Photo by Simon Campbell

Search Cottages in Osmington

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 801 Cottages in Osmington with updated reviews, rates, and availability.

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

Chelsea cottage set in heart of Dorset unspoiled countryside

8.8 out of 10, Excellent, (6)
"We spent a family Christmas here and weren’t disappointed. The property itself is large enough for 9-10 people comfortably, with lots of space. The village is wonderful, very quaint, with some superb country walks, but not too far from Dorchester or Yeovil.The only issues we had were with some of the mattresses in some rooms being too soft, but that’s down to personal preference.Overall, would highly recommend."
Chelsea cottage set in heart of Dorset unspoiled countryside

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

Gorgeous thatched cottage in Purbeck - ideal for family holidays

9.8 out of 10, Exceptional, (32)
"This was our second Christmas spent at Andy’s cottage. Perfect size for the three of us. Kitchen has all of the essentials and is a lovely size looking out over the garden and fields. Shitterton is a lovely quiet hamlet with lovely period, thatched cottages.Most of our time was spent in the cosy, spacious living room with a fire roaring away. Lovely place and Andy is a great host and responds promptly to any questions."
Gorgeous thatched cottage in Purbeck - ideal for family holidays

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

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

Guinea Cottage

3.5 star property
Guinea Cottage

Buccaneer Cottage

3.5 star property
Buccaneer Cottage

Rowdens Barn

3.5 star property
10.0 out of 10, Exceptional, (2)
"Lovely countryside location. "
Rowdens Barn

A gorgeous thatched cottage near the stunning Jurassic Coast.

A gorgeous thatched cottage near the stunning Jurassic Coast.

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

3.5 star property
10.0 out of 10, Exceptional, (1)
Net Loft

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

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

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

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.

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

We adore this stylish celebration home set a few steps from the golden sands of the Swanage beach.

We adore this stylish celebration home set a few steps from the golden sands of the Swanage beach.

7 bedroom accommodation in Wareham

10.0 out of 10, Exceptional, (1)
"This house was perfect for our family of 12 including 6 children from 2 - 18 years and 2 dogs with loads of space, super comfy beds, plenty of bathrooms and garden space. The facilities were brilliant and everyone enjoyed the pool table. Within easy reach of many beautiful Dorset beaches, forests and Monkey World, which was a great family day out."
7 bedroom accommodation in Wareham

Water Meadows Cottage in Dorset's Area of Outstanding Natural Beauty

9.8 out of 10, Exceptional, (43)
"Very comfortable very clean very quiet and the hot tub was a bonus"
Water Meadows Cottage in Dorset's Area of Outstanding Natural Beauty
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.
Don't see what you're looking for?
See all available properties in Osmington
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Osmington

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

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

A beautifully furnished, stone cottage in Swanage with garden and parking.

9.8 out of 10, Exceptional, (88)
"House was beautiful and a small issue was quickly resolved. The wet weather didn’t ruin our short break. "
A beautifully furnished, stone cottage in Swanage with garden and parking.
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 801 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.