House vacation rentals in City of Winchester

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Popular amenities for City of Winchester house rentals

House rentals with a pool

Guest favorite
A crystal-clear swimming pool is surrounded by stone paving, with lounge chairs placed nearby. A large conservatory can be seen in the background, featuring a glass roof. The house exhibits traditional timber framing and is set within a lush green landscape.
Home in Christian Malford
4.97 out of 5 average rating, 177 reviews

Superb Farmhouse with pool, hot tub and fast wifi

MilesRating, 5 stars3 days ago
We had a lovely stay at Ann’s house. We arrived to a generous welcome packet of essentials and snacks and two lovely bottles of Prosecco. The house is old with lots of character but the facilities are modern and work well. We stayed at the end of April but the pool was heated for us and we used it every day, we were thankful for the hot tub to warm up on the more overcast days! The kitchen is wonderfully stocked with plates and glasses for entertaining and the Aga and bbq worked well. If you have small children I would recommend bringing plastic crockery as there wasn’t much of that. We would definitely look to come back if we are in the area.
Guest favorite
An outdoor swimming pool is featured, surrounded by a spacious patio area with lounge chairs. Foliage adds greenery along the perimeter, while the white cottage stands in the background. The pool is partially shaded by the overhanging house, creating a serene space.
Home in Hampshire
4.91 out of 5 average rating, 245 reviews

NewForest Cottage alongside Limewood Lyndhurst

CatherineRating, 5 stars5 days ago
Fabulous home for family’s, especially great for younger children and babies. Couldn’t fault the home or garden, even the pool was warm enough for the kids.
Guest favorite
An outdoor swimming pool is surrounded by sun loungers and vibrant flower beds filled with red and purple blooms. Clear blue skies provide a bright backdrop to the serene scene, enhancing the sense of relaxation and leisure by the poolside.
Home in Downton
4.93 out of 5 average rating, 147 reviews

Coastal, New Forest 3 Bed Home Facilities Included

AliceRating, 5 stars1 week ago
Very homely and very well stocked caravan. Nice and quiet when we stayed. Parking space at the side big enough for 2 cars. Samantha was very helpful and very responsive to messages. Activity passes included making this a very reasonably priced place to stay.
Superhost
Home in East Southbourne
4.79 out of 5 average rating, 34 reviews

The Beach House Bournemouth

LisaRating, 5 stars2 weeks ago
We recently had the pleasure of staying at Nina’s house in Southbourne, and we can't recommend it enough! The house itself was fantastic—spacious, well-equipped, and perfect for our large group. The location was ideal, allowing us to easily explore the beautiful beaches. We thoroughly enjoyed using the facilities at the house, which added to our overall experience. Whether it was soaking in the hot tub or cooking in the well-stocked kitchen, everything was just right for our getaway. Nina, our host, was exceptional. She was responsive, polite, and incredibly helpful throughout our stay, ensuring we had everything we needed. Her attention to detail truly enhanced our experience. Overall, this was the perfect getaway, and we would definitely stay here again. Thank you, Nina, for being such a wonderful host!
Superhost
A spacious indoor pool area features a large heated swimming pool and a separate hot tub, both illuminated with soft lighting. Large glass walls provide views of the surrounding greenery, enhancing the serene environment.
Home in Bosham
4.91 out of 5 average rating, 235 reviews

Luxury Cedar House - Private Garden, Pool & Spa

ReinhardRating, 5 stars1 week ago
We had a very pleasant stay at Cedar House with our small children. The living quarters are very spacious, well designed and have everything you need. The pool and spa area is impressive (even if it comes at an extra cost), it was well worth and the kids loved having the entire pool to themselves. There is also a small play area as well as a ping pong table and other games to keep them entertained. We love the area, Bosham is stunningly beautiful and the beaches of the Witterings are a short drive away. Overall a great family stay, we would like to be back!
Top guest favorite
The image showcases a spacious cottage with a brown, thatched roof and a brick exterior. Lush greenery surrounds the building, complementing the well-maintained lawn and garden furniture. A sun umbrella provides shade over a seating area, inviting relaxation in the outdoor space.
Home in Winchester
4.99 out of 5 average rating, 293 reviews

Martyr Worthy Home with a View

LaurenRating, 5 stars2 weeks ago
We really enjoyed our stay. We booked for two nights and it felt really homely and comfortable. Fiona was responsive right from the get go and was a really friendly host. She even asked if we needed a highchair and baby gate, which was a really kind to offer travelling with a toddler. My daughter also really enjoyed playing on the children’s playground and the surrounding areas were beautiful. Overall, I would highly recommend staying here and would happily stay again if we were in the area. Thank you!
Top guest favorite
A contemporary kitchen connects to an outdoor terrace featuring comfortable seating and a large umbrella. Natural light floods the space, highlighting the sleek countertops and minimalist cabinetry. A vase of fresh flowers is positioned on the countertop, enhancing the inviting atmosphere.
Home in East Southbourne
5 out of 5 average rating, 16 reviews

Perfect family house, heated pool, close to beach

SusanRating, 5 stars8 months ago
My family and I have just returned from a 4 night stay at The Oaks and we all wished we could have stayed longer. The house is well equipped, clean and tidy. There was plenty of room for 7 adults and 1 infant. The bedrooms were comfortable with fresh linen. I particularly booked this accommodation for the outside pool and this didn't disappoint. A perfect size pool for us and we enjoyed sitting around the garden and pool area. Beautiful Sobo beach is walking distance from the house and there are many good places to eat and drink nearby. We enjoyed a birthday celebration lunch at The Captains club restaurant which we would highly recommend, great food and attentive staff. A big thank you to Maggie And Peter for a great airbnb property.
Top guest favorite
A spacious outdoor area is seen featuring a heated private pool, surrounded by modern landscaping. A large umbrella provides shade over comfortable seating, while lush greenery and a distant sea view enhance the tranquil atmosphere.
Home in Westbourne
4.97 out of 5 average rating, 72 reviews

Incredible sea views and heated outdoor pool

PaulRating, 5 stars2 weeks ago
What a lovely place to stay, we’ve stayed at few beach front places on Airbnb and this one is certainly up there with our favourites. Such a lovely interior, nice touches everywhere. Really comfortable beds. Very peaceful and calm and stunning views from the garden to chill. The location to the beach within a few minutes walk is just superb. Andy and Rachel were just lovely throughout. We can’t wait to book again. And a welcome basket was a nice surprise.

Weekly house rentals

Guest favorite
A dining area is presented with a long wooden table set for eight. Black chairs surround the table, and large glass doors provide a view of the outside. The space is illuminated by a modern ceiling light, complemented by artwork on the walls.
Home in Berkshire
5 out of 5 average rating, 7 reviews

Near Town Centre, Big Patio, Free Parking Sleeps 8

SimonRating, 5 stars1 week ago
Lovely house , felt right at home nice to go back to after a hard days work. Would visit again when we are in the area.
Top guest favorite
A spacious garden area is displayed, featuring comfortable outdoor seating arrangements and a large parasol for shade. A wooden shed is visible in the background, surrounded by lush greenery and well-maintained grass, providing a relaxing atmosphere for gatherings and leisure activities.
Home in Bournemouth
5 out of 5 average rating, 118 reviews

Modern House with large garden near to beach

EmmaRating, 5 stars5 days ago
Just had a wonderful weekend staying here for my 50th birthday. It was more than what we expected. Photos don’t do the size of the rooms justice. So many things for the kids (and adults) to play with. The cup cakes and bottles of fizz was a lovely welcome. Sonia was a brilliant host and we would definitely come back.
Superhost
A modern, multi-level building is presented, featuring a combination of white and dark grey facades. Balconies with black railings are visible on the upper levels, while a parked silver car is situated in the foreground, beside a grey fence that encloses the property.
Home in Berkshire
4.79 out of 5 average rating, 19 reviews

Chic Living by Lawsons

JamieRating, 5 stars1 month ago
Lovely place and very easy to find. It’s in a great location as you can walk to the centre without it being in the noise. Instructions were very clear. We would definitely stay again!
Guest favorite
The exterior of the house showcases a charming two-story structure with a gabled roof and a combination of white and gray siding. The surrounding garden features well-kept green bushes and a manicured lawn under a partly cloudy sky.
Home in West Wittering
4.98 out of 5 average rating, 144 reviews

West Wittering Village - short walk to beach.

CharlotteRating, 5 stars1 week ago
Another wonderful stay at this perfectly located, cosy and incredibly family friendly seaside retreat. This time the weather was better so the children could enjoy the garden as well. We will certainly be back.
Guest favorite
A cozy living area is adorned with two rocking chairs and a soft, textured blanket draped over a low table. Light enters through large patio doors, revealing a glimpse of the garden beyond. A patterned area rug adds warmth to the wooden floor.
Home in Isle of Wight
4.97 out of 5 average rating, 133 reviews

East Street Beach House - a luxury home by the sea

WayneRating, 5 stars1 month ago
Travelled to Island for my wife’s aunts 80th birthday and 60th wedding anniversary celebrations. House was just as described, clean, spacious, comfortable and ideally located for seafront and high street. Extremely well equipped kitchen plus welcoming items including sourdough , butter, preservatives , milk, orange juice and shortbread. Spacious lounge with planting of seating. My wife and daughter loved the soaps, shower gels and fresh smells in the bathrooms. I thoroughly recommend this property and would re book if returning to the Island Tips: Grab the double room on 3rd floor if you prefer medium to soft mattress and watching tv in bed! We felt the middle bedroom mattresses were a bit on the hard side for us personally but this would not stop me from rating this property 10/10.
Guest favorite
The entrance of the holiday home is framed by a wooden porch, providing a welcoming focal point. Large windows reflect natural light, showcasing a blend of stone and white exterior walls. A gravel driveway leads up to the door, bordered by greenery.
Home in Birdham
4.96 out of 5 average rating, 200 reviews

Beautiful Harbour Village House

JulieRating, 5 stars1 week ago
I chose this house for our 3 generation family group because the are Reviews seemed so good and the photos were enticing. It lived up to expectations! It is a really lovely, spacious house for 10. Very well furnished and v comfy beds. Everything looked clean and fresh. The kitchen / dining area is especially good and well thought out. The outside playroom with children’s games and extra toys was a real bonus. Our children loved playing in the garden. The area is lovely and Birdham quiet. We had a great afternoon on the amazing beach at West Wittering. We all said it would be lovely to return again.
Guest favorite
The exterior of the Grade 11 listed Mews property is shown, featuring a combination of brick and tile. A spacious courtyard is visible, bordered by trees and carefully arranged pathways. Private gates provide security, while the surrounding landscape includes greenery and open sky.
Home in Englefield Green
4.92 out of 5 average rating, 105 reviews

5* Boutique House Nr Windsor Castle, Ascot, London

TerriRating, 5 stars2 months ago
Very comfortable and felt very safe. I was there for 4 months for work and Debi was easy and flexible to work with! The living room furniture could use some updating but other than that it was great!
Guest favorite
The house features a modern curved roof, set against a backdrop of the sea. Lush greenery surrounds the property, with a stone wall marking the boundary. Skylights positioned on the roof allow natural light to enhance the airy design, complementing the expansive ocean view.
Home in Ventnor
4.96 out of 5 average rating, 105 reviews

Highlands - sleeps 8 - home from home

ClaireRating, 5 stars2 weeks ago
We had a lovely stay at Highlands, we felt right at home and relaxed with beautiful sea views to look at. The bedrooms and bathrooms were very clean, comfortable and spacious. The living spaces and kitchen were well equipped and spacious too. We did drive past the house when finding it, mostly because of road closures in the area and being unsure which ones you were allowed to drive down, you have to go down one labelled as 'closed ahead' in order to get to it. We could easily explore the Island from here with our car, and had a lot of fun doing so. Ventnor espalande is walkable but very steep coming back and if you have any ailments it might be tricky. We were so lucky with the weather and made use of the garden area, even saw a sand lizard! Overall a lovely stay and we would definitely come back. Thank you!

Private house rentals

Guest favorite
A spacious Jacuzzi is featured in a wooden shed with a transparent roof. Water is gently bubbling, creating a relaxing atmosphere. Adjacent to the Jacuzzi, a high bar stool stands ready for use. Wooden walls provide a natural, private setting.
Home in Dorset
4.94 out of 5 average rating, 197 reviews

Family house Bournemouth - spa, garden, parking

EmmaRating, 5 stars5 days ago
This house was exactly what we wanted and needed. Plenty of room for 10 adults, a lovely back garden to enjoy. The whole place was clean and tidy. The hot tub was clean and private. The area was perfect for Bournemouth town centre, a 10 min taxi journey. Easy to check in, plenty of parking, local shops including Tesco within 3 minute walk. I am already thinking about coming back with my family.
Guest favorite
An open-plan living and dining area features a wooden dining table set for six, accented by a bouquet of tulips. Two leather sofas are arranged around a coffee table. Large glass doors provide access to the garden, and skylights enhance natural light in the space.
Home in Littlehampton
4.83 out of 5 average rating, 133 reviews

4 bedroom house in seaside town

ScottRating, 5 stars1 month ago
Perfect accommodation for me and my team to stay near our location of work. We will be using this accommodation regularly now we know it’s there. There is also good off street parking for two vehicles which is perfect for us.
Guest favorite
A spacious living room features a plush, light grey sectional sofa arranged around a glass coffee table. A modern armchair provides additional seating, and a large flat-screen TV is mounted on the wall. Light-colored Italian tiles enhance the bright atmosphere.
Home in Hampshire
5 out of 5 average rating, 28 reviews

3 bed house with sky & parking

MunawarRating, 5 stars3 weeks ago
Its nice cozy place definitely will visit agin soon Tia was great communicator.
Superhost
A serene bedroom presents two twin beds dressed in crisp linens, accented by coordinated patterned throws. A pair of framed artworks adorns the green wall, while gentle light from a bedside lamp creates a calming ambiance. Thick curtains frame the window, enhancing privacy.
Home in Fratton
4.86 out of 5 average rating, 29 reviews

3-BR Spacious Home | Work & Family Trips | Sleeps6

MahamedRating, 5 stars13 months ago
The place was very cozy and homey and the hosts were amazing. Catered to every needs.
Guest favorite
The exterior of a charming brick house is displayed, featuring multiple large windows and a welcoming entrance. A patio area is furnished with a dining table and chairs, surrounded by well-maintained gardens and greenery. The space enjoys ample sunlight, enhancing the inviting atmosphere.
Home in Wiltshire
4.97 out of 5 average rating, 255 reviews

Glebe House, a beautiful country home

NavpreetRating, 5 stars1 week ago
Staying in Victoria's home was amazing. It is a beautiful home, perfect for a group setting and we all thoroughly enjoyed our stay. Every room matched the pictures and descriptions, and the surrounding area was lovely too. Veronica was extremely responsive and answered all of our queries in a timely manner. I would definitely visit again!
Superhost
A modern open-plan living area is showcased, featuring a green accent wall. A cozy seating space includes a green sofa and various indoor plants. A dining area is visible with white furniture, and a light fixture hangs from the ceiling, adding a pop of color.
Home in Boscombe West
4.81 out of 5 average rating, 196 reviews

Central Town-House. Parking. Walk to beach!

VickyRating, 5 stars2 weeks ago
Great space, exceeded expectations. Had a great stay. Will defo be coming back!
Superhost
A spacious house is featured with a gabled roof and a brick facade. The design includes a wide driveway made of pavers, surrounded by a well-maintained lawn and hedges. Clear blue skies provide a bright backdrop, enhancing the inviting exterior.
Home in Berkshire
4.83 out of 5 average rating, 46 reviews

6-7 Bedroom, 260sqm, 4 x parking + street

RobertRating, 5 stars2 months ago
We had another good stay at Vans’s place. Very spacious and quiet property.
Superhost
A modern two-story house is displayed, featuring a combination of white and dark grey exteriors. A well-maintained driveway leads to a garage on the right, while the entrance door is flanked by stylish wall lights. Large windows provide ample natural light to the home.
Home in Dorset
4.91 out of 5 average rating, 33 reviews

Pet Friendly 5 bed Boutique House in Wimborne Town

simonRating, 5 stars8 months ago
3 nights booked for a family weeding mid-week locally , house perfect for our 3 generations of family to visit relax and prepare and recover from the celebrations. Comfortably furnished with a very family friendly garden space. 10 minute stroll into the centre of Wimborne for its nice shops and restaurants - perfect for our needs

Quick stats about house rentals in City of Winchester

  • Total rentals

    870 properties

  • Total number of reviews

    28K reviews

  • Family-friendly rentals

    410 properties are a good fit for families

  • Pet-friendly rentals

    200 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    380 properties have a dedicated workspace

Destinations to explore

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  2. United Kingdom
  3. England
  4. Hampshire
  5. City of Winchester
  6. House rentals