Cottage vacation rentals in Osmington

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Top-rated cottage rentals in Osmington

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Superhost

An open-plan lounge area displays a wood-burning fireplace set against a rustic stone hearth, with shelves featuring decorative items. Two low sofas are arranged for seating, accompanied by a colorful accent chair. Natural light enters through a window, illuminating the soft area rug.

Cottage in Dorset

4.88 out of 5 average rating, 352 reviews

18th Century Coastal Cottage

This historic home features original stone floors, rustic wood beam ceilings, a wood-burning fireplace, modern finishes, a sauna, and a private back patio overlooking the beach. Breathe in the refreshing ocean air from this hillside retreat. I’m sorry I have a no pets policy at the cottage. This cottage has steep stairs, low ceilings, a very low rise bed and a low sofa as seen in the pictures. 60 Mallams was built in approximately 1760 and still has many rustic features throughout. The cottage has two levels, ground floor consists of open plan lounge leading to the kitchen then conservatory with shower room. Which opens out into courtyard garden with a terrace and sea views. 1st floor has the main bedroom with a super king size bed and separate bathroom with a free standing bath with room for two.. Private parking on driveway 24hr key access safe by the front door I can be contacted at any time throughout your stay. The property is located just a five minute walk from Chesil Beach. It is also close to a number of the town's local shops and cosy pubs. There’s plenty of coastal walks all around Portland The sailing club is close offering various water sports There is bus services to and from Weymouth. There are amazing coastal walks around Portland. Please be mindful of the rubbish I have food waste bins , glass only tubs and the larger of the wheelie bins (green) are recycling only ( cans paper and plastic) and the black bins are general rubbish.. please be careful with the rubbish because if it's all mixed up the bin men won't take it away...

Guest favorite

A charming thatched cottage features a traditional exterior with stone and whitewashed walls. The front door, framed by a small potted plant, is accented by decorative flower boxes beneath square windows. Surrounding greenery provides a serene backdrop, enhancing the cottage's rural appeal.

Cottage in West Lulworth

4.92 out of 5 average rating, 127 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 by foot, paddle and bike, the cottage is also within easy reach of local towns and outstanding country pubs.

Top guest favorite

A serene natural landscape showcases a tranquil pond surrounded by lush green foliage and tall grasses. Reflections of trees and cloudy skies are visible in the still water, enhancing the peaceful ambiance of the wooded area.

Cottage in Salisbury

4.99 out of 5 average rating, 119 reviews

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line

Escape to a private 80-acre woodland, just 10-15 minutes from the historic, and picturesque, city of Salisbury. Enjoy tranquil trekking trails, or relax by the secluded lake. Glide through the trees, from the fun kids treehouse, on our 100 ft zip-line, or wind down by immersing yourself in nature with a good soak in our wood-fired Dutch tub. We believe our guest cottage offers the perfect balance of natural and peaceful comfort; ideal for romantic escapes, family adventures, or digital detoxes.

Guest favorite

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 in Dorset

4.97 out of 5 average rating, 630 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.

Guest favorite

A sweeping aerial view of Lulworth Cove captures the crescent-shaped beach with blue waters, dotted with boats. The surrounding coastline features lush green hills and rocky cliffs, with bright blue skies above, conveying a sense of serenity and natural beauty.

Cottage in West Lulworth

4.92 out of 5 average rating, 162 reviews

Lulworth Cove - Jurassic Coast - Sleeps up to 8

Location! Location! Location! Seafield is your home from home, by the sea! Set right in the heart of the Jurassic Coast in the pretty Dorset village of West Lulworth. Just a stones throw from the iconic Lulworth Cove. Well appointed cottage sleeping up to 8 (max 6 adults/4 adults+4 children). 2.5 bathrooms Lots of places to eat and drink within walking distance. A ramblers paradise with direct access to the South West Coast Path to nearby Durdle Door & beyond. Well behaved dogs welcome.

Guest favorite

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 in Dorset

4.94 out of 5 average rating, 253 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.

Guest favorite

A cottage made of natural stone is surrounded by lush greenery and colorful flowers. A spacious balcony extends over the entrance, providing an outdoor area to enjoy the views. The sun illuminates the property, enhancing its inviting presence in the serene landscape.

Cottage in Morcombelake

4.95 out of 5 average rating, 426 reviews

Romantic hillside hideaway with outstanding views

A unique and romantic hideaway, Quarryman's Cottage is dinner on the roof terrace watching the sunset over Lyme Bay & Charmouth, stargazing from the luxury freestanding bath, epic views from the double shower, reading under the old oak tree, BBQ's & firepits, leisurely walks to The Anchor at Seatown via Golden Cap or the coastal path, the sound of birdsong, the glimpse of a deer, curling up in front of the wood burner in winter. It is a tranquil & heavenly escape from the bustle of daily life.

Superhost

The cottage exterior is characterized by traditional stonework and a thatched roof, set against a clear blue sky. A wooden door leads to the entrance, complemented by neatly trimmed bushes and a grassy area in front.

Cottage in Dorset

4.81 out of 5 average rating, 138 reviews

Marwells Farm Cottage

Beautiful countryside Cottage, located in a rural setting on the river Wey. Local walks from your doorstep, easily accessible to the Jurassic coastline. Short car journey to Weymouth sea front. Self contained annexe with private entrance. Fully kitted galley kitchen, travel cot. Sofa bed also on premises. Children of all ages welcome. I am delighted to be pet friendly and have lots of friendly felines of my own. Wi-Fi is available but very limited due to rural location. Free on site parking.

Top guest favorite

A charming stone wall is adorned with cascading clusters of purple wisteria blossoms. A textured wooden door is framed by greenery, while a terracotta pot holds a thriving plant. The cobbled path extends toward a verdant garden, enhancing the inviting outdoor space.

Cottage in Bruton

4.96 out of 5 average rating, 136 reviews

Godminster Manor Cottage

Set in a private cobbled courtyard on an organic farm, half a mile from Bruton, this old stone cottage has been lovingly restored. It has an inglenook fireplace, oak-framed roofs, flagstone and elm floors, with art and furniture collected over many years filling the rooms. Bruton is renowned for its restaurants and art galleries. The 'Newt in Somerset' is next door and there many other wonderful nearby destinations and beautiful walks from the farm within the surrounding countryside.

Guest favorite

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 in Lewell

4.94 out of 5 average rating, 293 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.

Guest favorite

An aerial view displays the cottage surrounded by lush greenery and gardens, showcasing a spacious patio with outdoor seating. A conservatory with glass panels is featured, and vibrant flowers adorn the exterior. The expansive landscape includes trees and a mowed path leading from the cottage.

Cottage in Honiton

4.95 out of 5 average rating, 224 reviews

Peace and Tranquillity -Hot Tub- Dog Friendly

Secluded cottage with outstanding 360 degree views of Blackdown Hills, AOB. The cottage is bright and airy, well decorated with quality furnishings, Large gardens with shrubs, flowers, trees, Jacuzzi, swings and trampoline. There is a well fitted kitchen, utility and large Conservatory. Our dog friendly cottage sits 100 metres from the lane, where parking is available. Access is via a gate and a mowed path leads up across a field to the cottage. (No vehicle access - see photos.)

Top guest favorite

The exterior of the cottage is showcased, highlighting a charming wooden structure adorned with climbing foliage. A gravel driveway leads up to the entrance, framed by neatly arranged planters. A wooden fence enhances the privacy of the property, complemented by young trees.

Cottage in Bridport

5 out of 5 average rating, 227 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.