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Cottage vacation 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, 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...

Apr. 13 – 20

$317 CAD per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 280 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.

Mar. 4 – 11

$189 CAD per night

Guest favourite

Cottage in Dorset

4.97 out of 5 average rating, 538 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

Sep. 21 – 28

$193 CAD per night

Guest favourite

Cottage in Dorset

4.98 out of 5 average rating, 153 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.

Oct. 23 – 30

$170 CAD per night

Guest favourite

Cottage in Langton Matravers

4.92 out of 5 average rating, 132 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.

Dec. 2 – 9

$164 CAD 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.

Dec. 5 – 12

$207 CAD 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.

Jun. 4 – 11

$174 CAD 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.

Mar. 10 – 17

$383 CAD 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.

Jul. 2 – 9

$166 CAD per night

Guest favourite

Cottage in Dorset

4.94 out of 5 average rating, 188 reviews

Thatched cottage Dorset / Devon borders

Hydrangea Cottage is a charming, 1 bed, thatched cottage that sleeps two. It rests in the tranquil, unspoilt hamlet of Hewood and enjoys glorious views across countryside towards historic Forde Abbey. Dating back to the mid-1600s, it is quirky, very comfortable and abounds character. Complete with an inglenook fireplace and wood burner, four poster bed and roll top bath, it is the perfect ‘get away from it all’ cottage, ideally set on the Dorset, Devon and Somerset borders

Mar. 5 – 12

$153 CAD per night

Guest favourite

Cottage in Devon

4.98 out of 5 average rating, 218 reviews

Little Roost at Uplyme: Luxury self-catering

Self-catering, luxury cottage one mile from Lyme Regis. Riverside pathway walk to town & beach or 5 mins drive. Private carport parking, EV charger, roof garden. BT WIFI and NETFLIX. Village pub Talbot Arms 10 min walk. Open all year. Short breaks until end MAY 2024. (see calendar) WEEKLY BOOKINGS ONLY summer 2024 with SATURDAY change over. Converted stables, stone walls, oak beams, well-equipped kitchen cosy interior . King size double bed. Laptop friendly table .

Mar. 7 – 14

$221 CAD per night

Guest favourite

Cottage in Fortuneswell

4.98 out of 5 average rating, 185 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.

Jan. 9 – 16

$224 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Apartments

Convenient locations with everyday essentials

Houses

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

Chalets

Adventure-ready homes with après-ski style

Popular amenities for Weymouth cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage in Dinnington

4.95 out of 5 average rating, 427 reviews

The Cottage, Parsonage Farmhouse with hot tub

Dec. 15 – 22

$214 CAD per night

Guest favourite

Cottage in Chard

4.97 out of 5 average rating, 232 reviews

Abbey View Cottage - Scandi Hot Tub - EV Charging

May 15 – 22

$200 CAD per night

Guest favourite

Cottage in Moreton

4.95 out of 5 average rating, 151 reviews

A Stunning Dorset Thatched Cottage - Dog friendly

Nov. 11 – 18

$324 CAD per night

Cottage in Thornicombe

4.83 out of 5 average rating, 301 reviews

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

Oct. 9 – 16

$288 CAD per night

Guest favourite

Cottage in Dorchester

4.99 out of 5 average rating, 165 reviews

Charming Brick Cottage with a Patio and Hot Tub

Nov. 1 – 8

$398 CAD per night

Guest favourite

Cottage in Spaxton

4.98 out of 5 average rating, 108 reviews

Stay in the AONB with Own Hot Tub, Dogs Welcome

Mar. 1 – 8

$250 CAD per night

Guest favourite

Cottage in Somerset

4.85 out of 5 average rating, 179 reviews

Charming Stone Cottage: Hot Tub, Games Room

Sep. 26 – Oct. 3

$241 CAD per night

Guest favourite

Cottage in Devon

4.99 out of 5 average rating, 141 reviews

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

Jul. 23 – 30

$341 CAD per night

Pet-friendly cottage rentals

Guest favourite

Cottage in Morcombelake

4.97 out of 5 average rating, 336 reviews

Romantic hillside hideaway with outstanding views

Oct. 15 – 22

$378 CAD per night

Guest favourite

Cottage in Winfrith Newburgh

4.98 out of 5 average rating, 251 reviews

Bramble - 17th Century Barn Conv -enclosed garden

Mar. 14 – 21

$238 CAD per night

Guest favourite

Cottage in Honiton

4.97 out of 5 average rating, 434 reviews

East Devon Farmhouse Cottage luxurious and rural.

Jul. 10 – 17

$156 CAD per night

Guest favourite

Cottage in Dorset

4.94 out of 5 average rating, 120 reviews

Willow Tree cottage.

Feb. 20 – 27

$218 CAD per night

Guest favourite

Cottage in Dorset

4.86 out of 5 average rating, 128 reviews

Idyllic hidden cottage in the heart of Bridport.

Apr. 3 – 10

$186 CAD per night

Guest favourite

Cottage in Milborne Saint Andrew

4.9 out of 5 average rating, 277 reviews

Manor Farm Cottage

Nov. 29 – Dec. 6

$185 CAD per night

Guest favourite

Cottage in Dorset

4.83 out of 5 average rating, 214 reviews

Rose Cottage, secure garden, free parking.

Sep. 18 – 25

$99 CAD per night

Guest favourite

Cottage in Somerset

4.98 out of 5 average rating, 180 reviews

Spaniel Cottage with views of Ham hill, Somerset

Jan. 23 – 30

$189 CAD per night

Private cottage rentals

Guest favourite

Cottage in Dorset

4.9 out of 5 average rating, 104 reviews

Benoy - cosy, peaceful cottage with stunning views

Jan. 9 – 16

$142 CAD per night

Guest favourite

Cottage in Okeford Fitzpaine

4.97 out of 5 average rating, 303 reviews

The Garden House Okeford Fitzpaine Dorset

Jun. 11 – 18

$235 CAD per night

Guest favourite

Cottage in Uplyme

4.98 out of 5 average rating, 259 reviews

Luxury cottage in Uplyme with far reaching views

Dec. 21 – 28

$231 CAD per night

Guest favourite

Cottage in Fordingbridge

4.98 out of 5 average rating, 410 reviews

Wisteria Lodge

Nov. 21 – 28

$166 CAD per night

Guest favourite

Cottage in Weymouth

4.97 out of 5 average rating, 121 reviews

Cottage close to Beach & Old Harbour with Parking

Mar. 2 – 9

$362 CAD per night

Guest favourite

Cottage in Axminster

4.98 out of 5 average rating, 116 reviews

The Nest, thatched barn conversion near Lyme Regis

Jul. 9 – 16

$214 CAD per night

Guest favourite

Cottage in Waytown

4.97 out of 5 average rating, 214 reviews

Gorgeous rural cottage nr Jurassic Coast

Mar. 10 – 17

$195 CAD per night

Guest favourite

Cottage in Dorset

4.95 out of 5 average rating, 102 reviews

Spacious Family Cottage with Sea Views of Chesil

Mar. 14 – 21

$360 CAD 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
$109 CAD before taxes and fees

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