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Winton Holiday Rentals

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Our top choices for Winton holiday rentals

Large NEW 8 bedroom house Sleeps 20 Accepts Groups

Large NEW 8 bedroom house Sleeps 20 Accepts Groups
Bournemouth
The price is NZ$2,295
includes taxes & fees
23 July - 24 July
Large NEW 8 bedroom house Sleeps 20 Accepts Groups

Massive New House Sleeps 20+ Accepts Groups

Massive New House Sleeps 20+ Accepts Groups
Bournemouth
4.0 out of 10, (1 review)
"This property is advertised for up to 21 people. However, the living space is woefully inadequate for a large group. You are crammed into a single space which includes the kitchen, dining area and a sofa. There were 18 of us and the room was barely big enough for us and 4 of our party were children. The dining table could not seat all of us and the kitchen area was cramped. The only sofa had enough seating for about approx 8 people and the exit to the garden is blocked by dustbins. The property...
United Kingdom
Angela G.
The price is NZ$2,295
includes taxes & fees
23 July - 24 July
Massive New House Sleeps 20+ Accepts Groups

Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage

Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage
Harman's Cross
The price is NZ$425
includes taxes & fees
7 July - 8 July
Bluebell Wood cosy Woodland Shepherds Hut in Harmans Cross near Swanage

Chelsea suite

Chelsea suite
2.0 star property
Bournemouth
6.0 out of 10, (1 review)
"Basic accommodation but clean and comfortable beds. My son liked the bunk beds!"
United Kingdom
Karen
The price is NZ$163
includes taxes & fees
1 Aug - 2 Aug
Chelsea suite

Glamping Cabin - Great for Hikers - Breakfast Inc!

Glamping Cabin - Great for Hikers - Breakfast Inc!
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1 review)
"Very welcoming and ideal for travellers with pets . Great location , walking distance to the coastal path and very close drives to National Trust areas such as Corfe Castle and Studland beaches"
United Kingdom
Vanessa
The price is NZ$370
includes taxes & fees
8 July - 9 July
Glamping Cabin - Great for Hikers - Breakfast Inc!

Willow’s Nest Countryside Shepherd’s Hut Retreat Near Swanage

Willow’s Nest Countryside Shepherd’s Hut Retreat Near Swanage
Harman's Cross
The price is NZ$423
includes taxes & fees
8 July - 9 July
Willow’s Nest Countryside Shepherd’s Hut Retreat Near Swanage

Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.6 out of 10, Exceptional, (7 reviews)
"Nice location, quiet and relaxing"
United Kingdom
Luke
The price is NZ$395
includes taxes & fees
9 July - 10 July
Private Luxury By The Sea

4thedome

4thedome
3.5 star property
New Milton
9.4 out of 10, Exceptional, (13 reviews)
"Had a lovely stay in this apartment . It was excellent. Very very clean and comfortable, with everything you could need and a lot of little extras. Just a couple of steps over to the clifftop in Barton on sea. Would definitely stay again."
United Kingdom
Stephen
The price is NZ$362
includes taxes & fees
12 July - 13 July
4thedome

Beautiful Poole House 5 mins to Sandbanks +Netflix

Beautiful Poole House 5 mins to Sandbanks +Netflix
Poole
8.4 out of 10, Very good, (8 reviews)
"Well appointed house. We stayed 2 nights and had a wonderful time. Conveniently located closeby supermarkets and sandbanks beach."
United Kingdom
Namrata R.
The price is NZ$388
includes taxes & fees
8 July - 9 July
Beautiful Poole House 5 mins to Sandbanks +Netflix

Quayside Quarters

Quayside Quarters
3.0 star property
Poole Old Town
9.8 out of 10, Exceptional, (64 reviews)
"Clean mod"
United Kingdom
Ruth
The price is NZ$299
includes taxes & fees
8 July - 9 July
Quayside Quarters

Claire Cottage

Claire Cottage
3.0 star property
Swanage
The price is NZ$994
includes taxes & fees
10 July - 11 July
Claire Cottage

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
Poole
9.4 out of 10, Exceptional, (24 reviews)
"The property was clean and inviting. Perfect for our family. We really enjoyed our stay!!! "
United Kingdom
malka l.
The price is NZ$374
includes taxes & fees
8 July - 9 July
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Stunning Apartment - 5 minute walk to the beach!

Stunning Apartment - 5 minute walk to the beach!
Bournemouth
9.8 out of 10, Exceptional, (7 reviews)
"Really apartment, great location."
United Kingdom
Sukarman
The price is NZ$290
includes taxes & fees
9 July - 10 July
Stunning Apartment - 5 minute walk to the beach!

Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Farm Cottage on a Secluded 9-acre Equestrian Small Holding
Salisbury
10.0 out of 10, Exceptional, (13 reviews)
"Lovely 1 night stay in beautiful location. Louise very welcoming and property was perfect and very clean."
United Kingdom
Emily S.
The price is NZ$519
includes taxes & fees
22 July - 23 July
Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Funky Apartment - 5 minute walk to the beach!

Funky Apartment - 5 minute walk to the beach!
Westbourne
10.0 out of 10, Exceptional, (4 reviews)
"Was a pleasant stay "
United Kingdom
Maitri A.
The price is NZ$381
includes taxes & fees
12 July - 13 July
Funky Apartment - 5 minute walk to the beach!

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
Wool
10.0 out of 10, Exceptional, (4 reviews)
"Responsive owner and lovely property"
United Kingdom
Benjamin
The price is NZ$853
includes taxes & fees
8 July - 9 July
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

Brand NEW 3 bedroom house - garden & parking +wifi

Brand NEW 3 bedroom house - garden & parking +wifi
Poole
9.2 out of 10, Wonderful, (5 reviews)
"Very nice property and well equipped. Would recommend it and hope to visit again."
United Kingdom
Stefania H.
Brand NEW 3 bedroom house - garden & parking +wifi

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
Poole
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely amazing stay! Wish it was for longer! The boat could have had some extra TLC but otherwise we will definitely return!"
United States
Lesley-Anne W.
The price is NZ$790
includes taxes & fees
7 July - 8 July
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay

Brand New 3 Bedroom House -Sleeps 6 - Free Parking

Brand New 3 Bedroom House -Sleeps 6 - Free Parking
Poole
8.8 out of 10, Excellent, (3 reviews)
"Really nice clean and fresh property. Convenient for Dorset."
United Kingdom
keith s.
Brand New 3 Bedroom House -Sleeps 6 - Free Parking

Luxury shepherd's hut

Luxury shepherd's hut
Bransgore
9.8 out of 10, Exceptional, (43 reviews)
"The hut was in great condition, with luxurious amenities and amazing views of the countryside. It made for a very peaceful and welcoming stay!"
United States
Paul A.
The price is NZ$398
includes taxes & fees
14 July - 15 July
Luxury shepherd's hut
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 Winton Hotel Reviews

Find out more about Winton

Everything you need to know about Winton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winton holiday rentals we have selected for you start as low as NZ$180 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winton rentals

At Expedia, we put the best Winton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Winton?

Yes, there are holiday rentals close to the most popular sights in Winton, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winton has to offer?

Orchid House - 3 bedroom family accommodation with indoor play station : This highly rated holiday home rental in Winton is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, an oven and a microwave, so that you can cook with friends or family. Make the most of an arcade/games room in this rental home to help you unwind.

How many holiday rentals are there in Winton?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Winton stay.

What can I see and do in Winton?

While exploring the area, visit family-friendly sights like Oceanarium, or get outside and enjoy nature at Bournemouth Beach. In the wider area, you’ll find popular places such as Poole Harbour and New Forest National Park.

What are holiday rentals like in Winton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winton. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.