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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
Property grounds
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.
Smart TV
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.
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
TV
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
9.2 out of 10, Wonderful, (79)
"Perfect"
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
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Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
Property grounds
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.
Apartment near the beach with private parking and pet friendly
Fridge, microwave, oven, stovetop
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.
Beach nearby
Alrose Villa, wrap around balcony sea/hill views, minutes walk from beach/ town.
9.6 out of 10, Exceptional, (65)
"Good location for cliff walks including a small beach, near pub and walk over hill to Port Isaac."
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
Sun loungers
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
BBQ/picnic area
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
View from property
No.26 Marina View apartment, parking permit, harbour and Marina views
10.0 out of 10, Exceptional, (7)
"Ideal as could walk to most of Weymouth and easily visited other areas by car. Flat in the centre of things but quiet at night. Would stay there again."
No.26 Marina View apartment, parking permit, harbour and Marina views
Refurbished house, close to the beach, quiet central location
Fridge, microwave, oven, stovetop
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
Outdoor dining
Gorgeous Georgian Home
Gorgeous Georgian Home
Stunning Waterside Cottage in Poole Harbour
Beach
Stunning Waterside Cottage in Poole Harbour
9.8 out of 10, Exceptional, (168)
"The property was clean and very well equipped. We cannot fault the host who even on a Sunday answered a query we had. The location was ideal for walking and getting into Poole. A throughly enjoyable stay"
Stunning Waterside Cottage in Poole Harbour
Luxury mobile home with spectacular sea views.
Beach nearby
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
Beach
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
9.6 out of 10, Exceptional, (58)
"We have stayed here many times before. The cottage is perfect."
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
Beautiful 3-bed Caravan at Rockley Park Poole
Chalet | Private kitchen
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
Fridge, microwave, oven, stovetop
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
9.6 out of 10, Exceptional, (17)
"Tanglewood proved an ideal venue for our get-together. The use of the orchard was a big hit, as was the games room. In an idyllic setting, Tanglewood made an excellent base from which to explore the area. Thanks to Adrian for a warm welcome. Highly recommended."
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Fridge, microwave, oven, stovetop
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
9.8 out of 10, Exceptional, (31)
"Lovely stay in the Farm house, plenty of room for everyone. The grandchildren loved seeing the horses and plenty of open space for them to run around. Thanks for a very enjoyable stay."
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Nuthatch Cabin at Cloudshill Glade - Campsite
Cabin, 1 Bedroom, Balcony, Garden View | Beach
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 19 - Jun 20
Nuthatch Cabin at Cloudshill Glade - Campsite
Spacious apartment close to the beach, ideal for families.
View from property
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
Fridge, oven, dishwasher, electric kettle
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
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
Deluxe Quadruple Room, Sea View
Fairhaven Hotel
2.5 star property
8.6 out of 10, Excellent, (330)
"Room was exceptionally clean and had a fabulous view. Despite being on the front, it was very quiet. "
The price is CA $105
CA $126 total
includes taxes & fees
Jun 16 - Jun 17
Fairhaven Hotel
Best Western Weymouth Hotel Rembrandt
Restaurant
Best Western Weymouth Hotel Rembrandt
3.0 star property
8.2 out of 10, Very good, (1001)
"Great location, the staff were all friendly. The rooms were spacious and clean we will be back soon. "
The price is CA $144
CA $172 total
includes taxes & fees
Jun 16 - Jun 17
Best Western Weymouth Hotel Rembrandt
The Knoll House
Indoor pool, outdoor pool
The Knoll House
3.5 star property
8.4 out of 10, Very good, (914)
"The Knoll house hotel looks as though it could do with a lick of paint externally, but inside it is lovely. The food was good however the service on our first evening was rather slow. We were in the restaurant for 2 hours eating just 2 courses. It was much better on our second night. They accommodated my husband's need for gluten free food as he is a coeliac."
The price is CA $189
CA $226 total
includes taxes & fees
Jun 20 - Jun 21
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.

Everything you need to know about Osmington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osmington vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osmington vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osmington vacation rentals we have selected for you start as low as CA $138 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 vacation 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 vacation.

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 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

The Manor House

The Manor House

5/5 Excellent
Wonderful hotel in stunning location
" We had a fabulous stay. Service was great and breakfast was amazing. Lots to choose from and good quality food. Room was very comfortable Only slight negative was that breakfast only started at 8.30 where we'd have liked it a bit earlier so could get out in good time for days out"
A verified traveller stayed at The Manor House
Posted 3 days ago
The Manor House