Winsor Vacation Rentals from ￥6,094: Search Short-Term Rentals

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

The Cliff House Hotel : 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.

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Vacation Rentals in Winsor

Experience the unique blend of brick and glass architecture at room2, where modern design meets urban charm.

" Staff very helpful and location is very good."

￥21,711 total

includes taxes & fees

Aug 11 - Aug 12

"It was ok for a quick stay. nothing fancy. "

￥15,262 total

includes taxes & fees

Aug 17 - Aug 18

Deluxe Room, 1 Double Bed, Harbor View | 1 bedroom, premium bedding, Select Comfort beds, desk

"Had a great time here, in town for a wedding. The location is perfect and right off the red jet ferry. Zoe was also super helpful "

Welcome to the Chelsea Hotel, featuring a charming entrance with a flower basket and a distinctive awning.

"Room was clean and welcoming. I did like the interaction not needed to check in, smart easy and quick way of doing things. I enjoyed it! Room was exactly as stated and advertised. The only thing missing was maybe a chair to sit on. We did not miss out on anything, happy about our stay!"

Compact kitchen with oven, microwave, and sink, perfect for basic meal preparation.

"Nice apartment. "

￥31,617 total

includes taxes & fees

Aug 21 - Aug 22

Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

"Fantastic stay in the new forest. Great location, really nice property. Absolutely exceeded our expectations. Highly recommend and would stay again!"

Relax in a serene outdoor space with a view of the water and a distant bridge.

"Great location The vue is amazigh!!"

Enjoy a romantic dinner for two on this balcony with a view of the surrounding neighborhood.

"It was in a good location. The communication was perfect. "

Cozy retreat with a large bed, bedside table, and kitchenette, perfect for a simple stay.

"A walkable distance to the city center."

Enjoy cooking in this well-lit kitchen with a stainless steel range and oven.

"House was lovely and clean - all towels essentials included. Was able to check in earlier than planned so added bonus, Timo on hand if any problems. Feel like the house could be modernised in some areas, modern bathrooms but some bedrooms dated and uncomfortable beds. "

Situated near the beach, this house offers a front lawn and driveway with parking.

"Really comfortable room, excellent food in restaurant, good parking and pleasant and friendly staff"

￥33,785 total

includes taxes & fees

Aug 10 - Aug 11

Enjoy a home away from home with a fully equipped kitchenette, comfortable dining area, and cozy seating space.

"Very nice stay and staff. Highly recommended "

￥26,718 total

includes taxes & fees

Aug 10 - Aug 11

Relax in this inviting bedroom with a large bed, sofa, and ample storage.

Beach houses line the shoreline, each with its own unique architectural style.

"Great stay look forward to next time "

Modern kitchen with stainless steel appliances, oven, and ample storage.

"The house was very spacious, clean and well equipped for our group of 12 and 2 dogs. We had no issues with our stay. I would highly recommend, we had a brilliant time. Thanks Kim"

Fridge, dishwasher, electric kettle, toaster

Fully equipped kitchen with a range, oven, sink, and refrigerator.

"The host never responded to any communications. I tried calling, SMS, email and hotel.com chat. The agent also tried to contact them unsuccessfully. I had to wait until 4pm on the day of arrival before the agent agreed to re-book. After that I then had to wait for hotels.com to respond. Gave up and asked for a refund. These people will leave you oit of pocket, on the street, in the dark. Dangerous and unethical practice especially for lone female travellers."

￥30,323 total

includes taxes & fees

Aug 10 - Aug 11

Enjoy cooking in this well-equipped kitchen with a range hood, microwave, toaster, and oven, along with a sink and washing machine.

"Property was clean, good location, near the cruise ports, restraunts, coffee shops. It was difficult for us to get into the building initially as we arrived later. But we got in touch with contact number and spoke with someone who arranged entry to building front door."

Kitchen features sleek cabinetry, black countertop, and stainless steel appliances, including a microwave, sink, dishwasher, stove, and oven.

￥170,930 total

includes taxes & fees

Aug 10 - Aug 11

Docked at the marina, this sleek yacht awaits your arrival.

"The yacht Ohana is a great place to stay with excellent facilities and in a fab location close to bars and restaurants.A very helpful owner made our weekend perfect! "

￥57,128 total

includes taxes & fees

Aug 17 - Aug 18

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Top Winsor Hotel Reviews

Village Hotel Bournemouth

10/10 Excellent

"Nice and clean hotel. Friendly staff. Nice big pool for kids. The pub and grill restaurant downstairs did really tasty veg and fish options. Was a good location about 50 mins drive to durdle door and lulworth cove really worth seeing. "

voco Southampton by IHG

10/10 Excellent

"We picked property because of its proximity to the cruise terminal. Turns out it’s quite lovely as well as convenient. Lobby is welcoming and restaurant is great. Rooms are very comfortable and clean. Quiet! Easy walk to additional places to eat. Half mile stroll to bus station and national express station. Definitely worthy of a return trip. "

Find out more about Winsor

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Frequently asked questions

Are there vacation rentals in Winsor?

Yes, we give you a choice of vacation rentals close to the most popular sights in Winsor, or you can select a more remote option if you're looking for relaxation.

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

The Cliff House Hotel: 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.

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Winsor Vacation Rentals

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Vacation Rentals in Winsor

room2 Southampton Hometel

The Walls

Pinnacle Suites

Chelsea Hotel

Bayview Apartments

Luxury villa, amazing location, pool, jacuzzi, snooker, cinema & tennis court!

Southampton Waterside by Charles Hope

Southampton Serviced Apartment

The Madison

Luxury villa for 22 people with pool, jacuzzi, large garden and private pub!

The Cliff House Hotel

Peartree Serviced Apartments

Pamper House Holiday Home And Annex

New Forest cliff top apartment with distant view of the Needles

Bournemouth Getaway for 14

Dorset Explorers

Oceanview Gem in Southampton

Charles Hope Apartments Southampton

City Centre Ensuite Rooms--Landmark-Close to Docks/Stadium

Superyacht on 5* Ocean Village Marina, Southampton

Top Winsor Hotel Reviews

Village Hotel Bournemouth

The Winchester Hotel & Spa

Leonardo Royal Southampton Grand Harbour

voco Southampton by IHG

New Place

Norton Park Hotel, Spa & Manor House

ibis budget Southampton Centre

Harbour Hotel Southampton

Meon Valley Hotel, Golf & Country Club

Find out more about Winsor

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Frequently asked questions