Winton Holiday Rentals : Search Short-Term Rentals

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Our top choices for Winton holiday rentals

A modern hotel room with a large bed, a smaller bed, a desk, and a chair. There are plants and artwork on the walls.

1. Large NEW 8 bedroom house Sleeps 20 Accepts Groups

Bournemouth

includes taxes & fees

23 Oct - 24 Oct

2. Massive New House Sleeps 20+ Accepts Groups

Bournemouth

"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...

Angela G.

includes taxes & fees

23 Oct - 24 Oct

3. Luxury Flat With Parking & Underfloor Heating

Bournemouth

includes taxes & fees

3 Nov - 4 Nov

A neatly made bed with a patterned bedspread, two pillows, and a rolled towel. There are two framed pictures on the wall above the bed.

4. Funky Apartment - 5 minute walk to the beach!

Westbourne

Maitri A.

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a large island, wooden cabinets, and a built-in oven.

5. Stunning Secret Studio - Beach Retreat - Sleeps 4

Westbourne

Joanna

includes taxes & fees

12 Oct - 13 Oct

A bedroom with a bed, dresser, and a window with curtains.

6. Holiday Home With Hot Tub & Sauna

Bournemouth

Ayhan

includes taxes & fees

13 Oct - 14 Oct

A modern outdoor patio with wicker furniture and a glass door leading to a covered area.

7. Private Luxury By The Sea

Poole

Luke

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with white cabinets, a built-in oven, and a dining area with a table set for four.

8. Beautiful Poole House 5 mins to Sandbanks +Netflix

Poole

Namrata R.

includes taxes & fees

12 Oct - 13 Oct

A cozy outdoor living area with a hot tub, a sliding glass door leading to a bedroom, and a small patio table.

9. A Hidden Gem With Private Hot Tub and Garden

Bournemouth

Michelle A.

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with a central island, a built-in washing machine, and a dining area with two chairs.

10. NEW Poole House 5 mins to Sandbanks +Netflix

Poole

Catherine

includes taxes & fees

12 Oct - 13 Oct

A neatly arranged bedroom with a bed, bedside tables, a window with a plant, and two framed pictures on the wall.

11. Trendy Urban Split level Apartment - Netflix&WiFi

Bournemouth

"Better than expected from the photos. I was expecting just a tv room down stairs but there is also a big shower room & a good sized bedroom. Ground level has one en-suit bedroom & kitchen area dinner area. Good having the bedrooms on different levels for privacy if you are 2 couples. The stylish decor is fresh & uplifting! Perfect place to hang out & unwind. The sofa was too saggy for myself & my partner to sit on as we have bad backs. Guys should take your own shaving mirrors as there is none...

Karen B.

A coastal beach with a rocky cliff and a clear view of the sea.

12. Unique detached holiday cottage, Hampshire

Sopley

Keiron D.

includes taxes & fees

15 Oct - 16 Oct

A modern living room with a sofa, a patterned ottoman, a TV, and a kitchen in the background.

13. Stunning 2 bed - free parking -5 min walk to beach

Bournemouth

Pauline J.

includes taxes & fees

15 Oct - 16 Oct

A modern living room with a white sofa, a dining table with chairs, a chandelier, and a TV mounted on the wall.

14. Beautiful Apartment - 5 minute walk to the beach!

Bournemouth

Niki B.

includes taxes & fees

12 Oct - 13 Oct

A modern interior with a glass partition, a carpeted floor, and a visible kitchen area in the background.

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

Poole

Lisa L.

includes taxes & fees

12 Oct - 13 Oct

A modern bedroom with a bed, a television, and a window.

16. ⭐⭐⭐⭐⭐ 400m to the BEACH, Parking, WIFI & Netflix

Bournemouth

Steve S.

includes taxes & fees

16 Oct - 17 Oct

A modern apartment with a kitchen, dining area, and living room. It features a large window, a ceiling light, and a painting on the wall.

17. Stunning Apartment inc. Free Parking & Fast WiFi

Poole Old Town

Victoria R.

includes taxes & fees

12 Oct - 13 Oct

A modern living room with a grey sofa, yellow cushions, a pink throw, and a dining area in the background.

18. Beautiful NEW 3 bedroom house - garden & parking

Poole

Lee

includes taxes & fees

15 Oct - 16 Oct

A modern bedroom with a striped bedspread, two yellow pillows, a bedside lamp, and a rolled towel on the bed.

19. ⭐⭐⭐⭐⭐ Walk to the BEACH, Parking, WIFI & Netflix

Bournemouth

James

includes taxes & fees

13 Oct - 14 Oct

A modern living room with a sofa, armchairs, a dining table, and a TV.

20. Central Bournemouth | 2-Bed, 4 Guests | Prime Spot

Bournemouth City Centre

Tosh

includes taxes & fees

12 Oct - 13 Oct

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Top Winton Hotel Reviews

Hampton by Hilton Bournemouth

8/10 Good

"Good position lovely staff and good room"

The Beach House

8/10 Good

"The bed room and lounge wasn't that clean, floor, carpet, remote control filthy, And moild in the bathroom, The full English breakfast, I've had alot better, sausages skin very tough, they burnt the toast and then scraped of the burnt, the smallest peace of bacon you can imagine, undercooked eggs yucky not healthy, A bed and breakfast is supposed to be pleasant experience"

Sandbanks Hotel

8/10 Good

"I stayed here for 1 night with my husband on my birthday. The staff were excellent, expecially Neil the lifeguard in the pool. Disappointing that the sauna was out of order and the gym very small but Neil arranged for us to go to the Haven the next morning to use their pool, gym, steam room and sauna. We had a lovely room with a super king bed and great sea view. The breakfast was good and the dinner excellent."

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 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?

Classic Holiday Home for 6, relaxing family getaway near Durdle Door: This holiday home rental outside of Winton comes with WiFi so that you can feel at home during your trip. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Winton?

With 5 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 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.

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Check prices for these dates

Our top choices for Winton holiday rentals

1. Large NEW 8 bedroom house Sleeps 20 Accepts Groups

2. Massive New House Sleeps 20+ Accepts Groups

3. Luxury Flat With Parking & Underfloor Heating

4. Funky Apartment - 5 minute walk to the beach!