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Winton Vacation Rentals

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Our top choices for Winton vacation rentals

1. The Anchorage

The Anchorage
3.0 star property
Bournemouth
9.0 out of 10, Wonderful, (2 reviews)
"Lovely location close to the beach - would highly recommend."
Canada
Crawford
The price is CA $990
CA $1,188 total
includes taxes & fees
Nov 10 - Nov 11
The Anchorage

2. 1 Bedroom Flat Apartment With hot tub on the Balcony & City View, Sleeps 4ppl

1 Bedroom Flat Apartment With hot tub on the Balcony & City View, Sleeps 4ppl
2.0 star property
Boscombe
The price is CA $198
CA $238 total
includes taxes & fees
Oct 23 - Oct 24
1 Bedroom Flat Apartment With hot tub on the Balcony & City View, Sleeps 4ppl

3. 4thedome

4thedome
3.5 star property
New Milton
9.4 out of 10, Exceptional, (13 reviews)
"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"
United Kingdom
Ceri
The price is CA $157
CA $188 total
includes taxes & fees
Nov 4 - Nov 5
4thedome

4. 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 CA $220
CA $267 total
includes taxes & fees
Oct 24 - Oct 25
Glamping Cabin - Great for Hikers - Breakfast Inc!

5. 167 Leybourne Avenue

167 Leybourne Avenue
3.0 star property
Bournemouth
The price is CA $946
CA $1,136 total
includes taxes & fees
Nov 4 - Nov 5
167 Leybourne Avenue

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

Cabin Sleeps 8 - Free Parking, Patio, Pool
3.0 star property
Poole
The price is CA $196
CA $326 total
includes taxes & fees
Nov 1 - Nov 2
Cabin Sleeps 8 - Free Parking, Patio, Pool

7. Clifftop House

Clifftop House
3.0 star property
Boscombe
The price is CA $910
CA $1,091 total
includes taxes & fees
Nov 4 - Nov 5
Clifftop House

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

Stunning 2-bed Apt, Sleeps 6 in The New Forest
4.0 star property
Southampton
The price is CA $250
CA $447 total
includes taxes & fees
Nov 6 - Nov 7
Stunning 2-bed Apt, Sleeps 6 in The New Forest

9. Chine Heights

Chine Heights
3.0 star property
Westbourne
10.0 out of 10, Exceptional, (1 review)
"Great place. Spent the bank holiday weekend with the children and they loved it! even wanted to move in!"
United Kingdom
Olusegun
The price is CA $1,041
CA $1,249 total
includes taxes & fees
Oct 31 - Nov 1
Chine Heights

10. Flat 3 - Muderford

Flat 3 - Muderford
3.0 star property
Bournemouth City Centre
10.0 out of 10, Exceptional, (1 review)
"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...
United Kingdom
Teresa
The price is CA $515
CA $618 total
includes taxes & fees
Oct 27 - Oct 28
Flat 3 - Muderford

11. 1 Charlotte Close

1 Charlotte Close
3.5 star property
Poole
The price is CA $1,287
CA $1,545 total
includes taxes & fees
Oct 26 - Oct 27
1 Charlotte Close

12. Flat 7 Sand Acres

Flat 7 Sand Acres
3.0 star property
Poole
The price is CA $775
CA $931 total
includes taxes & fees
Oct 27 - Oct 28
Flat 7 Sand Acres

13. The Cottage

The Cottage
3.0 star property
Wimborne
10.0 out of 10, Exceptional, (1 review)
"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."
United Kingdom
manjit
The price is CA $823
CA $988 total
includes taxes & fees
Oct 31 - Nov 1
The Cottage

14. 7 Warren Edge Close

7 Warren Edge Close
3.0 star property
Southbourne
8.0 out of 10, Very good, (1 review)
"Windows could have been cleaned, cutlery was not so clean and indeed the kitchen spatula was dirty / had previous guests food on it."
United Kingdom
Anonymous traveller
The price is CA $899
CA $1,078 total
includes taxes & fees
Oct 26 - Oct 27
7 Warren Edge Close

15. Molly's Place

Molly's Place
3.0 star property
Boscombe
The price is CA $774
CA $928 total
includes taxes & fees
Oct 31 - Nov 1
Molly's Place

16. Flat 1 - Sandbanks

Flat 1 - Sandbanks
3.0 star property
Bournemouth City Centre
7.0 out of 10, Good, (2 reviews)
"Our stay at this property was good very close to shops beach front and Bournemouth pier fully equipped for what you need dog friendly too the host was excellent had a couple of issues that were dealt with quickly he is a lovely guy xx great place overall loved it ⭐️⭐️⭐️⭐️"
United Kingdom
Mandy
The price is CA $515
CA $618 total
includes taxes & fees
Nov 6 - Nov 7
Flat 1 - Sandbanks

17. The Happy Hut

The Happy Hut
3.0 star property
Christchurch
10.0 out of 10, Exceptional, (1 review)
"Lovely little secluded place, perfect for staying over with a wedding at Sopley Mill. Place was beautiful, surrounded by trees and lovely little touches within the property. Thank you :)"
United Kingdom
Bethan
The price is CA $558
CA $670 total
includes taxes & fees
Oct 31 - Nov 1
The Happy Hut

18. 6 Inveravon

6 Inveravon
3.0 star property
Christchurch
10.0 out of 10, Exceptional, (2 reviews)
"Lovely house in a fantastic area. Mudeford is such a lovely place, 2nd time staying here now and will definitely be back again"
United Kingdom
Mark
The price is CA $1,178
CA $1,414 total
includes taxes & fees
Nov 10 - Nov 11
6 Inveravon

19. Bayview Cottage

Bayview Cottage
3.0 star property
Southbourne
9.0 out of 10, Wonderful, (2 reviews)
"it was a very good location, but the property was a"
United Kingdom
Tracee
The price is CA $1,111
CA $1,334 total
includes taxes & fees
Nov 6 - Nov 7
Bayview Cottage

20. Flat 9

Flat 9
3.0 star property
Swanage
10.0 out of 10, Exceptional, (1 review)
The price is CA $716
CA $860 total
includes taxes & fees
Oct 26 - Oct 27
Flat 9
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Winton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.