Cottage holiday rentals in Weymouth

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Top-rated cottage rentals in Weymouth

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An open-plan lounge area displays a wood-burning fireplace set against a rustic stone hearth, with shelves featuring decorative items. Two low sofas are arranged for seating, accompanied by a colorful accent chair. Natural light enters through a window, illuminating the soft area rug.
Cottage in Dorset
4.88 out of 5 average rating, 355 reviews

18th Century Coastal Cottage

This historic home features original stone floors, rustic wood beam ceilings, a wood-burning fireplace, modern finishes, a sauna, and a private back patio overlooking the beach. Breathe in the refreshing ocean air from this hillside retreat. I’m sorry I have a no pets policy at the cottage. This cottage has steep stairs, low ceilings, a very low rise bed and a low sofa as seen in the pictures. 60 Mallams was built in approximately 1760 and still has many rustic features throughout. The cottage has two levels, ground floor consists of open plan lounge leading to the kitchen then conservatory with shower room. Which opens out into courtyard garden with a terrace and sea views. 1st floor has the main bedroom with a super king size bed and separate bathroom with a free standing bath with room for two.. Private parking on driveway 24hr key access safe by the front door I can be contacted at any time throughout your stay. The property is located just a five minute walk from Chesil Beach. It is also close to a number of the town's local shops and cosy pubs. There’s plenty of coastal walks all around Portland The sailing club is close offering various water sports There is bus services to and from Weymouth. There are amazing coastal walks around Portland. Please be mindful of the rubbish I have food waste bins , glass only tubs and the larger of the wheelie bins (green) are recycling only ( cans paper and plastic) and the black bins are general rubbish.. please be careful with the rubbish because if it's all mixed up the bin men won't take it away...

Top Guest favourite
A charming stone cottage is surrounded by lush greenery and various colorful flowering plants. A small white table and two chairs are placed outside, inviting guests to enjoy the garden view. The cottage features a traditional door framed by vibrant foliage.
Cottage in Dorset
4.97 out of 5 average rating, 641 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.

Guest favourite
The exterior view of the converted barn is presented, showcasing the stone structure surrounded by lush greenery. A gravel driveway leads to the property, with an outdoor seating area visible. Neat hedges outline the garden, offering a sense of privacy amid the scenic countryside.
Cottage in Dorset
4.94 out of 5 average rating, 258 reviews

Little Barn is a cosy dwelling in a remote valley

Little Barn is located in a remote valley between Upwey and Portesham near Weymouth in Dorset A converted Barn with a modern open plan interior. An adequate garden with Outdoor furniture and BBQ with an external secure store for bicycles etc. The area is good for walking (dogs welcome), many footpaths line the surrounding countryside. Hardy's monument is situated a few miles away. The area offers good cycling both on and off road. Good access to the Dorset coastline which is a short drive away.

Top Guest favourite
The exterior of Oak Tree Barn displays rustic brick walls complemented by wooden window frames. A small tree is planted in a pot near the entrance, while a bench sits on a gravel path, surrounded by a tranquil rural landscape.
Cottage in Dorset
4.98 out of 5 average rating, 236 reviews

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.

Guest favourite
A cottage made of natural stone is surrounded by lush greenery and colorful flowers. A spacious balcony extends over the entrance, providing an outdoor area to enjoy the views. The sun illuminates the property, enhancing its inviting presence in the serene landscape.
Cottage in Morcombelake
4.95 out of 5 average rating, 442 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.

Top Guest favourite
A bright living area features a comfortable sofa with navy blue and plaid cushions, complemented by a rustic coffee table. A flat-screen TV is mounted on the wall, and natural light floods in through large windows, illuminating the stone wall and wooden furniture.
Cottage in Weymouth
4.97 out of 5 average rating, 173 reviews

Cottage close to Beach & Old Harbour with Parking

Sydenham Cottage is an attractive cottage with designated parking, refurbished to a high standard; designed to make you feel at home. The cottage is located in the heart of Weymouth just 2 minutes walk from restaurants, cafes, the old harbour, and award winning blue flag beach. The house is perfect for families or couples wanting a cosy retreat. You can walk from the house to the sandy beaches, craggy cliffs off the Jurassic Coast with the Dorset Downs nearby, so walkers will love it too.

Guest favourite
A sunlit courtyard garden features stone paving and a wooden table set with two chairs. Planters filled with greenery surround the area, creating a tranquil spot. A plaid blanket drapes over one chair, inviting relaxation among the plants and flowers.
Cottage in Langton Matravers
4.9 out of 5 average rating, 252 reviews

Cosy Cottage in Rural Hamlet on the Jurassic Coast

Quirky, Cozy Cottage. Perfect for a winter/summer break. Coal/Wood burner and a Super-King Size Bed. Located in Acton, A small tranquil hamlet, The cottage is surrounded by fields and located right on the South West Coast Path. Incorporating breath-taking views from all around. Everything is on your doorstep! Walkable is the Square and Compass, The Kings Arms in Langton, Dancing Ledge, Seacombe, Chapmans Pool, Dinosaur Footprints, The South West Coast Path, Swanage and Studland Beaches.

Top Guest favourite
A bright and airy living area showcases a wooden dining table surrounded by chairs. A cozy seating area features a vibrant green sofa and a woodburning stove. Large bifold doors open to a balcony, offering views of the surrounding countryside.
Cottage in Devon
4.98 out of 5 average rating, 221 reviews

Luxury bolthole in secluded valley near coast

The Old Cow Byre is a unique hideaway in a tranquil valley, less than 20 minutes from the Jurassic Coast's stunning beaches. Perfect for a romantic break. Lounge on the balcony floating over your own private wildflower meadow. Have dinner watching the sun sink behind the valley. Sit round the woodburner for cosy evenings in, or round the fire pit outside wrapped in blankets. Discover country pubs with beer out of the barrel. Take walks from the front door or along the South West Coast Path.

Top Guest favourite
Cottage in Chideock
4.95 out of 5 average rating, 101 reviews

Walk to beach and good pubs. Parking.

Are you looking to enjoy countryside and coastal walks whilst staying in a stylish, cosy cottage? You'll find 3 good pubs that are walkable from the cottage and it is just a 20 minute walk to the beach at Seatown. Buses every hour so you can walk one way and ride back. Good Spar shop with EV charging just down the road. Greenwich Cottage in Chideock is perfect for a restful break with all the mod-cons you expect with good wifi and smart TV. Cosy log-burner and fantastic views. Parking.

Guest favourite
A charming harbourside cottage is viewed from across the water, showcasing a two-story facade with various window styles. A small boat is docked in the foreground, while the surrounding buildings exhibit a mix of soft colors and architectural features that complement the waterfront setting.
Cottage in Dorset
4.95 out of 5 average rating, 137 reviews

Harbour's Edge Cottage - Nothe Parade, Weymouth

Beautiful harbourside cottage with fantastic outlook onto Weymouth harbour. This two bedroom cottage is delightfully decorated and has everything you need for a wonderful vacation. The kitchen is really well equipped & there is a washer dryer. The dining area (ground floor) is great for an evening meal & there is a view of the harbour from many of the rooms. The lounge has amazing views of the harbour and is located on the first floor along with the twin bedroom and main bathroom.

Guest favourite
A cozy living area features a wood burner set into a simple mantel, complemented by a glass coffee table with wooden legs. Two colorful armchairs, one yellow and one teal, are arranged around the space, with natural light streaming through the windows adorned with potted plants.
Cottage in Dorset
4.93 out of 5 average rating, 170 reviews

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.

Top Guest favourite
The cozy sitting area features a gray sofa adorned with decorative cushions, complemented by a round ottoman. A wooden shelf displays a vase and art, while rustic stone walls add texture. Warm lighting is provided by two wall sconces, enhancing the inviting ambiance.
Cottage in Lyme Regis
4.98 out of 5 average rating, 364 reviews

Happy Riverside Cottage by the Seaside, Lyme Regis

Lym Leat Cottage is a light and airy & spacious one bedroom cottage in the centre of Lyme Regis. This happy property sits alongside the babbling River Lym and is only a few minutes walk to the beach, artisan shops and high street bustle. This boutique property boasts a cosy fully equipped kitchen, sitting room, private entrance, hallway, bath & shower room, comfortable lounge and views of the River Lym. HD TV, Playstation 4 and superfast fibre optic broadband Wi-Fi.

Popular amenities for Weymouth cottage rentals

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Avg. price$237 NZD$237 NZD$263 NZD$310 NZD$322 NZD$310 NZD$343 NZD$355 NZD$303 NZD$270 NZD$248 NZD$296 NZD
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Quick stats about cottage rentals in Weymouth

  • Total holiday rentals

    Explore 70 holiday rentals in Weymouth

  • Nightly prices starting at

    Weymouth holiday rentals start at $139 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,860 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Weymouth holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Weymouth rentals

  • 4.8 Average rating

    Weymouth stays are highly rated by guests—averaging 4.8 out of 5!

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