Winsor Vacation Rentals

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Vacation Rentals in Winsor

Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
9.4 out of 10, Exceptional, 112 reviews
"We had a lovely time. We were staying to visit Paultons park and it was a 7 minute drive away. The cottage is spacious and well equipped. Beds were comfortable. Would book again"
Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig
room2 Southampton Hometel
4.0 star property
9.6 out of 10, Exceptional, 790 reviews
"Payment was taken from my card the day before check-in with no prior warning. I had opted for 'pay at property' so it was a big surprise and I barely had enough money in my account for it as me and the other guests were going to split it when we arrived. The room wasnt ready when we arrived but they were very nice about it. The staff were friendly and helpful. I had tried to do the online check-in but there were so many different parts to it that I gave up on it twice. The cleanliness of the...
The price is CA $138
CA $166 total
includes taxes & fees
Jun 23 - Jun 24
room2 Southampton Hometel
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
10.0 out of 10, Exceptional, 168 reviews
"The house is amazing and such a great place for a big group for a weekend. We had an amazing time, thank you!"
Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!
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Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, 220 reviews
"Loved, loved this place. It was like a home away from home "
The price is CA $217
CA $261 total
includes taxes & fees
Jun 16 - Jun 17
Peartree Serviced Apartments
Stunning one Bedroom Apartment in Bournemouth
3.5 star property
Stunning one Bedroom Apartment in Bournemouth
The Cliff House
4.0 star property
9.4 out of 10, Exceptional, 342 reviews
"Lovely small hotel. Very friendly staff. Great location by the sea."
The price is CA $247
CA $297 total
includes taxes & fees
Jun 20 - Jun 21
The Cliff House
Southampton Serviced Apartment
4.0 star property
8.4 out of 10, Very good, 148 reviews
"Comfortable apartment with lift and free parking "
Southampton Serviced Apartment
5* Shorefield Park - Fantastic 3 Bed Lodge (Sleeps 6) - Private WIFI
9.4 out of 10, Exceptional, 78 reviews
"Great lodge, fab location"
5* Shorefield Park - Fantastic 3 Bed Lodge (Sleeps 6) - Private WIFI
Hazelhurst Farm
4.5 star property
9.6 out of 10, Exceptional, 45 reviews
"Cute and stylish cottage (we were in the Milking Parlour), easy to find and good location. Cosy for a few days for a couple but the outside space a bit disappointing. Inside the cottage is pretty much exactly as per the photos. It's stylish and cleverly designed for multi-functional self-catering. Even has a dishwasher! Some tea, coffee beans, sugar, milk and olive oil kindly provided. The smart home features for air-con, heating, radio etc take getting used to but are effective. Could do with...
Hazelhurst Farm
The Lodge By The Lake at Shorefield Holiday Park
9.8 out of 10, Exceptional, 89 reviews
"Great location . Very relaxing. Close to wooded walk . About 10min walk to on site facilities. Good parking."
The Lodge By The Lake at Shorefield Holiday Park
New Forest cliff top apartment with distant view of the Needles
9.6 out of 10, Exceptional, 137 reviews
"It was all we wanted, great location"
New Forest cliff top apartment with distant view of the Needles
The Retreat Holiday Home, Christchurch, Dorset. Family and couple friendly.
9.4 out of 10, Exceptional, 58 reviews
"Everything about the property was perfect! Location, cleanliness, the facilities and the information provided by the host. Be sure to check out the Rising Sun Restaurant next door too, one of the nicest Thai meals we’ve ever had!"
The Retreat Holiday Home, Christchurch, Dorset. Family and couple friendly.
BOURNEMOUTH18 MINUTES WALK TO BEACH, NEAR TOWN CENTRE 1 BED WiFi PARKING SPOT
9.8 out of 10, Exceptional, 60 reviews
"The apartment was lovely, comfortable & spotlessly clean. Although compact, there was everything we could possibly need for our four night stay. Close to amenities & a nice walk to the beach & pier at Boscombe."
BOURNEMOUTH18 MINUTES WALK TO BEACH, NEAR TOWN CENTRE 1 BED WiFi PARKING SPOT
'The Haven' a luxury apartment close to the Meon Shore coast.
10.0 out of 10, Exceptional, 202 reviews
"Great place, homely, spotless, great location, we loved our week here"
'The Haven' a luxury apartment close to the Meon Shore coast.
Karelia - Luxury Finnish Log Cabin w/Hot-tub
9.8 out of 10, Exceptional, 132 reviews
"The luxurious cabin had everything we wanted for 6 adults and 3 infants. Bedrooms well appointed, although we hadn't realised the mezzanine bedroom was above the one with 2 singles. The bunk bedroom worked well for my son, wife and 3 year old, as he was adjoining their bedroom and so felt secure. Nice to have 2 ensuite bathrooms as well as the third bathroom. Large open living space with well appointed kitchen. Pleasant wooded garden with hot tub and BBQ. Great to be able to walk straight out of...
Karelia - Luxury Finnish Log Cabin w/Hot-tub
Idyllic cottage in the heart of the New Forest National Park
10.0 out of 10, Exceptional, 181 reviews
"Lovely cottage very enjoyable short stay close to the village and amenities. Would come back."
Idyllic cottage in the heart of the New Forest National Park
Charles Hope Apartments Southampton
3.5 star property
5.8 out of 10, 7 reviews
"The apartment is in a great location and the info you receive is thorough. Make sure you ask for parking though as it is limited. The apartment was very clean. Our door lock came loose and they helped us within 30 minutes which was really good. The only negatives were that the windows are so thin in places you can hear the traffic and the mattresses were a bit firm for us but if we were in Southampton we would definitely book here again. Great customer service and the space is perfect. "
The price is CA $275
CA $336 total
includes taxes & fees
Jun 6 - Jun 7
Charles Hope Apartments Southampton
Pinnacle Suites
3.0 star property
Pinnacle Suites
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
10.0 out of 10, Exceptional, 52 reviews
"aaa"
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
Two Bare Feet
3.5 star property
9.2 out of 10, Wonderful, 32 reviews
"Beautiful property with every thing you could need. Complimentary eggs butter milk bread and fruit a lovely touch and very welcome. We would highly recommend 2 bare feet. Short walk into the town centre. Absolutely perfect. 5 star."
The price is CA $142
CA $171 total
includes taxes & fees
Jun 12 - Jun 13
Two Bare Feet
Don't see what you're looking for?
See all available properties in Winsor
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.

Winsor Vacation Rental Travel Info

Number of vacation rentals
53
Popular accommodation
Winsor cottages
Known landmarks
Mayflower Theatre, New Forest Wildlife Park and Solent Sky Museum
International airport
Southampton (SOU)

Other types of properties in Winsor you may be interested in

Leonardo Hotel Southampton
4.0 star property
8.2 out of 10, Very good, 1,024 reviews
"Room was clean, well stocked and comfortable "
The price is CA $123
CA $148 total
includes taxes & fees
Jun 16 - Jun 17
Leonardo Hotel Southampton
Leonardo Royal Southampton Grand Harbour
4.0 star property
8.4 out of 10, Very good, 1,210 reviews
"Checking in was quick & easy. Went up to our room 90 mins after check in time and it was still being cleaned! Room was spacious tho 'tired' in places. For the price, I would expect a shower cubicle or at least a proper screen rather than a curtain that sticks to you. Bed was very comfortable. "
The price is CA $130
CA $156 total
includes taxes & fees
Jun 16 - Jun 17
Leonardo Royal Southampton Grand Harbour
Holiday Inn Express Southampton M27 Jct7, an IHG Hotel
3.0 star property
8.4 out of 10, Very good, 1,017 reviews
"Nice room "
The price is CA $93
CA $112 total
includes taxes & fees
Jun 16 - Jun 17
Holiday Inn Express Southampton M27 Jct7, an IHG Hotel
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.

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 Winsor. 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 Winsor?

Yes, we give you a choice of vacation rentals where you'll be just 1.4 mi (2.3 km) from Paultons Family Theme Park - Home of Peppa Pig World, giving you a secluded option if you want a quiet place to stay.

What are some of the best vacation home rentals that Winsor has to offer?

The Cliff House: Visitors like this Winsor vacation home rental. It offers a terrace, a garden, and daily housekeeping to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

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 larger area.

What are vacation rentals like in Winsor?

Vacation rentals are private properties you can book for several days or longer in Winsor. Vacation rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a small group gathering.

Recent reviews of Winsor properties
Expedia verified reviews