We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

House holiday rentals in City of Winchester

Find and book unique houses on Airbnb

Top-rated house rentals in City of Winchester

Guests agree: these houses are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Home in Hampshire

4.85 out of 5 average rating, 315 reviews

Bay Tree, fabulous, modern 4 bed house, Winchester

Bay Tree is a spacious house in a quiet semi-rural location close to Winchester. Please do not book for a party or loud gathering. There are four bedrooms (six beds) two with ensuites, a downstairs shower wet room, well equipped kitchen, separate utility room and a large lounge/diner. The house has an enclosed private garden with decking & bbq. There is a trampoline for children to play on in the next garden. Towels and linen provided for guest use. On drive parking for two standard cars.

22–29 Aug

₹47,667 per night

Guest favourite

Home in Southampton

4.95 out of 5 average rating, 171 reviews

2 bed semi with Sea View and 2 parking spaces

Modern, open plan 2 bed house with garden, parking & newly fitted 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 and SeaCity Museum. Located right next to Weston shore and only 10 minutes to the city centre with plenty of bars and restaurants & West Quay Shopping Centre.

17–24 Jan

₹12,007 per night

Guest favourite

Home in Meonstoke

5.0 out of 5 average rating, 114 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.

2–9 Dec

₹15,090 per night

Guest favourite

Home in Crawley

4.96 out of 5 average rating, 266 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. A good continental breakfast is provided and we will be available to offer help and advice on the many places to visit in the local area.

30 Sep – 7 Oct

₹10,331 per night

Guest favourite

Home in Hampshire

4.96 out of 5 average rating, 114 reviews

Entire cottage in the heart of rural Hampshire.

Dairy Cottage was a former milking parlour. We stopped milking cows in 1992 and converted the building into a self catering holiday cottage. The cottage is situated between the Cathedral City of Winchester and the market towns of Alton and Petersfield. Nearby is the pretty town of Alresford where the River Arle flows into a lake constructed to provide fishing as well as a reservoir for the River Itchen navigation. There is a lovely short river walk here which we're happy to tell you about.

6–13 Feb

₹10,768 per night

Guest favourite

Home in Hampshire

4.96 out of 5 average rating, 545 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.

24–31 Aug

₹9,907 per night

Guest favourite

Home in Chandler's Ford

4.99 out of 5 average rating, 125 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 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.

28 Dec – 4 Jan

₹14,299 per night

Guest favourite

Home in Winchester

4.94 out of 5 average rating, 303 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 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.

28 Nov – 5 Dec

₹19,526 per night

Guest favourite

Home in Hampshire

4.96 out of 5 average rating, 212 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.

13–20 Jul

₹16,301 per night

Guest favourite

Home in Hampshire

5.0 out of 5 average rating, 115 reviews

The Tap House at The Northbrook Arms

A stunning newly refurbished 4 bed/4 ensuite Georgian house situated next to The Northbrook Arms Public House in the pretty village of East Stratton, Hampshire. Perfect for large families, families sharing or groups of up to 8 guests. Attractions in the area include the city of Winchester, Marwell Zoo, Paultons Park, Micheldever Woods, Portsmouth Docks and more. Fantastic walking from the house and the ability to pop next door for a draught lager or a G&T.

10–17 May

₹27,782 per night

Guest favourite

Home in Southampton

4.96 out of 5 average rating, 240 reviews

Curbridge Chapel

Beautifully restored original chapel. Sat close to the river Hamble on the A0351 making it quick and easy to visit Historic Portsmouth, New Forest, Isle of Wight even London. The chapel boasts many original features. It is ideal for families, get-togethers and special occasions like birthdays, Christmas and New Year. It truly has to be seen to be fully appreciated. Discounts available subject to availability. Please message for further information.

19–26 Nov

₹22,179 per night

Guest favourite

Home in Hampshire

4.88 out of 5 average rating, 213 reviews

City Centre Riverside Gem With Parking.

An amazing two bedroom period cottage that is superbly located for all of Winchester's amenities, adjacent to the city mill and just a few steps away from the High Street. The cottage offers city living in a delightful tucked away location backing onto the River Itchen and only seconds from all the city centre has to offer. The house suits all needs, a romantic weekend, a South Downs Way stop over, family break and equally a business trip.

9–16 Jan

₹15,034 per night

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for house rentals in City of Winchester

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Bosham

4.93 out of 5 average rating, 166 reviews

Luxury Cedar House - Private Garden, Pool & Spa

20–27 Mar

₹33,627 per night

Guest favourite

Home in Hampshire

4.9 out of 5 average rating, 226 reviews

NewForest Cottage alongside Limewood Lyndhurst

21–28 Dec

₹75,368 per night

Guest favourite

Home in Hampshire

4.98 out of 5 average rating, 118 reviews

- A Perfect Family Escape (Pool - Private Use)

19–26 May

₹84,918 per night

Home in Lymington

4.89 out of 5 average rating, 112 reviews

The Thatched Cottage, Passford Farm, Lymington .

12–19 Jan

₹80,965 per night

Home in Hampshire

4.88 out of 5 average rating, 126 reviews

Arnewood Rise, a luxury holiday home in New Forest

19–26 Apr

₹70,284 per night

Guest favourite

Home in Swanmore

4.92 out of 5 average rating, 12 reviews

Farm Escape with swimming POOL in Hampshire

7–14 Nov

₹15,020 per night

Guest favourite

Home in Hampshire

4.98 out of 5 average rating, 40 reviews

Eden Cottage, your home away

15–22 Dec

₹13,960 per night

Guest favourite

Home in Amesbury

4.96 out of 5 average rating, 28 reviews

2-bedroom country cottage

9–16 Jun

₹21,007 per night

Weekly house rentals

Guest favourite

Home in Ampfield

4.99 out of 5 average rating, 139 reviews

Private Annex, Ampfield - near Romsey/Winchester

25 Apr – 2 May

₹9,709 per night

Guest favourite

Home in Swanwick

4.93 out of 5 average rating, 118 reviews

Riverside Cottage-Walks-Hot Tub

8–15 May

₹14,065 per night

Guest favourite

Home in Hampshire

4.83 out of 5 average rating, 122 reviews

A Stunning Home in the Heart of Whitchurch

6–13 Oct

₹9,159 per night

Guest favourite

Home in Hampshire

4.97 out of 5 average rating, 152 reviews

Silk Mill Cottage (On the River Test)

30 Nov – 7 Dec

₹13,331 per night

Guest favourite

Home in Hampshire

4.9 out of 5 average rating, 145 reviews

The Coach House at Emsworth

12–19 Oct

₹11,840 per night

Guest favourite

Home in Salisbury Wiltshire

4.94 out of 5 average rating, 381 reviews

Secure parking & 5 minutes from Salisbury centre

₹10,650 per night

Home in Pitt

4.88 out of 5 average rating, 145 reviews

Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB

5–12 Sep

₹26,592 per night

Guest favourite

Home in Southampton

4.95 out of 5 average rating, 418 reviews

One bedroom house, close to Southampton general.

14–19 Jul

₹8,292 per night

Private house rentals

Guest favourite

Home in Cadnam

4.96 out of 5 average rating, 119 reviews

Newly renovated completely self contained annex.

18–25 Feb

₹11,663 per night

Guest favourite

Home in Sherfield on Loddon

4.93 out of 5 average rating, 255 reviews

The Coach House - A beautiful, individual property

24–31 Mar

₹9,665 per night

Guest favourite

Home in Brook, Lyndhurst

4.94 out of 5 average rating, 476 reviews

History + Luxury Eco House in The New Forest

10–17 Oct

₹55,331 per night

Guest favourite

Home in Hamble-le-Rice

4.88 out of 5 average rating, 108 reviews

Delightful Sunny House Close to the Village Square

26 Sep – 3 Oct

₹30,872 per night

Guest favourite

Home in Easebourne

5.0 out of 5 average rating, 309 reviews

Pretty self contained cottage in private garden

13–20 Jun

₹14,886 per night

Guest favourite

Home in Hampshire

4.99 out of 5 average rating, 111 reviews

Charming cottage less than 5 minutes from the sea

20–27 Nov

₹14,913 per night

Guest favourite

Home in Landford

4.99 out of 5 average rating, 136 reviews

New Forest - Large studio annex with hot tub

3–10 Aug

₹14,100 per night

Guest favourite

Home in Hampshire

5.0 out of 5 average rating, 15 reviews

Central Winchester 2-bed Home

14–21 Aug

₹15,544 per night

Quick stats about house rentals in City of Winchester

Total rentals
770 properties
Rentals with dedicated workspaces
340 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
360 properties are a good fit for families
Total number of reviews
25T reviews

Destinations to explore