Winterslow Vacation Rentals from $71: Search Short-Term Rentals

Q: What's the top vacation rental that Winterslow has to offer?

Unique waterside home in stunning location. : This vacation home rental near Winterslow 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 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 Winterslow vacation rentals

Glamping Pod - Sleeps 2 - Parking

Salisbury

$68 nightly

May 10 - May 11

Total with taxes and fees

Stone Circle Glamping

Durrington

Deby

$66 nightly

May 10 - May 11

Total with taxes and fees

Pebbles Guest House - Flat 7

Freemantle

Timothy

$59 nightly

May 13 - May 14

Total with taxes and fees

Yurt - Sleeps 2 - Garden - Parking

Salisbury

$131 nightly

May 9 - May 10

Total with taxes and fees

Double Room | Iron/ironing board, free WiFi

Settle Winchester

Winchester

$138 nightly

Jun 7 - Jun 8

Total with taxes and fees

Deluxe Studio | Iron/ironing board, free WiFi

Settle Southampton

Freemantle

elysha

$106 nightly

May 10 - May 11

Total with taxes and fees

The Cabin, very quiet location

Honey Street

Jon S.

$85 nightly

May 10 - May 11

Total with taxes and fees

Beautiful, traditional rural cottage

Shrewton

Melissa F.

$224 nightly

May 17 - May 18

Total with taxes and fees

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Top Winterslow Hotel Reviews

The Winchester Hotel & Spa

8/10 Good

"The room was really nicely done and I appreciated the little extra touches like biscuits, hot chocolate sachets, and nice bramley toiletries. It was a bit dated in places (eg bathroom door chipped at the bottom, a couple of moths, and noise from other rooms using their water and walking upstairs). The staff were very friendly and attentive, making for a nice check in and check out experience. The pool, steam room, sauna, and jacuzzi were so lovely. It was a peaceful area that felt modern and clean. It was a little small so felt busy at times (eg waiting to use the jacuzzi) but was really great to have at this hotel. The rain shower in the bathroom was also really lovely. Breakfast was great with a really nice selection all round and full size pastries and pancake machine a real bonus! "

Forest Park Country Hotel & Inn, Brockenhurst, New Forest

10/10 Excellent

"A lovely hotel and very accommodating. They were happy to store my bike for me overnight and looked after my bag before and after check in. A great selection on the tea tray and a lovely touch with the radio in the room playing classical music when I arrived. It was a relaxing stay"

Leonardo Hotel Southampton

10/10 Excellent

"I loved my stay at Leonardo! Cosy room, beautifully decorated spaces, and a lovely staff. The location was perfect for me- a short cab or a meandering walk from the rail line, right across the street from stunning parks. My only complaint would be a few missed spills and stains in the room, but the core items, bed, shower, toilet, were perfectly clean and maintained."

Hilton Southampton - Utilita Bowl

8/10 Good

"Lovely hotel, staff are very helpful. The hotel has found extra ways to charge the customer, for example parking now has a fee and this doesn’t even reserve a parking space, sometimes it’s full due to events or golf, being a guest doesn’t give you access to the spa, i booked a treatment with the spa and this treatment was around 80 mins, that should tell you how much it cost, and even that didnt give me access to the rest of the spa just the treatment room, though the treatment itself was amazing. I found the whole experience bizarre as I have never been to a four star hotel and was charged extra for literally everything apart from the room, wouldnt it make sense to make everything inclusive even if that means paying that bit extra?. Anyway that’s my take on the whole experience."

Harbour Hub Hotel

2/10 Terrible

"When we arrived the door was locked. We had asked about early check-in and was told that it would be possible upon arrival. We had to call the owner and he gave us a code to get in, There was no kiosk as described, there was no one there, This is fully self check-in, It says there is a laundry. We did not see one, The owner was not pleasant all on the phone. There is an Indian restaurant down below the rooms and it gave off a lot of smells from the spices they cook with., The pictures shown look nothing like what we saw, I would not recommend this to anyone, The worst experience we have had in years, The owner needs better communication skills. The bar at the entrance was closed, The only positive was, the bathroom was nice and the bed was very comfortable,"

Find out more about Winterslow

Everything you need to know about Winterslow 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 Winterslow 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 Winterslow vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winterslow vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winterslow. 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 Winterslow 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 $71 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 Winterslow rentals

At Expedia, we put the best Winterslow 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 Winterslow 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 Winterslow 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 Winterslow. 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

Can I find vacation rentals in Winterslow?

Yes, we give you a choice of vacation rentals near well known points of interest in Winterslow, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Winterslow has to offer?

Unique waterside home in stunning location.: This vacation home rental near Winterslow 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 you can cook with friends or family.

What’s there to see and do in Winterslow?

Explore the area and family-friendly sights such as Paultons Family Theme Park - Home of Peppa Pig World, or get out into nature at a spot like New Forest National Park. While in the area, you can also visit popular places like Southampton Cruise Terminal and Stonehenge.

What’s a vacation rental in Winterslow like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Winterslow. Vacation rentals feature extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.

Winterslow Vacation Rentals

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Check prices for these dates

Our top choices for Winterslow vacation rentals

Glamping Pod - Sleeps 2 - Parking

Stone Circle Glamping

Pebbles Guest House - Flat 7

Yurt - Sleeps 2 - Garden - Parking

Settle Winchester

Settle Southampton

The Cabin, very quiet location

Beautiful, traditional rural cottage

Beautiful New Forest Hideaway

Farm Cottage on a Secluded 9-acre Equestrian Small Holding

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

Cosy En-suite Room in the City Centre Room 14

Fairfax Close, Amesbury, Wiltshire, SP47ST, United Kingdom

1 bedroom accommodation in Burgate, near Fordingbridge

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

room2 Southampton Hometel

Charles Hope Salisbury Centre

Beddoe Apartments

Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton

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

Find vacation rentals that suit your style

Top Winterslow Hotel Reviews

The Winchester Hotel & Spa

Find out more about Winterslow

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