Osmington Holiday Rentals

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Our top choices for Osmington holiday rentals

Norden Cottage

Norden Cottage
2.5 star property
Weymouth
The price is NZ$1,301
includes taxes & fees
2 Mar - 3 Mar
Norden Cottage

Laurel Cottage

Laurel Cottage
3.5 star property
Weymouth
The price is NZ$1,114
includes taxes & fees
6 Mar - 7 Mar
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 NZ$2,043
includes taxes & fees
6 Mar - 7 Mar
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 NZ$913
includes taxes & fees
22 Feb - 23 Feb
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
The price is NZ$308
includes taxes & fees
22 Feb - 23 Feb
Glamping Cabin - Great for Hikers - Breakfast Inc!

Bobbin Cottage

Bobbin Cottage
3.0 star property
Swanage
The price is NZ$888
includes taxes & fees
24 Feb - 25 Feb
Bobbin Cottage

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 NZ$321
includes taxes & fees
26 Feb - 27 Feb
Stunning Little House on Poole Quay -Free Parking

1 bedroom accommodation in Ibberton, Blandford Forum

1 bedroom accommodation in Ibberton, Blandford Forum
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 NZ$338
includes taxes & fees
21 Feb - 22 Feb
1 bedroom accommodation in Ibberton, Blandford Forum

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 NZ$422
includes taxes & fees
25 Feb - 26 Feb
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

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 NZ$374
includes taxes & fees
22 Feb - 23 Feb
Brand NEW 3 bedroom house - garden & parking +wifi

Private Luxury By The Sea

Private Luxury By The Sea
Poole
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 NZ$309
includes taxes & fees
2 Mar - 3 Mar
Private Luxury By The Sea

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 NZ$609
includes taxes & fees
22 Feb - 23 Feb
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

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 NZ$370
includes taxes & fees
22 Feb - 23 Feb
Beautiful NEW 3 bedroom house - garden & parking

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 price is NZ$396
includes taxes & fees
21 Feb - 22 Feb
THE BOATHOUSE. The gateway to the Jurassic Coast

Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’

Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’
Wareham
10.0 out of 10, Exceptional, (10 reviews)
"Our second stay at Station Mews.Comfortable and beautifully clean. Everything you need- perfect ."
United Kingdom
Maria K.
The price is NZ$331
includes taxes & fees
22 Feb - 23 Feb
Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’

The Cabin

The Cabin
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1 review)
"Amazing Cabin, which was super comfy and extremely clean. A little garden with 2 seats and table . A patio doors looking onto a very pretty garden. Right near to Swanage Beach which was perfect. Fully recommend. "
United Kingdom
Anonymous traveller
The price is NZ$771
includes taxes & fees
2 Mar - 3 Mar
The Cabin

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 NZ$320
includes taxes & fees
22 Feb - 23 Feb
Beautiful 2 Bedroom Apartment inc. Parking & Wifi

Stunning 3 bedroom Penthouse Apartment Free 2 Park

Stunning 3 bedroom Penthouse Apartment Free 2 Park
Poole Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Great location very close to the quay, surrounded by pubs and restaurants. The Apartment was clean and secure - perfect for a weekend trip."
United Kingdom
Dave
The price is NZ$396
includes taxes & fees
22 Feb - 23 Feb
Stunning 3 bedroom Penthouse Apartment Free 2 Park

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 reviews)
"The accommodation was very spacious and the hospitality was great"
United Kingdom
Caroline H.
The price is NZ$651
includes taxes & fees
6 Mar - 7 Mar
2 bedroom accommodation in Glanvilles Wootton, near Sherborne

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)
"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 NZ$396
includes taxes & fees
21 Feb - 22 Feb
Stunning 2 bedroom Apartment inc. Free Parking
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 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 NZ$396 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?

Beautiful, family friendly Cottage with sea views of Chesil Beach : This holiday home rental outside of Osmington is located in a rural location, and has a fireplace, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Osmington?

With 6 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.