Holiday Rentals in Winton

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Our top choices for Winton holiday rentals

Large NEW 8 bedroom house Sleeps 20 Accepts Groups
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.
Massive New House Sleeps 20+ Accepts Groups
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay on the boat from start to finish. We had great weather so great views from the hot tub out over the water. Comfy beds and the luxury shower block was clean and had nice showers. The boat is a short drive or 30/40 min walk into Poole (40 as we waited to cross the bridge and watch the ships sail by) I hope to have the opportunity to stay there again. "
United Kingdom
Beverley H.
The price is €474
includes taxes & fees
25 Feb - 26 Feb
Classic Yacht Nadine with Hot Tub, Poole Harbour Bay
The price is €157
includes taxes & fees
25 Feb - 26 Feb
Glamping Cabin - Great for Hikers - Breakfast Inc!
9.2 out of 10, Wonderful, (7 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 €172
includes taxes & fees
2 Mar - 3 Mar
Beautiful Poole House 5 mins to Sandbanks +Netflix
9.4 out of 10, Exceptional, (14 reviews)
"This was a perfect stay with some excellent amenities around the corner from the apartment. It was spacious and it was easy to relax"
United States
Elliott C.
The price is €138
includes taxes & fees
1 Mar - 2 Mar
⭐⭐⭐⭐⭐ Super Cool Apartment Parking, Netflix & WiFi

Cottage in Swanage

Bobbin Cottage
3.0 star property
The price is €451
includes taxes & fees
27 Feb - 28 Feb
Bobbin Cottage
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 €162
includes taxes & fees
26 Feb - 27 Feb
Stunning Little House on Poole Quay -Free Parking
10.0 out of 10, Exceptional, (15 reviews)
"Amazing place "
United Kingdom
Lee
The price is €188
includes taxes & fees
1 Mar - 2 Mar
Beautiful NEW 3 bedroom house - garden & parking
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.
The price is €188
includes taxes & fees
1 Mar - 2 Mar
Brand NEW 3 bedroom house - garden & parking +wifi
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 €182
includes taxes & fees
25 Feb - 26 Feb
Luxury ⭐⭐⭐⭐⭐- Near Sandbanks BEACH! Netflix & WiFi
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 €315
includes taxes & fees
26 Feb - 27 Feb
Family home close to Lulworth Cove, Durdle Door, The Tank Musuem & Monkey World
9.6 out of 10, Exceptional, (4 reviews)
"First class in every respect - perfect for a family with active children."
United Kingdom
Steve
The price is €221
includes taxes & fees
26 Feb - 27 Feb
THE BOATHOUSE. The gateway to the Jurassic Coast

Holiday Home in Poole

Private Luxury By The Sea
9.6 out of 10, Exceptional, (5 reviews)
"Nice property, very helpful host, good amenities, very clean "
United Kingdom
Rabbi Adam E.
The price is €151
includes taxes & fees
2 Mar - 3 Mar
Private Luxury By The Sea
8.8 out of 10, Excellent, (5 reviews)
"Had a lovely stay. Property is within driving distance of the beach and other attractions. It's spacious and maintained very well. "
United Kingdom
Sourav
The price is €166
includes taxes & fees
2 Mar - 3 Mar
NEW Poole House 5 mins to Sandbanks +Netflix

Apartment in Poole Old Town

Modern Apartment -Parking & WiFi
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 €134
includes taxes & fees
1 Mar - 2 Mar
Modern Apartment -Parking & WiFi

Cottage in Swanage

The Cabin
3.0 star property
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 €391
includes taxes & fees
2 Mar - 3 Mar
The Cabin

Holiday Home in Bransgore

Luxury shepherd's hut
9.8 out of 10, Exceptional, (41 reviews)
"Warm and welcoming hospitality, and helpful.Lovely surroundings with animals and peaceful settings."
United Kingdom
Mr Marcus D.
The price is €201
includes taxes & fees
26 Feb - 27 Feb
Luxury shepherd's hut

Apartment in New Milton

4thedome
3.5 star property
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 €154
includes taxes & fees
26 Feb - 27 Feb
4thedome
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 €220
includes taxes & fees
26 Feb - 27 Feb
Farm Cottage on a Secluded 9-acre Equestrian Small Holding
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, apart-hotels, 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 €194 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?

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.

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 The Square.

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.