
Cottage holiday rentals in Weymouth Harbour
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Top-rated cottage rentals in Weymouth Harbour
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Pilgrims Cottage-Luxury Grade 1 Listed cottage
Take it easy at this unique and tranquil getaway. Come and unwind in our Grade 1 listed cottage set in the most beautiful street in gorgeous Cerne Abbas. Steeped in history you won’t want to leave this hidden gem. Out the front door are walks for miles and a visit to the Giant is a must! Then either cook up a storm in the well equipped kitchen , enjoy the garden with Big Green Egg bbq or wander down to the choice of three local pubs. The Sea is just a short 30 mins drive. Parking free opposite

Beautiful 2 bedroom cottage in glorious Dorset
Nestled in the picturesque Dorset countryside, this charming Portland stone cottage offers a quintessential English retreat. Set within the grounds of a historic Old Rectory, the property is surrounded by rolling hills, lush meadows, and the tranquil River Frome, providing an idyllic spot for a holiday. It is all on one level,we are able to rent out the whole cottage also which creates an additional 2 bedrooms for extended family - we rarely rent this out to another party and is mostly empty.

Cottage close to Beach & Old Harbour with Parking
Sydenham Cottage | Stylish Coastal Retreat with Parking | Walk to Beach & Harbour Beautifully refurbished to a high standard, Sydenham Cottage is a stylish and comfortable base for your Weymouth stay. Just a 2-minute walk from the bustling harbour and moments from the award-winning beach, it’s perfect for exploring cafés, restaurants, and the coast. Prices shown include Airbnb’s 18.6% booking fee. This property is also available to book on other platforms, where prices and fees may differ.

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.

Cobb Cottage - Harbourside, permit parking
Cobb Cottage is a stylish hideaway, tucked down a cobbled side street in the heart of Weymouth's historic harbour. The cottage has been lovingly converted from a former bookshop into a contemporary, centrally located holiday home with easy access to Weymouth harbour. Perfectly suited for two couples or a family, with three bedrooms and two bathrooms. There is a parking permit to for one car which provides free parking on street outside the cottage, or in a nearby car park. Dog friendly!

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

Cosy Cottage in Rural Hamlet on the Jurassic Coast
Cozy Purbeck cottage, designed for two. Nestled in Acton, a peaceful hamlet surrounded by National Trust countryside and the Jurassic Coast, it offers breathtaking views Step outside, everything is walkable! scenic walks along the South West Coast Path, local favourites like the Square and Compass and The King’s Arms in Langton, and natural gems including Dancing Ledge, Seacombe, and Chapman’s Pool. The sandy shores of Swanage and Studland beaches are also just a short distance away

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.

Berry Farm Cottage
Berry Farm Cottage nestles in a private area of the grounds of Berry Farm, which dates back to the 16th century. It is located in the charming Conservation Village of Walditch, within walking distance of Bridport. The Cottage itself has 2 bedrooms and two bathrooms with an open-plan living space and is set away from the main house in its own private grounds, with 1,200sqm (0.3acres) of orchard garden, as well as an outside patio with table and chairs, with country views.

Happy Riverside Cottage by the Seaside, Lyme Regis
Lym Leat Cottage is a light and airy & spacious one bedroom cottage in the centre of Lyme Regis. This happy property sits alongside the babbling River Lym and is only a few minutes walk to the beach, artisan shops and high street bustle. This boutique property boasts a cosy fully equipped kitchen, sitting room, private entrance, hallway, bath & shower room, comfortable lounge and views of the River Lym. HD TV, Playstation 4 and superfast fibre optic broadband Wi-Fi.

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 cottage rentals in Weymouth Harbour
Cottage rentals with a hot tub

The Hideaway - sustainable hidden gem with hottub

Secluded Woodland Cottage with Private Hot Tub

A Stunning Dorset Thatched Cottage - Dog friendly

The Cottage, Parsonage Farmhouse with hot tub

Romantic Retreat with hot tub

New Luxury Hot Tub August 2026 Shepherds Cottage

Exclusive Lodge with Hot Tub and stunning views

Abbey View Cottage - Scandi Hot Tub - EV Charging
Pet-friendly cottage rentals

Character cottage close to beach

Sunflower House

1888 Portland stone cottage

Romantic hillside hideaway with outstanding views

Cottage by the Common, Corfe Castle

Coastal Retreat Steps from Lulworth Cove

The Parlour, Duntish Mill Farm, EV Charging

The Cartshed, Cranborne Chase National Landscape
Private cottage rentals

Cute, Cosy & Stylish Bothy Cottage, near Sherborne

Cosy ecolodge with free parking near town & beach

Private use of Indoor Pool available May- end Sept

Jasmine Cottage

Honeysuckle Cottage: Lulworth Cove & Durdle Door

Deal Cottage - a cosy getaway for two

Cottage Near Beach and 3 Pubs. South facing garden

Sherborne Character Cottage , Neda.
Destinations to explore
- Family-friendly rentals Weymouth Harbour
- Rentals with breakfast Weymouth Harbour
- Flat rentals Weymouth Harbour
- Waterfront rentals Weymouth Harbour
- House rentals Weymouth Harbour
- Rentals with beach access Weymouth Harbour
- Pet-friendly rentals Weymouth Harbour
- Apartment rentals Weymouth Harbour
- Cottage rentals United Kingdom
- New Forest National Park
- Bournemouth Beach
- Weymouth Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Stonehenge
- Southbourne Beach
- Boscombe Beach
- Mudeford Quay
- Brixham Harbour
- Durdle Door Holiday Park
- Torquay Beach
- The Tank Museum
- Lyme Regis Beach
- Bournemouth International Centre
- Kimmeridge Bay
- Beer Beach
- West Bay Beach
- Alum Chine Beach
- Shorefield Country Park
- Highcliffe Beach
- Powderham Castle
- Crealy Theme Park & Resort
- Poole Quay





