
Cottage vacation rentals in Chesil Bank
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Top-rated cottage rentals in Chesil Bank
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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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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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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.
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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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Cottage close to Beach & Old Harbour with Parking
Sydenham Cottage | Stylish Coastal Retreat with Parking | Walk to Beach & Harbour Beautifully refurbished to a high standard, Sydenham Cottage is a stylish and comfortable base for your Weymouth stay. Just a 2-minute walk from the bustling harbour and moments from the award-winning beach, it’s perfect for exploring cafés, restaurants, and the coast. Prices shown include Airbnb’s 18.6% booking fee. This property is also available to book on other platforms, where prices and fees may differ.
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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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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.
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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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Blackbird Cottage near Jurassic Coast & Walks
Slow down, switch off and experience Dorset from Blackbird Cottage, a beautifully restored 300 year old stone cottage in the heart of Beaminster, one of the county's most picturesque market towns. Wake to birdsong, stroll to independent cafés, pubs and restaurants, explore the Jurassic Coast or nearby hills, then return to light the crackling wood burner. With an enclosed private garden, dreamy feather and down beds, dogs very welcome. It's the perfect escape, whatever the season.
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Cosy ecolodge with free parking near town & beach
Asker Lodge is an eco-friendly lodge, seconds from the Old Railway Track for a lovely 2.4 mile stroll or cycle to the Jurassic Coast at West Bay. Or walk 15 mins in the opposite direction and you're in Bridport's bustling town centre Downstairs, there's an inviting open plan kitchen & living room opening onto a sunny patio garden. There's also a log burner & sofa bed, plus bathroom with electric shower. Upstairs are 2 cosy bedrooms (1 double & 1 single). Free parking for 2 cars
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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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A Charming Cottage, Just a Moment from the Beach
Right on the gateway of the best beach in the United Kingdom. This is an excellent place to get your Weymouth adventure underway. Sympathetically updated and located a moment from the beach and train station; it'll suit most visitors needs. We've tried to update the cottage in keeping with a turn of the century victorian home, yet keeping it stylish and up to date with all the mod-cons you would expect. We're located close-by, so we're on-hand to support your trip. Enjoy.
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Popular amenities for Chesil Bank cottage rentals
Cottage rentals with a hot tub

The Hideaway - sustainable hidden gem with hottub
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The Cottage, Parsonage Farmhouse with hot tub
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Exclusive Lodge with Hot Tub and stunning views
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Peaceful Dorset Cottage, Hot tub, Family-Friendly
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New Luxury Hot Tub August 2026 Shepherds Cottage
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A Stunning Dorset Thatched Cottage - Dog friendly
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Abbey View Cottage - Scandi Hot Tub - EV Charging
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‘The Nest’ A beautiful cottage in Devon
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Pet-friendly cottage rentals

Maidenwell Cottage. Near Chesil Beach, Portland
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Cobb Cottage - Harbourside, permit parking
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The Parlour, Duntish Mill Farm, EV Charging
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Milly Moll Cottage, next to Church Ope Cove.
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Violet Bay - Lovely 2 bedroom fisherman’s cottage
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Character cottage close to beach
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Grove Farm Cottage-historic Cottage near Sherborne
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Authentic, cosy, thatched cottage, mins from coast
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Private cottage rentals

Harbour's Edge Cottage - Nothe Parade, Weymouth
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Cute, Cosy & Stylish Bothy Cottage, near Sherborne
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Jasmine Cottage
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Thatched Cottage by Lulworth Cove & Durdle Door
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Cottage Near Beach and 3 Pubs. South facing garden
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Happy Riverside Cottage by the Seaside, Lyme Regis
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Lovely cosy place to stay in the heart of Dorset
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Character Cottage close old harbour, beach & town
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Destinations to explore
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- Cottage rentals England
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- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Durdle Door Holiday Park
- Torquay Beach
- The Tank Museum
- Lyme Regis Beach
- Kimmeridge Bay
- Bournemouth International Centre
- Beer Beach
- West Bay Beach
- Alum Chine Beach
- St Audrie's Bay
- Shorefield Country Park
- Highcliffe Beach
- Crealy Theme Park & Resort
- Poole Quay





