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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Browse Select Winterborne Stickland Holiday Homes

Family Home on a secluded plot *5 minute drive to Sanbanks/ Branksome Beaches*
Relax in a serene outdoor space surrounded by lush greenery and shaded by a large umbrella.

Family Home on a secluded plot *5 minute drive to Sanbanks/ Branksome Beaches*

10.0 out of 10, Exceptional, (1)
"Excellent location minutes from shops and beach and the house is located in a quiet and peaceful area of Poole. The host was incredibly helpful and responded to my emails by return. The house has been very well updated in many areas.The property is safe for children as two visiting grandchildren enjoyed the house and the sunny garden. It is very well equipped with everything we needed and we enjoyed our time there. I did miss having a file of information about equipment in the property and...
Family Home on a secluded plot *5 minute drive to Sanbanks/ Branksome Beaches*
7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room
Relax in a serene atmosphere surrounded by lush greenery, with a hot tub and patio area.

7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room

9.8 out of 10, Exceptional, (138)
"lovely cabin and lovely location. nice and quiet area with local amenities close by, not too far from town if you wanted to go shopping or to bars."
7 bedroom, Stunning Cottage with Hot-Tub & Cinema Room
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
Escape to a serene garden oasis with lush greenery and vibrant flowers.

Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset

9.8 out of 10, Exceptional, (55)
"Thoroughly enjoyed our stay in this well equipped accommodation in a a lovely rural setting."
Farmhouse Annexe For 2 People In A Peaceful Location In North Dorset
Beautiful large Georgian house with a big garden. Perfect for a family or two!
Enjoy a peaceful outdoor space with a table and chairs, surrounded by lush plants and a large tree providing shade.

Beautiful large Georgian house with a big garden. Perfect for a family or two!

10.0 out of 10, Exceptional, (71)
"Big house more then fully equipped and a very nice yard, walking distance to everything in town."
Beautiful large Georgian house with a big garden. Perfect for a family or two!
Orchard Barn Spa, exclusively for you, New Forest
Relax in this charming bedroom with a large bed, wooden beams, and a dining area perfect for a homey breakfast.

Orchard Barn Spa, exclusively for you, New Forest

10.0 out of 10, Exceptional, (19)
"Charming barn within an idyllic setting. Very clean, small touches such as fresh flowers, milk, cake and a selection of teas and coffee were welcomed. Very attentive host. "
Orchard Barn Spa, exclusively for you, New Forest
The Victorian Barn self catering holidays with pool & hot tubs
Exclusive House, 4 Bedrooms, Hot Tub, Garden Area | Dining room

The Victorian Barn self catering holidays with pool & hot tubs

4.0 star property
9.0 out of 10, Wonderful, (4)
"We stayed in Helena, it was very clean and well equipped. Concern about escape routes in the event of a fire. Some rooms didn’t have a large enough window to get out of. Swimming pool great, as was the hot tub. Lovely setting near Blandford. Would recommend getting shopping delivered as quite remote. "
The Victorian Barn self catering holidays with pool & hot tubs
Ferndown Holiday Let
Relax in this stylish living space with a sofa, coffee table, and flat-screen TV.

Ferndown Holiday Let

3.5 star property
9.6 out of 10, Exceptional, (5)
"Great property, clean and modern"
Ferndown Holiday Let
Stunning Little House on Poole Quay -Free Parking
Relax in this stylish living room with a large window, flat-screen TV, and comfortable sofa.

Stunning Little House on Poole Quay -Free Parking

9.0 out of 10, Wonderful, (2)
" It's a great spot for a few days in Poole, quirky little house with two sets of stairs (you'll need to be able manage them or you'll be stuck!)Has everything you need though the TV reception was a bit patchy. As we hired a car the garage is good to have - the Ford Kuga was a bit of a squeeze but it did fit.Would stay there again if we are back in Poole."
The price is £208
includes taxes & fees
6 Aug - 7 Aug
Stunning Little House on Poole Quay -Free Parking
NEWLY REFURBISHED Coach house, private garden, Hot Tub, Games rm, Lake, sleeps 8
Games room

NEWLY REFURBISHED Coach house, private garden, Hot Tub, Games rm, Lake, sleeps 8

9.6 out of 10, Exceptional, (24)
"Had a lovely time, house was just right for the 6 of us. Nice dip in the hot tub too."
NEWLY REFURBISHED Coach house, private garden, Hot Tub, Games rm, Lake, sleeps 8
Sea-esta | 4BR Family Home w/ Garden, Game Room & EV Charger - Coastal Escape
Enjoy cooking in this well-equipped kitchen with appliances and ample storage.

Sea-esta | 4BR Family Home w/ Garden, Game Room & EV Charger - Coastal Escape

10.0 out of 10, Exceptional, (5)
"Our stay was lovely, the property was just as pictured and there was literally something for everyone. The house smelled divine and the welcome packs were gorgeous. Our host was lovely and helpful and we can’t wait to go back."
Sea-esta | 4BR Family Home w/ Garden, Game Room & EV Charger - Coastal Escape
Farm House in stunning Dorset countryside with Hardy views
Traditional stone building with a steeply pitched roof, set amidst lush greenery.

Farm House in stunning Dorset countryside with Hardy views

10.0 out of 10, Exceptional, (1)
"Great comms and lovely welcome from Luba and Chris for our two night stay. Easy to find and parking right next to the front door. The cottage was spotlessly clean and very peaceful with two spacious doubles, both with their own TV and modern en-suite facilities. Comfortable lounge with wood burner, TV and jigsaw ready to go - all with lovely views over to Hardy's Monument. Ideal location for visiting the local area by car - we went to Weymouth (Catch! restaurant was fab), Dorchester, Poundbury,...
The price is £172
includes taxes & fees
25 Aug - 26 Aug
Farm House in stunning Dorset countryside with Hardy views
Barn conversion, quiet location and heated swimming pool ( from mid May)
Stunning stone building with a symmetrical facade, featuring two doors and a large arched window.

Barn conversion, quiet location and heated swimming pool ( from mid May)

9.4 out of 10, Exceptional, (60)
"Fantastic property. Great location. Clean, with all the necessary facilities and utilities."
Barn conversion, quiet location and heated swimming pool ( from mid May)
Brand NEW 3 bedroom house - garden & parking +wifi
Relax in this stylish living room with a sofa, area rug, and sliding glass door leading to a balcony with potted plants.

Brand NEW 3 bedroom house - garden & parking +wifi

9.0 out of 10, Wonderful, (4)
"Very nice property and well equipped. Would recommend it and hope to visit again."
The price is £252
includes taxes & fees
17 Aug - 18 Aug
Brand NEW 3 bedroom house - garden & parking +wifi
RENOVATED 5 BED HOUSE WITH HOT TUB + TABLE TENNIS
Staircase leads to a landing with a console table and a vase of flowers, set against a patterned backdrop.

RENOVATED 5 BED HOUSE WITH HOT TUB + TABLE TENNIS

8.0 out of 10, Very good, (6)
"We had a great weekend here with friends, lots of space inside and out and so close to the beach and other local activities. The hosts were great at communicating and we had no issues during our stay. Although we had a bit of a surprise when the 2.5 bathrooms turned out to be 1 shower room and 2 small loo rooms without any loo role - which for a house accommodating 12 was not what we had anticipated! "
RENOVATED 5 BED HOUSE WITH HOT TUB + TABLE TENNIS
4 bedroom accommodation in Weymouth
Exterior

4 bedroom accommodation in Weymouth

9.4 out of 10, Exceptional, (15)
"Good comfortable house conveniently situated close to town, beach and all local facilities. "
4 bedroom accommodation in Weymouth
City Centre 3 Bed Townhouse FREE PARKING
Enjoy a lively beach scene with a long stretch of sandy beach and a pier extending into the sea.

City Centre 3 Bed Townhouse FREE PARKING

City Centre 3 Bed Townhouse FREE PARKING
Holiday home hot tub and sauna
Relax on the beach with sun loungers and umbrellas, steps from a lively town.

Holiday home hot tub and sauna

8.8 out of 10, Excellent, (5)
"We had a brilliant time over Christmas 2023. The home was very clean and comfortable with everything we needed. Would love to stay again. Great location too."
The price is £345
includes taxes & fees
2 Sept - 3 Sept
Holiday home hot tub and sauna
Reel Time - A Stone's Throw from Poole Quay
Marina

Reel Time - A Stone's Throw from Poole Quay

Reel Time - A Stone's Throw from Poole Quay
Bay View 2 Bed Lodge with Sea Views Poole Harbour Sleeps 4
Enjoy meals in this well-lit kitchen with a large window offering a view of the outdoors.

Bay View 2 Bed Lodge with Sea Views Poole Harbour Sleeps 4

10.0 out of 10, Exceptional, (3)
"A great weekend in this immaculate and extremely modern caravan with outstanding sea views. Excellent communication with the host throughout the entire booking process. Would highly recommend."
Bay View 2 Bed Lodge with Sea Views Poole Harbour Sleeps 4
Stylish Town House - Central, Detached, Parking, Garden
Enjoy cooking in this well-lit kitchen with an oven and microwave.

Stylish Town House - Central, Detached, Parking, Garden

10.0 out of 10, Exceptional, (14)
"Lovely clean property, excellent comms with the hosts and easy walk in to centre of bournemouth"
Stylish Town House - Central, Detached, Parking, Garden
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winterborne Stickland Hotel Reviews

Hilton Bournemouth

Hilton Bournemouth

10/10 Excellent
"The staff were very friendly and helpful in every way We enjoyed our stay so much so that ee are planning to stay there again very soon "
MICHAEL 3-night trip
Posted 2 days ago
Hilton Bournemouth