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21 Results   |  

from £60 / night

£420 - £1540 / week

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Very Good 4.5/5 

17 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Very Good 4.5/5 

2 Nights min stay

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from £60 / night

£420 - £1540 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Ideal for small groups, couples and families - fabulous sea & rural views. Sleeps up to 8 +2 people comfortably. 4 bedrooms - 3 double/twin, bunk bedroom & sofa bed. Secure gated parking for several cars. There is a generous 50% discount for just 2 people staying. Situated very near to Weymouth & Portland National Sailing Academy & in centre of Dorset's Jurassic Coast  …see more

from £45 / night

£315 - £393 / week

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17 Photos

Isle of Portland / Portland

Studio / sleeps 2

2 Nights min stay

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from £45 / night

£315 - £393 / week

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Key info:

  • Nearest beach 3 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
Portland is at the heart of the 95 mile long 'Jurassic Coast', designated by UNESCO as England's first Natural World Heritage Site, as it provides a geological' walk through 185 millions years of earth's history'. Portland is the mecca for sporting activities such as windsurfing, sailing, rock climbing and leisure diving  …see more

from £47 / night

£325 - £795 / week

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Excellent 5/5 

45 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

Excellent 5/5 

4 Nights min stay

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from £47 / night

£325 - £795 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Portland is a unique place to visit. It sits 40 feet above sea level at the highest point and made up of limestone rock. Portland is part of the Jurassic Coastline. There is so much to explore and see during your stay. Leisure facilities include Sailing, fishing, diving, windsurfing, swimming, bird watching, walking etc  …see more

Featured properties

from £50 / night

£350 - £690 / week

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Very Good 4.5/5 

14 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £50 / night

£350 - £690 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Situated in a quiet location at the southern end of the island with stunning sea views just a stone's throw away from beautiful coastal walks and scenery - near Portland Bill lighthouse and the Lobster Pot restaurant.  …see more

from £50 / night

£350 - £1330 / week

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Excellent 5/5 

16 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 8

Excellent 5/5 

2 Nights min stay

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from £50 / night

£350 - £1330 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Ideal for small groups, couples and families - extensive sea views. Sleeps up to 6 +2 people comfortably. 3 bedrooms with either single/twin or king-size beds and a sofa bed in the lounge. Off road parking. There is a generous 50% discount for just 2 people staying. Situated very near to Weymouth & Portland National Sailing Academy & in centre of Dorset's Jurassic Coast  …see more

from £40 / night

£280 - £690 / week

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Very Good 4.5/5 

14 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £40 / night

£280 - £690 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over 5
  • Car advised
  • Pets welcome
Cottage newly decorated in good order dog friendly with sea views also from south facing patio looking over Chesil beach In quiet street close to all amenities buses pubs restaurant. Lovely walks along sea front and beach ideal fishing water sports dogs and swimming. Portland was the choice for the Olympic sailing venue chosen from all the places in the UK.  …see more

from £43 / night

£300 - £690 / week

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Excellent 5/5 

17 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 6

Excellent 5/5 

2 Nights min stay

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from £43 / night

£300 - £690 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Hillside is a stunning fully refurbished Victorian house with views from a southwest facing garden overlooking Portland Harbour and WPNSA.Only five minutes walk from Chesil beach, Hillside was refurbished to be our home which we have chosen to allow others to enjoy. What other property on Portland has chandeliers ,roll top bath and feature wallpaper?  …see more

from £50 / night

£350 - £695 / week

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Very Good 4.5/5 

20 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 5

Very Good 4.5/5 

2 Nights min stay

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from £50 / night

£350 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • No pets allowed
  • Private garden
Seagull Cottage is a lovely holiday house ideal for sailing, beach, and outdoor activity holidays in Portland. It is located a mile from the WPNSA National Sailing Academy, the 2012 Olympic Sailing venue, and just a few minutes walk from the world famous Chesil Beach. The well-equpped cottage offers comfortable, superior two bedroom accommodation in a convenient location.  …see more

from £61 / night

£425 - £625 / week

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Excellent 5/5 

20 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £61 / night

£425 - £625 / week

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Key info:

  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Within sound of the breaking surf, take breakfast on the balcony and enjoy stunning views of Chesil Beach. Situated in a quiet area of Fortuneswell yet only a short walk from Shops, Restaurants, Pubs and Beach and 5 minutes from the Olympic Sailing Venue.  …see more

from £83 / night

£578 - £1828 / week

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0 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £83 / night

£578 - £1828 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
Jurassica House is part of our Olympic legacy, home to the Swedish sailing team during the sailing events in 2012. A great location for water sports enthusiasts, walkers, cyclists, rock climbing, bird watching and of course, perfect for simply for relaxing. Internally, the spacious living areas are completed to a high standard with oak flooring, porcelain tiles and quality modern furnishings throughout. The sizable master bedroom and living room offer beautiful views over Chesil Beach, extending out across the English Channel, The Fleet and Weymouth Bay. Externally, the enclosed private garden is the perfect place to unwind after a busy day exploring and is great for children. Jurassica House is within walking distance to the cafes, art houses, pubs and general shops of Portland. Also within a short walk is the truly magnificent Chesil Beach – an 18 mile long shingle beach of National Heritage importance. The new international Marina is a five minute walk from the house and diving trips operate from here. Kite-surfing, sailing and windsurfing are among the water sports available. At the end of the road is Osprey Leisure Centre, offering an indoor swimming pool, gym, squash courts and other leisure activities. The iconic Portland Bill lighthouse is a nearby visitors’ attraction. The traditional Georgian seaside town of Weymouth can be reached within a 15 minute drive. The glorious stretch of golden sandy beach is complete with traditional Punch and Judy shows and donkey rides in the summer. Weymouth offers an abundance of high street shops, with a large department store alongside small independent shops, boutiques and restaurants. Brimming with attractions for family fun, visit the Sea Life Park and Marine Sanctuary or take in a show at the Pavilion Theatre. Kitchen/Utility * Situated on the first floor and open plan with dining area and breakfast bar. * Featuring an electric oven with grill, electric hob, fridge freezer and dishwasher. * Complete with a full range of utensils and accessories including a microwave and coffee machine. * Separate utility room houses a washing machine and tumble dryer * Double doors opening on to the garden Dining Room/Area * Dining area offers a dining table with seating for eight, flatscreen TV with Freeview and a log burning stove Living Room/Area * Situated on the second floor and benefits from a huge window opening up to a fabulous view of Chesil Beach and out to sea * Furnished with three leather sofas seating eight and coffee table * Featuring a wall-mounted 40” flatscreen TV with Freeview, Blu-Ray / DVD player, selection of board games and DVDs Master Bedroom * Situated on the third floor (top) with views of Chesil Beach and out to sea * Large and spacious with double doors leading to the balcony * Furnished with a super king-size bed, chest of drawers and large sofa * Separate dressing room with dressing table, built-in wardrobe and mirror * En suite Bedroom 2 * Situated on the second floor * Furnished with twin beds, wardrobe and chest of drawers Bedroom 3 * Situated on the first floor * Furnished with a super king-size bed, wardrobe and chest of drawers Bedroom 4 * Situated on the ground floor * Furnished with twin beds, wardrobe and chest of drawers Family Bathroom * Situated on the first floor featuring a bath Bathroom 2 * En suite to Master Bedroom comprises a walk-in shower cubicle Garden Description * Ground floor entrance and first floor entrance with three flights of internal stairs * Raised garden and patio area fully enclosed. Furnished with outside dining furniture and relaxing chairs. Parking * Parking for up to three cars on private driveway Additional amenities include: feature 4 (close to chesil beach, fortuneswell & the sailing academy), feature 3 (superb sea views, perfect to watch the dramatic sunsets), feature 2 (spacious accommodation, comfortable and stylish), cot available, feature 5 (parking on private driveway for 3 cars), high chair available, feature 1 (an ultra-modern 4 bedroom eco town house, sleeping 8), garden available, children permitted, number of high chairs, number of cots.  …see more

from £47 / night

£325 - £395 / week

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Very Good 4.5/5 

24 Photos

Isle of Portland / Portland

Studio / sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £47 / night

£325 - £395 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • Pets welcome
Open all year. Tranquil, warm retreat above Church Ope Cove. Self catering Studio for 2 set on the cliff path a 7 minute walk from the nearest village and major amenities. Comfy four poster bed (new pics coming soon) Wet room, Wifi, Woodburner, Ipod dock. Pet welcome. Suits romance and retreat, sail, walk, climb, work or study with Wifi, Pets and walkers Welcome Awards.  …see more

from £69 / night

£480 - £1150 / week

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Excellent 5/5 

20 Photos

Isle of Portland / Portland

House / 4 Bedrooms / sleeps 10

Excellent 5/5 

3 Nights min stay

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from £69 / night

£480 - £1150 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
The Gift House is a beautiful fully renovated and refurbished 4 bedroom house situated 2 minutes walk from the beach, with stunning panoramic sea views from all reception rooms and bedrooms stretching across Chesil Beach to the Olympic Sailing Village. The property is suited to outdoors enthusiasts and families. A perfect retreat with modern luxuries.  …see more

from £89 / night

£620 - £632 / week

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Excellent 5/5 

22 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 5

Excellent 5/5 

7 Nights min stay

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from £89 / night

£620 - £632 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Stunning location with probably the best uninterrupted sea views on Portland. Attractive 2 bedroom house with gardens and easy parking.Close to shops, pubs, restaurants and beaches but right on the edge of open hillside. Only 5 minutes from the National Sailing Academy. Ideal situation for exploring Portland's natural heritage.  …see more

from £58 / night

£400 - £650 / week

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6 Photos

Isle of Portland / Portland

Cottage / 2 Bedrooms / sleeps 4

1 night min stay

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from £58 / night

£400 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
Cosy two bedroom cottage in the heart of Fortuneswell, Portland.  …see more

from £86 / night

£600 - £850 / week

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10 Photos

Isle of Portland / Portland

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £86 / night

£600 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Frigate Apartment is a stunning holiday apartment with sea views situated in the eye-catching Ocean Views development, close to Portland Harbour and the National Sailing Academy. The development boasts a state-of-the-art health and fitness centre complete with an indoor swimming pool.  …see more

from £46 / night

£320 - £823 / week

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31 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

Short stays welcome

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from £46 / night

£320 - £823 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden
This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.  …see more

from £72 / night

£503 - £1206 / week

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19 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 4

Short stays welcome

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from £72 / night

£503 - £1206 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
This semi detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

from £75 / night

£519 - £1222 / week

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21 Photos

Isle of Portland / Portland

House / 2 Bedrooms / sleeps 4

Short stays welcome

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from £75 / night

£519 - £1222 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
This detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

from £58 / night

£400 - £720 / week

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10 Photos

Isle of Portland / Portland

Cottage / 3 Bedrooms / sleeps 5

Short stays welcome

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from £58 / night

£400 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
Fabulous sea views from this cottage just a few minutes from Chesil Beach.  …see more

from £1715 / night

£12000 / week

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0 Photos

Isle of Portland / Portland

House / 9 Bedrooms / sleeps 20

3 Nights min stay

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from £1715 / night

£12000 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • No pets allowed
Pennsylvania Castle is an incredible example of English history, a luxuriously modernised home wrapped in over 200 years of Portland stone and stories! For most of its life the castle has just hosted visitors, but now in its latest incarnation it welcomes groups and families to relax in its lavish rooms and grounds. From the moment your party rolls up the private driveway the dream becomes a reality, making you quickly unpack your luggage because everything about this house demands you take your time to enjoy every moment. Take your pick from the opulent bedrooms, each with unique character and views but all fully furnished and fitted with en suite bathrooms. When morning comes, take your time over a large family breakfast in the lovely marbled topped kitchen while you plan out your day. Whatever your interest there’s a room for you whether it’s the warm swimming pool, peaceful library, family room or incredible views of the conservatory. When you’re ready to see the wonderful isle, step outside and enjoy the landscaped gardens, manicured lawns and waterfall; all framed by the amazing views of the coast. In clear view to the east, Rufus castle stands proud with the natural coastline stretching south as far as you can see and just a short stroll away you’ll find a lovely secluded beach nestled in Church Ope Cove. Why not further refine your perfect holiday with a few of the optional services like a wine tasting evening, guided tour of the local area or even a dinner party hosted by a personal chef? Just a few of the many additional services provided to ensure a tailored luxury hire. Claim your free case of Virgin Wine here >>> Kitchen/Utility * Located on the ground floor * Double electric fan assisted oven with integral grill and six burner gas hob * Seperate electric hob * Large American fridge and dishwasher * Table island with seating for eight * Utility area with freezer and sink * Utility area with laundry facilities including washing machine and tumble dryer Dining Room/Area * Located on the ground floor * Table and chairs with seating for sixteen * Fully furnished adjoining bar area including glass washer and ice making machine Living Room/Area * The drawing room is located on the ground floor with sea views and access to the terrace * Two sofas, four armchairs and a footstool seating nine * Dining table with seating up to ten * Open Fireplace * Flat screen 40”+ TV with sky HD Master Bedroom Orpheus * Located on the first floor * Circular room based in the turret with four feature windows looking out to the English Channel * Emperor king sized bed and couch at the foot * Built in wardrobe and chest of drawers * Freestanding handmade bath Bedroom 2 Lamaros * Located on the first floor * King sized four poster bed * Free standing wardrobe, dressing table and chest of drawers Bedroom 3 Cape Schanck * Located on the first floor * King sized bed * Free standing wardrobe, dressing table and chest of drawers Bedroom 4 Half Moon * Located on the first floor * King sized bed * Free standing wardrobe, dressing table and chest of drawers Bedroom 5 Raffles * Located on the first floor * King sized bed * Built in wardrobe, dressing table and chest of drawers Bedroom 6 Royal * Located on the first floor * Double bed * Built in wardrobe, dressing table and chest of drawers Bedroom 7 Botanical * Located on the first floor with side garden views * King sized bed plus a zip and link super king sized bed (which could be arranged as twin beds) * Built in wardrobe, dressing table and chest of drawers Bedroom 8 Margaret River * Located on the mezzanine floor (previously servants quarters) * Two single beds * Free standing wardrobe, dressing table and bedside chest of drawers Bedroom 9 Print Hall * Located on the mezzanine floor (previously servants quarters) * Two single beds * Dressing table and chest of drawers Family Bathroom * En suite to Orpheus with a walk in shower cubicle Bathroom 2 * En suite to Lamaros with a walk in shower cubicle Bathroom 3 * En suite to Cape Schanck with a walk in shower cubicle and free standing bath Bathroom 4 * En suite to Half Moon with a walk in shower cubicle Bathroom 5 * En suite to Raffles with a walk in shower cubicle Bathroom 6 * En suite to Royal with a walk in shower cubicle Bathroom 7 * En suite to Botanical with a walk in shower cubicle Bathroom 8 * En suite to Margaret River with a walk in shower cubicle Bathroom 9 * En suite to Print Hall with a bath with hand-held shower head Bathroom 10 * Shower and changing area adjacent to swimming pool Garden Description * Large enclosed private gardens surrounding the property * Seasonal swimming pool which is open between March and October. During November to February the swimming pool is covered and large gardens games are available * Waterfall within the grounds plus water features * Several patio areas with well-manicured gardens * Seating areas perfect for al fresco dining * Large terrace with tables and chairs Parking * Secure, gated driveway with ample parking Additional amenities include: flights of stairs inside: 2, internet type (wifi__free_of_charge), cot available, high chair available, swimming pool access (private), children permitted, number of high chairs, number of cots.  …see more

from £91 / night

£631 - £1485 / week

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20 Photos

Isle of Portland / Portland

House / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £91 / night

£631 - £1485 / week

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
Cove Lodge grants its guests the opportunity to delight themselves with what Portland is famous for - the most amazing sea views. The property owns three large bedrooms (one with en suite) and can comfortably sleep up to six members of your family or friends, and as it is just around the corner from Pennsylvania Castle it really is a convenient choice if you’re visiting for an event at The Penn. From the light and spacious open-plan kitchen, dining and living area you step out onto the sizable wooden sea deck patio where no matter what time of the year the world can happily pass you by with its subtle blend of blue skies and sapphire seas. If you’re a cooking enthusiast you will be happy to know that the kitchen can provide everything you will need to provide a beautiful culinary masterpiece for your guests to eat at the large dining table, helping to set a cosy atmosphere for any winter evening indoors watching the fishing boats return to land. For those who prefer to truly relax and let someone else cook; a chef and maid service can be arranged to complete your lazy day holiday experience. Other services which can be arranged include local gourmet food hampers; bespoke fine wine hampers; group or individual outdoor adventure activities; private boat charter experiences; or guided coastal walks and bike rides. Claim your free case of Virgin Wine here >>> Kitchen/Utility * Access to the terrace * Breakfast bar with seating for four * Double electric oven with induction hobs and grill * Microwave, built in fridge freezer and dishwasher Dining Room/Area * Access to the terrace * Table with seating for six Living Room/Area * Open plan with kitchen and dining area * Access to the terrace * One sofa and armchair seating six * Flatscreen TV with Freesat and DVD player Master Bedroom * Double zip and link bed which can be made as two singles on request * Free standing wardrobe and dressing table * En suite Bedroom 2 * Two single zip and link beds which can be made as a double on request * Free standing wardrobe and chest of drawers Bedroom 3 * Double zip and link bed which can be made up as two singles * Free standing wardrobe and chest of drawers Family Bathroom * Features a bath with walk in shower cubicle and his and hers sinks Bathroom 2 * En suite to master bedroom has a walk in shower cubicle Garden Description * Property is accessed by one step * Stunning private decked area * Furnished with table, chairs and barbeque Parking * Private parking for two cars Additional amenities include: central heating fuel (gas), central heating type (radiators), feature 1 (dry room facility for water sports equipment), cot available, sea views rating: 5, feature 2 (wooden sundeck offering incredible sea views), high chair available, steps into property, feature 3 (close proximity to penn castle for any guests attending an event), internet type (wifi__free_of_charge), children permitted, feature 5 (private boat charter experiences and guided walk/bike rides available), number of high chairs, feature 4 (number of services can be arranged for guests), number of cars: 2, number of cots.  …see more

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