Winsor Holiday Rentals from AU$76: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Winsor has to offer?

Unique waterside home in stunning location. : This holiday home rental outside of Winsor is located on the waterfront, and has a balcony, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Winsor holiday rentals

The South Coast Snug

Fareham

Ian

includes taxes & fees

3 June - 4 June

Settle Southampton

Freemantle

elysha

includes taxes & fees

1 June - 2 June

Settle Winchester

Winchester

includes taxes & fees

7 June - 8 June

room2 Southampton Hometel

Southampton City Centre

shawn

includes taxes & fees

7 June - 8 June

Charles Hope Salisbury Centre

Salisbury

Theodros

includes taxes & fees

7 June - 8 June

1 bedroom accommodation in Burgate, near Fordingbridge

Burgate, near Fordingbridge

Angela Horn

includes taxes & fees

2 June - 3 June

Pinnacle Suites

Cowes

harold

includes taxes & fees

6 June - 7 June

Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

Cowes

Edward

includes taxes & fees

8 June - 9 June

Beautiful 2 bedroom full-furnished semi-detached house with parking

Dibden Purlieu

Julie P.

includes taxes & fees

2 June - 3 June

Cape 12,

Yarmouth

includes taxes & fees

13 June - 14 June

Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Winchester

Nicola H.

includes taxes & fees

1 June - 2 June

Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Salisbury

Emily S.

includes taxes & fees

12 June - 13 June

Quirky Railway Carriages

Hinton

Sally

includes taxes & fees

28 June - 29 June

Luxury shepherd's hut

Bransgore

Paul A.

includes taxes & fees

7 June - 8 June

Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

Stockbridge

Karen D.

includes taxes & fees

7 June - 8 June

West Sea View No 5 , Yarmouth

Yarmouth

includes taxes & fees

4 June - 5 June

Squirrels Drey, Titchfield Common

Fareham

includes taxes & fees

5 June - 6 June

Beddoe Apartments

Eastleigh

Alan

includes taxes & fees

5 June - 6 June

Cape A1,Yarmouth,Isle of Wight

Yarmouth

Melanie S.

includes taxes & fees

4 June - 5 June

Little Timbers

Ringwood

includes taxes & fees

28 June - 29 June

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Top Winsor Hotel Reviews

ibis budget Southampton Centre

6/10 Okay

"It is a budget hotel and you get a great sized, clean room with shower and toilet. There isn't a separate bathroom, the shower and sink is in the room with a separate small room with a toilet. Location is great, being less than 5 mins walk to the train station, Ikea and West Quay. The things I'm missed was the tea/coffee making facilities. I think it is expensive for what it is but was fine for one night. However, if I was staying again, I would try to get into the Ibis or Novotel which are next door as they aren't much more expensive and have much better facilities."

Harbour Hub Hotel

4/10 Poor

"Was not sent the check-in instructions prior to arriving, room very hot, toilet seat lid didn’t stay open and rested on your back while doing your business. Fire alarm went off at 2am everyone evacuated to the street called emergency contact number they didn’t seem to care and couldn’t even confirm how many guests were staying, fire brigade came out to clear the building. Apology email was received blaming guests for smoking in the room (which no-one did) Would not stay here again!!"

voco Southampton by IHG

10/10 Excellent

"Room on top floor clan and tidy, complementary bottle of water, tea, coffee etc. Plenty of parking outside no issues registering the details Lovely friendly staff on front reception especially Carly, great evening meal recommendations. Would have been nice to be able to order a cocktail when we got back from our event but they stopped at 11pm Loved the allergen card in the restaurant for the evening meal. Would have been nice to have the allergen information for breakfast ( it’s a medical condition not a choice for me ) Would I stay there again ? Yes I would "

Leonardo Royal Southampton Grand Harbour

8/10 Good

"Hotel staff and concierge were great. Breakfast was excellent for a buffet. The restaurant and pub seemed to have staffing problems and were not attentive. The facility is showing it's age, however. Still, it was convenient to the mall for shopping. A little to far to walk to the Horizon cruise terminal with any luggage, but the concierge hooked us up with a taxi."

Pebbles Guest house

4/10 Poor

"After reading recent reviews we brought our own bedding thankfully. First impressions on entering the property was that it was basically an MRO or like a Uni accommodation. The carpets were fairly new which was something. We were in room 22 right at the top of the house which was ok. We entered the key code in to the room but basically a good hard shove would have probably opened it. Well Stripped back the duvet from the beds to find p…. Hair on one of them. So we we were t going to use that one as there were only 2 of us. There were crumbs over the chair. We didn’t think it had been cleaned but turns out it had been. I switched the fan but It was hanging on by a wire and the noise!!. Sent a text to get a new fan but that didn’t come. The beds were lumpy. Springs missing. We moved one of the mattresses on top of the bed that we were not going to use by the window as we would have not been able to breathe in the night. The bed base was broke and there was a small plastic bag on it. Obvious what that was used for. There was a kettle and tea and coffee that was the best bit about it. The carpet was clean so we felt ok to put our bags on it. The bathroom would of been ok if the tap wasn’t broken and there was no hot water from the tap or shower!! Tv did not work and shower tray filled up with water. Loft cover was open so we worried about someone jumping out. Pictures show towels but there weren’t any, we always bring our own but total false advertising"

Find out more about Winsor

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

Winsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winsor. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winsor 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 Winsor holiday rentals we have selected for you start as low as AU$76 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winsor rentals

At Expedia, we put the best Winsor 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 Winsor 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 Winsor 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 Winsor. 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 Winsor?

Yes, there are holiday rentals close to the most popular sights in Winsor, 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 Winsor has to offer?

Unique waterside home in stunning location.: This holiday home rental outside of Winsor is located on the waterfront, and has a balcony, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Winsor?

While exploring the area, visit family-friendly sights like Paultons Family Theme Park - Home of Peppa Pig World, or get outside and enjoy nature at New Forest National Park. Southampton Cruise Terminal and New Forest Wildlife Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Winsor?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winsor. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family gatherings.

Winsor Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winsor holiday rentals

The South Coast Snug

Settle Southampton

Settle Winchester

room2 Southampton Hometel

Charles Hope Salisbury Centre

1 bedroom accommodation in Burgate, near Fordingbridge

Pinnacle Suites

Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

Beautiful 2 bedroom full-furnished semi-detached house with parking

Cape 12,

Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Farm Cottage on a Secluded 9-acre Equestrian Small Holding

Quirky Railway Carriages

Luxury shepherd's hut

Charming 3 bed Thatched cottage in rural village near Stockbridge Winchester.

West Sea View No 5 , Yarmouth

Squirrels Drey, Titchfield Common

Beddoe Apartments

Cape A1,Yarmouth,Isle of Wight

Little Timbers

Find holiday rentals that suit your style

Top Winsor Hotel Reviews

ibis budget Southampton Centre

Find out more about Winsor

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