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Our top choices for Osmington holiday rentals

Bracken Cottage

Bracken Cottage
2.0 star property
Weymouth
Bracken 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 £589
includes taxes & fees
18 Apr - 19 Apr
Norden Cottage

Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is £504
includes taxes & fees
24 Apr - 25 Apr
Laurel 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 £924
includes taxes & fees
15 Apr - 16 Apr
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 £417
includes taxes & fees
13 Apr - 14 Apr
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

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 £142
includes taxes & fees
14 Apr - 15 Apr
Glamping Cabin - Great for Hikers - Breakfast Inc!

The Old Haberdashery

The Old Haberdashery
3.0 star property
Swanage
The price is £530
includes taxes & fees
7 May - 8 May
The Old Haberdashery

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 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
The price is £142
includes taxes & fees
13 Apr - 14 Apr
Stunning Little House on Poole Quay -Free Parking

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 £164
includes taxes & fees
13 Apr - 14 Apr
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 £164
includes taxes & fees
13 Apr - 14 Apr
Brand NEW 3 bedroom house - garden & parking +wifi

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
Poole
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 £148
includes taxes & fees
16 Apr - 17 Apr
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
Ibberton, Blandford Forum
10.0 out of 10, Exceptional, (10 reviews)
"Great location & lovely place to stay, had everything you need for a weekend break or longer…"
United Kingdom
Dominic
The price is £195
includes taxes & fees
10 May - 11 May
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, (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 £286
includes taxes & fees
13 Apr - 14 Apr
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.4 out of 10, Exceptional, (6 reviews)
"Nice property, very helpful host, good amenities, very clean "
United Kingdom
Rabbi Adam E.
The price is £132
includes taxes & fees
16 Apr - 17 Apr
Private Luxury By The Sea

THE BOATHOUSE. The gateway to the Jurassic Coast

THE BOATHOUSE. The gateway to the Jurassic Coast
Poole
9.6 out of 10, Exceptional, (4 reviews)
"First class in every respect - perfect for a family with active children."
United Kingdom
Steve
THE BOATHOUSE. The gateway to the Jurassic Coast

WOW! 4-Bed Home Newly Renovated! Great Location!

WOW! 4-Bed Home Newly Renovated! Great Location!
Bournemouth, Christchurch and Poole
The price is £215
includes taxes & fees
13 Apr - 14 Apr
WOW! 4-Bed Home Newly Renovated! Great Location!

The Hideaway

The Hideaway
3.0 star property
Bridport
The price is £424
includes taxes & fees
29 Apr - 30 Apr
The Hideaway

Beautiful 2 Bedroom Apartment inc. Parking & Wifi

Beautiful 2 Bedroom Apartment inc. Parking & Wifi
Poole Old Town
9.8 out of 10, Exceptional, (8 reviews)
"What a great apartment so comfortable and immaculate. The location is really good right on the high st. Loved the stay everything from booking to our stay was so well managed. Beds were very comfortable, all utensils etc were in the property we genuinely wanted for nothing.Nice to have secure parking too."
United Kingdom
Tania s.
The price is £164
includes taxes & fees
19 Apr - 20 Apr
Beautiful 2 Bedroom Apartment inc. Parking & Wifi

Stunning 2 bedroom Apartment inc. Free Parking

Stunning 2 bedroom Apartment inc. Free Parking
Poole Old Town
10.0 out of 10, Exceptional, (5 reviews)
"We had the perfect short stay for the weekend "
United States
Luke W.
The price is £142
includes taxes & fees
13 Apr - 14 Apr
Stunning 2 bedroom Apartment inc. 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 reviews)
"Nice area, clean and good space for needs. Off street free parking was a bonus. "
United States
Judith
The price is £142
includes taxes & fees
16 Apr - 17 Apr
Stylish 2 Bedroom Apartment - Free Parking & WiFi
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, apart-hotels, 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 favorite 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 depends 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 you might find 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?

Quiet location, short walk to beach, with views of Portland and Jurassic coast: This holiday home rental outside Osmington 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 holiday with a garden and a selection of books.

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.