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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 962 Cottages in Osmington with updated reviews, rates, and availability.

Characterful 18th century cottage in Bridport close to the Jurassic Coast.
Terrace/patio

Characterful 18th century cottage in Bridport close to the Jurassic Coast.

10.0 out of 10, Exceptional, (64)
"We had a lovely stay over New Year in this very cosy character cottage in a perfect location just off the high street in Bridport, a short walk to all the pubs and shops (but very quiet, being in a small lane tucked in behind the high street)). Susan is very communicative and is quick to reply to any queries. Would definitely stay again."
Characterful 18th century cottage in Bridport close to the Jurassic Coast.
Gorgeous thatched cottage in Purbeck - ideal for family holidays
Miscellaneous

Gorgeous thatched cottage in Purbeck - ideal for family holidays

9.8 out of 10, Exceptional, (33)
"Kitchen was fabulously well appointed, with a lovely outlook to the gorgeous garden. The evenings were cold so the log burner was terrific. "
Gorgeous thatched cottage in Purbeck - ideal for family holidays
Delightful country cottage. Stunning views. A few minutes walk to Seatown beach
Beach

Delightful country cottage. Stunning views. A few minutes walk to Seatown beach

9.8 out of 10, Exceptional, (82)
"We had a lovely stay at this property. It was very clean and had everything we needed. Would have been great to have had a sectioned off part of the garden for the dogs but this was a very minor thing."
Delightful country cottage. Stunning views. A few minutes walk to Seatown beach
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
Newly refurbished thatched cottage in beautiful sleepy village
Exterior detail

Newly refurbished thatched cottage in beautiful sleepy village

10.0 out of 10, Exceptional, (7)
"Excellent property which was spotless, warm and cosy. A brill time was had by all 8 adults. We went to the black dog in Broadmayne New Year’s Eve. Everything we could wish for. Didn’t want to come home but all good things come to an end. Would recommend and definitely visit again."
Newly refurbished thatched cottage in beautiful sleepy village
Whatley Cottage, Rural Retreat. Pet Friendly.
Fridge, microwave, oven, stovetop

Whatley Cottage, Rural Retreat. Pet Friendly.

10.0 out of 10, Exceptional, (6)
"This property was exceptional in every way. And I do mean EVERY way. From the simple check in procedure, to lovely friendly owners on site if needed, cleanliness, a very generous welcome basket, facilities, beautiful location, easy safe parking and an enclosed garden for our puppy, I honestly couldn't find a single fault.It's an easy and beautiful 15 minute walk to the centre of the village where there are 4 pubs, a couple of cafes, independent shops and 2 x convenience stores. The locals are...
Whatley Cottage, Rural Retreat. Pet Friendly.
2 bedroom accommodation in Swanage
Fridge, microwave, oven, highchair

2 bedroom accommodation in Swanage

8.0 out of 10, Very Good, (1)
"Description on site said slow cooker provided..but alas after owner chased this was an error ..we had planned many meals around using one... brought one! Couldn't find the rubbish bins as described behind the cottage..they were not there. Comfy beds..great position near beach and High Street. Very reasonable re cost."
2 bedroom accommodation in Swanage
Guinea Cottage
Cottage | Interior

Guinea Cottage

3.5 star property
Guinea Cottage
Old Harbour View
Cottage | Interior

Old Harbour View

3.5 star property
10.0 out of 10, Exceptional, (3)
"Apartment was excellent with stunning views of the harbour and local fishing community."
Old Harbour View
A gorgeous thatched cottage near the stunning Jurassic Coast.
Outdoor dining

A gorgeous thatched cottage near the stunning Jurassic Coast.

A gorgeous thatched cottage near the stunning Jurassic Coast.
Rowdens Barn
Cottage | Interior

Rowdens Barn

3.5 star property
10.0 out of 10, Exceptional, (2)
"Lovely countryside location. "
Rowdens Barn
The Ferryman
Cottage | Private kitchen | Dishwasher, cookware/dishes/utensils

The Ferryman

2.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent property in a lovely part of Weymouth"
The Ferryman
Buccaneer Cottage
Cottage | Interior

Buccaneer Cottage

3.5 star property
Buccaneer Cottage
5 bedroom accommodation in Glanvilles Wootton, near Sherborne
TV, fireplace

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
3 bedroom accommodation in Harmans Cross, near Swanage
Outdoor dining

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
Net Loft
Cottage | Interior

Net Loft

3.5 star property
10.0 out of 10, Exceptional, (1)
Net Loft
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Outdoor spa tub

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

9.8 out of 10, Exceptional, (36)
"Had a really nice break over new year.Lovely cottage in great location."
The Old Coach House in Dorset's Area of Outstanding Beauty - 1 bedroom
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
Beach nearby

Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town

10.0 out of 10, Exceptional, (50)
"The cottage has all the facilities you might need, and the Welcome Box of goodies was a nice touch. The heating came on morning and evening and warmed the cottage very well. We didn't need to use the log fire. The Spar shop, located a minute's walk away, was very useful. I can recommend this accommodation to anyone thinking about a holiday to short break in Dorset. "
Luxury cottage, 15 minutes to beach, stunning garden views, two min walk to town
Buckingham Cottage : Idyllic Getaway Cottage in the rolling hills of Dorset
Fridge, microwave, oven, stovetop

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
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, (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
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
Signature Chalet, 3 Bedrooms, Accessible, Sauna | Desk, laptop workspace, blackout drapes, iron/ironing board

The Dorset Resort

4.0 star property
10.0 out of 10, Exceptional, (28)
"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
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9
Beach nearby, sun loungers

Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9

9.4 out of 10, Exceptional, (42)
"Really lovely spot. Bedrooms are ideal for a family with little kids living the bunk beds!House was always lovely warm, and it was in a great location. "
Sandbanks Holiday Home Poole 5 minutes walk to the Beach Sleeps 8/9
Stunning Waterside Cottage in Poole Harbour
Beach

Stunning Waterside Cottage in Poole Harbour

9.8 out of 10, Exceptional, (179)
"Loved the cottage…perfect for our needs & such a great location. The views were great & it was an easy walk for coffee out & meals. We booked an extra night whilst there…Andy was a brilliant communicator."
Stunning Waterside Cottage in Poole Harbour
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?
You’ll pay between and per night for cottages in Osmington. Whatever your budget, a wonderful stay is just a click or two away on Expedia. 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?
A guest favorite is Oceana. Kick back at this 3.5-star stay which comes with individually decorated rooms and a garden. The Lookout - The House With A View is another popular option worth considering. Unpack your suitcases at this 3.5-star cottage and you’ll have access to amenities including individually decorated rooms and a garden. You can choose from multiple cottages in Osmington with a total average guest review rating of 9.7.
How many cottages are there in Osmington?
Take advantage of your vacation days and pick from 962 cottages in Osmington. Imagining a place where you can surround yourself with nature? Expedia can help you find the ideal escape in a simple click or two.
Why book your cottage in Osmington with Expedia?
Expedia has some superb cottages in Osmington, so start packing your bags for an unforgettable stay on nature’s doorstep. If you’re on a budget, click on how much you’d like to spend and the preferred star rating of your property. Or, make the most of our filters to search for cottages with a pool or free WiFi. We’ll help you find the perfect fit whatever your escape looks like.
How can I find cheap cottages in Osmington?
With Expedia’s convenient filter tool, sourcing cheap cottages in Osmington is a snap. To discover properties that’ll make your wallet happy, narrow your search by budget, star rating and amenities.