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Compare 839 Cottages in Osmington with updated reviews, rates, and availability.

Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset
Dining
Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset
9.8 out of 10, Exceptional, (76)
"Property as excellent - very clean, spacious and good sized rear garden plus beautiful views of surrounding countryside. Only one negative - the bathroom shower - was very average and not easy to adjust for anyone under 5 feet two. Everything else was spot-on."
Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
Refurbished in 2018 with granite worktop, butler sink, dishwasher, USB points.
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
10.0 out of 10, Exceptional, (49)
"Cottage is exactly as described and very well set up. Lovely design choices that make for a cosy and quiet break away. A lovely welcome box on arrival and prompt responses from the owner both during and before our trip. We would certainly hope to be back atbsome point, thank you!"
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
Holly Cottage Poole. Quaint Thatch. Jurassic Coast
Exterior
Holly Cottage Poole. Quaint Thatch. Jurassic Coast
9.4 out of 10, Exceptional, (3)
"The cottage is lovely. I was a little surprised/disappointed by the close proximity of other houses as the pictures make it look quite rural. A good sized cottage with a beautiful garden leading out onto a recreation ground which was ideal for the children and walking the dogs. The cottage was well equipped and spacious with modern amenities including a lovely coffee machine and range cooker. Unfortunately there were somethings that we felt could be improved on. The beds were...
Holly Cottage Poole. Quaint Thatch. Jurassic Coast
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
The Old Coach House
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
9.6 out of 10, Exceptional, (33)
"We had a lovely stay, the property was clean, spacious and had everything we needed. The location for us was great, if you like walking then highly recommend. Within 40 minutes drive there is a large number of places to visit and the village has everything you need. Pub within a couple of minutes walk as well as shops for supplies. Would happily stay here again."
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Cosy cottage located on the Isle of Purbeck
Kitchen
Cosy cottage located on the Isle of Purbeck
10.0 out of 10, Exceptional, (170)
"Very cosy and warm with everything you need."
Cosy cottage located on the Isle of Purbeck
2 bedroom accommodation in Portland, near Weymouth
Exterior
2 bedroom accommodation in Portland, near Weymouth
9.6 out of 10, Exceptional, (16)
"Lovely location, beautiful views, very relaxing !!"
2 bedroom accommodation in Portland, near Weymouth
3 bedroom accommodation in Harmans Cross, near Swanage
Exterior
3 bedroom accommodation in Harmans Cross, near Swanage
9.8 out of 10, Exceptional, (17)
"Why oh why did I not book this cottage for longer. This has been one of the best cottages we have ever stayed in. Beautiful surrounds, just a perfect house, great inclusions, it deserves more than 5 stars. We will be back!"
3 bedroom accommodation in Harmans Cross, near Swanage
5 bedroom accommodation in Glanvilles Wootton, near Sherborne
Living area
5 bedroom accommodation in Glanvilles Wootton, near Sherborne
10.0 out of 10, Exceptional, (13)
"A beautiful, idyllic place to gather and share family memories. There were eleven family members with five more joining us for meals over the course of three days. The property and house were spacious and comfortable, with more than enough supplies to set a table and serve sixteen family members multiple meals with ease. When we found ourselves short of food or in need of a coffee, treat, or additional meat for the barbeque, the farm shop just next door was able to supply us with everything we...
5 bedroom accommodation in Glanvilles Wootton, near Sherborne
A gorgeous thatched cottage near the stunning Jurassic Coast.
Exterior
A gorgeous thatched cottage near the stunning Jurassic Coast.
A gorgeous thatched cottage near the stunning Jurassic Coast.
Buccaneer Cottage
Front of property
Buccaneer Cottage
3.5 star property
Buccaneer Cottage
The Ferryman
Exterior
The Ferryman
2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent property in a lovely part of Weymouth"
The Ferryman
Net Loft
Front of property
Net Loft
3.5 star property
10.0 out of 10, Exceptional, (1)
Net Loft
4 bedroom accommodation in Swanage
Living area
4 bedroom accommodation in Swanage
10.0 out of 10, Exceptional, (2)
"Ideally located for access to the beach, seafront shops and restaurants, we had a wonderful stay at this superb cottage. The kitchen was well equipped and we found it really handy having a downstairs toilet and utility room. Swanage is such a lovely little town with so much to do, we will definitely be visiting again."
4 bedroom accommodation in Swanage
Thatched Mid Terraced Cottage
Exterior detail
Thatched Mid Terraced Cottage
8.8 out of 10, Excellent, (5)
"A cosy base with all we needed for a lovely stay in a lovely area. A nice welcome package of flowers, drinks and biscuits, along with a few extras - cooking oil and tea bags. Impressed with the kitchen area, which was well stocked with equipment to enable easy self catering. Denise was a very thoughtful host, willing to respond quickly to questions. One point to note - we didn't want one, but there isn't a hot tub!"
Thatched Mid Terraced Cottage
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
Please note: photo shows 6 seats but 12 chairs are provided and fit comfortably
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
9.6 out of 10, Exceptional, (20)
"Perfect venue for a cosy week catching up with friends, we had been looking for somewhere large enough for all 10 of us to get together, play board games and have a film night! This was perfect! The dining table accomodated us all, as did the sofa! We also did all our own cooking and found the kitchen to be well equiped, (far more so than some professional kitchens weve used!) Will definitely be keeping this saved for future catch ups!!"
Large, cosy Self Catering Cottage Set In Beautiful Countryside. Pet friendly
Delightful thatched cottage in beautiful sleepy Dorset village and countryside
Exterior detail
Delightful thatched cottage in beautiful sleepy Dorset village and countryside
9.8 out of 10, Exceptional, (49)
"Beautiful historic cottage,well equipped"
Delightful thatched cottage in beautiful sleepy Dorset village and countryside
Mauve - an apartment that sleeps 4 guests in 2 bedrooms
Property grounds
Mauve - an apartment that sleeps 4 guests in 2 bedrooms
10.0 out of 10, Exceptional, (4)
"It is 5 mins walk away from ferry to Shell Bay and Studland and Swanage. It is 5 mins walk away from the lovely beach of Sandbanks and further beaches and Chines. For us without a car, it is great to be a few yards away from buses to Poole and Bournemouth and stops on the way. Just amazing. The flat is lovely and well kept. Linen and fluffy towels provided. Clean, and well stocked for kitchen essentials. Coffee and tea etc provided on arrival. It may be helpful to have the bathroom...
Mauve - an apartment that sleeps 4 guests in 2 bedrooms
Charming Sea View Cottage in Portland Dorset
Sandsfoot Castle and it's beaches 5 minutes drive from the cottage
Charming Sea View Cottage in Portland Dorset
9.0 out of 10, Wonderful, (2)
" Tastefully decorated Cottage. Nice space clean, tidy and welcoming."
Charming Sea View Cottage in Portland Dorset
9 bedroom accommodation in Winterbourne Abbas, near Dorchester
Exterior
9 bedroom accommodation in Winterbourne Abbas, near Dorchester
10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay. The ground floor is perfect for a large group with a well equipped kitchen, cozy lounge and a dining room which easily seats 14/15 adults. The bedrooms are nicely furnished and nearly all with en-suites. The house is well located within easy reach of Dorchester, Bridport and the coast. Highly recommended."
9 bedroom accommodation in Winterbourne Abbas, near Dorchester
3 bedroom accommodation in Weymouth
Exterior
3 bedroom accommodation in Weymouth
10.0 out of 10, Exceptional, (1)
"Excellent location at eastern end of Weymouth beach with sea views, brilliant walks straight from the front door, lovely cafe -Oasis- at bottom of road right on the beach (recommend fish and chips) and a well equipped apartment with all facilities to stay in."
3 bedroom accommodation in Weymouth
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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Other property types in Osmington

The Dorset Resort
Room
The Dorset Resort
4.0 star property
10.0 out of 10, Exceptional, (27)
"The property was clean. Just the beds were single Beds in all couple rooms. Would be great if they had double beds instead. "
The Dorset Resort
Sunseeker Renagade 60ft in Weymouth. Perfect to explore the Jurassic Coast.
Marina
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.
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9
Beach
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9
9.4 out of 10, Exceptional, (40)
"The information looked too good to be true ... but ... the house, the location, the cleanliness and the helpfulness of the owner were amazing. A fantastic stay in a beautiful area. There was so much to do and a lot of the time you do not need to drive,(always a plus when on holiday.) We all want to return. Will recommend it to everyone. The house was a home and little touches like fresh flowers on the kitchen table were an added bonus."
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9
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.

Frequently asked questions

How much do cottages in Osmington cost?
Rates for cottages in Osmington range between and per night. No matter your budget, you’re sure to find the perfect place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Osmington?
Osmington has multiple cottages with a total average guest review rating of 9.7. Oceana is a superb option if you’re into nature and a laid-back pace. Guests of this 3.5-star stay can access a garden and a furnished patio. The Lookout - The House With A View is another popular pick. This 3.5-star cottage offers individually decorated rooms and a garden.
How many cottages are there in Osmington?
There are 839 cottages in Osmington. Whether you’re taking a trip with the kids or planning a weekend escape with your best buds, Expedia will help you find the perfect space to reacquaint yourself with nature.
Why book your cottage in Osmington with Expedia?
Expedia has some wonderful cottages in Osmington, so start packing your bags for a memorable stay close to nature. If you have a budget, click on how much you’re willing to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a pool or free WiFi. We’ll help you find the perfect digs whatever your plans or bank balance.
How can I find cheap cottages in Osmington?
The best way to compare cheap cottages in Osmington is with Expedia’s convenient filter tool. Refine your search by budget, star rating and amenities to discover awesome bargains in just a few clicks.