
Holiday rentals in Winchester
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winchester
Guests agree: these stays are highly rated for location, cleanliness and more.

One bedroom home.
Relax and make yourself at home in this comfortable bungalow with sunny lounge, fully equiped kitchen/diner and bathroom. Situated in a quiet cul-de-sac in the village of Bishopstoke on the outskirts of Eastleigh. The M27 and M3 motorways and Southampton Airport are just a few miles away. The historic City of Winchester is an easy drive. Whether you are on your way to explore the South West, visiting family or friends or just wanting a short break, we offer a convenient home away from home.

Central, Quiet & Self-Contained
Incredibly central location. Only 150m from Cathedral & 200m to High St. Quiet: Set back from the street, double glazing, detached building. King size bed with luxury mattress & topper, hypoallergenic duvet & pillows, Egyptian cotton bedlinen and fluffy towels. Work space. Reading & soft lighting. Well Equipped: Tea & Coffee Facilities, Mini Fridge, TV (Netflix only) Iron+Board, Hairdryer, Toiletries & Fan. Secure parking subject to availability £20per night. NB. Access via external staircase.

Own Front Door
Welcome to the beautiful city of Winchester! I have self contained central accommodation comprising of a double bedroom with en-suite shower room, a lounge with fridge/tea/coffee making facilities and your own private front door accessed from the street at ground level. The accommodation has been part of a massive renovation of the main house, now fully completed. Dating from the 1850’s it still retains a Victorian feel with high ceilings and sash windows. It is a lovely light, airy space.

St Michael's Hall, City Centre
St Michael's Hall is a unique, newly renovated church hall in the heart of the historic city centre. A stone's throw from the Cathedral, College, buzzy high street and water meadows, it's the perfect base to explore everything Winchester and the surrounding area has to offer. Each bedroom has its own bathroom, meaning it's as suitable for two couples as it is for a romantic city break or four friends. One on-street parking permit is available, while the train station is a short walk away.

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.

Bright Bijou Studio in Central Winchester
A beautiful bright cosy studio apartment on one of the quietest streets in the centre of historic Winchester❤️. The breathtaking cathedral and other must-see sights are all within a flat 10 minute walk. Ideal for short stays or a weekend get-away. Just five minutes walk from train station/city centre, and 10 mins walk from the bus station. * Super-comfy double bed ✅ * Fast WiFi ✅ * Comfortable big chair and table for laptop working ✅ * Wide range of caf/decaf teas and coffees ✅
Luxury annexe near the River Itchen & Alresford
Beautifully decorated studio annex in the village of Ovington - a lovely rural spot yet a short drive from Winchester and walkable to Alresford. Light and airy space - king size bed, sofa, TV, chest drawers and table & chairs. There is a small kitchenette (small fridge, kettle, toaster, microwave, cafetiere, crockery, glassware and cutlery). Fresh towels, tea, coffee and biscuits are ready for you on your arrival. An iron, cot and high chair can be arranged on request.

Room with a view
You’ll love sharing photos of this unique place with your friends. Room with a View is a cosy and bright studio room located in the outskirts of the rural village of Owslebury. Just a 5-mile drive from the medieval city of Winchester, Room with a View is situated in a prime location, perfect for a serene getaway or business stay. Secluded from the busy bustle of the city, yet a swift 10-minute drive, Room with a View is surrounded by acres of fields and beautiful views.

Central Winchester garden flat, permit parking
Winchester City Centre- Bijou, charming, characterful, homely, warm and cosy self contained one bedroom flat with free permit parking and luxuriously large bath tub with shower, private garden with patio for alfresco dining. Fully equipped galley kitchen for self - catering. Only a five minute level walk to the central High Street and Cathedral, with the world famous Christmas Market through November and December. Less than ten minutes walk from the Railway Station.

Pretty self contained annexe
Pretty, self contained annexe with its own entrance, located between the historic city of Winchester & Southampton and on the doorstep of the New Forest National Park. Great travel links - M3/M27, Southampton Airport & Southampton Parkway station. Studio comprises double bed, kitchen with oven, hob, fridge & microwave. Breakfast bar, which doubles as a workspace, shower room and shared use of patio and garden. We also have a young, bouncy dog!

The Hidden house in Winchester
The Hidden House is a slice of modern luxury tucked away in the heart of Winchester. Detached and private, this space is perfectly placed for exploring Winchester and all it has to offer. Our guests also love hiding away and making use of the big TV setup and Hotel Chocolat Velvetiser! Don't take our word for it - check out our reviews. Winchester High Street/The Cathedral - 10 min walk Winchester Train Station - 5 min walk

Modern Apartment Central Winchester
Situated in the heart of Winchester, this newly refurbished 2-bedroom apartment with its own private entrance and modern décor provides a well thought out space for friends, couples & families. This cosy home provides an excellent upmarket base to explore Winchester. A stone’s throw to the city’s favourite pub, St James Tavern, a warm welcoming traditional pub which serves excellent locally sourced home cooked food.
Popular amenities for Winchester holiday rentals
Other great holiday rentals in Winchester

Idyllic Studio Loft in Winchester Village setting

Lovely room in central period townhouse

17th Century Town House in Central Winchester

Double room in a beautiful rural cottage

The Winchester Coach House

Bright & Cosy Flat in Winchester, near Cathedral

Nice peaceful room: close to station

Modern double room in Eastleigh - ensuite bathroom
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £85 | £86 | £88 | £94 | £97 | £99 | £102 | £105 | £102 | £92 | £90 | £92 |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Frequently Asked Questions
How much does it cost to stay in cabin rentals in City of Winchester?
Experience the best of City of Winchester with our cabin rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in City of Winchester?
Make yourself at home in City of Winchester by choosing from our most frequently booked neighborhoods. We have over 670 vacation rentals in Botley, over 800 vacation rentals in Freemantle, and over 460 vacation rentals in Netley.
Do apartment rentals in City of Winchester have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in City of Winchester. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in City of Winchester?
Four-legged friends are welcome in City of Winchester. Choose from more than 570 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in City of Winchester?
Yes! Work meets play with ease at over 1,180 vacation rentals in City of Winchester featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Hotel Rentals in City of Winchester?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there City of Winchester vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in City of Winchester, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in City of Winchester?
City of Winchester has more than 1,040 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do hotel rentals in City of Winchester have free parking?
Absolutely! We offer over 10 hotel rentals with free parking in City of Winchester. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in City of Winchester have a kitchen?
Absolutely! We offer over 110 serviced apartment rentals with a kitchen in City of Winchester. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Winchester

Total holiday rentals
Explore 2,560 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £8 per night before taxes and fees

Verified guest reviews
Over 113,310 verified reviews to help you choose

Family-friendly holiday rentals
1,040 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 570 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
1,180 properties have a dedicated workspace

Wifi availability
2,420 of Winchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.7 Average rating
Winchester stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Paris Holiday rentals
- London Holiday rentals
- Picardy Holiday rentals
- Grand Paris Holiday rentals
- Amsterdam Holiday rentals
- Thames River Holiday rentals
- South West England Holiday rentals
- Inner London Holiday rentals
- Rivière Holiday rentals
- Dublin Holiday rentals
- Brussels Holiday rentals
- South London Holiday rentals
- Rentals with a washing machine and dryer Winchester
- Hotel rooms Winchester
- Rentals with outdoor seating Winchester
- Fitness-friendly rentals Winchester
- Serviced apartment rentals Winchester
- Waterfront rentals Winchester
- Townhouse rentals Winchester
- Flat rentals Winchester
- Apartment rentals Winchester
- Guest house rentals Winchester
- Rentals with a hot tub Winchester
- Smoking-friendly rentals Winchester
- Cottage rentals Winchester
- Rentals with breakfast Winchester
- Rentals with beach access Winchester
- Cabin rentals Winchester
- Bungalow rentals Winchester
- Rentals with an EV charger Winchester
- Rentals with a fireplace Winchester
- House rentals Winchester
- Rentals with a firepit Winchester
- Tiny house rentals Winchester
- Rentals with pools Winchester
- Rentals with lake access Winchester
- Family-friendly rentals Winchester
- Private suite rentals Winchester
- Barn rentals Winchester
- Bed and breakfasts Winchester
- Shepherd’s hut rentals Winchester
- Rentals with a patio Winchester
- Pet-friendly rentals Winchester
- New Forest national park
- Goodwood Motor Circuit
- Paultons Park Home of Peppa Pig World
- Oxford University
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Bournemouth Beach
- Boscombe Beach
- Winchester Cathedral
- Highclere Castle
- Chessington World of Adventures Resort
- Twickenham Stadium
- Kimmeridge Bay
- Thorpe Park Resort
- West Wittering Beach
- Goodwood Racecourse
- Highcliffe Beach
- Southbourne Beach
- Worthing Pier
- The Tank Museum
- Wentworth Golf Club
- RHS Garden Wisley
- Poole Quay
- Things to do Winchester
- Things to do Hampshire
- Art and culture Hampshire
- Things to do England
- Wellness England
- Nature and outdoors England
- Food and drink England
- Sightseeing England
- Sports activities England
- Tours England
- Art and culture England
- Entertainment England
- Things to do United Kingdom
- Entertainment United Kingdom
- Sightseeing United Kingdom
- Food and drink United Kingdom
- Art and culture United Kingdom
- Tours United Kingdom
- Wellness United Kingdom
- Nature and outdoors United Kingdom
- Sports activities United Kingdom




