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Compare 326 Vacation Homes in Osmington with updated reviews, rates, and availability.

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, (80)
"My sister and I loved the house: comfy beds and furniture, well appointed kitchen (although we mostly ate out), tasteful decor. We loved the close proximity to the shops, amenities and beach, since we both have limited mobility. Thoroughly enjoyed our stay, and can imagine it would suit a family really well. (Rather steep staircases though!) Highly recommended."
Refurbished house, close to the beach, quiet central location
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, (169)
"This is a really well equipped house in a brilliant location on Poole Quay. Great views and easy to walk to shops, pubs, restaurants and also to drive further afield and know you can park on your own forecourt. Thoroughly recommended."
Stunning Waterside Cottage in Poole Harbour
Quayside Quarters * Great Location * Old Town Poole * Free Secure Parking
Bathroom
Quayside Quarters * Great Location * Old Town Poole * Free Secure Parking
10.0 out of 10, Exceptional, (2)
"A ideal location to visit Poole and surrounding area. Clean and comfortable room with everything you need."
Quayside Quarters * Great Location * Old Town Poole * Free Secure Parking
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5 bedroom, 3 bathroom family house near the beach. Pet friendly.
Exterior
5 bedroom, 3 bathroom family house near the beach. Pet friendly.
5 bedroom, 3 bathroom family house near the beach. Pet friendly.
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, (58)
"We have stayed here many times before. The cottage is perfect."
Purbeck cottage near Swanage & Studland - views of Corfe and I of Wight
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, (31)
"Lovely stay in the Farm house, plenty of room for everyone. The grandchildren loved seeing the horses and plenty of open space for them to run around. Thanks for a very enjoyable stay."
Self-Catering Farmhouse Cottage set in the Dorset Countryside (Pet Friendly)
Large House- HOT TUB - Sleeps 12 - Near Sandbanks
Living area
Large House- HOT TUB - Sleeps 12 - Near Sandbanks
10.0 out of 10, Exceptional, (1)
"This house was well equipped and in a great location. We had a fantastic stay. The beds were super comfortable and little garden was lovely."
Large House- HOT TUB - Sleeps 12 - Near Sandbanks
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
Ridge Farm Annexe adjoins the main house, set in it's own 3 acres of land
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
9.8 out of 10, Exceptional, (46)
"Thoroughly enjoyed our stay in this well equipped accommodation in a a lovely rural setting."
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
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, (67)
"Nice place to stay. Really great communication from the owner. Home from home"
Modern 3 bed semi, 1 mile from beach. FOUR NIGHTS MIN STAY. Suit family of 4/5.
Seafeathers - Luxury Holiday Home with Sea Views
Decking
Seafeathers - Luxury Holiday Home with Sea Views
Seafeathers - Luxury Holiday Home with Sea Views
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
Exterior
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
10.0 out of 10, Exceptional, (75)
"The cottage is so comfortable, well-located, and well-equipped. I could not have asked for a better experience. Thank you!"
Ideal quiet beach location for walking/cycling/watersports & Jurassic Coast
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, (66)
"The accessibility in this house meant no barriers with stairs and showers. The views were amazing, topped off with a curious hare and swifts diving around all day - a joy to watch. Fossil hunting in Charmouth was a 30 minute trip - some great finds. Durdle door fulfilled a nans expectations:) We loved the Dorset Sculpture by the lakes - just round the corner. We were able to book an all terrain wheelchair too so everyone had an opportunity to get all the way round. Monymusk stud was a welcome,...
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, (14)
"Had a lovely time good central location. Nice place to stay better than a B&B"
Beautiful, family friendly Cottage with sea views of Chesil Beach
escape the ordinary - private self catered group holiday stay
Property grounds
escape the ordinary - private self catered group holiday stay
10.0 out of 10, Exceptional, (1)
"We had a lovely long weekend at the Piddle Inn. Downstairs is just like a pub - all for us! Bar, games room and pub kitchen fantastic for a family group. Gorgeous bedrooms and the sound of the stream at night. Lovely walks straight from the back and Alan the host, was incredibly helpful and friendly."
escape the ordinary - private self catered group holiday stay
The Victorian Barn self catering holidays with pool & hot tubs
Indoor pool
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, (38)
"Spacious and clean with incredible views. We thoroughly enjoyed our week here. Promises a lot and delivers more. A pleasant walk into Weymouth and close to Portland. We hope to be back."
Blue Horizons with uninterrupted Panoramic sea views 2 mins walk from beach
2-9 AUG AVAILABLE Coastal House with Sea Views Nr Sea & Sandy Beaches
STUNNING DETACHED HOUSE WITH INCREDIBLE SEA VEWS NEAR SUPERB BEACHES
2-9 AUG AVAILABLE Coastal House with Sea Views Nr Sea & Sandy Beaches
10.0 out of 10, Exceptional, (84)
"Beautiful location. Very well equipped house. Comfortable beds, nice linen and towels. Enough fridge space. Only thing was for 2 bathrooms and 9 people the hot water system was not quite sufficient. A couple of electric showers would have helped a lot."
2-9 AUG AVAILABLE Coastal House with Sea Views Nr Sea & Sandy Beaches
Cosy ,spacious town house near to Quay and beaches . Pet friendly
Dining
Cosy ,spacious town house near to Quay and beaches . Pet friendly
Cosy ,spacious town house near to Quay and beaches . Pet friendly
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, (78)
"Super house, location and host. That says it all."
A beautifully furnished, stone cottage in Swanage with garden and parking.
Stunning 5 Bed - Balcony, Garden and Sea Views
Exterior
Stunning 5 Bed - Balcony, Garden and Sea Views
9.8 out of 10, Exceptional, (11)
"The property is well kept, clean and comfortable. It had all the amenities needed to feel we were home away from home. It was located within a quiet neighborhood. We stayed as a family of 6 to visit the area. Each room was spacious and inviting. We used it as our base to visit the surrounding area - Corfe Castle to Studland Bay. The property manager was easy to communicate with from the very beginning."
Stunning 5 Bed - Balcony, Garden and Sea Views
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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.

Other property types in Osmington

Self Contained Garden Studio With Private Decked Terrace, close to town and sea
Bed and living space
Self Contained Garden Studio With Private Decked Terrace, close to town and sea
9.6 out of 10, Exceptional, (109)
"Julia and Paul are great hosts, the welcome pack was useful, the location to Bridport is excellent. This was the third time we have been here and will go again in the future. Thanks to our hosts."
Self Contained Garden Studio With Private Decked Terrace, close to town and sea
Modern self contained studio, set above Swanage Bay. Sleeps 2.
Living area
Modern self contained studio, set above Swanage Bay. Sleeps 2.
10.0 out of 10, Exceptional, (42)
"There is nothing to fault at this property. Everything you need for your stay has been thought of. The studio is spotless with good quality furniture and bed linen. Great communication with the host Roz who was very accommodating and friendly. We had a relaxing and happy stay and would not hesitate to highly recommend this property to anyone. We hours to revisit soon. "
Modern self contained studio, set above Swanage Bay. Sleeps 2.
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
9.2 out of 10, Wonderful, (79)
"Perfect"
Luxury Pine Wood Lodge, situated in beautiful Dorset Countryside,attractions nr
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.

Recent reviews of Osmington hotels
Expedia verified reviews

Grand Hotel Swanage

Grand Hotel Swanage

5/5 Excellent
The wonderful Grand
"The Grand in Swanage is just wonderful. The staff are amazing and very friendly. Delicious food, very clean and comfortable rooms. Amazing views across Swanage. I can’t wait to come back! "
A verified traveler stayed at Grand Hotel Swanage
Posted 2 days ago
Grand Hotel Swanage