
Cottage holiday rentals in Weymouth
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Top-rated cottage rentals in Weymouth
Guests agree: These cottages are highly rated for location, cleanliness and more.

Thatched Cottage by Lulworth Cove & Durdle Door
A beautiful thatched chocolate box cottage on the breathtaking Dorset Jurassic Coast. A quintessential Lulworth Grade II listed property dating back to 1750, ideally situated within a very short walk of Lulworth Cove. Perfect for those looking for a rural retreat in one of the country's most appealing coastal villages. A fabulous spot for family holidays and breaks exploring the area by foot, paddle and bike, the cottage is also within easy reach of local towns and outstanding country pubs.

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.

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.

Romantic barn with kingsize 4-poster, fire, bikes
If you are looking for a romantic escape in the New Forest, just a short walk from the pub and open forest, then look no further. Situated in the grounds of an impressive country house, the Goat Shed is the stylishly renovated ground floor of a 19th century barn, with a kingsize four poster bed, claw foot bath and woodburning stove. Deer roam through the gardens, and our wood burning stove makes nights in perfectly cosy. A great spot from which to explore the forest, or simply relax in comfort.

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.

Strawberry Cottage
Lovingly restored and modernised by Harry in 2011, Strawberry Cottage is nestled by the river Wey in the village of Upwey, Dorset. This quaint property is close to the famous Jurassic Coast, within 4 miles of the seaside town of Weymouth and Dorchester town.Durdle Door / Lulworth Cove is an approximate 29 minute drive,and the main supermarket is 8 minutes away by car. Upwey has two pubs a busy tearoom,garden nursery and Tesco Express all within 5 to 10 minutes walk. Relax inside or out.

Cove Garden Cottage with enclosed sea view garden
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.

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.

Private use of Indoor Pool available May- end Sept
Self contained detached cottage in a tranquil location close to the famous 'Jurassic Coast' ; Durdle Door, Lulworth, Corfe Castle, Weymouth and Dorchester are all a short drive away. Further attractions close by are Monkey World, Bovington Tank Museum, and Sculpture by the lakes. There is a well stocked village shop and good village pub. Dorset has so much to offer, with beautiful coastline and breathtaking scenery. Relax in the pool at your leisure!
Popular amenities for Weymouth cottage rentals
Cottage rentals with a hot tub

Peace and Tranquillity -Hot Tub- Dog Friendly

80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line

Romantic Retreat with hot tub

A Stunning Dorset Thatched Cottage - Dog friendly

Luxury New Forest Cottage, with hot tub & log fire

Secluded Woodland Cottage with Private Hot Tub

‘The Nest’ A beautiful cottage in Devon

Detached and romantic cottage with hot tub.
Pet-friendly cottage rentals

Romantic hillside hideaway with outstanding views

Chesil Cove Holiday Cottage

Cosy Purbeck Cottage on the Jurassic Coast

Sunflower House

Shepherd's Cottage

Coastal Hideaway, Weymouth/Portland cosy cottage

Charming Country Cottage, Popular Village, sleep 6

Cosy, dog friendly cottage in the heart of Dorset
Private cottage rentals

Caretakers Hideaway

Pigs' House - cosy, rural cottage in West Dorset

The Old Coach House - Charming & Grade II Listed

Thatched Cottage Spring Breaks near Lulworth Cove

Stylish Cottage Near Beach • Walk to 3 Great Pubs

Number 107, Isle of Portland, Dorset

Cove Cottage

Sea View Cottage
When is the best time to visit Weymouth?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $194 AUD | $194 AUD | $215 AUD | $253 AUD | $263 AUD | $253 AUD | $313 AUD | $328 AUD | $248 AUD | $228 AUD | $222 AUD | $313 AUD |
| 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 $113 AUD 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, Wifi 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
- Brixham Harbour
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- The Tank Museum
- Torquay Beach
- Highcliffe Beach
- Southbourne Beach
- Crealy Theme Park & Resort
- Preston Sands
- Beer Beach
- Mudeford Quay
- Mudeford Sandbank
- West Bay Beach
- Man O'War Beach
- Charmouth Beach
- Torre Abbey
- Hurst Castle




