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Self Catering Holiday Cottages in Poole

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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

50.733333, -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

50.791165, -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

50.714017, -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:
£300 to £990
Short breaks from £80 per night

6  |   3  |   2  |   No  |   Yes

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

Preferred arrival day: Saturday

50.860026, -2.129495

"Hazel" is a 1 bed holiday Lodge sleeping up to 2 guests in Dorset. Dorset, England's Blandford Forum is a bustling market town on the banks of the Stour River. The majority of the town, famous for its Georgian architecture, was rebuilt in the 18th century after a fire in 1731. Local architects John and William...

Prices from £258 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.606064, -1.972268

"Swanage Bay View" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. The small, family-friendly seaside resort of Swanage is situated at the eastern end of Dorset’s famous Jurassic Coast, on the celebrated Isle of Purbeck and is probably best known for its wonderful, gently shelving golden sands. The little town...

Prices from £136 per night

4  |   2  |   No  |   Yes  |   No


50.742617, -1.699045

"Paradise Villa" is a 2 bed holiday Cottage sleeping up to 6 guests in Bournemouth, Christchurch and Poole Council. This idyllic coastal town comes as a borough of the stunning town of Christchurch, its position on the English Channel coast give it a uniquely mild climate. Highcliffe was a popular seaside resort in the Victorian era, its attractive High...

Prices from £637 per night

6  |   2  |   Yes  |   Yes  |   Yes


50.695833, -1.931262

"Flat 7 Sand Acres" is a 2 bed holiday Apartment sleeping up to 4 guests in Bournemouth, Christchurch and Poole Council. Situated along the picturesque coastline of Dorset, Canford Cliffs is a charming seaside suburb that captivates visitors with its natural beauty and array of exciting activities. Located just a stone’s throw from the vibrant town of Poole and...

Prices from £161 per night

4  |   2  |   No  |   Yes  |   Yes


50.610335, -1.976775

"4 Bed Cottage in Swanage" is a 4 bed holiday Cottage sleeping up to 6 guests in Dorset. Additional information and rulesNo dogs allowed - 4 bedrooms – 2 king-size, 1 bunk bedroom, 1 triple bunk bedroom with three single beds (1 is a small child’s bed) - 2 bathrooms – 1 bathroom with bath, handheld shower...

Prices from £225 per night

6  |   4  |   Yes  |   Yes  |   Yes


50.606200, -1.972400

"Swanage Bay View - Holiday Accommodation 15757" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. The small, family-friendly seaside resort of Swanage is situated at the eastern end of Dorset’s famous Jurassic Coast, on the celebrated Isle of Purbeck and is probably best known for its wonderful, gently shelving golden sands. The little town...

Prices from £149 per night

4  |   2  |   No  |   Yes  |   Yes


50.685437, -1.949575

"Lower Deck" is a 3 bed holiday Apartment sleeping up to 6 guests in Dorset. A spacious ground floor apartment situated on Sandbanks peninsula just a few minutes walk from the sandy beaches. This light and bright apartment accommodates up to six guests in three bedrooms and boasts a large garden area to the front and...

Prices from £322 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.642100, -1.960900

"4 Bed Cottage in Swanage" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 4 bedrooms – 1 king-size, 2 doubles and 1 twin - 1 shower room, 1 en-suite shower room and 1 bathroom - Electric oven and hob, microwave,...

Prices from £614 per night

8  |   4  |   Yes  |   Yes  |   Yes


50.608311, -1.960773

"2 Bed Cottage in Swanage" is a 2 bed holiday Cottage sleeping up to 3 guests in Dorset. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 bedrooms – 1 double, 1 single - 1 bathroom with shower over the bath and WC - Electric cooker, microwave and...

Prices from £240 per night

3  |   2  |   Yes  |   Yes  |   Yes


50.606457, -1.974482

"Superior Plus Lodge" is a 2 bed holiday Lodge sleeping up to 4 guests in Dorset. Modern and contemporary two bedroomed lodge with one double and one twin. Family bathroom with overhead shower. Modern kitchen including dishwasher. open-plan living and dining area. Centrally heated. Decking with furniture and outdoor hot tub....

Prices from £253 per night

4  |   2  |   No  |   Yes  |   Yes


50.777518, -2.197189

"Chapel Cottage , Winterborne Kingston" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Situated in the pretty village of Winterborne Kingston, within a beautiful and rural area of Dorset, Chapel Cottage has been furnished and prepared to provide comfortable accommodation for a family or friends holiday. With a large inglenook...

Prices from £210 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.852744, -2.165054

"Old Ford House, Blandford St Mary" is a 5 bed holiday Apartment sleeping up to 10 guests in Dorset. Old Ford House provides superb and flexible accommodation, featuring generous room proportions, and an abundance of period character throughout. A pillared entrance porch opens into the welcoming entrance hall, from which the elegant formal...

Prices from £525 per night

10  |   5  |   Yes  |   Yes  |   Yes


50.802823, -1.970896

"Jessamy, Wimborne" is a 4 bed holiday Cottage sleeping up to 8 guests in Bournemouth, Christchurch and Poole Council. Sitting in a peaceful and elevated position in Colehill, on the fringe of popular Wimborne. Jessamy is a truly impressive and striking 'Passive House' thoughtfully designed to reduce its carbon footprint with high levels of insulation, PV solar...

Prices from £644 per night

8  |   4  |   Yes  |   Yes  |   Yes


50.816550, -1.990619

"Owls Nest" is a 2 bed holiday Lodge sleeping up to 4 guests in Bournemouth, Christchurch and Poole Council. The charming countryside of the highly sought-after county of Dorset is home to the little settlement of Furzehill. Both the well-stocked convenience shop and the classic village inn, The Stocks Inn, in Furzehill offer all the necessities for a...

Prices from £279 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.798923, -2.234232

"The Old Inn" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Winterborne Kingston is a small village in Dorset, resting two miles north-east of Bere Regis and two miles south-east of Blandford. The village is one of many on the Winterborne valley on the edge of the dip slope of the Dorset Downs, and the...

Prices from £484 per night

8  |   4  |   Yes  |   Yes  |   Yes


50.685421, -1.949539

"Upper Deck" is a 4 bed holiday Apartment sleeping up to 8 guests in Dorset. Ferry Walk is a bright and spacious first floor apartment (access via stairs) in immaculate condition, just a few minutes walk from the Blue Flag Sandbanks beach. Comfortable, well equipped accommodation with airy rooms in a peaceful location...

Prices from £370 per night

8  |   4  |   Yes  |   Yes  |   Yes


50.713130, -1.982651

"Quayside" is a 1 bed holiday Cottage sleeping up to 4 guests in Bournemouth, Christchurch and Poole. Quayside is a contemporary third-floor apartment (with lift access) on Poole's historic harbour. It's a convenient home-from-home if you are staying in the area for work, and a comfortable holiday base for exploring the town's...

Prices from £81 per night

4  |   1  |   No  |   Yes  |   Yes


50.714017, -1.988032

"Pickwick Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Bournemouth, Christchurch and Poole Council. *** location *** location *** location *** Short Stroll To Poole Quay *** *** All Supermarkets, Restaurants, Pubs, Coffee Shops & Poole Quay (For Boat Trips) Are In Walking Distance From Pickwick Cottage...

Prices from £165 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.720152, -1.927846

"The Laurels" is a 4 bed holiday Cottage sleeping up to 8 guests in Bournemouth, Christchurch and Poole. The Laurels is in the sought-after area of Penn Hill in Poole, offering a spacious and contemporary holiday house within easy reach of the Dorset coast. Recently built and finished to a high standard, the property has been...

Prices from £155 per night

8  |   4  |   No  |   Yes  |   Yes


50.776655, -1.960222

"The Cottage" is a 2 bed holiday Cottage sleeping up to 6 guests in Bournemouth, Christchurch and Poole Council. The magnificent Minster church is located in the centre of the lovely market town of Wimborne Minster, which is steeped in history. You can explore and unwind in the many shops and cafes that line the charming alleys and courtyards. Two rivers...

Prices from £171 per night

6  |   2  |   Yes  |   Yes  |   Yes


50.733333, -1.972336

"Sarnia Retreat" is a 3 bed holiday Cottage sleeping up to 6 guests in Bournemouth, Christchurch and Poole. Sarnia Retreat is a bright holiday home in Poole set in a quiet residential street that’s just a short drive from the harbour and only half a mile from the friendly New Inn pub. The house has been recently refurbished and feels...

Prices from £83 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.753600, -2.214450

"4 Bed Cottage in Bere Regis" is a 4 bed holiday Cottage sleeping up to 6 guests in Dorset. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 4 bedrooms – 1 king-size, 1 double and 2 singles - 2 bathrooms – 1 bathroom with a roll-top bath with handheld shower and WC, 1...

Prices from £371 per night

6  |   4  |   Yes  |   Yes  |   Yes


50.848735, -1.790007

"West Wing, The Manor House" is a 3 bed holiday Cottage sleeping up to 6 guests in Hampshire. West Wing at the Manor House is part of a historic Georgian Grade 11 listed residence dating back to the 18th Century which has recently been beautifully restored. Sleeping up to six people this well-equipped,...

Prices from £464 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.816080, -1.931597

"The Workshop - UK40448" is a 2 bed holiday Cottage sleeping up to 4 guests in Bournemouth, Christchurch and Poole Council. We adore the rural setting of this stylish holiday home with private hot tub, yet just a short drive to the New Forest and stunning sandy beaches at Bournemouth.. All on the Ground Floor: Open plan living...

Prices from £299 per night

4  |   2  |   Yes  |   Yes  |   Yes