Cottage vacation rentals in Ringstead Bay

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Top-rated cottage rentals in Ringstead Bay

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Top guest favorite
The cottage, constructed from Portland stone with a thatched roof, is framed by a well-maintained garden. The exterior features multiple windows and a welcoming entrance, surrounded by neatly arranged flower beds and green lawns, presenting a serene countryside setting.
Cottage in Chilfrome

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.

LocationFamilyShared spaces

4.98 out of 5 average rating, 113 reviews
Top guest favorite
Cottage in East Chaldon

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!

FamilyValuePets

4.99 out of 5 average rating, 109 reviews
Top guest favorite
The entrance features a charming brick façade with large windows, allowing natural light to fill the space. A wooden bench is positioned near the front door, surrounded by potted plants that enhance the welcoming ambiance.
Cottage in Dorset

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.

ValueLocationComfort

5.0 out of 5 average rating, 102 reviews
Guest favorite
Cottage in Weymouth

Cobb Cottage - Harbourside, permit parking

Cobb Cottage is a stylish hideaway, tucked down a cobbled side street in the heart of Weymouth's historic harbour. The cottage has been lovingly converted from a former bookshop into a contemporary, centrally located holiday home with easy access to Weymouth harbour. Perfectly suited for two couples or a family, with three bedrooms and two bathrooms. There is a parking permit to for one car which provides free parking on street outside the cottage, or in a nearby car park. Dog friendly!

LocationFamilyWalkability

4.93 out of 5 average rating, 107 reviews
Top guest favorite
A charming barn conversion features natural stone walls and large windows that invite ample sunlight. The surrounding landscape includes lush greenery and a clear blue sky, creating a serene rural atmosphere. The driveway leads to the entrance, providing easy access to the property.
Cottage in Dorset

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

ValueFamilyBathroom

4.8 out of 5 average rating, 207 reviews
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

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

LocationFamilyGrill

4.92 out of 5 average rating, 216 reviews
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

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.

LocationValueCheckout

4.94 out of 5 average rating, 327 reviews
Top guest favorite
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 in Corfe Castle

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.

LocationFamilyLayout

4.99 out of 5 average rating, 308 reviews
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

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.

LocationFamilyCleanliness

4.99 out of 5 average rating, 275 reviews
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

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.

ValueFamilyLayout

4.93 out of 5 average rating, 161 reviews
Top guest favorite
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 in Portland

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.

LocationFamilyKitchen

4.99 out of 5 average rating, 339 reviews
Top guest favorite
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

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!

LocationFamilyDecor

4.98 out of 5 average rating, 401 reviews

Popular amenities for Ringstead Bay cottage rentals

Cottage rentals with a hot tub

Guest favorite
Cottage in Alton Pancras

The Hideaway - sustainable hidden gem with hottub

FamilyValueComfort

4.96 out of 5 average rating, 115 reviews
Top guest favorite
The charming thatched cottage features a wooden roof terrace surrounded by lush greenery. Stonework and a blue door create a rustic appearance, while ample sunlight illuminates the exterior. A gravel pathway leads to the entrance, framed by trees and shrubs.
Cottage in Moreton

A Stunning Dorset Thatched Cottage - Dog friendly

ValueFamilyGetting around

4.95 out of 5 average rating, 208 reviews
Top guest favorite
A charming cottage is nestled among lush greenery, featuring wooden siding and a slate roof. Vibrant floral arrangements frame the entrance, and large windows allow natural light to illuminate the inviting space. A gravel path leads up to the entrance, enhancing the cottage's secluded feel.
Cottage in Frogham

Luxury New Forest Cottage, with hot tub & log fire

LocationFamilyBeach

4.97 out of 5 average rating, 249 reviews
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

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

FamilyLocationNearby

4.99 out of 5 average rating, 170 reviews
Top guest favorite
Cottage in Dorchester

Peaceful Dorset Cottage, Hot tub, Family-Friendly

FamilyLocationSleep quality

4.98 out of 5 average rating, 245 reviews
Top guest favorite
A thatched farmhouse is set amidst a lush green lawn, featuring vibrant flowerbeds along the front. A well-maintained garden includes wooden outdoor furniture, offering a serene space for relaxation. Large windows allow natural light to enhance the inviting exterior of the cottage.
Cottage in Dinnington

The Cottage, Parsonage Farmhouse with hot tub

LocationFamilyBiking

4.95 out of 5 average rating, 612 reviews
Guest favorite
The charming stone cottage features a light blue front door framed by lush greenery and vibrant flowering plants. Multiple windows provide natural light, and the quaint roofline is accented with traditional chimney stacks. A serene garden area enhances the inviting atmosphere of the property.
Cottage in Langport

Charming Stone Cottage: Hot Tub, Games Room

ValueFamilyBackyard

4.87 out of 5 average rating, 327 reviews
Top guest favorite
A secluded hot tub area is nestled within lush greenery and blooming flowers. The wooden structure provides coverage, with a window allowing light to filter in. Bright white daisies surround the hot tub, enhancing the serene outdoor environment.
Cottage in Godshill

Cottage with Covered Hot Tub Godshill New Forest

ValueFamilyAccuracy

4.95 out of 5 average rating, 227 reviews

Destinations to explore