House holiday rentals in Winchester

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Top-rated house rentals in Winchester

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Guest favourite
Home in Woolston
4.94 out of 5 average rating, 230 reviews

2 bed House with Sea View and 2 parking spaces

Modern, open plan 2 bed house with garden, parking & great views from the Juliet balcony in the main bedroom. Perfect for people visiting Southampton and the Isle of Wight. Close to M27, bus & train stations. Ideal for local attractions such as Paulton's Park, Peppa Pig World, Portsmouth Historic Dockyard,The Mayflower Theatre, Gunwharf Quays & SeaCity Museum. Located right next to Weston shore & only 10 minutes to the city centre with plenty of bars and restaurants & West Quay Shopping Centre.

Guest favourite
Home in Owslebury
4.87 out of 5 average rating, 257 reviews

The Joinery, Owslebury, Winchester

The Joinery is on the edge of Owslebury, a picturesque village just south of Winchester. It is light and airy and offers 4 bedrooms on ground floor level, two with ensuite shower and a family bathroom. Upstairs is a large open plan area with kitchen, dining table and sofas for relaxing and enjoying the views of the surrounding countryside.There is also a snug room with TV. There are steps down to the main entrance so not suitable for people with mobility issues. The garden area is not enclosed.

Top guest favourite
Home in Hampshire
4.97 out of 5 average rating, 175 reviews

Spacious and Stylish Home in Heart of Top Village

A stylish and spacious recently renovated recording studio, which has been finished to a high spec with exposed timber beams, brickwork and a stunning log burner perfect for relaxing after exploring all that Hampshire and West Sussex have to offer. There is a large double bedroom with king sized bed and ensuite bathroom, and an open plan living area with sofa beds and log burner that can accommodate up to 3 further guests. There are 3 fantastic pubs within walking distance - one only 50m away!

Top guest favourite
Home in Dorset
5 out of 5 average rating, 122 reviews

Historic town centre riverside hideaway

Whether your idea of a getaway involves romance, outdoor pursuits, or delving into Christchurch's history, our riverside retreat is for you. After a full day, pamper yourself in our luxurious spa bathroom and sink into the super king-sized bed. Enjoy riverside dining on your private patio, with scenic views of the river and paddle boarders passing by. Nestled in a secluded spot, yet conveniently amidst town centre cafes and restaurants, we offer the perfect blend of privacy and hospitality.

Top guest favourite
Home in Hampshire
4.98 out of 5 average rating, 111 reviews

Stylish Victorian villa in Winchester

Stylish Victorian semi-detached villa in the highly sought after area of Fulflood. Off-street parking and a few minutes walk from the station with fast trains to London and the South Coast. 10 minutes walk into central Winchester with shops, eateries and the cathedral. Finished and equipped to a high standard it is the perfect base for a stay in Winchester and the surrounding countryside. Local amenities including pub, coffee shops, deli, takeaways and convenience store within 2 minutes walk.

Top guest favourite
Home in Meonstoke
5 out of 5 average rating, 177 reviews

The Piggery: with tennis court and games barn

The Piggery is a secluded flint built hideaway, with lots of period charm, set in the grounds of a manor house. Converted to a high standard it has it’s own private garden, access to the owners tennis court & a large barn with table tennis, table football & pool, wider house grounds including an island, surrounded by the river Meon. Numerous walks direct from The Piggery and a number of local vineyards are nearby. 5/10mins walk away are two super pubs and the very well stocked village shop.

Guest favourite
Home in Winchester
4.94 out of 5 average rating, 370 reviews

Oak Framed Barn with Tennis Court

A stylish secluded, two storey, oak framed barn with tennis court, 4 miles from Winchester. Homely space with two bedrooms plus a sofa bed (upon request) and ground floor open plan living area. Super fast WiFi. The Barn adjoins the Watercress Way and stands separately in the grounds with views over open Hampshire fields. Nearest neighbour c.1 mile away but there is loads to do in the area with an abundance of country pubs, one or two within walking distance and beaches within 50 minutes

Top guest favourite
Home in Chandler's Ford
4.99 out of 5 average rating, 194 reviews

Homely and Comfortable in a quiet location

A pretty, well-equipped and homely two bedroom terraced property situated in a quiet and lovely area of Chandler's Ford. Marwell Zoo, the New Forest, Paulton's Park/Peppa Pig World, Beaulieu, Isle of Wight ferry links and south coast beaches are a short drive away with excellent motorway and rail links. Ideal for contractor/business stays as well as families, couples and friends. Walk to the local shops and take a stroll to the beautiful Hiltingbury Lakes and local nature reserve.

Top guest favourite
Home in Hampshire
4.95 out of 5 average rating, 694 reviews

Quiet Winchester One Bedroom Home with own parking

Welcome to your lovely detached one bedroom home in a quiet leafy private road on the edge of St Giles Hill - just above medieval Winchester and on the edge of beautiful the South Downs Way. Your self-contained home includes parking on the drive, a stylish double bedroom, shower room, living area (with full double-width sofa bed) incorpoating a full kitchen/washing machine. Its an easy 10 minute downhill stroll across the park (lovely for a sunset picnic) to historic Winchester.

Superhost
Home in Hampshire
4.96 out of 5 average rating, 252 reviews

Romantic 17th Century Paper Mill on The Meon River

Enchanting converted 17th Century Paper Mill over the River Meon in Warnford, Hampshire. Quirky interior with original Japanese features. Trout anglers will have a ball. There are swans, herons, kingfishers and mallards and, if you're really lucky, you might see an otter. As you can see from the photo, the Mill is just by our cottage, but we're not always there so often you'd have the whole garden to yourself. My place is good for couples and solo adventurers.

Guest favourite
Home in Crawley
4.97 out of 5 average rating, 325 reviews

Secluded and peaceful home in beautiful village

A delightful detached two storey property in the grounds of Whitethorn cottage, in the picturesque village of Crawley near the historic city of Winchester. Secluded and quiet with pleasant garden views. Nicely furnished to a high standard throughout. Crawley is a beautiful classic English village with an excellent gastro pub, within easy walking distance. We will be available to offer help and advice on the many places to visit in the local area.

Top guest favourite
Home in Chichester
4.94 out of 5 average rating, 167 reviews

Delightful 1 Bed Lodge In South Downs Village

Charming 1-bedroom, 1-bathroom stable conversion in a picturesque village near Chichester, with easy access to the South Downs National Park and the stunning beaches of West Wittering. Perfect for foodies, nature lovers, and pet owners seeking a tranquil countryside retreat. Includes: Pet-Friendly / Outdoor Patio / Parking / EV Charger (by arrangement) / Smart TV / Fully Equipped Kitchen

Popular amenities for house rentals in Winchester

Quick stats about house rentals in Winchester

  • Total rentals

    800 properties

  • Nightly prices starting at

    $13 SGD before taxes and fees

  • Total number of reviews

    29K reviews

  • Family-friendly rentals

    380 properties are a good fit for families

  • Pet-friendly rentals

    190 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchester
  6. House rentals