Winton Vacation Rentals from $1,486: Search Short-Term Rentals

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Our top choices for Winton vacation rentals

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

1. Holiday Home With Hot Tub & Sauna

Bournemouth

Ayhan

$378 nightly

Oct 11 - Oct 12

Total with taxes and fees

2. Luxury Flat With Parking & Underfloor Heating

Bournemouth

$112 nightly

Oct 25 - Oct 26

Total with taxes and fees

A bedroom with a bed, two bedside tables, a floor lamp, a radiator, and a potted plant.

3. 1 Bedroom Flat Apartment With hot tub on the Balcony & City View, Sleeps 4ppl

Boscombe

$126 nightly

Oct 14 - Oct 15

Total with taxes and fees

A living room with a green sofa, a fireplace, a painting, and a chandelier.

4. 167 Leybourne Avenue

Bournemouth

$668 nightly

Oct 11 - Oct 12

Total with taxes and fees

A modern kitchen with a built-in island, a sink, and a clock on the wall.

5. 4thedome

New Milton

"Lovely peaceful location just around the corner from the beach. Small shop, cafes and bar near by, we’d recommend a visit to the ice cream parlour - lots of flavours with vegan and doggy options. The accommodation was spotlessly clean, comfortable and well equipped. Check-in was seamless and the host responded quickly to all communications. Only downside was no enclosed outside space for our dogs"

Ceri

$157 nightly

Nov 2 - Nov 3

Total with taxes and fees

A modern house with a patio area featuring a sofa, chairs, and a dining table.

6. Pamper House Holiday Home And Annex

Ferndown

$1,120 nightly

Oct 11 - Oct 12

Total with taxes and fees

A kitchen with grey cabinets, a microwave, an oven, a sink, and a wooden countertop.

7. Stunning 2-bed Apt, Sleeps 6 in The New Forest

Southampton

$251 nightly

Oct 11 - Oct 12

Total with taxes and fees

A living room with a sofa, a coffee table, and a TV. There is a large window with a view of the sea and a boat.

8. Flat 7 Sand Acres

Poole

$547 nightly

Oct 12 - Oct 13

Total with taxes and fees

A neatly made bed with two towels folded into robes, a pillow, and a small card on the bed.

9. Glamping Cabin - Great for Hikers - Breakfast Inc!

Swanage

Vanessa

$192 nightly

Oct 9 - Oct 10

Total with taxes and fees

A modern kitchen with a central island, pendant lighting, and a dining area with a sofa and chairs.

10. The Anchorage

Bournemouth

Crawford

$698 nightly

Oct 12 - Oct 13

Total with taxes and fees

A mobile home with a white deck, a small porch, and a chimney.

11. Cabin Sleeps 8 - Free Parking, Patio, Pool

Poole

$189 nightly

Oct 12 - Oct 13

Total with taxes and fees

A modern kitchen with a central island, bar stools, a stove, and a refrigerator.

12. Clifftop House

Boscombe

$642 nightly

Oct 11 - Oct 12

Total with taxes and fees

A riverside deck with folding chairs and a table, surrounded by lush greenery and trees.

13. The Happy Hut

Christchurch

Bethan

$394 nightly

Oct 18 - Oct 19

Total with taxes and fees

A modern dining area with a large table set for a meal, a television mounted on the wall, and large windows offering a view of the outside.

14. The Cottage

Wimborne

"Beautiful cottage, really huge lounge and lots of fields around. Host Dawn was super helpful and the cottage had everything you needed. The showers were great and super clean, I always found that the pictures always look better than the actual place when you arrive, but this was even better in person. This is our first time renting a cottage rather than a hotel, and we're taking our puppy. We will be back with the whole family this time to enjoy it again."

manjit

$581 nightly

Oct 23 - Oct 24

Total with taxes and fees

15. Flat 3 - Muderford

Bournemouth City Centre

"Great flat close to the beach and amenities. We really appreciated the small detailes the host added to our stay like free coffee pods, milk, chocolate and a bottle of prosecco. Kitchen is well equipped and apartment is small but quite comfortable Only one small note, it would have been great to have some blackout blinds in the open kitchen/lounge as the room is quite bright due to street lights and for those sleeping on the sofa bed it might be an issue. Also, we discovered that the free...

Teresa

$363 nightly

Oct 12 - Oct 13

Total with taxes and fees

A row of white beach huts with stone walls, wooden benches, and a clear sky.

16. 1 Charlotte Close

Poole

$908 nightly

Oct 11 - Oct 12

Total with taxes and fees

A room with two grey armchairs, a round table, and a large window with a view of greenery.

17. Tudor Grange

Bournemouth City Centre

$8,112 nightly

Oct 11 - Oct 12

Total with taxes and fees

A beach with a wooden walkway leading to the shore.

18. Chine Heights

Westbourne

Olusegun

$734 nightly

Oct 11 - Oct 12

Total with taxes and fees

19. Flat 1 - Sandbanks

Bournemouth City Centre

Mandy

$363 nightly

Oct 11 - Oct 12

Total with taxes and fees

A coastal walkway leading to a beach with a clear view of the ocean.

20. Molly's Place

Boscombe

$546 nightly

Oct 12 - Oct 13

Total with taxes and fees

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Top Winton Hotel Reviews

Laguna Hotel

8/10 Good

"A clean and functional room, staff a mixture of basic to a very helpful friendly breakfast waitress, dinner cut off at seven on the dot so Hungary to bed, Excellent English breakfast, bar adequate Price good value"

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."

The Green House

8/10 Good

"Pretty impressed with this hotel and we would use it again. Staff were absolutely lovely and gave us a great welcome. Even offered us fresh milk on arrival for a tea or coffee. We were also informed about a wedding that was happening but this wasn’t an inconvenience. The room was lovely and had everything we needed for one night; although the room was very warm. The only real issue was paying to park and my car was completely covered in bird poo, and I mean covered when we checked out this morning. Not really the fault of the hotel but Parking was limited upon our arrival due to the wedding which was fair enough, however had to squeeze into a space under a tree will avoid next time when we stay. Our daughter is in uni so we will be looking for a regular place. Love the whole eco ethos of the hotel as well."

Find out more about Winton

Everything you need to know about Winton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winton vacation 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 low season months. For more hustle and bustle, you may prefer to visit Winton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $1,486 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winton rentals

At Expedia, we put the best Winton vacation 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 vacation.

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 vacation rentals in Winton?

Yes, we offer vacation rentals near the most popular local attractions in Winton, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Winton?

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

How many vacation rentals are there in Winton?

With 5 Expedia vacation rentals, you're sure 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 larger area, you’ll find Bournemouth University and The Square.

What are vacation rentals like in Winton?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Winton. Vacation rentals offer extras like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for small groups.

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Check prices for these dates

Our top choices for Winton vacation rentals

1. Holiday Home With Hot Tub & Sauna

2. Luxury Flat With Parking & Underfloor Heating

3. 1 Bedroom Flat Apartment With hot tub on the Balcony & City View, Sleeps 4ppl

4. 167 Leybourne Avenue

5. 4thedome

6. Pamper House Holiday Home And Annex

7. Stunning 2-bed Apt, Sleeps 6 in The New Forest

8. Flat 7 Sand Acres

9. Glamping Cabin - Great for Hikers - Breakfast Inc!

10. The Anchorage

11. Cabin Sleeps 8 - Free Parking, Patio, Pool

12. Clifftop House

13. The Happy Hut

14. The Cottage

15. Flat 3 - Muderford

16. 1 Charlotte Close

17. Tudor Grange

18. Chine Heights

19. Flat 1 - Sandbanks

20. Molly's Place

Find vacation rentals that suit your style

Top Winton Hotel Reviews

Laguna Hotel

Sandbanks Hotel

Bournemouth East Cliff by Belvilla

The Beach House

The Green House

Forest Park Country Hotel & Inn, Brockenhurst, New Forest

Sea Stone Hotel

Holiday Inn Express Poole by IHG

Hotel Celebrity Bournemouth East Cliff by Villare Hotels

Find out more about Winton

Frequently asked questions

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