Holiday rentals near Osmington Roman Walk
We found 1,372 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Osmington Roman Walk that provide the perfect home base for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you expect for your stay, including Wi-Fi and parking. At the end of the day, you'll find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Osmington Roman Walk
Showing deals for:7 Nov - 14 Nov
Image gallery for Water Meadows Cottage in Dorset's Area of Outstanding Natural Beauty
9.69.6 out of 10 rating
Exceptional
(44 reviews)
Water Meadows Cottage in Dorset's Area of Outstanding Natural Beauty
Dorchester, England
28% off
Price is S$1,270
S$1,270
S$181 per night
includes taxes & fees
Image gallery for The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
1010 out of 10 rating
Exceptional
(53 reviews)
The Hide With Private Wood Fired Hot Tub. A truly romantic getaway on a Vineyard
Weymouth, England
9% off
Price is S$1,882
S$1,882
S$269 per night
includes taxes & fees
Image gallery for Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’
1010 out of 10 rating
Exceptional
(9 reviews)
Comfy 2 bed house at Wareham train station; the ‘Gateway to the Purbecks’
Wareham, England
13% off
Price is S$1,481
S$1,481
S$212 per night
includes taxes & fees
Image gallery for Renovated cricket Pavilion, huge views, walks. close to amenities, beach, pub
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Renovated cricket Pavilion, huge views, walks. close to amenities, beach, pub
Bridport, ENG
9% off
Price is S$1,016
S$1,016
S$145 per night
includes taxes & fees
Image gallery for Coastal 6 bedroomed property set in own farmland yet not far from ammenties.
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Coastal 6 bedroomed property set in own farmland yet not far from ammenties.
Bridport, Dorset
9% off
Price is S$6,529
S$6,529
S$933 per night
includes taxes & fees
Image gallery for Stunning Barn Conversion with Exclusive Bar, Pool, Hot Tub & Countryside Charm
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Stunning Barn Conversion with Exclusive Bar, Pool, Hot Tub & Countryside Charm
Blandford Forum, Dorset
27% off
Price is S$9,991
S$9,991
S$1,427 per night
includes taxes & fees
Image gallery for The Swallows, 2 bedroom Dorset Cottage set on working farm near the Dorset Coast
1010 out of 10 rating
Exceptional
(9 reviews)
The Swallows, 2 bedroom Dorset Cottage set on working farm near the Dorset Coast
Weymouth, England
9% off
Price is S$1,778
S$1,778
S$254 per night
includes taxes & fees
Image gallery for Simple, idyllic rural cabin, with sea views, peace but nearby local amenities
9.29.2 out of 10 rating
Wonderful
(12 reviews)
Simple, idyllic rural cabin, with sea views, peace but nearby local amenities
Bridport, ENG
17% off
Price is S$687
S$687
S$98 per night
includes taxes & fees
Image gallery for Group Barn Stay with Hot Tub & Pool – Beatrice at The Victorian Barn Dorset
8.68.6 out of 10 rating
Excellent
(7 reviews)
Group Barn Stay with Hot Tub & Pool – Beatrice at The Victorian Barn Dorset
Blandford Forum, Dorset
38% off
Price is S$4,713
S$4,713
S$673 per night
includes taxes & fees
Image gallery for Spacious & stylish holiday home, sea views!
1010 out of 10 rating
Exceptional
(87 reviews)
Spacious & stylish holiday home, sea views!
Portland, England
10% off
Price is S$2,591
S$2,591
S$370 per night
includes taxes & fees
Image gallery for Beautiful Dorset Country House in the Heart of the Stunning Isle of Purbeck
9.49.4 out of 10 rating
Exceptional
(10 reviews)
Beautiful Dorset Country House in the Heart of the Stunning Isle of Purbeck
Wareham, England
9% off
Price is S$5,335
S$5,335
S$762 per night
includes taxes & fees
Image gallery for Very peaceful and cosy cottage in a lovely village deep in the country
1010 out of 10 rating
Exceptional
(37 reviews)
Very peaceful and cosy cottage in a lovely village deep in the country
Dorchester
23% off
Price is S$1,826
S$1,826
S$261 per night
includes taxes & fees
Image gallery for 3 Bed Holiday home close to idyllic Lulworth Cove
1010 out of 10 rating
Exceptional
(5 reviews)
3 Bed Holiday home close to idyllic Lulworth Cove
Wareham, England
8% off
Price is S$2,858
S$2,858
S$408 per night
includes taxes & fees
Image gallery for The Brambles - one bedroom Country Cottage near Dorset Coast.
1010 out of 10 rating
Exceptional
(12 reviews)
The Brambles - one bedroom Country Cottage near Dorset Coast.
Weymouth, ENG
18% off
Price is S$1,377
S$1,377
S$197 per night
includes taxes & fees
Image gallery for Accessible Holiday Let In Secluded Location
9.89.8 out of 10 rating
Exceptional
(67 reviews)
Accessible Holiday Let In Secluded Location
Poole, ENG
23% off
Price is S$911
S$911
S$130 per night
includes taxes & fees
Image gallery for Bay View Luxury Stays - Mount Pleasant, 6 bed with indoor pool
1010 out of 10 rating
Exceptional
(9 reviews)
Bay View Luxury Stays - Mount Pleasant, 6 bed with indoor pool
Weymouth, ENG
9% off
Price is S$15,213
S$15,213
S$2,173 per night
includes taxes & fees
Image gallery for Luxury Dorset Farmhouse - Large Grounds & Beautiful Countryside Location
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Luxury Dorset Farmhouse - Large Grounds & Beautiful Countryside Location
Dorchester, Dorset
9% off
Price is S$8,770
S$8,770
S$1,253 per night
includes taxes & fees
Image gallery for Barn annex, 10 mins walk to the beach, swimming pool, great views and local pub
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Barn annex, 10 mins walk to the beach, swimming pool, great views and local pub
Bridport, England
10% off
Price is S$2,918
S$2,918
S$417 per night
includes taxes & fees
Image gallery for Pretty Cottage Close To The Dorset Coast.
9.29.2 out of 10 rating
Wonderful
(43 reviews)
Pretty Cottage Close To The Dorset Coast.
Weymouth, ENG
23% off
Price is S$995
S$995
S$142 per night
includes taxes & fees
Image gallery for Gorgeous thatched cottage in Purbeck - ideal for family holidays
9.89.8 out of 10 rating
Exceptional
(41 reviews)
Gorgeous thatched cottage in Purbeck - ideal for family holidays
Wareham, ENG
31% off
Price is S$1,129
S$1,129
S$161 per night
includes taxes & fees
Image gallery for Beautiful converted Barn nestled in the Dorset countryside .
1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful converted Barn nestled in the Dorset countryside .
Blandford Forum, ENG
9% off
Price is S$2,949
S$2,949
S$421 per night
includes taxes & fees
Image gallery for REALLY luxurious new shepherd's hut, overlooking our alpacas!
1010 out of 10 rating
Exceptional
(36 reviews)
REALLY luxurious new shepherd's hut, overlooking our alpacas!
Dorchester, Dorset
9% off
Price is S$1,125
S$1,125
S$161 per night
includes taxes & fees
Image gallery for One bed apartment next to Chesil Beach Dorset
9.09.0 out of 10 rating
Wonderful
(6 reviews)
One bed apartment next to Chesil Beach Dorset
Portland, England
8% off
Price is S$966
S$966
S$138 per night
includes taxes & fees
Image gallery for Stunning Property Nestled In A Wonderful Part Of The Dorset Countryside
1010 out of 10 rating
Exceptional
(66 reviews)
Stunning Property Nestled In A Wonderful Part Of The Dorset Countryside
Dorchester, ENG
36% off
Price is S$1,069
S$1,069
S$153 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Osmington Roman Walk
Luxury mobile home with spectacular sea views.
Sleeps 6 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
113 reviews(113 reviews)
Apartment near the beach with private parking and pet friendly
Sleeps 4 · 1 bedroom
9.49.4 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
"Kingfisher Lodge" with Sea Views in a Peaceful Location
Sleeps 6 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
113 reviews(113 reviews)
Quiet location, short walk to beach, with views of Portland and Jurassic coast
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
99 reviews(99 reviews)
Harbour's Edge - Beautiful cottage located directly on Weymouth's harbourside.
Sleeps 4 · 2 bedrooms
1010 out of 10
Exceptionalexceptional
45 reviews(45 reviews)
Chocolate box cottage in 8 acres of pasturland on Jurassic coatline of Dorset
Sleeps 2 · 1 bedroom · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value