Close to the seafront at Chiswell near the southern end of the famous Chesil Beach, this charming refurbished, 200 year old holiday cottage retains period features, offering stylish and comfortable accommodation. A nearby coastal path winds around Portland’s miles of remote Jurassic Coastline, ideal for sea fishing, and within easy reach is the Georgian seaside town of Weymouth, with its Blue Flag beach, Sea Life centre and RSPB nature reserve. Windsurfing, diving and yachting are popular in the area. Shops, pubs and restaurant within 300 yards.

Situated in Weston in the heart of Portland, this semi-detached holiday home for four is ideally suited for exploring this scenic area, along with Weymouth and Dorchester with their many attractions. The family pets are very welcome and we provide a dog crate, dog towels and blankets, as well as an outdoor tap. Home to the National Sailing Academy, visitors can enjoy many watersports in and around Weymouth harbour, be it windsurfing, sailing, boating, fishing or swimming off Weymouth’s sandy beach. The World Heritage Jurassic Coast stretches along the Chesil Beach to the beautiful fishing port of Lyme Regis or towards Pool and Swanage, taking in Durdle Door and Lulworth Cove. Relax in Weymouth itself and sample many of its restaurants, visit Brewer’s Quay, take a harbour cruise or even venture out for a day trip on the ferry to Guernsey, you will have much to enjoy. Beach 1 mile. Shop, pub and restaurant ¼ mile.

This gorgeous duplex apartment really has it all - stunning sea views, Chesil Beach, numerous shops, bars and restaurants all in easy walking distance! The living room has comfy sofas, wonderful high ceilings and a fabulous bay with window seat - a great spot to watch the world go by. The kitchen is extremely well equipped with everything you will need during your stay and more. The breakfast bar/dining area is ideal for meals at any time of day. From the kitchen you will find your balcony area with gorgeous sea views over Chesil Beach. The bathroom is truly wonderful, with its large pebble-shaped bath. On the second floor you have a large master bedroom with en-suite shower room and a second double bedroom.
The apartment is perfectly located in an elevated position less than a mile walk from Chesil Beach; it is the ideal base from which to explore the stunning beauty of the Jurassic Coast World Heritage Site and all Dorset itself has to offer. A visit to Portland wouldn’t be complete without a visit to the famous Portland Bill Lighthouse where you can experience the breath-taking views and enjoy the spectacular coastal walks back home to Fortuneswell … you will not want to forget your camera.
Apart from the many local walks and activities such as watersports, sailing, swimming, boating and fishing, there is also a birdwatch observatory, sculpture park, museum, art galleries, Portland Castle and D-Day Museum within easy walking/driving distance or on a convenient bus route. If you are looking to venture further afield, you can always visit the historic town of Dorchester, Abbotsbury Swannery, the spectacular Durdle Door, or Lyme Regis. Poole Harbour is approximately a 45-minute drive and is the second largest natural harbour in the world which is also home to the famous Brownsea Island. Beach ½ mile.

Set in ever popular Portland, Hideaway House is the perfect property for all the family to enjoy their holiday. With many original features combined with a fresh feel this is a place not to be missed. Entering the property there is a bright and spacious hallway leading into the living where you will find a stone fireplace, bay window, sofa, two chairs, and a flat screen TV. The dining room is down the hallway set up for the whole family to enjoy a well-deserved dinner together. The kitchen is well equipped with fridge and freezer, gas oven and hob and washing machine. The shower room is located on the ground floor with good sized shower cubicle and a thermostatic shower. Upstairs you will find a fantastic layout with one king size room, one twin with two single beds and a single room with single bed. Outside the south facing decked rear garden is the perfect place to enjoy a night under the stars enjoying a drink after a day exploring the fantastic sites of Portland and surround.

For anyone visiting Portland you will not want to miss a day exploring the Jurassic Coast World Heritage Site, one of the many fantastic parts of the Dorset Coastline where you will find Portland Bill, a working lighthouse dating back to early 18th Century. With many local attractions there is something for everyone. Steeped in history Portland will give you that feeling you will need to go back again to keep exploring. The views from the Olympic Rings sculpture which was created to celebrate the London 2012 summer Olympics which the Weymouth and Portland Sailing academy was host to the sailing events. The views stretch across the whole of Weymouth and Chesil Beach.

The property is within easy walking distance to Church Ope Cove, a small, secluded beach on the sheltered eastern side of the Isle of Portland, perfect for swimming or relaxing on the beach. Also, within easy walking distance of local shops, pubs, restaurants and takeaways, and just a few minutes away is a local play area for sitting out and relaxing or enjoying a picnic. Water sports, sailing, swimming, canoeing, boating, fishing, horse riding and the scenic coastal walking are all available within easy walking/driving distance.

Weymouth and Portland National Sailing Academy is a 6 minute drive away for all of those looking for a more action packed break.
If you are looking to venture further afield you can visit the historic County Town of Dorchester, where you will find restaurants, pubs, shops, and museums. Poole Harbour is an approx. 45-minute drive, this is the second largest natural harbour in the world and home to the famous Brownsea Island where you need to keep an eye out for the red squirrel. Regular pleasure boat trips are offered around the harbour and to Brownsea Island.

A property with cooking classes that seamlessly marries luxury, nature, and pet-friendly charm, promising an unforgettable escape for all.

Welcome to Cassel Sands, a large dog friendly, laid-back beach house designed for family holidays located between the vibrant suburb of Westbourne and just a stone’s throw away from the golden sandy beaches of Branksome Dene and Alum Chine. This luxurious holiday let features four bedrooms, three bathrooms, two inviting living rooms, a spacious dining room, a fully equipped kitchen, and a splendid southerly facing garden. Cassel Sands is the perfect haven for both families and friends seeking a relaxed coastal break, offering a wealth of comforts and amenities for an unforgettable vacation.
Upon entering Cassel Sands, you’ll be greeted by a welcoming interior adorned with coastal-inspired decor and soothing hues that perfectly harmonize with the seaside setting. Two generously sized living rooms await, complete with plush sofas, a wood burner to relax around on cooler evenings. The dining room provides an elegant space for shared meals, while the fully fitted kitchen is a culinary dream, equipped with modern appliances and all the essentials to prepare sumptuous dishes utilizing the fresh local seafood and produce readily available nearby. Cassel Sands comprises four beautifully appointed bedrooms, each designed to ensure a restful night’s sleep after your day’s adventures. With three bathrooms at your disposal, convenience and privacy are assured for your group. One of the highlights of this holiday retreat is the magnificent southerly facing garden. Step outside and discover a capacious outdoor area that is ideal for sunbathing, al fresco dining, or simply savouring a morning coffee or a gin and tonic after a day’s exploration.
Beyond the comforts of Cassel Sands, a treasure trove of local attractions and places of interest beckon for exploration during your stay. Westbourne is renowned for its wide variety of independent bars, shops and restaurants, and you’ll find yourself just a brief walk away from the sandy shores, ensuring effortless enjoyment for days at the beach. You can take leisurely strolls along the coastline, enjoy sandcastle-building with the kids, or simply unwind while watching the waves roll in.
For captivating day trips, consider venturing to the bustling coastal town of Bournemouth, famous for its pristine beaches, promenade, and Victorian pier. In Swanage, you can explore the fascinating heritage of the area or take a steam train to the historic Corfe Castle. Meanwhile, the New Forest offers an enchanting escape into nature, with opportunities for hiking, wildlife spotting, and embracing the serene beauty of ancient woodlands. Cassel Sands grants you the perfect starting point for coastal adventures, and at day’s end, you’ll return to the comfort of this charming holiday retreat, ready to relax, reconnect, and craft lasting memories with your cherished companions.
Restaurant within 1 mile. Beach ½ mile.

Welcome to Violet Bay, this stunning fisherman’s cottage located a short walk from the famous golden sand beach of Weymouth is the perfect place for the family to stay and enjoy their holiday in Weymouth. This recently refurbished property has been completed to a high standard with furniture to match. Entering the property you will notice the living room with the electric log burner, Smart TV, comfy sofa, and a single sofa bed. The dining room is at the rear of the property where there is bench seating for up to six guests, French doors open on to the rear garden which is the perfect place to enjoy a morning coffee or an evening under the stars.
The kitchen is well equipped with electric oven, microwave-oven, fridge with freezer compartment, dishwasher, and coffee machine. Upstairs both bedrooms sleep 2 with bedroom one with a King size bed and bedrooms two with a twin bed with a zip-link mattress. The bathroom is at the rear of the property where a small step takes you down in a bathroom with shower over bath, toilet, basin, and Heated towel rail. Outside you will also find the utility room with washing machine and tumble dryer. There is also an outside toilet. A short walk from violet bay you will be welcomed to the beautiful sites of Weymouth harbour, this once famous fishing harbour is now home to many pleasure boats, small ferries, and many water sport activities for you all to enjoy.
If you are looking for a relaxing day down at the water’s edge you will find plenty of local bars, restaurants, and takeaways to enjoy all day and night. The Weymouth Beach which is positioned in the heart of The World-Famous Jurassic Coast is the perfect bay to enjoy a swim or time with a book on the beach. For the walkers among us, The Jurassic Coastline has plenty of trail walks, make sure you take in the sites of Durdle Door and Lulworth Cove, you do not want to forget the camera for this trip.
Closer to the property, Portland is a 10-minute drive, which is home of the 2012 Olympic Sailing Academy, Chesil beach, the renowned Portland Bill Lighthouse plus many more. The market town of Dorchester is approx. 20-minute drive, here you will find local markets, museums, restaurants, and bars. Further afield you can take a trip to the Historic Tank Museum or have a day roaming around Monkey World.

Welcome to Appledore Cottage. This truly stunning thatched cottage is located in the peaceful village of Farnham, ideal for exploring the stunning countryside Dorset has to offer. Recently refurbished in 2022 to a high standard, this is the perfect holiday for the whole family to relax. Entering via a porch way for muddy shoes and coats, the living room is well equipped with comfy sofas, a Smart TV and an electric wood burner. Rear French doors lead you into the back garden where you can relax after a long day exploring. The kitchen is well equipped and the dining room is located next to the kitchen where you can enjoy a morning coffee or a family meal. Upstairs via the unique spiral staircase there are three bedrooms - a master bedroom with kingsize bed and en-suite shower room, a double bedroom and a twin bedroom. The family bathroom offers a shower over bath, basin and toilet.
Farnham is a small village with a pub a short walk away, and Larmer Tree Gardens is only a short drive away, well worth a visit to wander around the beautiful gardens. You can also visit the National Trust sites of Kingston Lacy House, Hod Hill and the White Mill. Dorset Heavy Horse Farm is a wonderful family day out where you can feed the animals or enjoy a ride in a horse drawn carriage. You can visit Moors Valley Park where there are tree top walkways, or you can cycle around the woodlands. One place you will not want to miss is the walks along the Jurassic Coastline taking in sites such as Lulworth Cove and Durdle door, located approximately 1 hour from the property. Beach 20 miles. Pub and restaurant 100 yards.

Say hello to Hazel Cottage, a beautiful, 400-year-old Grade II listed thatched cottage refurbished in 2023 to a high standard and ready to welcome you on your next holiday. Step through the original front door into the living/dining room, be sure to mind your head as the ceilings have been kept to the traditional height. It’s the perfect spot to cosy up on the plush sofa or snuggle in the armchair and watch the roar of the open fire in the inglenook fireplace. Head through to the bedroom where you will find a spacious super kingsize bed (can be made into twins upon request), plus a fabulous window seat to sit on and read a book or watch the daily village life! Off the living room, head through to the more modern extension that houses the kitchen and shower room. The kitchen comes extremely well equipped with everything you could possible need during your stay, whether you are creating a sumptuous meal or a light snack! Outside, you have your own section of the owner’s large garden to enjoy, with table and chairs to enjoy an al fresco breakfast or a sundowner after a busy day exploring the area.
Hazel Cottage is located in the peaceful village of Briantspuddle (twice voted Dorset’s best kept small village) with direct access to a vast network of countryside footpaths, bridleways and quiet country lanes, ideal for exploring the beautiful countryside be it woodland, heathland or riverside.
Speaking of the area, there is so much to see and do nearby, you will need to book another stay to fit it all in! Within a 10-minute drive you have Monkey World Ape Rescue Centre, The Tank Museum,Clouds Hill (the rural retreat of T.E Lawrence, better known as Lawrence of Arabia), Thomas Hardy’s Cottage, Sculpture by the Lakes and Athelhampton House and Gardens. A 20-minute drive will take you to the world famous Durdle Door and Lulworth Cove, or inland to Dorchester with its museum and Duchy village of Poundbury.
The beaches of Weymouth and Bournemouth are both within a 45-minute drive of Hazel Cottage. Weymouth has on offer its Sea Life Centre, sandy beach and traditional town and harbour, while Bournemouth has its wonderful pier, fabulous beach and a myriad of restaurants to explore. Poole Harbour, the second largest natural harbour in the world, is worth a visit as is Corfe Castle and Swanage.

Located in Chideock, between Bridport and West Bay to the east and Lyme Regis to the west, this holiday home is the main part of the owners’ detached house with an adjoining self-contained annexe for the owners use. It is ideally situated for enjoying and exploring west Dorset and the famous scenic World Heritage Jurassic Coast, and has a large, enclosed, lawned garden with a patio overlooking fields and footpaths towards Seatown. Wander over the fields to the coast at Seatown and enjoy some superb scenic coastal walking up to the top of Golden Cap the highest point in the south of England. Lyme Regis offers a great day or two out, with its picturesque harbour, sandy beach and famous Cob, where you can pass the time fossil hunting, boating, fishing, swimming, walking, exploring the quaint character shops, or simply wining and dining. Inland perhaps enjoy a cream tea at the Broadwindsor Craft Centre, or travel further afield to south Somerset and visit historic Forde Abbey and Gardens. There is so much to do you are sure to have a memorable time, and for a stress free holiday. Beach 1 mile. Shop 300 yards, pub and restaurant 400 yards.