Cottage holiday rentals in Chesil Bank

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Top-rated cottage rentals in Chesil Bank

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Top Guest favourite
The entrance of Bothy Cottage is framed by lush greenery and colorful flowers, with a wooden gate leading to a gravel path. The weathered stone exterior showcases a mix of brick and stonework, highlighted by a sign identifying the cottage.
Cottage in Dorset
4.97 out of 5 average rating, 679 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
Cottage in Honiton
4.98 out of 5 average rating, 595 reviews

East Devon Farmhouse Cottage luxurious and rural.

The cottage at Higher Blannicombe Farmhouse is an 18th Century property in an idyllic setting with far reaching views overlooking the Blannicombe Valley in an AONB, surrounded by Dairy Farmland. 1.5 miles from the centre of Honiton, in East Devon. The accommodation comprises a large sitting room, wood burning stove, king size bedroom with TV and large ensuite bathroom, with a bath and shower, private terrace overlooking the valley. NO KITCHEN. Free parking, 1 good dog welcome, House rules apply

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, 110 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.

Guest favourite
A wooden deck extends from the cottage, offering a clear view of the surrounding greenery and hills. The sky is bright with scattered clouds, and the soft sunlight highlights the natural textures of the area, creating an inviting outdoor space for relaxation.
Cottage in Morcombelake
4.95 out of 5 average rating, 482 reviews

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.

Superhost
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, 188 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.

Top Guest favourite
A tranquil garden area is depicted along the river, featuring a smooth stone wall and a rustic wooden bench. Lush greenery and tall reeds line the water's edge, while the cottage is partially visible in the background, surrounded by trees.
Cottage in Dorset
4.95 out of 5 average rating, 238 reviews

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.

Superhost
Cottage in Sutton Poyntz
4.83 out of 5 average rating, 187 reviews

A peaceful retreat to rest, recharge and explore.

A cosy self-contained Annex with open plan living area, log burner and character wood floor and stone walls. A spiral staircase leads up to a very comfortable double bedroom with a king-size bed. The bedroom on the ground floor contains a double bed and enjoys patio doors leading onto a small private garden with patio table and chairs. The property is hidden away in a very quiet, peaceful setting and is entered from the gravel drive through the front door into the light airy kitchen.

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.

Superhost
Cottage in Dorset
4.8 out of 5 average rating, 152 reviews

Marwells Farm Cottage

Beautiful countryside Cottage, located in a rural setting on the river Wey. Local walks from your doorstep, Short car journey to Weymouth sea front. Self contained annexe with private entrance. Fully fitted galley kitchen. One bedroom with a double and single bed+ sofa bed in the sitting room. Children of all ages welcome. I am pet friendly, with felines of my own. Wi-Fi is available but very limited due to rural location. Free on site parking. All photographs taken in January 2026

Top Guest favourite
The exterior of the eco-friendly lodge showcases a wooden façade with a triangular feature window. A cozy patio area is visible, furnished with a table and four chairs, surrounded by lush greenery, providing a serene outdoor space.
Cottage in Dorset
4.94 out of 5 average rating, 216 reviews

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

Top Guest favourite
An aerial view displays the cottage surrounded by lush greenery and gardens, showcasing a spacious patio with outdoor seating. A conservatory with glass panels is featured, and vibrant flowers adorn the exterior. The expansive landscape includes trees and a mowed path leading from the cottage.
Cottage in Honiton
4.95 out of 5 average rating, 260 reviews

Peace and Tranquillity -Hot Tub- Dog Friendly

Secluded cottage with outstanding 360 degree views of Blackdown Hills, AOB. The cottage is bright and airy, well decorated with quality furnishings, Large gardens with shrubs, flowers, trees, Jacuzzi, swings and trampoline. There is a well fitted kitchen, utility and large Conservatory. Our dog friendly cottage sits 100 metres from the lane, where parking is available. Access is via a gate and a mowed path leads up across a field to the cottage. (No vehicle access - see photos.)

Top Guest favourite
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.

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