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Osmington Holiday Rentals

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Holiday Rentals in Osmington

The Dorset Resort

4.0 star property
Wareham
9.8 out of 10, Exceptional, (44)
"Wonderful "
United Kingdom
sarah
The Dorset Resort

The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

Maiden Newton
9.6 out of 10, Exceptional, (45)
"Lovely airy cottage - exactly as it looks on the website.Perfect for a quiet retreat."
United Kingdom
Roger A.
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom

Luxury mobile home with spectacular sea views.

Weymouth
9.8 out of 10, Exceptional, (123)
"Good well maintained caravan, very clean and a very nice outlook from nice balcony. "
United Kingdom
Craig W.
Luxury mobile home with spectacular sea views.

Private detached cottage to rent on Chesil Beach

Abbotsbury
10.0 out of 10, Exceptional, (68)
"Beautiful property, well equipped with all amenities, very cosy and comfortable. The highlight was the location and if you looking to get away from it all, this is the perfect place."
United States
David Walker & B.
Private detached cottage to rent on Chesil Beach

Jasmine Cottage

3.0 star property
Swanage
8.0 out of 10, Very good, (2)
"This property is what I would call quirky due to its age. There are steps down from the kitchenette into the lounge and steps from the lounge into the downstairs bathroom. I found the property to be clean and comfortable. Generally street parking worked ok but it’s a long walk to the seafront. "
United Kingdom
Stephen
The price is NZ$835
includes taxes & fees
19 Nov - 20 Nov
Jasmine Cottage

RENOVATED 5 BED HOUSE WITH HOT TUB + TABLE TENNIS

Poole
7.6 out of 10, Good, (8)
"Lovely, beueitiful, big place to stay ,very friendly and helpful hosts, I stayed there for a weekend with my friends to celebrate my 40th birthday and see San Fest festival, supposed to check out at 10am on Monday morning but the weather wasn't so great and we was leaving Bournemouth to London around 6pm ,so I contacted lovely owners let us stay for a bit longer. So yeah everything is nice ,the place and host's are 10 out 10."
United Kingdom
Karina K.
RENOVATED 5 BED HOUSE WITH HOT TUB + TABLE TENNIS

2 Luxury Houses - HOT TUB - 24ppl - Near Sandbanks

Poole
2 Luxury Houses - HOT TUB - 24ppl - Near Sandbanks

A beautifully furnished, stone cottage in Swanage with garden and parking.

Swanage
9.8 out of 10, Exceptional, (97)
"Fantastic property just a 15 minute walk to town & beach. We had a wonderful stay with our daughter & grand daughter, on the beach every day & back in the beautiful garden later. I could move in tomorrow, it was perfect."
United Kingdom
karen D.
A beautifully furnished, stone cottage in Swanage with garden and parking.

Glamping Cabin - Great for Hikers - Breakfast Inc!

3.0 star property
Swanage
The price is NZ$307
includes taxes & fees
17 Nov - 18 Nov
Glamping Cabin - Great for Hikers - Breakfast Inc!

18 Chamberlaine Road

2.5 star property
Weymouth
The price is NZ$918
includes taxes & fees
25 Nov - 26 Nov
18 Chamberlaine Road

Apartment near the beach with private parking and pet friendly

Weymouth
9.0 out of 10, Wonderful, (30)
"Lovely flat, spotlessly clean. Good central location. Good facilities, only 2minor things, the shower head needed descaling as the holes were mainly blocked, and the 2hand basins did not hold water it kept draining out. Otherwise a brilliant place to stay for a week in Weymouth. "
United Kingdom
elaine g.
Apartment near the beach with private parking and pet friendly

Refurbished house, close to the beach, quiet central location

Swanage
10.0 out of 10, Exceptional, (110)
"Good place to stay , clean , near all facilities. "
United Kingdom
Susan F.
Refurbished house, close to the beach, quiet central location

Stunning Waterside Cottage in Poole Harbour

Poole
9.8 out of 10, Exceptional, (198)
"Great stay "
United Kingdom
Fiona B.
Stunning Waterside Cottage in Poole Harbour

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 NZ$570
includes taxes & fees
17 Nov - 18 Nov
THE BOATHOUSE. The gateway to the Jurassic Coast

Private indoor heated pool, sauna + snooker room next to Jurassic. Coastal Path

Swanage
9.8 out of 10, Exceptional, (47)
"We loved the location-just a stone's throw from South Coast Path, perfect for scenic walks and coastal adventures. The facilities were top-notch, and the swimming pool was a real highlight. The only suggestion would be to upgrade the bunk bed mattresses. Overall, a great stay and highly recommended!"
United Kingdom
Kelly H.
Private indoor heated pool, sauna + snooker room next to Jurassic. Coastal Path

Dolmans Retreat

Lytchett Matravers
The price is NZ$252
includes taxes & fees
17 Nov - 18 Nov
Dolmans Retreat

The Harbour Lookout - Sleeps 14 in 5 bedrooms

Parkstone
9.4 out of 10, Exceptional, (40)
"The house was perfect for our needs, clean and in a great location. Large towels were not provided and this was not clear from the instructions."
United Kingdom
Colin R.
The Harbour Lookout - Sleeps 14 in 5 bedrooms

Charming Country Retreat on Old Sherbourne Road

Dorchester
9.0 out of 10, Wonderful, (2)
"A lovely little cabin hidden away for a break away, and a place to reset, So close to the beach and Weymouth town too was also a plus. thank you to Tracy the lovely host who made us feel so welcome."
United Kingdom
Suzie E.
Charming Country Retreat on Old Sherbourne Road

Leo's Place

3.0 star property
Weymouth
Leo's Place

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

2.0 star property
Dorchester
The price is NZ$691
includes taxes & fees
1 Dec - 2 Dec
4 Bed-2 Bath-sleeps 8-large Garden-pet Friendly
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$252 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?

A beautifully furnished, stone cottage in Swanage with garden and parking.: This holiday home rental outside of Osmington is located by the ocean, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 and East Devon Coast and Ringstead Beach 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.