Photo by Barry Deakin

Winkton Holiday Rentals

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Our top choices for Winkton holiday rentals

Cottage in Bournemouth City Centre

Tudor Grange
3.0 star property
The price is NZ$16,728
includes taxes & fees
3 Jan - 4 Jan 2026
Tudor Grange

Aparthotel in Southampton City Centre

room2 Southampton Hometel
4.0 star property
9.4 out of 10, Exceptional, (1181)
"Staff was great and the room was really nice. I was impressed by the design and it was spacious "
United States
Vanessa
The price is NZ$175
includes taxes & fees
7 Jan - 8 Jan 2026
room2 Southampton Hometel

Holiday Home in New Milton

The Cliff House Hotel
4.0 star property
9.4 out of 10, Exceptional, (404)
"Great location, food, accomodation and pleasant staff."
United Kingdom
Anthony
The price is NZ$395
includes taxes & fees
6 Jan - 7 Jan 2026
The Cliff House Hotel
10.0 out of 10, Exceptional, (4)
"Was a pleasant stay "
United Kingdom
Maitri A.
The price is NZ$272
includes taxes & fees
4 Jan - 5 Jan 2026
Funky Apartment - 5 minute walk to the beach!
10.0 out of 10, Exceptional, (7)
"The apartment was fabulous for two couples. It was spotless and the location was perfect for exploring the historic area of the town. There are a variety of pubs and eateries within minutes."
Canada
Kevin T.
The price is NZ$330
includes taxes & fees
2 Jan - 3 Jan 2026
Beautiful 2 Bedroom Apartment inc. Parking & Wifi
10.0 out of 10, Exceptional, (5)
"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 NZ$279
includes taxes & fees
3 Jan - 4 Jan 2026
Beautiful Couples Retreat - FREE Parking & WiFi
10.0 out of 10, Exceptional, (2)
"Only there for two nights but was really happy. Would love to stay longer next time."
United Kingdom
James
The price is NZ$333
includes taxes & fees
2 Jan - 3 Jan 2026
⭐⭐⭐⭐⭐ Walk to the BEACH, Parking, WIFI & Netflix
10.0 out of 10, Exceptional, (2)
"I recommand this booking."
United States
jean-marc L.
The price is NZ$272
includes taxes & fees
4 Jan - 5 Jan 2026
Stunning Secret Studio - Beach Retreat - Sleeps 4
10.0 out of 10, Exceptional, (1)
"Fine, except I had difficulty working the TV"
United Kingdom
ian p.
The price is NZ$319
includes taxes & fees
9 Jan - 10 Jan 2026
Glamping Cabin - Great for Hikers - Breakfast inc!
10.0 out of 10, Exceptional, (1)
"The apartment we rented was very nice, clean & comfortable. We loved the panoramic sea views & fresh sea breeze which came in through the open windows or while sitting on the balcony."
United Kingdom
Jayasheel M.
The price is NZ$323
includes taxes & fees
4 Jan - 5 Jan 2026
Stunner Sea View 2 bedroom Sleeps 6-Free Parking

Cottage in Bournemouth

The Well House
3.0 star property
The Well House
10.0 out of 10, Exceptional, (5)
"Great location, with everything you need very close Flat is nice could do with a lick of paint to smarten it up but I appreciate its the busy season. Kids loved the bunk beds. Main bedroom the bed is small but its not the end of the world"
United Kingdom
Kyle Y.
The price is NZ$330
includes taxes & fees
4 Jan - 5 Jan 2026
Stunning 2 bedroom Apartment inc. Free Parking
10.0 out of 10, Exceptional, (4)
"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.
The price is NZ$272
includes taxes & fees
2 Jan - 3 Jan 2026
Stunning Apartment - 5 minute walk to the beach!
9.4 out of 10, Exceptional, (3)
"Perfect stay, perfect location. Would happily stay again, the communication was brilliant. "
United Kingdom
David A.
The price is NZ$370
includes taxes & fees
2 Jan - 3 Jan 2026
NEW 2 bedroom Bournemouth Ground Floor Easy Access
10.0 out of 10, Exceptional, (7)
"A fabulous stay! Our host was excellent. Everything about the house was perfect."
United States
Sarah
The price is NZ$2,528
includes taxes & fees
11 Jan - 12 Jan 2026
5 bedroom accommodation in Wimborne
8.6 out of 10, Excellent, (4)
"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 NZ$333
includes taxes & fees
4 Jan - 5 Jan 2026
⭐⭐⭐⭐⭐ Beautiful Apartment Near the BEACH +Netflix
9.2 out of 10, Wonderful, (5)
"Very nice property and well equipped. Would recommend it and hope to visit again."
United Kingdom
Stefania H.
The price is NZ$370
includes taxes & fees
5 Jan - 6 Jan 2026
Brand NEW 3 bedroom house - garden & parking +wifi
3.0 star property
9.0 out of 10, Wonderful, (19)
"Lovely property and had a great time, I will certainly be coming back. Particularly enjoyed the jacuzzi bath in the deluxe room."
United Kingdom
Mathew
The price is NZ$314
includes taxes & fees
29 Jan - 30 Jan 2026
Pinewood Cottage Deluxe Self Catering Apartments
10.0 out of 10, Exceptional, (15)
"Amazing place "
United Kingdom
Lee
The price is NZ$381
includes taxes & fees
3 Jan - 4 Jan 2026
Beautiful NEW 3 bedroom house - garden & parking

Apartment in Poole Old Town

Elegant Apartment inc. Parking
9.0 out of 10, Wonderful, (2)
The price is NZ$272
includes taxes & fees
4 Jan - 5 Jan 2026
Elegant Apartment inc. Parking
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 Winkton Hotel Reviews

Find out more about Winkton

Everything you need to know about Winkton 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 Winkton 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 Winkton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winkton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winkton. 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 Winkton 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 Winkton holiday rentals we have selected for you start as low as NZ$116 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Winkton rentals

At Expedia, we put the best Winkton 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 Winkton 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 Winkton 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 Winkton. 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

Can I find a holiday rental in Winkton?

Yes, there are holiday rentals close to the most popular sights in Winkton, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Winkton has a good selection of bars and the restaurants. Make sure you have time to check out the coffee shops and forests during your trip.

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

The Cliff House Hotel: This holiday home rental outside of Winkton 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’s there to see and do in Winkton?

Explore the area and family-friendly sights such as Oceanarium, or get out into nature at a spot like New Forest National Park. Christchurch Harbour and Avon Beach are a couple of places you'll find in the wider area.

What’s a holiday rental in Winkton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winkton. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for small groups.