Portland is a great place to visit in the Autumn and Winter with great walks, migrating birds and the odd storm or two. What better way to relax after a hard day, or perhaps plan your next day in front of a real log fire or woodburner. All of these cottages have a real fire and would make an ideal cottage to book for an off season visit. You can further refine these results to ensure the cottage you book exactly matches your needs.
Click on the options below to show cottages that fit your exact needs.
Pebbles Cottage is close to the seafront at Chiswell and is a charming 200 year old holiday cottage with many period features. Pebble cottage sleeps 5 but can accommodate 6 as there is an additional z bed that would be suitable for a child. On the ground floor, the beamed open plan lounge/dining...More Details
Elizabethan House is located in Portland, situated just 500 yards from Chesil Beach and within a short walk from the National Sailing Academy. Internally, the property has been refurbished throughout and has an Elizabethan character style. Externally, the enclosed front and rear gardens provide the...More Details
Tree Tops is a beautifully quirky property set over three floors in the hamlet of Wakeham on Portland. Formerly two quarryman's dwellings dating back to the 1650s the cottages have been renovated to provide a surprising but pleasing holiday cottage experience. Tree Tops is fantastically...More Details
Limestone cottage in Southwell village is a charming, traditional Portland quarryman's terraced cottage with great south facing coastal views across the English channel. It has recently been refurbished and modernised but retains it’s original character and charm which features wood...More Details
Church Ope Studio is a tranquil retreat right on the coast path at Church Ope Cove Portland. Sea views in Winter and glimpsed through trees in leaf in summer. The studio is both cosy and warm and light and airy. It is tucked away from the busy world and close to amenities. The holiday accommodation...More Details
Dating back some 200 years, Neptune Cottage is just yards from the famous Chesil Beach. Once a terraced fisherman's cottage, Neptune Cottage has been sympathetically refurbished keeping its old world charm whilst being modern and up to date in the areas that matter. The position could not be...More Details
9 Sidon Mews is a fantastic holiday cottage with stylish interior and sunny garden. The property benefits from two living areas and has four bedrooms. You have sea views over Portland Harbour and the 18 miles of Chesil beach is just a short walk away. The National Sailing Academy is also a short...More Details
Pennsylvania Castle is a magnificent castle dating back to 1797 resting on a cliff top on Portland and set in stunning grounds with panoramic sea views. It is the perfect location for special occasions, reunions or family holidays. The castle can be hired out exclusively for a relaxing week or...More Details
Leam House is a large, terraced cottage in Wakeham sleeping up to 8 and accepting 2 pets. Set over 3 floors all 4 bedrooms are en-suite. Leam House has an enclosed garden with a heated hot tub to relax in - perfect after exploring the many attractions and activities the area is known for. The...More Details
Sea Stones is a grade II listed cottage that is ideally centrally located to explore all that Portland has to offer. Easy access to the coastal paths should make Sea Stones a hit with the walkers. On the ground floor is the living room with wood burning stove in the feature red brick fireplace....More Details
'Casita del Mar', as its name suggests is a 'cottage by the sea', situated at the bottom of infamous hilly Mallams and has a four star 'enjoyEngland' grading. The property was built around 150 years ago and has recently been refurbished in a mix of contemporary and...More Details
St Johns View is a contemporary detached holiday home located in Fortuneswell, Portland. This unusual two storey house is perfect for families and those that love the outdoors. There is plenty to do in Portland. The walking is excellent with stunning coastal views on almost all routes. Continue a...More Details