
Vacation rentals with outdoor seating in Winchester
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Top-rated accommodations with outdoor seating in Winchester
Guests agree: these accommodations with outdoor seating are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Winchester outdoor seating rentals
House rentals with outdoor seating

5* Superb rural retreat Goodwood 14km
Perfect for a one night stay for a birthday celebration with friends. The property was spotless and lovely that bedrooms were all en-suite. Can’t comment much on the area as we were only staying one night and didn’t explore but property itself very private.

The House at Ryde Sands - modern beachside living
Beth is very nice, the environment is beautiful, and the sea view is stunning. We decided to stay an extra night. If it weren’t for the end of the half-term holiday, we would have liked to stay a few more days. We really love it and would consider coming again. very satisfied,and recommend.

Totally Unique 6 Double Bedroom Manor House Poole.
Thanks Dave, for a superb weekend. The house, garden and woods are amazing. Great fun for children and dogs. Great base to explore Swanage and the Jurassic Coast.

Chichester Victorian Home by Canal
We spent a few days leading up to the New Year cerebrating my husband’s illy birthday and used Chichester as a location all of the family could get to easily as the train station is a few minutes walk away. From the very start Amanda & Dominic were amazing hosts and gave us great instructions on how to get in to the property and answered all of my pre-visit questions very quickly. We loved our stay in their home that literally wrapped itself around us the moment we entered, we all said we felt so comfortable there and the log fire was just so inviting and cosy. Amanda & Dominic were such lovely people that we had the pleasure of meeting . We would definitely stay again and recommend their home without hesitation.

Beach house
We had a great stay at Belinda’s place. The house is welcoming and just a short walk to the beach. The location is unbeatable for the quieter Bournemouth beaches. Belinda and Matthew checked us in and shared some great tips to make our stay. The beds were comfortable, and the open-plan downstairs and garden area provided a great space for our 4 year old and baby. Belinda was very warm and quick to respond to our queries both before and during our stay. Thank you!

Glebe House, a beautiful country home
Victoria’s house was beautiful, and perfect for our 2 families (8 people in total!) The wood burner was a lovely addition in the cold evenings. Bedrooms were an ideal layout for us and having 3 bathrooms was great and extremely helpful. The kitchen was stunning with fully equipped cupboards with everything needed. Very detailed information on house rules and expectations. Victoria was a perfect host and was very responsive to any questions. I didn’t have any issues for her to resolve as the house was perfect. The location was great for us as all the outings we had planned were a car drive away, we did go on a walk that was detailed in the information folder that was in the house, it was a lovely 2hrs in the countryside and something we wouldn’t have known had Victoria not put it in there. The local pub which is as 1 min walk did a lovely meal and Sunday roast. I would highly recommend this property, and Victoria as a host was amazing.

Whole seaside apt, stones throw to the new forest.
Carl is super helpful and proactive as a host. Right from the time of booking he sent clear instructions and made it easy to find and stay at his beautiful annex. The stay was wonderful, the rooms are spotless and very comfortable. We would love to return again

Stunning New Home with Hot Tub
Great place for a family get together, we had 10 people staying but didn’t feel on top of each other. Location is convenient for New Forest, Bournemouth and Portsmouth. Jordan was great, lovely welcome pack and very quick to respond to any little query we had. Thanks Jordan!
Apartment rentals with outdoor seating

Beachfront Apartment With Panoramic Sea Views
A great flat, exactly as described with superb sea views from a spacious and comfortable furnished lounge. The flat is light and airy and had everything we needed for our stay - Prosecco and choccies on arrival was an added bonus! Bed very comfy and so nice to go to sleep and wake to the sound of waves breaking… we walked the beach each day and enjoyed visiting the local village for provisions - Knead, the butchers and Rosarios (great tasting pizza) deserve a particular mention. We definitely recommend this flat and will be returning!

Apartment by the beach
Tides is an absolutely beautiful apartment with a stunning balcony that has the best sea views! It was spotlessly clean with lots of little touches that made it feel very homely! Debbie was the absolute perfect host who was extremely helpful & friendly, & responded extremely quickly to my communications. Thank you Debbie we had a truly fantastic stay!

3Bed Garden Apt. Clifftop, sleeps 8 with Hot Tub
Jemma’s apartment was stunning! Perfect location, felt like home from home. The place was decorated beautifully. With everything needed. Spacious, comfortable and somewhere I will definitely visit again.

East Wittering Beach, Sea Views, Beach Access
I booked this flat for some relatives to stay for 2 nights between Christmas and NY. They very much enjoyed this short break by the seaside. Located just 100 yards from the sea front in East Wittering. Karen’s communication was excellent. It is a fairly compact flat for 6, but is very nicely organised and decorated. Very happy. Thank you :-)

Little Haven
Great stay in this studio flat, very close to Swindon town centre and a very quiet space to get away for the weekend.

Sycamore view
Lovely apartment in good location. Would definitely recommend 👌

Southsea Garden Apmt- Spacious, bright 2 bedrooms
Great stay, lovely place and a great host. 10/10

Self contained mini flat
Peter was quick to reply the place was perfect- very clean and exactly as advertised
Condo rentals with outdoor seating

Luxury Beachfront Apartment with Sea View+Parking
Fantastic apartment, finn went above and beyond with the essentials, even better than described, view onto the sea front is both amazing and relaxing, Finn made us feel welcomed from the moment we booked. We hope to visit again, many thanks Gemma

Osborne Cottage, Royal Estate, Luxury Apartment
The flat was beautifully furnished and clean, the atmosphere calm and peaceful with a view over the park. All the facilities and equipment were easy to use, clean and well maintained, and looked new, the showers were heavenly. It was an absolute joy to stay there. Richard was a wonderful host, so friendly and welcoming, and he even came to find us on the first day when we took a wrong turning. He also helped carry our luggage on arrival and when we left, which I hugely appreciated.

Cloud Nine: Seaview Penthouse 3 bed 3 bath
The apartment is perfect, great space, light and airy. Lovely for a communal get together. Samantha was extremely helpful in planning our trip with great suggestions for local places to eat. I wouldn't hesitate to recommend.

Gorgeous ground floor apartment with garden
This place is in a perfect location in heart of the town, close to the beach and at the same time private and secluded with plenty of space, I wouldn’t hesitate to stay here again.

The Hay Loft at Heads Hill Farm
Compact and comfortable. Nice and clean. Beautiful garden and nature surroundings, whilst being not far away from cafes and shops. Peaceful. I loved waking up to the morning views out the front window.

Garden apt - Beach at end of Road Private Parking
Just perfect for what we needed, large and comfortable bedrooms and bathrooms, small and secure yard to allow dog out in. Quiet area and building, a plus for a fireworks nervous dog on NYE!

Stunning Apartment With Panoramic Seaviews
This is such a stunning apartment, so spacious and light. The beds are all very comfortable and my son loved the triple bed bunk! Tara is great at communication, always quick to respond and really friendly. And the location is spot on! Thank you for a great stay!

Save5% Monthly Offer|Relocation&Business| Boscombe
This place was soo amazing !! Very quiet, clean and cosy. I would definitely go back there again. The hot tub was warm and nice and I just love the experience ultimately!!!! Thank you so much Chloe👏🏽 I wish I could have wrote in the guest book. But the pen was out of ink. Continue to do a great job. 100% recommend staying here.
Quick stats about vacation rentals with outdoor seating in Winchester
Total rentals
80 properties
Nightly prices starting at
$72 CAD before taxes and fees
Total number of reviews
6.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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