01929 481547
Weymouth Harbour in Summer
Explore

Holiday Cottages in Osmington

{{ month }}
Mon
Tue
Wed
Thu
Fri
Sat
Sun
{{ day.dayOfMonth }}{{ day.price.toLocaleString("en-GB", { style: "currency", currency: "GBP" }) }}

We are actively seeking holiday homes in Osmington.  In the meantime please take a look at our stunning holiday homes in other area.

Filter & Sort
{{ pagination.totalResults }}0 properties found
Save 15% on stays before 5th February
Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image Stone Quay Cottage image
Stone Quay Cottage
Swanage
4.9/5
Stone Quay Cottage is right in the heart of the beautiful old fishing town of Swanage, just a stones throw away from the historic Stone Quay, the lovely sandy beaches, the Victorian Pier and all the amenities. This two bedroom cottage dates back to the 1850’s but has been completely renovated to provide a beautiful modern home.
3
2
1
2
Holiday prices from  £285
View & Book
Save 10% on stays before 19th February
Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image Lulwind image
Lulwind
Lulworth Cove
4.8/5
3 bedrooms. Lulwind, a comfortable and pretty modern semi-detached thatched cottage, particularly suitable for families is set in the heart of this beautiful village, with views of the South West Coast path and only a two minute walk from Lulworth Cove. An excellent choice for a self catering cottage in Lulworth Cove.
5
3
2
2
Holiday prices from  £582
View & Book
Save 10% on stays before 19th February
The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image The Aspens image
The Aspens
Swanage
4.8/5
Delightful light-filled family holiday home, situated just a stone’s throw from beautiful Swanage Pier.
5
2
2
0
Holiday prices from  £375
View & Book
Save 10% on stays before 19th February
Flat 3 4 Cranborne Rd Ph2 Web Flat 3 4 Cranborne Rd Ph5 Web Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image Beach Approach image
Beach Approach
Swanage
4.7/5
Settle into a lovely family holiday at Beach Approach. A two bedroom ground floor apartment. A flat walk will take you to Swanage beach and High Street, which is lined with cute cafés, boutiques, and fine restaurants. Beach Approach is perfect for families with top sights in easy reach: Swanage Railway is just a two minute stroll away; take a trip down memory lane on the vintage steam engine to the historic village of Corfe Castle.
4
2
1
0
Holiday prices from  £375
View & Book
Save 10% on stays before 19th February
The Bungalow Little Westport image Little Westport Holiday Home With Modern Kitchen Little Westport Holiday Cottage Lounge Little Westport Holiday Cottage Lounge To Diner Little Westport Holiday Cottage Dining Table Little Westport Cottage Veranda Little Westport Cottage Double Room 2 Little Westport Cottage Wareham Quality Furnishings Little Westport Cottage In Wareham Shower Room Little Westport Cottage Double Room Little Westport Cottage Master Bedroom Little Westport Cottage View From Garden Little Westport Cottage View To River Little Westport Holiday Cottage Garden Little Westport Cottage View Little Westport Cottage Water Meadow View Little Westport Hliday Cottage In Wareham
Little Westport
Wareham
4.8/5
Little Westport is a charming 1960s four-bedroom Colt House, in a peaceful setting with a large garden overlooking the Purbeck Hills. A perfect location for a break to enjoy walking, cycling or exploring the area.
8
4
2
0
Holiday prices from  £611
View & Book
Save 10% on stays before 19th February
Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image Juniper Cottage image
Juniper Cottage
West Lulworth
4.9/5
Juniper Cottage is a recently refurbished Victorian terraced cottage tucked away off the main road in the scenic village of West Lulworth, close to both Lulworth Cove and one of the Jurassic Coast’s most iconic features, Durdle Door. This two-storey, dog-friendly cottage accommodates up to 4 adults or a family of 5. The ground floor is an open-plan living and dining space with small, private front and rear gardens, upstairs are two bedrooms and a bathroom.
5
2
1
2
Holiday prices from  £466
View & Book
Save 15% on stays before 19th February
Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image Pembroke Cottage image
Pembroke Cottage
Langton Matravers
4.7/5
Beautiful 19th century stone cottage offering a peaceful retreat to families and friends. Well situated in the village of Langton Matravers, this holiday home offers endless attractions and picturesque views of the countryside.
4
3
1
2
Contact us for prices
View & Book
Save 20% on stays before 29th January
Save 15% on stays before 19th February
Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image Below Decks image
Below Decks
Swanage
4.8/5
Below Decks is a gorgeous, seafront holiday home that sleeps 6 guests. Situated on the Parade in the heart of Swanage with the main beach, restaurants and shops directly on your doorstep, it is perfect for a relaxing coastal getaway.
6
3
2
2
Holiday prices from  £475
View & Book
Save 10% on stays before 19th February
Coastguard Cottage image 3 Coastguard Cottage 7 Web 3 Coastguard Cottage 6 Web 3 Coastguard Cottage 10 Web 3 Coastguard Cottage 11 Web 3 Coastguard Cottage 12 Web 3 Coastguard Cottage 13 Web 3 Coastguard Cottage 20 Web 3 Coastguard Cottage 19 Web 3 Coastguard Cottage 17 Web 3 Coastguard Cottage 15 Web 3 Coastguard Cottage 14 Web 3 Coastguard Cottage 18 Web Coastguard Cottage image Coastguard Cottage image Coastguard Cottage image
Coastguard Cottage
Worth Matravers
4.6/5
A lovely semi-detached cottage in the much sought after village of Worth Matravers, within walking distance of the Jurassic Coast.
8
4
3
0
Holiday prices from  £509
View & Book
Save 10% on stays before 19th February
3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image 3 Puddledock Cottage image
3 Puddledock Cottage
Sutton Poyntz, Nr Weymouth
5/5
Enjoy soaking up the Dorset sunshine in this newly renovated countryside cottage, tucked away in the quiet village of Sutton Poyntz.
6
3
1
0
Holiday prices from  £431
View & Book
Sea Tower image Sea Tower image Sea Tower image Sea Tower image Sea Tower image Sea Tower image Sea Tower image
Sea Tower
Weymouth
0/5
Breathtaking holiday home with wide ranging coastal views and exquisite interior for a luxury break.
6
3
2
0
Holiday prices from  £654
View & Book
Save 20% on stays before 5th February
Save 15% on stays before 19th February
1 Westport Cottage Ph3 Web 1 Westport Cottage Ph6 Web 1 Westport Cottage Ph16 Web 1 Westport Cottage Ph17 Web 1 Westport Cottage Ph15 Web 1 Westport Cottage Ph2 Web 1 Westport Cottage Ph1 Web 1 Westport Cottage Ph31 Web 1 Westport Cottage Ph30 Web 1 Westport Cottage Ph23 Web 1 Westport Cottage Ph28 Web 1 Westport Cottage Ph27 Web 1 Westport Cottage Ph26 Web 1 Westport Cottage Ph20 Web 1 Westport Cottage Ph25 Web 1 Westport Cottage Ph24 Web 1 Westport Cottage Ph7 Web 1 Westport Cottage Ph13 Web 1 Westport Cottage Ph8 Web 1 Westport Cottage Ph11 Web Westport Cottage image Westport Cottage image Westport Cottage image
Westport Cottage
Wareham
4.9/5
3 bedrooms. A distinctive period holiday cottage to rent in Wareham, in a unique location with tastefully presented interior. This is one of only three cottages built on top of the old Saxon walls in Wareham.
5
3
2
0
Holiday prices from  £446
View & Book
Holiday Homes in

Wyke Regis

Stay Connected
Subscribe to our newsletter to get the latest updates and offers.