
Cottage holiday rentals in Weymouth
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Top-rated cottage rentals in Weymouth
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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.

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

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.

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.

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.

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.

Stunning Barn conversion with heated swimming pool
Courage Cottage is a two bedroom detached barn conversion in a Georgian farmyard.The barn was converted in 2013 so has all modern conveniences including underfloor heating. It is very individual and situated in a quiet , rural setting. It has two bedrooms with en-suite bathrooms. The village of Martinstown has an excellent pub and shop. Dorchester is 2 miles away and has every facility including good rail connections in all directions.Swimming pool (shared ) open May 15th-Sept 15th

Cove Garden Grade II Cottage
Magical sunsets and magnificent coastal walks. Stop the clock relax and enjoy all that this little haven on the Jurassic coast has to offer. Something for everyone from chilling and reading to water sports such as sailing, kite surfing and paddle boarding. There are plenty of local pubs, restaurants and cafes to choose from too. Some of the best in walking distance. The local art and music scene is very established. This is a great spot to explore the Dorset coast and venture inland.

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.

Cosy ecolodge with log-burner, 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

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.

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 and 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.
Popular amenities for Weymouth cottage rentals
Cottage rentals with a hot tub

Peace and Tranquillity -Hot Tub- Dog Friendly

Homely, colourful and cosy Forge Cottage

Romantic Retreat with hot tub

A Stunning Dorset Thatched Cottage - Dog friendly

Luxury New Forest Cottage, with hot tub & log fire

Cottage with Covered Hot Tub Godshill New Forest

Secluded Woodland Cottage with Private Hot Tub

‘The Nest’ A beautiful cottage in Devon
Pet-friendly cottage rentals

Whatley Cottage, Rural Retreat.

Grove Farm Cottage-historic Cottage near Sherborne

5* Cottage on Chesil Beach Dorset Jurassic Coast

Idyllic hidden cottage in the heart of Bridport.

Fisherman's cottage in quirky area by the sea.

The Parlour, Duntish Mill Farm, EV Charging

Sunflower House

Tudor Rose Luxury thatched cottage Dorset.
Private cottage rentals

Berry Farm Cottage

Thatched Cottage by the Beach

Thatched Cottage Walk to Lulworth Cove Durdle Door

Walk to beach and good pubs. Parking.

Sherborne Character Cottage , Neda.

Peaceful cottage in Uplyme with far reaching views

Beautiful 2 bedroom cottage in glorious Dorset

Blackbird Cottage close to walks & Jurassic Coast
When is the best time to visit Weymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $239 NZD | $239 NZD | $265 NZD | $312 NZD | $324 NZD | $312 NZD | $385 NZD | $404 NZD | $305 NZD | $272 NZD | $249 NZD | $298 NZD |
| Avg. temp | 7°C | 7°C | 8°C | 9°C | 12°C | 15°C | 17°C | 17°C | 16°C | 13°C | 10°C | 8°C |
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 2,980 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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- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Stonehenge
- Weymouth Beach
- Boscombe Beach
- Bournemouth Beach
- Lyme Regis Beach
- Kimmeridge Bay
- Brixham Harbour
- Torquay Beach
- Highcliffe Beach
- The Tank Museum
- Southbourne Beach
- Poole Quay
- Crealy Theme Park & Resort
- Preston Sands
- Mudeford Sandbank
- Beer Beach
- Exmouth Beach
- Mudeford Quay
- Man O'War Beach
- Charmouth Beach
- Torre Abbey
- Hurst Castle




