Cottage holiday rentals in Osmington

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Top-rated cottage rentals in Osmington

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Top guest favourite
A charming stone cottage is surrounded by lush greenery and various colorful flowering plants. A small white table and two chairs are placed outside, inviting guests to enjoy the garden view. The cottage features a traditional door framed by vibrant foliage.
Cottage
4.97 out of 5 average rating, 665 reviews

Cute, Cosy & Stylish Bothy Cottage, near Sherborne

Stylish, Comfortable & Quirky - “Top 10 Dorset Airbnb” (Conde Nast Traveller) in a “Top 50 UK Village” (Sunday Times). The Bothy is a detached stone cottage where you can share some free Prosecco on your private terrace. It is in the rural historic Yetminster Conservation Area with a thatched pub, café & shop. It is next door to a quintessential "Chocolate Box" thatched cottage. You are on the edge of the Dorset Area of Outstanding Natural Beauty with good access to the sea & Jurassic Coast.

Superhost
The exterior view of the converted barn is presented, showcasing the stone structure surrounded by lush greenery. A gravel driveway leads to the property, with an outdoor seating area visible. Neat hedges outline the garden, offering a sense of privacy amid the scenic countryside.
Cottage
4.93 out of 5 average rating, 263 reviews

Little Barn is a cosy dwelling in a remote valley

Little Barn is located in a remote valley between Upwey and Portesham near Weymouth in Dorset A converted Barn with a modern open plan interior. An adequate garden with Outdoor furniture and BBQ with an external secure store for bicycles etc. The area is good for walking (dogs welcome), many footpaths line the surrounding countryside. Hardy's monument is situated a few miles away. The area offers good cycling both on and off road. Good access to the Dorset coastline which is a short drive away.

Top guest favourite
The exterior of a brick building, showcasing a rustic charm, is surrounded by greenery. A wooden door is partially obscured by vines, and windows with white curtains allow for natural light. The pathway is lined with potted plants, enhancing the inviting atmosphere.
Cottage
4.97 out of 5 average rating, 127 reviews

Romantic barn with kingsize 4-poster, fire, bikes

If you are looking for a romantic escape in the New Forest, just a short walk from the pub and open forest, then look no further. Situated in the grounds of an impressive country house, the Goat Shed is the stylishly renovated ground floor of a 19th century barn, with a kingsize four poster bed, claw foot bath and woodburning stove. Deer roam through the gardens, and our wood burning stove makes nights in perfectly cosy. A great spot from which to explore the forest, or simply relax in comfort.

Guest favourite
An indoor pool is surrounded by sleek gray tiling and illuminated by recessed lighting. The pool's inviting turquoise water reflects the ceiling lights. A cozy seating area with cushions is visible in the corner, providing a relaxed atmosphere.
Cottage
4.86 out of 5 average rating, 169 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.

Top guest favourite
The thatched cottage is framed by lush greenery and colorful flowering plants. The charming facade features multiple windows with white trims, allowing natural light to enhance the entrance area. A welcoming pathway leads to the door, surrounded by vibrant foliage.
Cottage
4.95 out of 5 average rating, 108 reviews

Little Thatch Cottage - Cerne Abbas, Dorset

Little Thatch is a quintessentially british thatched cottage. The Grade II listed cottage offers the perfect balance of traditional features and modern comfort, for a luxurious stay. The village is fabulous for walkers and has three public houses in the village, all 2 to 4 minutes walk from your doorstep. There is also a village shop/post office and gift shop. Cerne Abbas is well located to explore Dorset and the stunning Jurassic Coast. Discount applied for weekly bookings. Sorry no pets

Top guest favourite
Cottage
4.93 out of 5 average rating, 352 reviews

Cottage in the heart of Montacute

A cosy cottage in the heart of Montacute just a couple of minutes walk from the National Trust property, Montacute House. The cottage has recently been renovated with a new kitchen and various decorative updates. Montacute is a small village and civil parish in Somerset, England, 4 miles (6.4 km) west of Yeovil. The village is built almost entirely of the local hamstone. At the centre of the village is a large square known as the 'Borough' around which are grouped picturesque cottages

Guest favourite
A private garden features a round table surrounded by four chairs, set on a stone patio. Lush greenery and flowering plants border a well-maintained lawn, while a rustic shed is visible in the background under a clear blue sky dotted with clouds.
Cottage
4.94 out of 5 average rating, 303 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.

Top guest favourite
An open plan living area features high wooden beams and a log burner. A cozy seating area is arranged beside a wooden dining table. Above, a loft with a king-size bed can be seen, with thick curtains for privacy. Decorative elements are displayed on the walls.
Cottage
4.99 out of 5 average rating, 278 reviews

Cottage by the Common, Corfe Castle

The Cottage is an open plan building next to the entrance to Corfe Common in a tranquil setting. Downstairs there is a King-size bed & upstairs there are 2 single beds . Sleeping areas are open plan but have thick curtains that can be drawn to create a private and cosy space. Downstairs has Wet-room with sink & separate toilet & sink New Kitchen WiFi Log burner and 2 free basket of logs South facing Patio Parking 2 cars 5 mins walk to Corfe Village Pets welcome.

Guest favourite
The exterior of the farmhouse is featured, showcasing its stone construction and traditional architecture. Pink flowering vines gracefully arch over the entrance, complementing the weathered stone walls. Stone mullion windows reflect natural light, enhancing the visual appeal of the peaceful surroundings.
Cottage
4.97 out of 5 average rating, 154 reviews

16 Century cottage at foothills of Glastonbury Tor

16th Century farmhouse, boutique cottage, with large tranquil gardens and private swimming pool. Ample Parking. Walk across fields to Glastonbury Tor. Built with stone from Glastonbury Abbey, renovated to show old beams & flagstones, using traditional lime and Eco-friendly paints. Drinking water filter. Log burner in fireplace, and underfloor heating in the kitchen make it extra cosy in winter. Double room, views through stone mullions across valley. Twin room with En-suite.

Top guest favourite
A view of Maidenwell Cottage from the garden, showcasing a landscaped area with palm trees and vibrant flowers. The cottage's exterior features a blue door and a stone wall, framed by greenery that enhances the inviting outdoor space.
Cottage
4.99 out of 5 average rating, 302 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.

Top guest favourite
An indoor swimming pool is featured, surrounded by large windows allowing natural light. The ceiling beams reveal a spacious, airy atmosphere. Two red chairs are positioned nearby, and a shallow end is visible with steps leading into the water. A blue cover rests along one side of the pool.
Cottage
4.98 out of 5 average rating, 374 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!

Top guest favourite
A rustic stone cottage emerges from a lush garden, framed by vibrant greenery and colorful blooms. A pathway leads to the inviting front door, adorned with light pink hues that complement the earthy stone exterior. A charming atmosphere prevails, showcasing the cottage's picturesque entrance.
Cottage
4.95 out of 5 average rating, 155 reviews

Pilton Cottage, Grade II listed 400 yr old Cottage

Beautiful, Boho and cosy stone cottage, in the picturesque and peaceful Somerset village of Pilton, near Glastonbury. The cottage has been lovingly and sympathetically renovated, and fitted with lots of discreet mod-cons The perfect bolt hole for 2, with super comfy king size bed, squashy velvet sofa and wood burning stove, this really is the place to be to enjoy a cosy time away with a loved one (and your dog!). There's a village pub, and Co-op too.

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