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Osmington Vacation Rentals

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Vacation Rentals in Osmington

Self Contained Garden Studio With Private Decked Terrace, close to town and sea
9.6 out of 10, Exceptional, (109)
"Julia and Paul are great hosts, the welcome pack was useful, the location to Bridport is excellent. This was the third time we have been here and will go again in the future. Thanks to our hosts."
Self Contained Garden Studio With Private Decked Terrace, close to town and sea
Modern self contained studio, set above Swanage Bay. Sleeps 2.
10.0 out of 10, Exceptional, (41)
"There is nothing to fault at this property. Everything you need for your stay has been thought of. The studio is spotless with good quality furniture and bed linen. Great communication with the host Roz who was very accommodating and friendly. We had a relaxing and happy stay and would not hesitate to highly recommend this property to anyone. We hours to revisit soon. "
Modern self contained studio, set above Swanage Bay. Sleeps 2.
Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
10.0 out of 10, Exceptional, (1)
"Had a wonderful stay on this beautiful boat, extremely clean and tidy with all the amenities you could hope for. Excellent location and lovely marina to enjoy with great facilities. Will definitely be returning again very soon. Very highly recommended."
Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
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Apartment near the beach with private parking and pet friendly
9.4 out of 10, Exceptional, (15)
"Ideal little holiday apartment."
Apartment near the beach with private parking and pet friendly
Alrose Villa, wrap around balcony sea/hill views, minutes walk from beach/ town.
9.6 out of 10, Exceptional, (64)
"We had a lovely few days at the apartment. It was comfortable and spotlessly clean. Unfortunately the weather wasn’t good enough to allow us to get out on to the extensive balcony with views of swanage and the sea. All in all, a fine few days."
Alrose Villa, wrap around balcony sea/hill views, minutes walk from beach/ town.
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
10.0 out of 10, Exceptional, (47)
"Amazing vineyard views, the hide is done out beautifully with all the pots and pans you need for indoor or outdoor hob or bbq cooking so you need to bring nothing. Wood burners in each room and a fire pit outside for cooking/ marshmallow toasting makes it so cozy! Hot tub is so much fun to heat with the wood burner and so relaxing to look over the vineyard sat with a glass of vino. Completely isolated and so peaceful. hosts are so friendly and helpful. We booked the vineyard tour and cheese and...
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
Herston Caravan & Campsite
2.0 star property
8.4 out of 10, Very good, (20)
"Lovely bell tents perfect for a weekend away "
Herston Caravan & Campsite
No.26 Marina View apartment, parking permit, harbour and Marina views
10.0 out of 10, Exceptional, (6)
"Fabulous location and great accommodation. We were first time visitors to the area and absolutely loved it. The apartment is spacious and well cared for with everything you need for a short stay. Would definitely recommend and we hope to return."
No.26 Marina View apartment, parking permit, harbour and Marina views
Refurbished house, close to the beach, quiet central location
10.0 out of 10, Exceptional, (80)
"My sister and I loved the house: comfy beds and furniture, well appointed kitchen (although we mostly ate out), tasteful decor. We loved the close proximity to the shops, amenities and beach, since we both have limited mobility. Thoroughly enjoyed our stay, and can imagine it would suit a family really well. (Rather steep staircases though!) Highly recommended."
Refurbished house, close to the beach, quiet central location
Gorgeous Georgian Home
Gorgeous Georgian Home
Stunning Waterside Cottage in Poole Harbour
9.8 out of 10, Exceptional, (167)
"A very comfortable place to stay on the harbour of Poole. We very much enjoyed our stay."
Stunning Waterside Cottage in Poole Harbour
Luxury mobile home with spectacular sea views.
9.8 out of 10, Exceptional, (99)
"Very pleasant"
Luxury mobile home with spectacular sea views.
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
9.6 out of 10, Exceptional, (57)
"We had a wonderful long weekend staying in this delightful little cottage. The views are spectacular- you can see Corte castle & the sea from the front room & master bedroom. Perfect location for exploring Swanage, Studland & surrounding Dorset countryside. The cottage is really well equipped, very clean & comfy. Parking was easy & for anyone with an EV there are 4 charging points in the main Swanage car park! John was super helpful & replied quickly to any questions we had. Highly recommend!"
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
Beautiful 3-bed Caravan at Rockley Park Poole
3.0 star property
Beautiful 3-bed Caravan at Rockley Park Poole
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
9.6 out of 10, Exceptional, (17)
"Lots of room for the kids house was delightfully cool despite the heat-wave Barbecues excellent!!Well equipped for family getaways.Great position for coast & walks .Enjoyed by all!"
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
9.8 out of 10, Exceptional, (30)
"This is probably the very best holiday accommodation i have ever stayed in. It was clean, spacious and the kitchen was superbly well equipped. The grounds are extensive, wirh beautiful views. We were here in late spring when rhe blossom and birdsong are amazing. We had an age range of 9 to 70 and everybody was happy. The games room got a lot of use! The hosts were pleasant and gracious. A very very big thank you to our hosts. Worth every penny!,"
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Nuthatch Cabin at Cloudshill Glade - Campsite
2.0 star property
9.0 out of 10, Wonderful, (2)
"This was a very nice simple little cabin. We stayed for three days and spent a great day at Durdle Door and Kimmeridge and walked to the nearby Walled Garden for breakfast before driving to London the day we left. It was comfortable and clean and Harry was lovely and very helpful. Lovely walks from the doorstep."
The price is CA $138
CA $166 total
includes taxes & fees
Jun 13 - Jun 14
Nuthatch Cabin at Cloudshill Glade - Campsite
Spacious apartment close to the beach, ideal for families.
9.6 out of 10, Exceptional, (28)
"Really lovely property. Everything you need for a great holiday is available within the property. Also being able to park your car on the drive was great as parking in Swanage can be very difficult especially at school holiday times. Thank you."
Spacious apartment close to the beach, ideal for families.
Large House- HOT TUB - Sleeps 12 - Near Sandbanks
10.0 out of 10, Exceptional, (1)
"This house was well equipped and in a great location. We had a fantastic stay. The beds were super comfortable and little garden was lovely."
Large House- HOT TUB - Sleeps 12 - Near Sandbanks
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
10.0 out of 10, Exceptional, (75)
"The cottage is so comfortable, well-located, and well-equipped. I could not have asked for a better experience. Thank you!"
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
Don't see what you're looking for?
See all available properties in Osmington
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.

Osmington Vacation Rental Travel Info

Number of vacation rentals
58
Popular accommodation
Osmington cottages
Known landmarks
Weymouth Beach, Chesil Beach and Weymouth Pavilion
International airport
Bournemouth (BOH-Bournemouth Intl.)

Other types of properties in Osmington you may be interested in

Fairhaven Hotel
2.5 star property
8.6 out of 10, Excellent, (325)
"Wonderful reception and assistance to room, freshly decorated and well fitted accom. Brilliant bathroom with tub and shower, shutters on window facing beach. Spacious, light and airy. High quality carpet in bedroom and flooring in bathroom. Wide bay window with table and chairs, great outlook across bay, comfy bed, spacious room and storage. Weekday breakfast is minimal but adequate for us, plenty local cafes if you need full cooked brekkie. Hotel has an elevator. Fab location opposite beach,...
The price is CA $111
CA $133 total
includes taxes & fees
Jun 16 - Jun 17
Fairhaven Hotel
Best Western Weymouth Hotel Rembrandt
3.0 star property
8.2 out of 10, Very good, (1005)
"We enjoyed our stay at the Rembrandt Hotel. The bed was very comfortable, the room was spacious and clean, the shower was wonderful and the towels were large and fluffy. It’s a little out of the main area of Weymouth but not too far to walk. There aren’t any cafes in the immediate vicinity but again not too far away."
The price is CA $143
CA $172 total
includes taxes & fees
Jun 16 - Jun 17
Best Western Weymouth Hotel Rembrandt
The Knoll House
3.5 star property
8.4 out of 10, Very good, (913)
"As a couple we stayed two nights. Staff were very pleasant and breakfast plus dinners were good. Unfortunately they forgot to clean our room but this didn’t spoil our stay at this authentic hotel "
The price is CA $188
CA $226 total
includes taxes & fees
Jun 16 - Jun 17
The Knoll House
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.

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. 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

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?

Gorgeous Georgian Home: Visitors like this Osmington vacation home rental. It is equipped with a spa tub, laundry facilities, and WiFi to help you feel comfortable during your stay.

How many vacation rentals are there in Osmington?

With 4 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 and East Devon Coast and Ringstead Beach 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.

Recent reviews of Osmington properties
Expedia verified reviews