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Self Catering Holiday Cottages in Poole

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50.733333, -1.972336

Sarnia Retreat is a holiday home in Poole sleeping six guests across three bedrooms, with off-road parking and a large enclosed garden. The house has been recently refurbished and includes flexible bedrooms, a bright living room and a kitchen that opens straight onto the garden. Poole Harbour sits only a few minutes away, along with the historic streets around Poole Quay. Sandbanks beach and the waters of the harbour are close by for sailing, swimming and coastal walks. This self-catering holiday home in Poole suits families, friends or business travellers exploring Dorset’s coastline and the famous Jurassic Coast.

Weekly guide price:
£581 to £1699
Short breaks from £83 per night

6  |   3  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

50.713990, -1.973455

Catalina Breeze is a bright holiday apartment in Poole with space for three guests across two bedrooms. The first-floor apartment has its own private entrance and includes a comfortable living room, modern kitchen and a small balcony for morning coffee or evening drinks. Off-road parking and storage for beach gear make it easy to enjoy days by the water. Poole Harbour, the historic quay and Sandbanks beach are all close by. This self-catering holiday apartment in Poole suits couples, friends or a small family wanting to explore Dorset’s coastline, sailing waters and the dramatic landscapes of the Jurassic Coast.

Weekly guide price:
£560 to £1039
Short breaks from £80 per night

3  |   2  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

50.713130, -1.982651

Quayside is a modern holiday apartment in Poole, Dorset, located just a short walk from Poole Quay, the ferry terminal and The Brewhouse. Sleeping up to four guests, this stylish third-floor self-catering apartment features a bright, open-plan living space, a private balcony, and a spacious bedroom with a super king bed that can be arranged as twins. The harbourfront, historic quay, restaurants and boat trips are all within easy reach, while nearby beaches at Sandbanks and Bournemouth offer miles of sandy coastline. With excellent transport links and a central location for exploring Dorset, Quayside provides a convenient base for couples, families or friends.

Weekly guide price:
£747 to £1224
Short breaks from £81 per night

2+2  |   1  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

50.720152, -1.927846

The Laurels is a spacious holiday house in Penn Hill near Poole and Bournemouth in Dorset, sleeping eight guests across four bedrooms. This stylish self-catering property offers generous living spaces, including an impressive open-plan kitchen with a dining area, a large lounge with a 75-inch Smart TV, and a private, enclosed garden with a deck and outdoor dining. Located just 1.4 miles from the beach and a short stroll from the cafés, restaurants and independent shops of Penn Hill, the house is well placed for exploring Sandbanks, Poole Harbour and the wider Dorset coastline while enjoying the comfort of a modern holiday home.

Weekly guide price:
£1085 to £3492
Short breaks from £155 per night

8  |   4  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

50.724617, -1.951483

Chalice Close is a contemporary holiday rental near Poole offering stylish self-catering accommodation in the lively Ashley Cross area of Dorset. Sleeping up to four guests across two bedrooms, this modern apartment features a bright open-plan living space with skylights and Juliet balconies, a well-equipped kitchen and secure garage parking for two cars. Restaurants, cafés and independent shops are just a short walk away, while Poole Harbour and Sandbanks Beach are within easy reach. Pet friendly and thoughtfully designed, this holiday cottage in Dorset suits couples, friends, families and corporate stays looking for comfort, convenience and easy access to the coast.

Weekly guide price:
£998 to £1941
Short breaks from £85 per night

4  |   2  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

50.718203, -1.951799

Pottery Place is a spacious holiday rental in Ashley Cross near Poole, offering contemporary self-catering accommodation for up to eight guests. This gorgeous Dorset holiday home features four bedrooms with flexible bed configurations, a light-filled living area with bi-fold doors opening to a private garden, and driveway parking for two cars. Located within walking distance of cafés, restaurants and independent shops in Ashley Cross and a short drive from Sandbanks Beach and Poole Harbour, this holiday cottage in Dorset suits family holidays, group breaks and corporate stays alike. With modern interiors, excellent transport links, and easy access to the coast, Pottery Place provides a relaxed, well-located base for exploring Dorset.

Weekly guide price:
£1379 to £2771
Short breaks from £197 per night

8  |   4  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

50.722408, -2.007266

Welcome aboard our Classic Yacht Nadine, including a Hot Tub Jacuzzi on the upper deck, a Master Double Cabin with ensuite Bathroom, a Twin Bed Cabin with ensuite Shower Room, a spacious soulful Lounge, a Kitchen Galley, an Alfresco Dining Deck, a Sun Deck and a beautiful waterside sea view across the bay. There is also SuperFast BT Broadband, WiFi and SKY TV. 

Weekly guide price:
£1800 to £2400
Short breaks from £360 per night

4  |   2  |   2  |   Yes  |   Yes

Min nights: 1 (off peak) | 1 (peak)

Preferred arrival day: Flexible

50.791165, -1.855829

Fortis House is perfect for large group gatherings in Bournemouth, sleeping 23 guests, with a heated Swimming Pool and a Hot Tub Jacuzzi. We do accept well-behaved Stag and Hen Party Groups. The property includes a Dining Room, an American Pool Table, a Football Table, a large private garden with no neighbours, SKY TV and SuperFast BT Broadband and WiFi 

Weekly price:
£5800 all year
Short breaks from £1600 per night

23  |   5  |   3+  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

50.776887, -2.281483

Whether you're travelling with your kids, extended family or a group of friends, everyone will love Gould's Farmhouse. Four large bedrooms, three bathrooms and three sitting rooms, together with a spacious country kitchen and fantastic garden mean you can enjoy being together while still having your own space. It's on a quiet lane in Milborne St Andrew, within walking distance of a great pub (The Royal Oak), the village shop and a kids playground, and close to the vibrant market towns of Dorchester and Blandford. The Jurassic Coast, Weymouth and Poole are all a short drive away, and there are beautiful National Trust properties like Hardy's Cottage to enjoy. Footpaths, including the South West Coast Path, bridle ways and cycle paths are plentiful so you can be as active as you like, or simply recline on a lounger in the garden with a good book and enjoy not having to please anyone but yourself. Ideal for those with limited mobility as there is a lift to the upstairs.

Weekly guide price:
£1200 to £1950
Short breaks from £267 per night

8  |   4  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 3 (peak)

Preferred arrival day: Flexible

50.714017, -1.988032

*** CHECK OUT OVER 200 AMAZING GUEST REVIEWS ON AIRBNB & VRBO *** *** All Supermarkets, Restaurants, Pubs, Coffee Shops & Poole Quay, Are All In Walking Distance From Pickwick Cottage *** To Check Calendar Availability, Or Make A Reservation, please click on View Property, then scroll down to the bottom and use the Contact The Owner, Enquire / Book Link, as I do NOT update this Calendar - I will respond within 24hrs                             * MID WEEK TARIFF - 3 Nights Minimum Booking £165.00 Per Night On A Monday, Tuesday, Wednesday Or Thursday * WEEKEND TARIFF 2 Nights Minimum Booking £245.00 Per Night On A Friday, Saturday Or Sunday * 7 NIGHTS TARIFF From £700 to £1295 Dependant on what Month Of The Year (7 Nights Minimum Booking) * Only 1 Dog Permitted * A Damage / Dog Cleanliness Deposit of £200.00 is also required, when the final balance is paid - Which is refundable, once the Cottage has been inspected by Housekeeping 

Weekly guide price:
£700 to £1295
Short breaks from £165 per night

4  |   2  |   1  |   Yes  |   Yes

Min nights: 2 (off peak) | 7 (peak)

Preferred arrival day: Flexible

50.750987, -2.165436

Sitting quietly in the peaceful village of Bloxworth, Old Kilns is a deceptively spacious holiday home that is ideal for families with older children and groups of friends who want to see the best that Dorset has to offer. Bloxworth is convenient for the Jurassic Coast beaches, like Weymouth and Studland Bay, and the Purbeck Heritage Coast, but it is also close to wonderful towns including Poole, Dorchester and Blandford Forum. Walk along the coastal footpath past Lulworth Cove and Durdle Door, or take the kids to one of Dorset’s top attractions like Bovington Tank Museum and Monkey World. Old Kilns is in the centre of it all, providing a restful haven at the end of a fun-filled day.

Weekly guide price:
£350 to £900
Short breaks from £80 per night

6  |   3  |   2  |   Enquire  |   Yes

Min nights: 3 (off peak) | 5 (peak)

Preferred arrival day: Saturday