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Check prices for these dates

Tonight
15 Dec - 16 Dec
Tomorrow
16 Dec - 17 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for Winton holiday rentals

Exterior
The Cliff House Hotel

The Cliff House Hotel

The Cliff House Hotel
4.0 star property
New Milton
9.4 out of 10, Exceptional, (403)
"Great location, food, accomodation and pleasant staff."
United Kingdom
Anthony
The price is ฿5,976
฿7,171 total
includes taxes & fees
22 Dec - 23 Dec
The Cliff House Hotel
Luxury Studio, Ensuite, Garden View (Apartment 2)
Alum Chine Beach House

Alum Chine Beach House

Alum Chine Beach House
3.5 star property
Bournemouth
9.0 out of 10, Wonderful, (23)
"Excellent stay - great location and really easy check in. "
United Kingdom
Anthony
Alum Chine Beach House
Lobby sitting area
For Students Only Skyline

For Students Only Skyline

For Students Only Skyline
2.0 star property
Bournemouth City Centre
For Students Only Skyline
Family Villa | 6 bedrooms, free WiFi, bed sheets
Blue Vista

Blue Vista

Blue Vista
4.0 star property
Bournemouth
Blue Vista
Deluxe Chalet, 3 Bedrooms, Resort View, Garden Area | Desk, laptop workspace, blackout curtains, iron/ironing board
The Dorset Resort

The Dorset Resort

The Dorset Resort
4.0 star property
Wareham
9.8 out of 10, Exceptional, (44)
"PRPOERTY VERY SPACIOUS, VERY CLEAN AND JUST A LOVELY PROPERTY TO UNWIND AND RELAX WITH FAMILY, LOVED THE SAUNA"
United Kingdom
tina
The Dorset Resort
12 bedrooms, individually decorated, individually furnished, free WiFi
Tudor Grange

Tudor Grange

Tudor Grange
3.0 star property
Bournemouth City Centre
The price is ฿250,334
฿300,400 total
includes taxes & fees
19 Dec - 20 Dec
Tudor Grange
Interior
Jasmine Cottage

Jasmine Cottage

Jasmine Cottage
3.0 star property
Swanage
8.0 out of 10, Very good, (2)
"Pretty nice place, easy to get into due to clear instructions. Easy parking, good wifi. Had a lot of spiders in the bathroom though, don't know why."
Canada
Keagan
The price is ฿12,781
฿15,337 total
includes taxes & fees
19 Dec - 20 Dec
Jasmine Cottage
Family Suite, Ensuite, Garden View | Lounge
Pinewood Cottage Deluxe Self Catering Apartments

Pinewood Cottage Deluxe Self Catering Apartments

Pinewood Cottage Deluxe Self Catering Apartments
3.0 star property
Lyndhurst
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
Pinewood Cottage Deluxe Self Catering Apartments
Cottage, 1 Bedroom (The Cowman's Cottage) | Blackout curtains, iron/ironing board, free WiFi, bed sheets
Hazelhurst Farm

Hazelhurst Farm

Hazelhurst Farm
4.5 star property
Lymington
9.6 out of 10, Exceptional, (53)
"Lovely quiet space, good location to explore from. "
United Kingdom
Anonymous traveller
Hazelhurst Farm
Exterior
Chelsea Hotel

Chelsea Hotel

Chelsea Hotel
3.0 star property
Bournemouth
9.2 out of 10, Wonderful, (82)
"Overall a good place to stay."
United States
STEPHEN
Chelsea Hotel
Front of property
The Ivy Apartments

The Ivy Apartments

The Ivy Apartments
2.0 star property
Bournemouth City Centre
10.0 out of 10, Exceptional, (1)
The Ivy Apartments
Fridge, dishwasher, electric kettle, toaster
Bayview Cottage

Bayview Cottage

Bayview Cottage
3.0 star property
Bournemouth
The price is ฿24,036
฿28,843 total
includes taxes & fees
19 Dec - 20 Dec
Bayview Cottage
Exterior
Pet Friendly - 4 Guests - 13 min to the Beach

Pet Friendly - 4 Guests - 13 min to the Beach

Pet Friendly - 4 Guests - 13 min to the Beach
3.0 star property
Bournemouth
Pet Friendly - 4 Guests - 13 min to the Beach
Property grounds
Chine Heights

Chine Heights

Chine Heights
3.0 star property
Bournemouth
The price is ฿22,509
฿27,011 total
includes taxes & fees
19 Dec - 20 Dec
Chine Heights
Property amenity
Holiday Home With Hot Tub & Sauna

Holiday Home With Hot Tub & Sauna

Holiday Home With Hot Tub & Sauna
4.0 star property
Bournemouth
9.0 out of 10, Wonderful, (4)
" What the full holiday with my kids thanks guys"
United Kingdom
Ayhan
The price is ฿5,686
฿14,415 total
includes taxes & fees
16 Dec - 17 Dec
Holiday Home With Hot Tub & Sauna
Beach nearby
Flat 2 - Studland

Flat 2 - Studland

Flat 2 - Studland
3.0 star property
Bournemouth City Centre
6.0 out of 10, (2)
The price is ฿11,432
฿13,718 total
includes taxes & fees
23 Dec - 24 Dec
Flat 2 - Studland
Cabin | Property grounds
Glamping Cabin - Great for Hikers - Breakfast Inc!

Glamping Cabin - Great for Hikers - Breakfast Inc!

Glamping Cabin - Great for Hikers - Breakfast Inc!
3.0 star property
Swanage
The price is ฿4,717
฿5,771 total
includes taxes & fees
17 Dec - 18 Dec
Glamping Cabin - Great for Hikers - Breakfast Inc!
Beach nearby
Flat 4 - Hengistdury

Flat 4 - Hengistdury

Flat 4 - Hengistdury
3.0 star property
Bournemouth City Centre
The price is ฿11,432
฿13,718 total
includes taxes & fees
19 Dec - 20 Dec
Flat 4 - Hengistdury
Exterior detail
Flat 1 - Sandbanks

Flat 1 - Sandbanks

Flat 1 - Sandbanks
3.0 star property
Bournemouth City Centre
The price is ฿11,432
฿13,718 total
includes taxes & fees
5 Jan - 6 Jan 2026
Flat 1 - Sandbanks
Living area
6 Inveravon

6 Inveravon

6 Inveravon
3.0 star property
Christchurch
10.0 out of 10, Exceptional, (1)
The price is ฿25,491
฿30,590 total
includes taxes & fees
19 Dec - 20 Dec
6 Inveravon
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

Hilton Bournemouth

Hilton Bournemouth

10/10 Excellent
"Yes"
Brian 1-night trip
Posted 2 days ago
Hilton Bournemouth

Find out more about Winton

Search for holiday rentals in Winton on Expedia! You can easily find your home rentals, villas, holiday apartments in Winton using one of the methods below:

  • View our selection of featured holiday rentals in Winton
  • Use the map to find apartments and other holiday homes in the Winton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winton while they last

Look no further and take a look at our great range of rental properties in Winton!

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 Bournemouth Town Hall.

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.