
Sep 19 - Sep 20
Hill View
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osmington Hotel Reviews

Driftwood B&B

Driftwood B&B

10/10 Excellent
"Lovely stay, good location, Host very good and helpful, nice breakfast will stay again."
carly 1-night trip
Posted 1 day ago
Driftwood B&B

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?

The Victorian Barn self catering holidays with pool & hot tubs: You might want to consider this vacation home rental near Osmington, which is located in a rural location and has an indoor pool, a patio, and free WiFi to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. It offers a terrace, a garden, and a selection of games so you can immerse yourself in your vacation.

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 Area of Outstanding Natural Beauty and Dorset and East Devon Coast 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.