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Osmington holiday homes

We found 887 holiday rentals — enter your dates for availability
Discover a selection of 8 homes and other holiday rentals in Osmington that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or just with your pet, you'll have the amenities that you expect and more, which might include parking and a pool. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Osmington

Showing deals for:8 Jan - 15 Jan

Private kitchen
Our house is at the entrance to the grounds.
Dorset Alpaca Shepherd's Hut was built to our specification, and is spacious!
Interior
Exceptional
(43 reviews)

REALLY luxurious pair of shepherd's huts, overlooking our alpacas!

Dorchester

9% off
NZ$1,477
for 7 nights, 1 cabin
NZ$211 per night
includes taxes & fees
REALLY luxurious pair of shepherd's huts, overlooking our alpacas!
Outdoor dining
Jungle room Double bed
Living area
Living area
Exceptional
(36 reviews)

A charming seaside cottage 5 minutes walk from beach on Jurassic Coast

Weymouth

21% off
NZ$7,838
for 7 nights, 1 home
NZ$1,120 per night
includes taxes & fees
A charming seaside cottage 5 minutes walk from beach on Jurassic Coast
Outdoor dining
Exterior
Garden
Kitchen
Wonderful
(46 reviews)

Pretty Cottage Close To The Dorset Coast.

Weymouth

23% off
NZ$2,044
for 7 nights, 1 cottage
NZ$292 per night
includes taxes & fees
Pretty Cottage Close To The Dorset Coast.
Inside The Shepherd’s Hut at ‘The Hide’
The Wood Fired Hot tub and an evening sunset!
The Shepherd’s Hut at ‘The Hide’
The Hide. A May Evening night time view with a nearly full moon!
Exceptional
(55 reviews)

The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard

Weymouth

9% off
NZ$2,796
for 7 nights, 1 cabin
NZ$399 per night
includes taxes & fees
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
The sitting room/kitchen is a decent size for 2, with a lovely open outlook.
Our herd of 19 alpacas live in our field opposite the cottage (but CAN stray!)
Room
Property grounds
Exceptional
(161 reviews)

Beautifully appointed west Dorset Cottage With Open Parkland Views

Dorchester

9% off
NZ$1,625
for 7 nights, 1 cottage
NZ$232 per night
includes taxes & fees
Beautifully appointed west Dorset Cottage With Open Parkland Views
Grade II listed bay front
Room
Dining
Interior
Excellent
(9 reviews)

5 bed, 5 bath, Slps 18, Town Ho. 60 yds Weymth beach & harbour, NEWLY RENOVATED!

Weymouth

9% off
NZ$5,029
for 7 nights, 1 home
NZ$718 per night
includes taxes & fees
5 bed, 5 bath, Slps 18, Town Ho. 60 yds Weymth beach & harbour, NEWLY RENOVATED!
Living area
Living area
Room
Private kitchen
Wonderful
(39 reviews)

Apartment near the beach with private parking and pet friendly

Weymouth

18% off
NZ$1,511
for 7 nights, 1 apartment
NZ$216 per night
includes taxes & fees
Apartment near the beach with private parking and pet friendly

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Osmington getaway

Learn about the unique charm of Osmington with a stay in a holiday home rental. This city has something for everyone. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Osmington

Do you want to discover attractions to visit in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Osmington a fun place to get away to. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Warmwell Holiday Park Ski Slope (3.9 mi / 6.3 km)
  • Monkey World Ape Rescue Center (7.8 mi / 12.6 km)
  • Abbotsbury Swannery (10.4 mi / 16.8 km)
  • Bridport and West Dorset Golf Club (17.4 mi / 28 km)
  • SEA LIFE Centre Weymouth (3.5 mi / 5.6 km)
  • Skirmish Dorset (10.8 mi / 17.5 km)

Exploring the natural features in Osmington

Whether you're an active traveller or just want to take in the scenery, Osmington is a great place to get outside. Here are some of the area’s most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Weymouth Bay (2.4 mi / 3.8 km)
  • Bowleaze Cove Beach (2.4 mi / 3.9 km)
  • Lodmoor Country Park (3.4 mi / 5.5 km)
  • Durdle Door Beach (3.8 mi / 6.2 km)
  • Durdle Door (4 mi / 6.5 km)
  • Weymouth Beach (4.1 mi / 6.6 km)

Travelling to and around Osmington

The nearest airport is in Bournemouth (BOH-Bournemouth Intl.), located 25.4 mi (40.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Osmington when booking a holiday rental?
When considering a holiday rental in Osmington, a charming village on the picturesque Dorset coast, the area surrounding the village centre is particularly appealing. This location provides easy access to stunning natural beauty and local attractions, making it a desirable choice for visitors.One of the highlights near Osmington is the breathtaking coastlines of the Jurassic Coast, a UNESCO World Heritage Site, where you can enjoy scenic walks and the opportunity to discover fossils. Additionally, the nearby Osmington White Horse, a large chalk figure carved into the hillside, offers a fantastic viewpoint and a chance to explore the surrounding countryside.In terms of holiday rentals, the area features a delightful selection of properties that cater to various tastes and budgets, from quaint cottages to modern homes.
When is the best time to visit Osmington for a holiday rental?
May marks the beginning of peak season in Osmington, drawing visitors keen to explore this picturesque part of the English coast. With mild temperatures averaging around 10 to 17 degrees Celsius, May is superb for outdoor activities, including scenic walks along the South West Coast Path and leisurely days on the nearby beaches. The beautiful spring flowers are in full bloom, enhancing the charm of this quaint village.The months of May to July offer the best weather and vibrant local events, making it an ideal time for travellers. Expect a lively option as visitors flock to enjoy Osmington's stunning landscapes and rich history. The summer months provide a fantastic opportunity for sightseeing, with attractions such as the iconic Jurassic Coast and nearby Weymouth easily accessible.If you're looking for a more budget-friendly experience, November presents a quieter alternative. While the weather may be chillier, it's a lovely time to appreciate the tranquillity of the countryside and enjoy cosy evenings in your holiday rental.Ultimately, the best time to visit Osmington depends on whether you prefer the bustling energy of peak season for outdoor pursuits or the peaceful charm of the off-peak months for a more relaxed holiday.
What are the top attractions in Osmington?
In Osmington, visitors can enjoy a tranquil setting with a variety of attractions nearby. The picturesque Osmington Mills offers stunning views of the Jurassic Coast, a UNESCO World Heritage Site, and is superb for leisurely walks along the coastal path. The area is also known for the iconic Osmington White Horse, a chalk hill figure carved into the landscape that provides a fascinating backdrop for photography and exploration.For those interested in history, the nearby village of Weymouth is just a short drive away, featuring attractions such as the Weymouth Harbour and the historic Nothe Fort, which offers insight into the region's maritime past. Additionally, the beautiful beaches of Weymouth and the charming seaside activities make it an ideal spot for a day trip.Nature enthusiasts will appreciate the proximity to the Dorset Area of Outstanding Natural Beauty, which offers numerous walking trails and scenic views.
Are all fees included in the Osmington holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Osmington holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Osmington with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Osmington holiday homes?
You can find great discounts on holiday homes in Osmington on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Osmington holiday home booking on Bookabach?
To find Osmington holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Osmington?
A long-stay holiday home in Osmington is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Osmington holiday home?
Book your Osmington holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Osmington?
Prices for holiday homes in Osmington vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Osmington to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.