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Cottage holiday rentals in Weymouth

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Top-rated cottage rentals in Weymouth

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Cottage in Dorset

4.88 out of 5 average rating, 309 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...

20–27 Apr

€ 218 per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 283 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.

17–24 Dec

€ 134 per night

Guest favourite

Cottage in Dorset

4.97 out of 5 average rating, 540 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

28 Sep – 5 Oct

€ 133 per night

Guest favourite

Cottage in Dorset

4.97 out of 5 average rating, 157 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.

4–11 Oct

€ 112 per night

Guest favourite

Cottage in Portesham

4.78 out of 5 average rating, 360 reviews

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.

16–23 Apr

€ 71 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.

13–20 Sep

€ 136 per night

Guest favourite

Cottage in Easton

4.92 out of 5 average rating, 167 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.

9–16 Jan

€ 120 per night

Guest favourite

Cottage in Winfrith Newburgh

4.98 out of 5 average rating, 252 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

€ 160 per night

Guest favourite

Cottage in Dorset

5.0 out of 5 average rating, 109 reviews

Rocket Cottage with sea views

Rocket Cottage is a perfect getaway from the crowds . It is a detached self contained cottage set in the garden of the main house with breathtaking countryside & sea views. Situated off a quiet country lane, 8 mins walk to village pub & farm shop. Large open plan living/dining/kitchen. The kitchen is fully equipped. Bedroom with super king bed and en-suite. Perfect for couples. Excellent for walkers/cyclists to explore the Jurassic Coast. Woodburner and CH for all year round booking.

14–21 Sep

€ 228 per night

Guest favourite

Cottage in Dorset

4.96 out of 5 average rating, 109 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.

1–8 Apr

€ 226 per night

Guest favourite

Cottage in Dorset

4.92 out of 5 average rating, 136 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.

2–9 Jul

€ 118 per night

Guest favourite

Cottage in Fortuneswell

4.98 out of 5 average rating, 188 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.

22–29 Nov

€ 155 per night

Holiday rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Houses

A space that's all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for cottage rentals in Weymouth

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage in Dinnington

4.95 out of 5 average rating, 431 reviews

The Cottage, Parsonage Farmhouse with hot tub

30 Nov – 7 Dec

€ 148 per night

Guest favourite

Cottage in Moreton

4.95 out of 5 average rating, 151 reviews

A Stunning Dorset Thatched Cottage - Dog friendly

4–11 Aug

€ 221 per night

Cottage in Hill

4.84 out of 5 average rating, 254 reviews

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

8–15 Nov

€ 191 per night

Guest favourite

Cottage in Dorchester

4.99 out of 5 average rating, 167 reviews

Charming Brick Cottage with a Patio and Hot Tub

23–30 Sep

€ 275 per night

Guest favourite

Cottage in Chard

4.97 out of 5 average rating, 235 reviews

Abbey View Cottage - Scandi Hot Tub - EV Charging

22–29 Dec

€ 188 per night

Guest favourite

Cottage in Cotford Saint Luke

4.99 out of 5 average rating, 116 reviews

stylish barn conversion with hot tub and lake view

24–31 Jan

€ 186 per night

Guest favourite

Cottage in Devon

4.99 out of 5 average rating, 142 reviews

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

23–30 Sep

€ 235 per night

Guest favourite

Cottage in Spaxton

4.98 out of 5 average rating, 111 reviews

Stay in the AONB with Own Hot Tub, Dogs Welcome

4–11 Jan

€ 176 per night

Pet-friendly cottage rentals

Guest favourite

Cottage in Milborne Saint Andrew

4.9 out of 5 average rating, 280 reviews

Manor Farm Cottage

8–15 Dec

€ 128 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

29 Nov – 6 Dec

€ 113 per night

Guest favourite

Cottage in Morcombelake

4.97 out of 5 average rating, 336 reviews

Romantic hillside hideaway with outstanding views

31 Mar – 7 Apr

€ 260 per night

Guest favourite

Cottage in Honiton

4.97 out of 5 average rating, 436 reviews

East Devon Farmhouse Cottage luxurious and rural.

28 Jun – 5 Jul

€ 107 per night

Guest favourite

Cottage in Downton

4.96 out of 5 average rating, 438 reviews

The Coach House with walled garden

16–23 Oct

€ 111 per night

Guest favourite

Cottage in Henley

4.92 out of 5 average rating, 278 reviews

Shepherd's Cottage

27 Feb – 6 Mar

€ 87 per night

Guest favourite

Cottage in Somerset

4.94 out of 5 average rating, 262 reviews

Cottage in the heart of Montacute

19–26 Sep

€ 133 per night

Guest favourite

Cottage in South Somerset District

4.97 out of 5 average rating, 233 reviews

Beautiful cosy cottage in Dowlish Wake, S Somerset

26 Nov – 3 Dec

€ 160 per night

Private cottage rentals

Guest favourite

Cottage in Dorset

4.93 out of 5 average rating, 191 reviews

Thatched cottage Dorset / Devon borders

27 Oct – 3 Nov

€ 106 per night

Guest favourite

Cottage in Devon

4.98 out of 5 average rating, 221 reviews

Little Roost at Uplyme: Luxury self-catering

17–24 Feb

€ 145 per night

Guest favourite

Cottage in Dorset

4.95 out of 5 average rating, 103 reviews

Spacious Family Cottage with Sea Views of Chesil

16–23 Apr

€ 238 per night

Guest favourite

Cottage in Dorset

4.9 out of 5 average rating, 106 reviews

Benoy - cosy, peaceful cottage with stunning views

23–30 Jan

€ 101 per night

Guest favourite

Cottage in Lewell

4.94 out of 5 average rating, 246 reviews

Jasmine Cottage

15–22 Apr

€ 174 per night

Guest favourite

Cottage in Fordingbridge

4.97 out of 5 average rating, 413 reviews

Wisteria Lodge

10–17 Dec

€ 110 per night

Guest favourite

Cottage in Uplyme

4.98 out of 5 average rating, 260 reviews

Luxury cottage in Uplyme with far reaching views

25 Dec – 1 Jan

€ 159 per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 162 reviews

Character cottage with sea views and parking

26 Oct – 2 Nov

€ 213 per night

Quick stats about cottage rentals in Weymouth

Total rentals
60 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
2.1K reviews
Nightly prices starting at
€ 74 before taxes and fees

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