Winton Holiday Rentals

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Our top choices for Winton holiday rentals

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 AU$271
includes taxes & fees
14 Apr - 15 Apr
Glamping Cabin - Great for Hikers - Breakfast Inc!

Stunning Little House on Poole Quay -Free Parking

Stunning Little House on Poole Quay -Free Parking
Poole Old Town
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful little house right in the heart of Poole old town would definitely stay again! The quay is less than 5 mins away with boat trips to Brownsea island and out into the bay a beautiful place"
United Kingdom
Chris
The price is AU$271
includes taxes & fees
16 Apr - 17 Apr
Stunning Little House on Poole Quay -Free Parking

⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi

⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi
Parkstone
9.4 out of 10, Exceptional, (14 reviews)
"Big apartment, safe location, will stay here again!"
Canada
Hannah L.
The price is AU$297
includes taxes & fees
18 Apr - 19 Apr
⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi

Beautiful NEW 3 bedroom house - garden & parking

Beautiful NEW 3 bedroom house - garden & parking
Poole
10.0 out of 10, Exceptional, (15 reviews)
"Amazing place "
United Kingdom
Lee
The price is AU$313
includes taxes & fees
13 Apr - 14 Apr
Beautiful NEW 3 bedroom house - garden & parking

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, (3 reviews)
"The house was so very clean and we had such a peaceful time will definitely will return to this property . The way they have done the house up is amazing "
United Kingdom
Angel F.
The price is AU$544
includes taxes & fees
13 Apr - 14 Apr
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World

The Cabin

The Cabin
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1 review)
"Amazing Cabin, which was super comfy and extremely clean. A little garden with 2 seats and table . A patio doors looking onto a very pretty garden. Right near to Swanage Beach which was perfect. Fully recommend. "
United Kingdom
Anonymous traveller
The price is AU$652
includes taxes & fees
19 Apr - 20 Apr
The Cabin

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

Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
Poole
9.4 out of 10, Exceptional, (24 reviews)
"Booked this apartment for 4 friends visiting me. Excellently presented and in a great location. All correspondence was easy and straightforward and would highly recommend. "
United Kingdom
Steve B.
The price is AU$282
includes taxes & fees
16 Apr - 17 Apr
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi

Private Luxury By The Sea

Private Luxury By The Sea
Poole
9.4 out of 10, Exceptional, (6 reviews)
"Nice property, very helpful host, good amenities, very clean "
United Kingdom
Rabbi Adam E.
The price is AU$252
includes taxes & fees
16 Apr - 17 Apr
Private Luxury By The Sea

Stunning Secret Studio - Beach Retreat - Sleeps 4

Stunning Secret Studio - Beach Retreat - Sleeps 4
Westbourne
10.0 out of 10, Exceptional, (2 reviews)
"I recommand this booking."
United States
jean-marc L.
The price is AU$223
includes taxes & fees
15 Apr - 16 Apr
Stunning Secret Studio - Beach Retreat - Sleeps 4

Luxury shepherd's hut

Luxury shepherd's hut
Bransgore
9.8 out of 10, Exceptional, (43 reviews)
"Warm and welcoming hospitality, and helpful.Lovely surroundings with animals and peaceful settings."
United Kingdom
Mr Marcus D.
The price is AU$330
includes taxes & fees
13 Apr - 14 Apr
Luxury shepherd's hut

Tower House Apartaments

Tower House Apartaments
3.0 star property
Bournemouth City Centre
The price is AU$321
includes taxes & fees
15 Apr - 16 Apr
Tower House Apartaments

Modern Apartment -Parking & WiFi

Modern Apartment -Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay, the apartment was clean, spacious and well equipped. Being located in old town Poole it was perfect for local restaurants, Poole Museum and the Quay. Will recommend and will be returning next year."
United Kingdom
Gillian
The price is AU$229
includes taxes & fees
16 Apr - 17 Apr
Modern Apartment -Parking & WiFi

WOW! 4-Bed Home Newly Renovated! Great Location!

WOW! 4-Bed Home Newly Renovated! Great Location!
Bournemouth, Christchurch and Poole
The price is AU$410
includes taxes & fees
13 Apr - 14 Apr
WOW! 4-Bed Home Newly Renovated! Great Location!

Beautiful Couples Retreat - FREE Parking & WiFi

Beautiful Couples Retreat - FREE Parking & WiFi
Poole Old Town
10.0 out of 10, Exceptional, (5 reviews)
"Lovely clean flat in the PERFECT location in Poole, very easily accessible and great communication with host throughout. Would recommend - 5* "
United Kingdom
Frazer
The price is AU$229
includes taxes & fees
15 Apr - 16 Apr
Beautiful Couples Retreat - FREE Parking & WiFi

Stunning Apartment - 5 minute walk to the beach!

Stunning Apartment - 5 minute walk to the beach!
Bournemouth
10.0 out of 10, Exceptional, (4 reviews)
"Great location, this little gem has everything that a couple would need for a break by the see Literally 5 minutes walk to the beach and 20 minutes to the pier. Would definitely choose this apartment again. Thanks for a comfortable stay"
United Kingdom
Alan F.
Stunning Apartment - 5 minute walk to the beach!

Bobbin Cottage

Bobbin Cottage
3.0 star property
Swanage
The price is AU$758
includes taxes & fees
10 May - 11 May
Bobbin Cottage

4thedome

4thedome
3.5 star property
New Milton
9.4 out of 10, Exceptional, (12 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 AU$295
includes taxes & fees
4 May - 5 May
4thedome

Stargaze From a Beach hut on the Mudeford Sandbank

Stargaze From a Beach hut on the Mudeford Sandbank
2.0 star property
Bournemouth
The price is AU$317
includes taxes & fees
11 May - 12 May
Stargaze From a Beach hut on the Mudeford Sandbank

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, (10 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 AU$312
includes taxes & fees
13 Apr - 14 Apr
Farm Cottage on a Secluded 9-acre Equestrian Small Holding

⭐⭐⭐⭐⭐ Beautiful Apartment Near the BEACH +Netflix

⭐⭐⭐⭐⭐ Beautiful Apartment Near the BEACH +Netflix
Bournemouth
8.6 out of 10, Excellent, (4 reviews)
"A great stay, the property was perfect for us in every way and location was excellent. Hope to be back one day."
United States
Luisa
The price is AU$273
includes taxes & fees
14 Apr - 15 Apr
⭐⭐⭐⭐⭐ Beautiful Apartment Near the BEACH +Netflix
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 favourite 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 depend 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 AU$324 per night. Entering your travel dates in the search wizard might find you 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?

The Cliff House Hotel: This holiday home rental outside of Winton offers a terrace, a garden and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals are there in Winton?

With 3 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 New Forest National Park. In the wider area, you’ll find Bournemouth University and Bournemouth Town Hall.

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.