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Compare 331 Vacation Homes in Osmington with updated reviews, rates, and availability.

Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
Exterior detail
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
9.8 out of 10, Exceptional, (89)
"It was very clean and all the things there that was needed wih loverly views and surrounding area .i would recommend the stay there."
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
Refurbished house, close to the beach, quiet central location
Cornwall Road
Refurbished house, close to the beach, quiet central location
10.0 out of 10, Exceptional, (91)
"excellent location and accommodation. Very well equipped and clean . "
Refurbished house, close to the beach, quiet central location
Sunlight House - Four Bedroom House, Sleeps 7
Front View
Sunlight House - Four Bedroom House, Sleeps 7
Sunlight House - Four Bedroom House, Sleeps 7
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
Views over the valley from bedroom
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
9.6 out of 10, Exceptional, (61)
"Well equipped house, great views no complaints except single track down to cottage overgrown with brambles , needs a bit of a trim. Overall pleased all round "
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
Stunning Waterside Cottage in Poole Harbour
View from Bedroom Window and back garden
Stunning Waterside Cottage in Poole Harbour
9.8 out of 10, Exceptional, (176)
"We had a lovely few days at the cottage. Super views of the harbour, while preparing food in the kitchen, good access to shops and restaurants, dog walks on the doorstep. The house was very clean, the goodies left for us were welcome. We didn’t need to contact the owner as everything went very well."
Stunning Waterside Cottage in Poole Harbour
The Harbour Lookout - Sleeps 14 in 5 bedrooms
Property grounds
The Harbour Lookout - Sleeps 14 in 5 bedrooms
9.4 out of 10, Exceptional, (38)
"The Habour lookout was a beautiful home the rooms had everything you needed for a fantastic stay they were clean and tidy the back garden area was perfect for fun in the sun and games."
The Harbour Lookout - Sleeps 14 in 5 bedrooms
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Room
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
9.8 out of 10, Exceptional, (32)
"The property was large and comfortable for our party of 10, with a well equiped kitchen, BBQ area and games room. The location js stunning, with great views."
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Cosy, three-bed short walk from Studland's beaches
Private kitchen
Cosy, three-bed short walk from Studland's beaches
9.8 out of 10, Exceptional, (89)
"Very comfortable property which delivered more than the impression we got from the photos. Would definitely stay here again if visiting the purbeck’s"
Cosy, three-bed short walk from Studland's beaches
Beautiful NEW 3 bedroom house - garden & parking
Living area
Beautiful NEW 3 bedroom house - garden & parking
10.0 out of 10, Exceptional, (8)
"We stayed in this property as a family of 3 (with a 3 year old child) and it was perfect. Really clean and equipped with everything you need. Great location, easy to get to local beaches and lots of shops/restaurants nearby. Spacious rooms and onsite parking. Great interaction with hosts and check in/check out was smooth and easy. Highly recommend. Thank you"
Beautiful NEW 3 bedroom house - garden & parking
Accessible Holiday Let In Secluded Location
Hill Lodge
Accessible Holiday Let In Secluded Location
9.8 out of 10, Exceptional, (65)
"Location and accommodation was lovely. Owners were lovely although difficult to locate on expiry. Didn’t get to see them to say goodbye. Only downside was the shower/bath in the large rear bedroom did not work as there was no cold water coming through. A thermostatic cartridge problem maybe. So had to share another en-suite!"
Accessible Holiday Let In Secluded Location
Modern 3 bed semi, 1 mile from beach. FOUR NIGHTS MIN STAY. Suit family of 4/5.
Living room
Modern 3 bed semi, 1 mile from beach. FOUR NIGHTS MIN STAY. Suit family of 4/5.
9.6 out of 10, Exceptional, (69)
"Well-managed, attractive, clean property with everything one needed. Thoughtful items in each room. Very comfortable base for exploring this delightful part of Dorset."
Modern 3 bed semi, 1 mile from beach. FOUR NIGHTS MIN STAY. Suit family of 4/5.
Passiflora Cottage Close to Swanage Beach and Town Sleeps 7
8513702 exterior03 800
Passiflora Cottage Close to Swanage Beach and Town Sleeps 7
10.0 out of 10, Exceptional, (4)
"Enjoyed a few days get-away with the family before daughters return back to uni. Ideal location to take advantage of quirky shops and large choice of beautiful cafes, ocean views and atmosphere that Swanage has to offer. The property was perfect size for our party of 6 and was well supplied with everything that we needed for our stay. Parking was a challenge, but once spaces were obtained due to great public transport to local beaches and walking distance to the town there was little need to use...
Passiflora Cottage Close to Swanage Beach and Town Sleeps 7
Historical, Characterful, Converted Old School House
Interior
Historical, Characterful, Converted Old School House
9.0 out of 10, Wonderful, (2)
"Very nice clean well furnished"
Historical, Characterful, Converted Old School House
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
Luxury Detached House and Grounds, also benefits from full disabled facilities.
Property grounds
Luxury Detached House and Grounds, also benefits from full disabled facilities.
9.4 out of 10, Exceptional, (73)
"We absolutely love this gorgeous house. It's really well kitted out, it's clean, it's in a beautiful place and it's so so quiet. We all slept like logs and had a wonderful relaxing time. Thank you so much again."
Luxury Detached House and Grounds, also benefits from full disabled facilities.
Beautiful, family friendly Cottage with sea views of Chesil Beach
Room
Beautiful, family friendly Cottage with sea views of Chesil Beach
9.6 out of 10, Exceptional, (17)
"The property was a beautifully quaint cottage very clean and had everything we needed. Definitely recommend it."
Beautiful, family friendly Cottage with sea views of Chesil Beach
The Victorian Barn self catering holidays with pool & hot tubs
Room
The Victorian Barn self catering holidays with pool & hot tubs
4.0 star property
9.4 out of 10, Exceptional, (3)
"A lovely venue for a few days R&R in this part of Dorset. The accommodation is modern, spacious and of good quality, with great on-site facilities (pool, sauna, etc). Recommended."
The Victorian Barn self catering holidays with pool & hot tubs
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
wonderful view from first floor veranda
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
10.0 out of 10, Exceptional, (44)
"The views are amazing. Walking path and the sea right behind house. View after view. Well equipped kitchen with tons of space, comfy living room- and I loved the sunroom out back! This was October weather with occasional rain and wind. Must be truly amazing in summer with outdoor spaces.. convenient for Dorset exploring."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
Spacious Coastal House with Stunning Sea Views N Near Sea & Sandy Beaches
STUNNING DETACHED HOUSE WITH INCREDIBLE SEA VEWS NEAR SUPERB BEACHES
Spacious Coastal House with Stunning Sea Views N Near Sea & Sandy Beaches
10.0 out of 10, Exceptional, (86)
"The property was very clean and welcoming with lots of thoughtful touches. We had a fantastic time and will definitely go back. Sarah "
Spacious Coastal House with Stunning Sea Views N Near Sea & Sandy Beaches
A beautifully furnished, stone cottage in Swanage with garden and parking.
Exterior
A beautifully furnished, stone cottage in Swanage with garden and parking.
10.0 out of 10, Exceptional, (85)
"Fantastically well equipped, good layout with nice outside space and great BBQ. Swanage was great for the kids, lovely beach and fantastic sand for castle building. We had great weather and there was so much to do in the local area of Purbeck."
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.
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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.