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Cottage holiday rentals in Weymouth Harbour

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Top-rated cottage rentals in Weymouth Harbour

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Cottage in Dorset

4.88 out of 5 average rating, 308 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...

12–19 Dec

$304 SGD per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 281 reviews

The Old Apple Store, Bridport and Jurassic Coast

Our cottage is nestled in the heart of the Bride Valley close to the Jurassic Coast. This converted barn has views over our orchard. The cottage is 20 minutes drive from Dorchester and Bridport. 40 minutes to Durdle Door. Upstairs kitchen area with cooker, fridge, washing machine, lounge area with lots of books, DVD ‘s. Dining area and balcony with seating. Downstairs Large bedroom with King Size bed. Bathroom with shower. Outside pretty walled garden with seating. Min 2 night stay.

22 Feb – 1 Mar

$191 SGD per night

Guest favourite

Cottage in Dorset

4.97 out of 5 average rating, 539 reviews

Cute & Cosy Bothy Cottage, near Sherborne & Yeovil

The Bothy is a stylish detached cottage where you can share some Prosecco on your terrace or snuggle up beside a log fire Dating from the 1700's, our recently restored "boutique" stone cottage is in the rural historic Yetminster Conservation Area with a thatched pub, lovely local cafe & shop. It is next door to a quintessential English Heritage listed thatched cottage You are on the edge of the Dorset Area of Outstanding Natural Beauty and you have great access to the sea on the Jurassic Coast

10–17 Oct

$197 SGD per night

Guest favourite

Cottage in Weymouth

4.97 out of 5 average rating, 122 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.

14–21 Apr

$372 SGD per night

Guest favourite

Cottage in Langton Matravers

4.92 out of 5 average rating, 133 reviews

Cosy Cottage in Rural Hamlet on the Jurassic Coast

Quirky, Cozy Cottage. Perfect for a romantic winter/summer break. Mutli -Fuel 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 and Swanage Beaches.

6–13 Dec

$167 SGD per night

Cottage in Portland

4.89 out of 5 average rating, 129 reviews

Number 107, Isle of Portland, Dorset

Number '107' positioned on the Isle of Portland with its close proximity to Chesil Beach is a spacious, comfy & well equipped cottage within 5 mins walk of the beach. Situated close to all local amenities with shops, cafes & pubs all within a short walking distance. The cottage is perfect for families & couples looking for a cosy seaside retreat & those looking for a place to relax after a day of walking, climbing, and water sports. An ideal base for exploring Jurassic Coast and beyond.

14–21 Oct

$184 SGD per night

Guest favourite

Cottage in Easton

4.92 out of 5 average rating, 166 reviews

Milly Moll Cottage, next to Church Ope Cove.

Julie and Matt welcome you to Milly Moll Cottage. A quirky C18th, grade 2 listed property full of character and charm, just next door to the Portland museum. Built of Portland stone with original fireplaces and a cozy lounge with a log burner, from here you can explore the Jurassic coast. It’s a 2 minute walk to Church Ope Cove, either passing under Rufus Castle arch or via the ruins of St Andrews church and is ideally placed for numerous outdoor pursuits. We hope you will enjoy your stay.

8–15 Oct

$170 SGD per night

Guest favourite

Cottage in Winfrith Newburgh

4.98 out of 5 average rating, 251 reviews

Bramble - 17th Century Barn Conv -enclosed garden

Bramble Barn is a beautiful 17th-century barn conversion situated down a private road just 4 miles from Lulworth Cove, Durdle Door and the Jurrasic Coast World Heritage Site. This large splendid brick barn has been converted into two identical properties creating accommodation of the highest standards. Each barn has its own enclosed garden and a south-facing terrace, ideal for eating out. Tadnoll Heath, a Dorset Wildlife Trust Reserve, lies just to the north. Ample off-road parking.

10–17 Mar

$234 SGD per night

Guest favourite

Cottage in Lewell

4.94 out of 5 average rating, 245 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.

25 Sep – 2 Oct

$241 SGD per night

Guest favourite

Cottage in Dorset

4.96 out of 5 average rating, 108 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.

6–13 Feb

$308 SGD per night

Guest favourite

Cottage in Dorset

4.92 out of 5 average rating, 135 reviews

Chesil Cove Holiday Cottage

A Grade II listed traditional characterful fisherman's cottage located adjacent to the iconic Chesil Cove on the island of Portland, part of the Jurassic Coast. The cottage is small and cosy with two bedrooms, small upstairs wetroom and modernised kitchen with solid wood breakfast bar. The wooden stairs are very steep and narrow so the property is not suitable for young children. An enclosed south-facing backyard is a suntrap for private sunbathing, drying swimming/diving gear etc.

16–23 Jun

$154 SGD per night

Guest favourite

Cottage in Fortuneswell

4.98 out of 5 average rating, 186 reviews

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, 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.

20–27 Apr

$220 SGD per night

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Popular amenities for cottage rentals in Weymouth Harbour

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage in Dinnington

4.95 out of 5 average rating, 428 reviews

The Cottage, Parsonage Farmhouse with hot tub

7–14 Jan

$211 SGD per night

Guest favourite

Cottage in Moreton

4.95 out of 5 average rating, 151 reviews

A Stunning Dorset Thatched Cottage - Dog friendly

1–8 Apr

$322 SGD per night

Guest favourite

Cottage in Dorchester

4.99 out of 5 average rating, 166 reviews

Charming Brick Cottage with a Patio and Hot Tub

10–17 Mar

$391 SGD per night

Cottage in Thornicombe

4.83 out of 5 average rating, 304 reviews

Ranmoor Estate - Owl Lodge - Hot Tub & A/C

1–8 Nov

$294 SGD per night

Guest favourite

Cottage in Chard

4.97 out of 5 average rating, 233 reviews

Abbey View Cottage - Scandi Hot Tub - EV Charging

11–18 Mar

$264 SGD per night

Guest favourite

Cottage in Devon

4.99 out of 5 average rating, 141 reviews

Romantic oasis, hot tub, Lyme Regis, ‘Retreat’

29 Nov – 6 Dec

$298 SGD per night

Guest favourite

Cottage in Muchelney

4.95 out of 5 average rating, 129 reviews

Forge Cottage

13–20 Dec

$246 SGD per night

Guest favourite

Cottage in Membury

4.97 out of 5 average rating, 103 reviews

‘The Nest’ A beautiful cottage in Devon

17–24 Sep

$326 SGD per night

Pet-friendly cottage rentals

Guest favourite

Cottage in Milborne Saint Andrew

4.9 out of 5 average rating, 279 reviews

Manor Farm Cottage

7–14 Nov

$189 SGD per night

Guest favourite

Cottage in Dorset

4.94 out of 5 average rating, 210 reviews

Little Barn is a cosy dwelling in a remote valley

28 Nov – 5 Dec

$298 SGD per night

Guest favourite

Cottage in Morcombelake

4.97 out of 5 average rating, 336 reviews

Romantic hillside hideaway with outstanding views

20–27 Apr

$377 SGD per night

Guest favourite

Cottage in Somerset

4.93 out of 5 average rating, 126 reviews

Chocolate box cottage, Sleepy village, Sea 30 mins

10–17 Oct

$216 SGD per night

Guest favourite

Cottage in Corfe Castle

4.99 out of 5 average rating, 202 reviews

Cottage by the Common, Corfe Castle

5–12 Jan

$277 SGD per night

Guest favourite

Cottage in Sutton Poyntz Weymouth

4.85 out of 5 average rating, 160 reviews

A peaceful retreat to rest, recharge and explore.

3–10 Jun

$275 SGD per night

Guest favourite

Cottage in Henley

4.92 out of 5 average rating, 277 reviews

Shepherd's Cottage

30 Oct – 6 Nov

$128 SGD per night

Guest favourite

Cottage in Hooke

4.93 out of 5 average rating, 225 reviews

The Little House, Hooke, Nr Bridport, West Dorset

20–27 Sep

$219 SGD per night

Private cottage rentals

Guest favourite

Cottage in Dorset

4.95 out of 5 average rating, 102 reviews

Spacious Family Cottage with Sea Views of Chesil

7–14 Apr

$348 SGD per night

Guest favourite

Cottage in Devon

4.98 out of 5 average rating, 219 reviews

Little Roost at Uplyme: Luxury self-catering

7–14 Mar

$219 SGD per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 161 reviews

Character cottage with sea views and parking

17–24 Apr

$304 SGD per night

Guest favourite

Cottage in Okeford Fitzpaine

4.97 out of 5 average rating, 303 reviews

The Garden House Okeford Fitzpaine Dorset

30 Jun – 7 Jul

$245 SGD per night

Guest favourite

Cottage in Dorset

4.93 out of 5 average rating, 189 reviews

Thatched cottage Dorset / Devon borders

12–19 Feb

$144 SGD per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 155 reviews

Lovely cosy place to stay in the heart of Dorset

23–30 Oct

$174 SGD per night

Guest favourite

Cottage in Langton Matravers

4.91 out of 5 average rating, 345 reviews

Chapel Cottage

23–30 Apr

$206 SGD per night

Guest favourite

Cottage in Lyme Regis

4.99 out of 5 average rating, 254 reviews

Happy Riverside Cottage by the Seaside, Lyme Regis

21–28 Oct

$266 SGD per night

Destinations to explore