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

Pottery Place by Grandeur Property
Private kitchen

Pottery Place by Grandeur Property

Pottery Place by Grandeur Property
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
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.
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, (92)
"A great house, in a great location. Perfect for a family week away. Will definitely come back. Thank you. "
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, (177)
"Excellent communication with owner"
Stunning Waterside Cottage in Poole Harbour
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea
Bedroom 3

Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea

9.0 out of 10, Wonderful, (42)
"Very nice and i will stay again"
Edwardian House in the Heart of Weymouth 200m from Sandy Beach by the Sea
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.
Short stroll to Quay, shops and restaurants
Living area

Short stroll to Quay, shops and restaurants

10.0 out of 10, Exceptional, (5)
"Can't fault any aspect of this property! Some very thoughtful touches too. Do not hesitate to book. "
Short stroll to Quay, shops and restaurants
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
Host & Stay | Clearmount Cottage
Clearmount Cottage, Weymouth - Host & Stay

Host & Stay | Clearmount Cottage

10.0 out of 10, Exceptional, (1)
"Even though the weather was awful, the cosy, beautifully maintained cottage easily accommodated 6 adults and a dog. It had everything we could ask for, was in a great location with parking for 3 cars and felt like a real home from home. IdeThoroughlylrecommend "
Host & Stay | Clearmount Cottage
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
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
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
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
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, (87)
"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
Stunning 5 Bed - Balcony, Garden and Sea Views
Exterior

Stunning 5 Bed - Balcony, Garden and Sea Views

9.8 out of 10, Exceptional, (13)
"Family group had plenty of space to enjoy. Excellent patio with comfortable seating, ideal for evening drinks as the sun goes down. Great parking. Writhing walking distance of Poole Quay/pub/shops. "
Stunning 5 Bed - Balcony, Garden and Sea Views
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.
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, (177)
"Excellent communication with owner"
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.