
Cottage vacation rentals in Osmington Mills
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Top-rated cottage rentals in Osmington Mills
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Beautiful 2 bedroom cottage in glorious Dorset
Nestled in the picturesque Dorset countryside, this charming Portland stone cottage offers a quintessential English retreat. Set within the grounds of a historic Old Rectory, the property is surrounded by rolling hills, lush meadows, and the tranquil River Frome, providing an idyllic spot for a holiday. It is all on one level,we are able to rent out the whole cottage also which creates an additional 2 bedrooms for extended family - we rarely rent this out to another party and is mostly empty.
4.98 out of 5 average rating, 113 reviews
1888 Portland stone cottage
1888 Portland stone cottage, with many original features. Stone fireplace with log burner. Cosy 2 bedroom, 3 storey cottage located within easy walking distance of Easton Square, which has local amenities, including grocery stores, chemist, pubs and cafes. Small sunny aspect courtyard with bistro table and chairs. A perfect holiday location all year round, for either sun and relaxation, or enjoy activities like windsurfing, sailing, diving, rock climbing, fishing, walking and bird watching.
4.93 out of 5 average rating, 238 reviews
The Hollies, Dorset calm | coastal | rural ‘gem’
Close to the coast, ‘The Hollies, Dorset’. Relaxing, quiet ‘getaway’ for you and family in a pretty village 5 mins stroll from a super pub. Mid-terrace single story with dogs welcome (please enquire). Access to SW Coast Path, towns, beaches & visitor attractions inc Lulworth Cove & Castle, Durdle Door, Monkey World & The Tank Museum. 3 beds (2 double, 1 single) *fold-out bed for extra child. Big well-equipped kitchen. Cosy lounge. Enc rear garden, 2 parking spaces. Peruse our 5* reviews!
4.99 out of 5 average rating, 109 reviews
A luxury unique home spa - White Stones Retreats.
Set in a prime position amidst a quintessential village of thatched cottages. Where wildflower paths and trickling streams amble down the the beautiful Osmington Bay. Toe dipping in the shallows, coastal walks under flaring sunsets, hibernating in our home spa while storms crash outside. Our unique holiday home offers a sanctuary in all weathers. With a collated & collected vibe, this light filled cottage is perfect for families looking for a beach escape, only a 5 minute drive to the sea.
4.85 out of 5 average rating, 207 reviews
No1. The Courtyard, Clyffe House
Enjoy a tranquil break in our recently renovated Grade II listed cottage in the heart of Dorset. No.1 The Courtyard is nestled just outside the village of Tincleton and was originally part of the servant’s accommodation to Clyffe House (1842). We are situated 6 miles from Dorchester, and within easy reach of many Dorset attractions; Lulworth Cove, Durdle Door, Corfe Castle, The Purbeck Hills, Kimmeridge, Southwest Coastal Path, Bovington Tank Museum, Monkey World, Weymouth, Swanage.
5.0 out of 5 average rating, 102 reviews
Stunning Barn conversion with heated swimming pool
Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th
4.8 out of 5 average rating, 206 reviews
Jasmine Cottage
Jasmine Cottage is a characterful, compact barn conversion, that sits next to the 400 year old farm house. It sleeps up to four people (including infants), with a double and a twin room. We are one mile away from The Wise Man Inn - an award-winning pub; 6 miles from Dorset's stunning Jurassic coast and 3 miles from the county town of Dorchester. You will, however, need a car- or bikes! Sorry, no pets and no smoking. No EV charging, yet, but there are many fast charging points nearby.
4.94 out of 5 average rating, 326 reviews
Coastal Retreat Steps from Lulworth Cove
Location, location, location! Welcome to Seafield, a charming seaside cottage set in the heart of the Jurassic Coast, in the pretty Dorset village of West Lulworth — just a stone’s throw from the iconic Lulworth Cove. 🌿 🚶♀️ Location Highlights - • 1-minute walk to Lulworth Cove • Direct access to the South West Coast Path — perfect for exploring Durdle Door and beyond • Cafés, pubs, and restaurants all within walking distance 🐾 Dog-Friendly We welcome well-behaved dogs
4.92 out of 5 average rating, 216 reviews
Berry Farm Cottage
Berry Farm Cottage nestles in a private area of the grounds of Berry Farm, which dates back to the 16th century. It is located in the charming Conservation Village of Walditch, within walking distance of Bridport. The Cottage itself has 2 bedrooms and two bathrooms with an open-plan living space and is set away from the main house in its own private grounds, with 1,200sqm (0.3acres) of orchard garden, as well as an outside patio with table and chairs, with country views.
4.99 out of 5 average rating, 275 reviews
Thatched Cottage by Lulworth Cove & Durdle Door
A beautiful thatched chocolate box cottage on the breathtaking Dorset Jurassic Coast. A quintessential Lulworth Grade II listed property dating back to 1750, ideally situated within a very short walk of Lulworth Cove. Perfect for those looking for a rural retreat in one of the country's most appealing coastal villages. A fabulous spot for family holidays and breaks exploring the area, the cottage is also within easy reach of local towns and outstanding country pubs.
4.93 out of 5 average rating, 161 reviews
Maidenwell Cottage. Near Chesil Beach, Portland
Maidenwell Cottage is a Grade II listed period property on Portland, the southernmost point of the Jurassic Coast that has been refurbished to a high standard and designed to make you feel at home. Chesil Beach, local shops, cafes and pubs are all a within a short walking distance. Maidenwell Cottage is perfect for families and couples looking for a cosy seaside retreat and those looking for a place to relax following a day of walking, climbing and water sports.
4.99 out of 5 average rating, 339 reviews
Private use of Indoor Pool available May- end Sept
Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!
4.98 out of 5 average rating, 401 reviewsPopular amenities for Osmington Mills cottage rentals
Cottage rentals with a hot tub

The Hideaway - sustainable hidden gem with hottub
4.96 out of 5 average rating, 115 reviews
A Stunning Dorset Thatched Cottage - Dog friendly
4.95 out of 5 average rating, 208 reviews
Peaceful Dorset Cottage, Hot tub, Family-Friendly
4.98 out of 5 average rating, 245 reviews
New Luxury Hot Tub August 2026 Shepherds Cottage
4.93 out of 5 average rating, 415 reviews
The Cottage, Parsonage Farmhouse with hot tub
4.95 out of 5 average rating, 612 reviews
Tranquil modern cottage with outdoor bateau bath
4.98 out of 5 average rating, 129 reviews
Charming Stone Cottage: Hot Tub, Games Room
4.87 out of 5 average rating, 327 reviews
Romantic Retreat with hot tub
4.87 out of 5 average rating, 129 reviewsPet-friendly cottage rentals

Milly Moll Cottage, next to Church Ope Cove.
4.92 out of 5 average rating, 271 reviews
Pond outside your bedroom window.
4.76 out of 5 average rating, 453 reviews
The Parlour, Duntish Mill Farm, EV Charging
4.94 out of 5 average rating, 200 reviews
Cottage by the Common, Corfe Castle
4.99 out of 5 average rating, 308 reviews
A Charming Cottage, Just a Moment from the Beach
4.94 out of 5 average rating, 222 reviews
Cosy Cottage in Rural Hamlet on the Jurassic Coast
4.92 out of 5 average rating, 330 reviews
Character cottage close to beach
4.86 out of 5 average rating, 471 reviews
Cobb Cottage - Harbourside, permit parking
4.93 out of 5 average rating, 107 reviewsPrivate cottage rentals

Godminster Manor Cottage
4.95 out of 5 average rating, 168 reviews
Stylish country cottage close to Jurassic Coast
4.93 out of 5 average rating, 150 reviews
Charming Period Cottage - Worth my Travels!
4.89 out of 5 average rating, 141 reviews
Honeysuckle Cottage with parking - West Lulworth
4.97 out of 5 average rating, 142 reviews
Strawberry Cottage
4.95 out of 5 average rating, 248 reviews
Harbour's Edge Cottage - Nothe Parade, Weymouth
4.93 out of 5 average rating, 152 reviews
Character Cottage close old harbour, beach & town
4.87 out of 5 average rating, 210 reviews
Beautiful Restored Barn -The Old Stables
4.92 out of 5 average rating, 190 reviewsDestinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Durdle Door Holiday Park
- The Tank Museum
- Lyme Regis Beach
- Kimmeridge Bay
- Bournemouth International Centre
- Beer Beach
- West Bay Beach
- Alum Chine Beach
- Shorefield Country Park
- Highcliffe Beach
- Crealy Theme Park & Resort
- Poole Quay
- Powderham Castle
- Mudeford Sandbank
- Dawlish Warren Beach





