The Winch
A one-bedroom holiday home located in the heart of a bustling seaside town, set in a grade 2 listed building with a cosy and stylish interior, near the coast and local attractions.
Dorset
Dorset is a scenic and historic English county famed for its Jurassic Coast, market towns, cultural festivals, and literary heritage, offering diverse landscapes and accessible transport.
Located in Swanage
Swanage is a charming coastal town in Dorset, England, known for its Victorian heritage, sandy beach, and beautiful bay. It offers a mix of historical landmarks, cultural venues, and outdoor activities, making it a popular tourist destination on the Jurassic Coast.
The Victorian Barn - Hayloft
Hayloft is a first-floor countryside apartment with character and privacy, set within a historic Victorian barn estate offering shared amenities including a heated indoor pool, fishing lakes, games room and scenic surroundings in Dorset.
Higher Checkridge Farm- Cider House
Cider House is a 15th-century Grade II listed traditional stone built cottage set at the head of a valley with country views and surrounded by 27-acre grounds, ideal for families and multi-generational stays with access to an adventure playground and close proximity to the Jurassic Coast.
family-focused
child-friendly
multi-generational
country-walk-base
historic-building
private-retreat
Old School Retreat
Old School Retreat is a stylish and sympathetically renovated four-bedroom converted Old School building located in the village of Puddletown, Dorset, offering a blend of historic charm and modern comfort with a peaceful village setting near a pub and shop.
stylish
historic-building
private-retreat
family-focused
child-friendly
celebration-feel
self-contained
outdoor-activities
country-walk-base
peaceful
homely
cosy
laid-back
good-for-gatherings
No. 1
A Grade II listed three-bedroom holiday home located in Shaftesbury town centre, featuring stylish and homely interiors with accessibility features including a lift, and facing the greenery of the Trinity Centre.
The Compasses Inn Cottages - White Wing
This cottage offering is located close to the New Forest and is set in an ancient village with historic features and countryside surroundings, adjacent to a village pub and near various outdoor activity opportunities.
family-focused
child-friendly
countryside
historic-building
outdoor-activities
self-contained
good-stopover
The Retreat
This Grade II listed thatched barn conversion is nestled in the Dorset countryside, offering spacious accommodation with a games room and a lawned garden with patio, surrounded by natural and historic attractions.
historic-building
family-focused
child-friendly
country-walk-base
outdoor-activities
self-contained
private-retreat
Swiss Cottage
Swiss Cottage is a charming Grade II listed thatched detached cottage in the village of Chideock, near the Jurassic Coast, offering a homely and historic atmosphere with coastal and scenic surroundings ideal for families and those seeking a peaceful private retreat.
Located in Bridport
Bridport is a historic market town in Dorset known for its Saxon origins, rope-making heritage, vibrant arts scene, literary festivals, and scenic coastal setting near West Bay and the Jurassic Coast.
Armswell House
This offering is an 18th-century farmhouse located in Dorset countryside near the hamlet of Plush, known for its historic character, spaciousness, and rural setting with extensive farmland surroundings and nearby countryside attractions.
cosy
historic-building
private-retreat
family-focused
child-friendly
celebration-feel
good-for-gatherings
homely
outdoor-activities
country-walk-base
nature-immersion
peaceful
The Riding House
A 17th-century restored, stylish holiday home set within a large parkland estate with 8 individually designed ensuite kingsize bedrooms, suitable for groups and families.
stylish
historic-building
celebration-feel
good-for-gatherings
family-focused
private-retreat
self-contained
outdoor-activities
country-walk-base
shared-meal-friendly
Hooke Court
A spacious 17th century moated manor house near the Dorset coast, featuring historic character and charm, set in a large garden with private parking and suitable for large family or group reunions.
Paddock View
A cosy and tranquil barn conversion situated in a historic village setting with views over open countryside, featuring a woodburner and private garden space.
peaceful
cosy
homely
laid-back
private-retreat
stylish
romantic
intimate
self-contained
fresh-air
countryside
country-walk-base
nature-immersion
family-focused
historic-building
Higher Checkridge Farm - Cider Cottage
Cider Cottage is a traditional 15th-century Grade II listed stone cottage located at the head of a valley with country views and close to Lyme Regis and the Jurassic Coast, offering a peaceful and rural retreat with access to large grounds and a children's playground.
family-focused
child-friendly
country-walk-base
peaceful
historic-building
self-contained
outdoor-activities
good-for-gatherings
group-friendly
Sturminster Retreats - The Manor Stables
This offering is a recently refurbished two-bedroom stable conversion in the peaceful Dorset village of Hinton St Mary, blending period features with modern comforts and surrounded by scenic countryside and local historic attractions.
cosy
stylish
private-retreat
self-contained
family-focused
child-friendly
country-walk-base
peaceful
nature-immersion
historic-building
Lloyds Cottage
This ground-floor coastal property in Dorset is ideal for families, offering open-plan living with scenic views over Portland Bill and nearby water-based activities, set adjacent to the owners' home in a location rich with historic World War II links.
Bramble Cottage
Bramble Cottage is a 17th-century cottage with exposed wooden beams and a secluded garden near the beach, pub, and restaurant, suitable for small families or groups with private accommodation including an annex and nearby shared swimming pool.
peaceful
homely
family-focused
child-friendly
historic-building
country-walk-base
outdoor-activities
Park Farmhouse
A spacious thatched former farmhouse dating back to 1750 in a historic Dorset village, offering a peaceful countryside setting with far-reaching views, ideal for large family gatherings and celebrations near the Jurassic Coast.
peaceful
homely
family-focused
multi-generational
celebration-feel
historic-building
countryside
country-walk-base
outdoor-activities
child-friendly
private-retreat
self-contained
The Chatham
This Grade II listed Great House in Lyme Regis offers character accommodation with views of Chesil Beach and the Heritage Coast, situated close to the seafront and town amenities with a large enclosed courtyard and decked terrace.
Gore Cottage
Gore Cottage is a charming, historic thatched cottage near Bridport, set in a peaceful rural area with a cosy interior, a garden, and a perfect setting for reconnecting with nature and loved ones.
The Old Post Office
A 4-guest thatched cottage in the rural hamlet of Lower Bockhampton, Dorset, with historic charm, garden, private parking, and access to nearby scenic and cultural attractions.
peaceful
cosy
homely
historic-building
private-retreat
nature-immersion
good-for-gatherings
family-focused
child-friendly
St James Cottage
St James Cottage is a charming Grade II listed thatched cottage in North Dorset, set close to the historic town centre of Shaftesbury and countryside footpaths, ideal for families and groups seeking a cosy and private countryside retreat with character.
Round Chimneys Farm - Churchill Cottage
Churchill Cottage is a characterful rural retreat set within a 300-acre working farm in north west Dorset countryside, offering a peaceful setting close to historical towns and countryside attractions.
The Old Stone House
The Old Stone House is a historic 17th-century property in Swanage, Dorset, featuring original stonework and beams, laid out over three floors with scenic views and an enclosed garden, situated close to the town centre and local outdoor attractions.
historic-building
family-focused
child-friendly
peaceful
private-retreat
nature-immersion
countryside
country-walk-base
Buzzards
First floor accommodation in a tranquil village setting near Bridport and West Bay, featuring views over the Dorset Downs and close to historic towns and natural attractions in an Area of Outstanding Natural Beauty.
Eton Cottage
Eton Cottage is a charming and stylish thatched cottage located in a peaceful village in North Dorset, offering a cosy and romantic rural retreat with nearby scenic countryside walks.
homely
stylish
romantic
private-retreat
country-walk-base
family-focused
child-friendly
historic-building
No.1 The Old School
This property is a former village school from 1864 located in Puddletown, Dorset, offering accommodation for up to six guests with three bedrooms and a large enclosed garden in a peaceful village setting near the Jurassic Coast.
The Old Tithe Barn
This Grade II 13th-century detached stone tithe barn in Litton Cheney offers character accommodation for 19 guests with nine en-suite bedrooms and is set on a working farm in a scenic countryside location near Chesil Beach and the Jurassic Coast.
family-focused
child-friendly
multi-generational
celebration-feel
historic-building
countryside
country-walk-base
self-contained
good-stopover
functional
independent-stay
private-retreat
homely
cosy
laid-back
peaceful
Cerne Abbey Cottage
A pet-friendly historic property in Cerne Abbas offering a cosy and romantic stay with private parking, garden seating, and Wi-Fi included, set within the scenic Dorset Hills and close to local walks and pubs.
The Compasses Inn Cottages - Blue Charm
This accommodation is a homely, family- and pet-friendly cottage situated in a historic village near the New Forest National Park, featuring a shared garden and close proximity to a traditional village pub.