
Townhome vacation rentals in Winchester
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Top-rated townhouse rentals in Winchester
Guests agree: these townhouse rentals are highly rated for location, cleanliness, and more.

Kraken House *Oxford St* Free Parking-Southampton
*Entire property for hire* Kraken House is steeped in maritime mystery and was thought to have modestly housed many merchant ship Captains. The very walls echo the stories told by the returning seafarers, of the mysteries and the monsters that lurk in the ocean depths. Constructed in 1834 by Oxford University, the property is a Grade II Listed Building. Situated just by fashionable Oxford Street, metres from dozens of cafes/bars. Minutes from Ocean Village, West Quay, Docks, and the City Centre.

The Winchester Pad
The Winchester Pad is a spacious, modern townhouse ideally located within walking distance to the city centre and rail station to London. There is good road access in/out of the city and two free car parking permits are provided. Guests love it; with genuine accommodation all to themselves for 8 guests in 4 bedrooms and all the facilities required for an enjoyable stay. We welcome families, couples or 'professionals' from around the world seeking accommodation in this friendly, bustling city.

Lilypad- a perfect base for New Forest adventures
Our townhouse cottage 'Lilypad Cottage' is conveniently located near to the market place and high street of Ringwood. Close to River Avon & Bickerley Green, with access to walking and biking trails (locked storage for bikes available). Explore our charming town, its local shops, restaurants a stroll away, or perhaps take a short drive to the coast for a day at the beach or into the heart of the New Forest. The New Forest offers endless opportunities for adventure, relaxation, and exploration.

Entire Historic Cottage in Beaulieu/Parking/ Wi-Fi
Located near the Beaulieu river, this beautifully refurbished 17th Century cottage is an ideal base from which to relax and enjoy life in the New Forest. Situated on a quiet road in beautiful Beaulieu, you can walk to Monty's Inn nearby for dinner and visit the popular cafe opposite for breakfast. You may see donkeys walking along the High Street! PS UPDATE 1st NOV 2025 - Airbnb have now moved their fee onto the host which has inflated the quoted price but the overall cost has NOT changed.

Beautiful Spacious Victorian Town House in Cowes
This beautiful spacious 2 bedroom town house is located on a quiet street a few minutes walk from the town centre. The whole property has been recently decorated giving a fresh light feel & furnished with a lovely seaside theme. Cowes town centre is just a few minutes walk away with its excellent selection independent shops and restaurants. Just beyond the town is the seafront which takes you along the beautiful esplanade passed the Royal Yacht Squadron and on to Gurnard famous for its sunsets

Georgian Terraced House (1825) Chichester
The property is a Listed Georgian (1825) terraced house and has recently been renovated by Erickson Mann A five minutes walk from the renowned Chichester Festival Theatre and the same from the City of Chichester with it's Cathedral, restaurants and shops . There is also easy access by car bus or bike to the Downs including Goodwood as well as the coast at West Wittering and Bracklesham Bay . You can lie ,sit or eat in the sun the house has a south facing garden which is a sun trap .

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.

City centre house with private garden & parking
The Coach House is a stylish and modern private town centre residence comprising a well equipped open plan kitchen, living and dining area plus a large bedroom with ensuite shower bathroom and a further shower bathroom. Located in the heart of Chichester overlooking the river Lavant. Located opposite Priory Park the property includes free off-road parking and a secluded private garden area. The accommodation provides a perfect base for exploring the City and Goodwood. Bikes are available.

Romantic Couples Getaway with a Hot Tub
Indulge in an unforgettable stay at Casa Amor for the ultimate romantic couples getaway with a hot tub. Sex themed apartment UK Luxurious sex themed apartment based in the south of the UK. Private hot tub area with red romantic lighting. Fireplace, tv, double shower, sex swing, bondage room, king size bed within a plush mattress and high quality bedding. Balcony area and garden. City centre apartment, private entrance .Please look at our other listings if this one is fully booked.

Cringle Cottage
Comfortable Victorian town cottage on three floors. Fully furnished and equipped for up to six people (please note, however, that there is only one bathroom). Walking distance from town centre and ferries, but on a quiet side street with very little passing traffic. A great place to feel part of the yachting life of Cowes, to have walking-distance access to Cowes-based organisations including UKSA and the Ellen MacArthur Foundation or as a base to explore the beautiful Isle of Wight.

1 Bedroom Mews Upside Down Character Cottage
Take it easy at this unique and tranquil getaway between Farnborough and Aldershot. Free private parking away from main road. Strictly NO VISITORS AND PARTIES. Only 2 adults are allowed in the property as per booking. No children or pets. Security camera facing the gate entrance of the property will be used to verify check-in (3pm onwards) and check-out (10am). No smoking or vaping inside the property. Quiet hours 10pm to 8am. We CANNOT receive post nor keep items for guests.

Riverside Mews is ideally located with sea views.
Riverside Mews, 5 Seymour Court is right on the River Medina with far reaching views across the Solent. The floating bridge is steps away from the front door and you can hop on it for a few pennies to reach West Cowes. Here you will find a plethora of shops and restaurants all busy with tourists and sailors. Cowes is a mecca for the sailing community and yachts can be seen at all times of the year. Seals have also been seen bobbing up and down just outside the house !
Popular amenities for Winchester townhouse rentals
Family-friendly townhouse rentals

Poole Bournemouth two double bed home

Prince Alfred | 3 bed slp 8 town-house

2BR Stylish Terrace | Steps from Beach + Desk

Bright & Modern Studio-Center/Station/Hospital

8 min walk from QA Hospital.

Townhouse - stunning sea views

Granby Grove Townhouse - Southampton

Private Annex En suite Double Room (Dog Friendly)
Townhouse rentals with a washer and dryer

Simeon Sands Coastal Escape

Seaside Cottage with panoramic sea views.

Luxury Mews House with Garden nr. Beach

Charming Town House with Canal View and Parking

Stylish 3BR Townhouse w/ Garden - Central Southsea

Curfew Garden - Beautiful Townhouse

‘True Gem’ 3 bed Mews Westbourne centre near beach

Three storey townhouse in the heart of Lymington
Townhouse rentals with a patio

Sunny Townhouse Near The Sea

Character Victorian townhouse - conservation area

Cowes Townhouse with garden & parking sleeps 6.

Family house in Farnborough (free parking)

2 bedroom-house near centre+private parking

Beautiful Terraced Townhouse in Central Chichester

3 Bedroom Heritage townhouse with parking

Stockbridge cosy two double bedroom town house
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$28,453 GYD | G$20,921 GYD | G$21,549 GYD | G$20,921 GYD | G$16,946 GYD | G$18,201 GYD | G$18,829 GYD | G$18,201 GYD | G$17,783 GYD | G$17,992 GYD | G$19,457 GYD | G$20,921 GYD |
| 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 |
Quick stats about townhouse rentals in Winchester

Total vacation rentals
Explore 50 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at G$6,276 GYD per night before taxes and fees

Verified guest reviews
Over 5,430 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Winchester vacation rentals include wi-fi access

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

4.8 Average rating
Winchester stays are highly rated by guests—averaging 4.8 out of 5!
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- New Forest national park
- Paultons Park Home of Peppa Pig World
- Oxford University
- Goodwood Motor Circuit
- Stonehenge
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- Hampton Court Palace
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- Chessington World of Adventures Resort
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