
Cottage holiday rentals in Dorchester
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Guests love Kitchen, Wi-Fi and Pool across Dorchester rentals

5 Average rating
Dorchester stays are highly rated by guests—averaging 5 out of 5!
Top-rated cottage rentals in Dorchester
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Pilgrims Cottage-Luxury Grade 1 Listed cottage
Take it easy at this unique and tranquil getaway. Come and unwind in our Grade 1 listed cottage set in the most beautiful street in gorgeous Cerne Abbas. Steeped in history you won’t want to leave this hidden gem. Out the front door are walks for miles and a visit to the Giant is a must! Then either cook up a storm in the well equipped kitchen , enjoy the garden with Big Green Egg bbq or wander down to the choice of three local pubs. The Sea is just a short 30 mins drive. Parking free opposite
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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.
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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.
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Lovely cosy place to stay in the heart of Dorset
Oak Tree Barn is a self-catering holiday accommodation in the heart of the village of Hazelbury Bryan, Dorset. The conversion was completed in early 2012 using locally reclaimed materials and keeping many of the original features. The Barn is warm and cosy in winter and cool in summer, the detached Barn has a large open-plan lounge and kitchen with views towards the local hills. The two bedrooms (one double with bath, one twin with shower) overlook paddocks where sheep graze and chicken forage.
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Pond outside your bedroom window.
Self-contained bedroom, a sitting room and shower room. Your suite of rooms is separate from the house with its own entrance. The windows overlook the village duck pond and spring and pretty waterfall. There is parking, for your car, at your door. We're in a Dorset village with Trafalgar history, centuries old church, busy pub. The coast is only a couple of miles away. We are on the Dorset Coastal Path and the SSSI Jurasic Coast. £7.50 for a full Dorset breakfast. Evening meal £7 to £12.
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Strawberry Cottage
Lovingly restored and modernised by Harry in 2011, Strawberry Cottage is nestled by the river Wey in the village of Upwey, Dorset. This quaint property is close to the famous Jurassic Coast, within 4 miles of the seaside town of Weymouth and Dorchester town.Durdle Door / Lulworth Cove is an approximate 29 minute drive,and the main supermarket is 8 minutes away by car. Upwey has two pubs a busy tearoom,garden nursery and Tesco Express all within 5 to 10 minutes walk. Relax inside or out.
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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
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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.
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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.
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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.
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The Parlour, Duntish Mill Farm, EV Charging
The Parlour is a 3 double bedroom cottage which is part of Duntish Mill Farm that has recently been lovingly renovated. There is open plan living with vaulted ceilings and a cosy log burner. French doors that lead onto a large private patio area. Located in an AONB of Dorset, we are surrounded by plenty of stunning countryside centrally located between the historic towns of Sherbourne and Dorchester, which is also only a short drive away from the Jurassic Coast.
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Grove Farm Cottage-historic Cottage near Sherborne
Welcome to Grove Farm Cottage, a charming 17th century cottage in the peaceful village of Chetnole, near the historic abbey town of Sherborne. This delightful cottage, once part of a farm and mill is tucked away at the end of a lane, alongside the River Wriggle. Chetnole has a thriving, award-winning pub serving local ales and delicious food. The surrounding area is perfect for walking and cycling, while Weymouth's stunning beaches are a 40 minute drive away.
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Popular amenities for Dorchester cottage rentals
Cottage rentals with a hot tub

The Hideaway - sustainable hidden gem with hottub
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Peaceful Dorset Cottage, Hot tub, Family-Friendly
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Peace and Tranquillity -Hot Tub- Dog Friendly
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The Cottage, Parsonage Farmhouse with hot tub
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New Luxury Hot Tub August 2026 Shepherds Cottage
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Exclusive Lodge with Hot Tub and stunning views
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Luxury New Forest Cottage, with hot tub & log fire
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Charming Stone Cottage: Hot Tub, Games Room
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Pet-friendly cottage rentals

Coastal Retreat Steps from Lulworth Cove
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A Charming Cottage, Just a Moment from the Beach
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Blackbird Cottage near Jurassic Coast & Walks
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Cobb Cottage - Harbourside, permit parking
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The Hollies, Dorset A countryside~coastal ‘gem’
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Milly Moll Cottage, next to Church Ope Cove.
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Pretty thatched, historic Cottage in an ANOB area
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Character cottage close to beach
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Private cottage rentals

Private use of Indoor Pool available May- end Sept
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Little Thatch Cottage - Cerne Abbas, Dorset
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Converted three bed stable - no children under 8
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Cosy ecolodge with free parking near town & beach
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Cottage close to Beach & Old Harbour with Parking
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"The Stables" Spacious 2-bed Countryside Retreat
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Sherborne Character Cottage , Neda.
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Stylish country cottage close to Jurassic Coast
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Destinations to explore
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Brean Beach
- Boscombe Beach
- Mudeford Quay
- Durdle Door Holiday Park
- The Tank Museum
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- Bath Abbey
- Beer Beach
- West Bay Beach
- Alum Chine Beach
- No. 1 Royal Crescent
- St Audrie's Bay
- Shorefield Country Park
- Highcliffe Beach
- Crealy Theme Park & Resort





