Cottage holiday rentals in Osmington

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Osmington

Guests agree: These cottages are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A spacious living room features exposed brick walls surrounding a wood burner, offering a warm focal point. Comfortable sofas provide ample seating, while a wooden coffee table is positioned in the center. Soft lighting and neutral tones enhance the inviting character of the room.
Cottage in West Lulworth
4.94 out of 5 average rating, 143 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 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 in Dorset
4.97 out of 5 average rating, 678 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.

Top Guest favourite
The charming exterior of Carter's Cottage is showcased, featuring traditional stone walls and a thatched roof. Lush greenery surrounds the property, while the gravel pathway leads to a welcoming entrance framed by potted plants.
Cottage in North Chideock
4.87 out of 5 average rating, 109 reviews

Authentic, cosy, thatched cottage, mins from coast

Cosy Carters Cottage nestles in the peaceful Dorset hamlet of North Chideock, adjacent to 16th century Home Farm Cottage. A fab rambler's location, with EV charger, 40 mins walk from the Jurassic coastline, 3 thatched pubs, Spar shop, Felicity's Farm Shop, Hell's Lane smugglers hollow-way, Colmers Hill & Symondsbury Estate Cafe. 15 mins drive to Lyme Regis. The cottage is simply furnished - 2 bedrooms, (second at top of stairs) WC, kitchen & lounge. Guest parking with private, walled garden.

Top Guest favourite
A charming row of traditional thatched cottages is showcased, constructed from natural stone. Each cottage features distinctive painted doors, with the central door in a bright blue shade. Wooden shutters frame the windows, enhancing the quaint village atmosphere.
Cottage in West Lulworth
4.97 out of 5 average rating, 118 reviews

Walk to Lulworth Cove and Durdle Door from Cottage

A beautifully restored 300-year-old thatched retreat in the heart of West Lulworth. Tucked among the historic thatched cottages Honeysuckle Cottage is a romantic one-bedroom retreat a short stroll from Lulworth Cove, Durdle Door and the Coast Path. Lovingly restored over two years with quality craftsmanship and carefully chosen finishes, the cottage blends historic character with modern comfort, offering a peaceful, luxurious base to explore the Jurassic Coast. Arrive, unpack, and slow down.

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 in Osmington
4.86 out of 5 average rating, 186 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.

Guest favourite
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, 162 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.

Top Guest favourite
Cottage in Lewell
4.94 out of 5 average rating, 311 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
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
4.99 out of 5 average rating, 260 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.

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 in Dorset
4.98 out of 5 average rating, 387 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!

Guest favourite
The exterior of the cottage features a charming stone façade with a thatched roof. A wooden door is surrounded by multiple windows. Lush greenery is present in the garden, along with a small patio area furnished with a dining set.
Cottage in Overcombe
4.96 out of 5 average rating, 118 reviews

Thatched Cottage by the Beach

The Stables is a charming thatched cottage nestled in the sort after village of Preston, Dorset. It is located a short walk to the beach and village amenities. It is perfectly located to access nearby famous Weymouth Beach, Weymouth Harbour and the beautiful Jurassic Coast. A romantic stable conversion with a recently re-designed Kitchen and Bathroom. It is perfect for an active summer beach holiday or a cozy winter holiday in front of the fire.

Top Guest favourite
The cottage is set within a lush garden, featuring a serene pond surrounded by greenery. Tufts of yellow and green plants are visible in the water, and the cottage showcases a traditional design with a gabled roof and balcony. Trees provide a natural backdrop and privacy.
Cottage in Winfrith Newburgh
4.94 out of 5 average rating, 140 reviews

Stylish country cottage close to Jurassic Coast

Little Glebe Cottage provides superb high class country accommodation for four people just minutes from the beautiful Jurassic Coast - Lulworth Cove and the iconic Durdle Door beach are two miles down the road. Set back from the road it is private and peaceful. The cottage is light and airy with one double bedroom and a second “super king” bedroom that can be split into two good sized singles. Minimum stay is three nights.

Guest favourite
A window opens to breathtaking hillside views, framed by large white window panes. The sunset casts vibrant colors across the sky, reflecting warm hues. A decorative hare figurine rests peacefully on the windowsill, adding a charming touch to the scene.
Cottage in Swanage
4.94 out of 5 average rating, 162 reviews

Deal Cottage - a cosy getaway for two

Deal Cottage is a traditional Purbeck stone mid terrace cottage in the Herston area of Swanage. Formerly a quarryman's home for many generations this grade 2 listed property is part of the original town & has uninterrupted hill views of Ninebarrow & Ballard Down. Walk & explore the Isle of Purbeck: just 30 mins drive to Durdle Door & Lulworth Cove. Swanage town centre & beach are a 20 min (2km) walk from Deal Cottage.

Popular amenities for Osmington cottage rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Dorset
  5. Osmington
  6. Cottage rentals