Large group vacation rentals in Winchester, United Kingdom

Explore 8 large group vacation rentals, homes, and villas in Winchester for your next getaway or business trip. With space for everyone, enjoy the comfort and privacy of a home designed for gathering, alongside premium amenities such as Best Affordable Homes. Throughout your stay, spend time together, share meals, and relax in spacious living areas that make group travel feel cohesive. With options starting as low as $139 per night and homes offering up to 11 bedrooms and 10 bathrooms, it's easy to book a stay that fits your group. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next group getaway with Homes & Villas by Marriott.

8 Great for Groups in Winchester

Host & Stay | Combpyne

Compton, England, GB
5 Bedrooms 10 Guests
Aug 23 - 25
$346 night

Escape to Winchester and discover this spacious contemporary home—perfect for a fun-filled family adventure or a peaceful, relaxing getaway. With five generously sized bedrooms, there’s ample space for families or groups to spread out comfortably—making it the perfect setting to create unforgettable memories together. This property offers a blend of comfort and convenience, featuring a range of amenities including a well-equipped kitchen, an entertainment room, and a cosy indoor fireplace. Located just outside of Southampton, Combpyne offers the perfect balance of a peaceful countryside retreat and an exciting city break- giving you the best of both worlds in one unforgettable stay. Bright, open, and wonderfully spacious, Combpyne is a charming retreat that truly feels like a home away from home. Nestled in a lovely neighbourhood, it offers the perfect setting for guests to relax, reset, and reconnect in comfort and style. This spacious five-bedroom home comfortably sleeps up to ten guests and offers a perfect blend of contemporary living and home-from-home comfort, ideal for families or friends seeking a relaxing break in Hampshire. All bedrooms provide plenty of space, comfortable beds and a lovely place to relax. One of the bedrooms has been thoughtfully designed with children in mind, featuring eye-catching bunk beds styled as a classic red London bus—sure to delight little ones and spark their imagination. The home also features two beautifully designed bathrooms, each thoughtfully finished to create a bright, airy, and refreshing space. The generously sized living room is furnished with comfortable sofas, perfect as a family room for guests to relax and create memories together. The cosy fireplace creates a warm and welcoming focal point, enhancing the room’s peaceful ambiance. Large windows and light-toned walls flood the space with natural light, beautifully complementing its open, airy feel. The well-appointed kitchen and accompanying pantry space are perfect for preparing delicious home-cooked meals throughout your stay. Guests can gather together in the adjoining warm-toned dining room, thoughtfully designed to seat all guests comfortably and make every meal a shared occasion. Beside the kitchen, you’ll find a dedicated entertainment room complete with table football and a dartboard—perfect for keeping guests of all ages entertained and creating fun, lasting memories together. This room overlooks the spacious back garden, offering the perfect setting for enjoying warm, sunny days. Younger guests will love the open space to run around, play outdoor games, and make the most of the fresh air. Guests have access to the full apartment. The keys to Combpyne are accessed via a secure key safe and full details will be provided shortly before your arrival date. One car may be parked in the car porch, one directly in front of it, one on the driveway in front of the five-bar gate, one on the marked lawn area next to the hedge, and one outside the property parked parallel to the hedge. A car is recommended for getting around, particularly for accessing local villages and countryside walks. Winchester is approximately a 10–15 minute drive away and offers excellent rail connections to London Waterloo. The nearby M3 motorway provides convenient road access to London, the South Coast, and the wider South East region. Please note that the trampoline is not to be used for safety reasons as the base of it was removed.

The Old Granary

Barton Stacey, GB
2 Bedrooms 4 Guests
Sep 6 - 10
$313 night

Stay in a spacious, luxury converted granary offering a perfect countryside experience, a real home from home just outside of Andover. The Old Granary is situated close to the River Dever, in the hamlet of Bransbury, and is ideal for both couples and families looking for a picturesque rural stay with easy access links to Winchester, Salisbury and more. The property can comfortably accommodate four guests and up to two pets, the large property has an expansive fully fitted kitchen and dining room to make you feel at home should you wish to cook up a feast! With all amenities provided; dishwasher, electric hob and oven, fridge/freezer and separate utility with additional toilet and washer/dryer. After a busy day exploring you can cosy up in the lounge with a log burner, smart TV and Wi-Fi. On the second floor you can find a large king size bedroom, twin room and separate family bathroom. Enjoy views of the lawned garden and terrace, with outdoor seating for alfresco dining and summer evenings. The neighbouring village of Barton-Stacey (1.5 miles) is a lovely woodland walk and has local pub The Swan Inn and shop for supplies. Further afield, the cathedral city of Winchester is a 20 min drive, an area full of history and heritage, local markets, shops, cafes and excellent eateries. For a fun family day out visit Paulton’s Park, Marwell Zoo or stop off at The New Forest Wildlife Park all within a 30-40 min drive. Fly fishing available one mile from the cottage on the River Test, between May and end of September. For bookings and enquiries please contact the estate office at admin@middleton-estate.co.uk With private off-road parking, this home is suited to all ages, both couples and families looking for weekend break or longer retreat in the Hampshire countryside. For more information, please contact Finest Retreats!

Poundtree

Wherwell, GB
2 Bedrooms 4 Guests
Aug 26 - 28
$282 night

Welcome to Poundtree. A charming and characterful cottage in the Hampshire countryside, perfect for couples, families, or small groups looking to unwind in comfort. The fully equipped kitchen has everything you need for a comfortable self-catered stay. Guests can enjoy the convenience of a fridge, freezer, oven, microwave, dishwasher, and electric kettle, along with a toaster and a full range of kitchen utensils, tableware, and cutlery—whether you’re preparing a hearty breakfast or a evening meal. Inside, the cottage blends classic charm with modern convenience. The master bedroom features a luxurious king-size bed, creating a restful haven after a day of exploring. A second bedroom with two single beds makes the property ideal for children, friends, or additional guests. The cottage includes a well-appointed bathroom complete with a WC, and shower. Hampshire offers a rich mix of countryside, coast, and history, making it ideal for a relaxing or activity-filled stay. Visitors can explore the scenic trails and wildlife of the New Forest National Park or enjoy panoramic walks in the South Downs National Park, while history lovers can visit landmarks like Winchester Cathedral and Highclere Castle, famously featured in Downton Abbey. Families and day-trippers can enjoy attractions such as Paultons Park and Marwell Zoo, while the coast offers maritime history and waterfront views in Portsmouth—all combining to make Hampshire a varied and appealing destination. For bookings and more information please contact Finest Retreats.

Belmont Retreat

Southampton, Hampshire, GB
3 Bedrooms 6 Guests
Aug 31 - Sep 3
$368 night

Belmont Retreat is a beautiful 3 bedroom, 3 bathroom house in Southampton, close to the city centre. Sleeping six, this elegant property features spacious rooms, a first floor lounge with outstanding city views and a stunning landscaped garden. Enjoy parking for 2 cars, WiFi and a prime location near Southampton Airport, just a short drive to the New Forest and the south coast. Perfect for a relaxing and luxurious getaway for groups, families, friends and professionals. Guests are greeted by the immaculately presented exterior of this stunning property. Two brick steps lead up to the front door, setting the tone for the sophisticated and stylish interior that awaits inside. Family bathroom The family bathroom is located on the ground floor. Equipped with all the necessary facilities for your convenience, the family bathroom features a sleek walk-in shower, WC, basin with a cupboard for storage, a wall-mounted mirror, and a heated towel rail. We will provide towels and mini toiletries for use during your stay. A hidden utility cupboard houses a washing machine which you are welcome to use. Bedroom 3 A luxurious haven located on the ground floor. With its spacious layout and abundance of natural light, this room is a very peaceful retreat. This room features a comfortable double bed, which promises a restful night’s sleep, as well as bedside tables with lamps. The wardrobe, chest of drawers and built-in shelves provide ample storage space for all your belongings. Bedroom 2 This ground floor bedroom features a stylish monochrome palette, complemented by wooden flooring and a luxurious area rug that adds a touch of elegance. Guests can unwind in the comfortable double bed, flanked by sleek bedside tables with lamps for late-night reading. A 43" Smart TV is also provided for entertainment. You are welcome to use the WiFi to sign in to your favourite streaming platforms. Sliding doors which lead out to the rear garden decking, allow an abundance of natural light to flood the room and allows for seamless indoor/outdoor living. Floor to ceiling drapes ensure privacy and create a cosy atmosphere in the evenings. The second bedroom has a modern and clean en-suite, boasting a double walk-in rainfall shower. The ensuite also features a WC, built-in cabinets and drawers for ample storage and a sleek basin with an illuminated anti-fog mirror. Kitchen Grey wooden flooring effortlessly flows from the entrance walkway, creating a sleek and modern atmosphere. White cabinets stand out against the dark worktops, while grey subway tiles add a touch of elegance to the space. A large double oven, hob, American style fridge-freezer and integrated dishwasher make meal preparation and clean up a breeze. A two seater bistro set provides an easy spot for casual dining, or for catching up on some work. Sliding doors flood the room with natural light and lead out to the meticulously maintained garden, perfect for enjoying a morning coffee or al fresco dining. Outdoor space A stunning multi-level landscaped garden offering the perfect escape from the hustle and bustle of everyday life. This fully enclosed space features a beautiful red brick feature wall, creating a sense of privacy and exclusivity. Relax on the large decked area surrounded by planted beds bursting with an array of verdant plants. A dining table and chairs for six guests provide the ideal setting for al fresco meals, while a huge parasol offers shade on sunny days. Venture down to the lower level, where an area laid to astroturf with a grey gravel feature surround awaits. Pots of plants add a touch of greenery, while a mature tree in the corner provides a shady spot to unwind. A bench on a small deck in the far corner of the garden offers a peaceful retreat to soak in the tranquillity of this beautiful outdoor space. Lounge The lounge at Belmont Retreat is the epitome of elegance and relaxation. This spacious room, located on the first floor, boasts stunning double sliding doors that flood the space with natural light and offer breathtaking views over the rear garden and across the treetops of Southampton. The chill vibes are evident in the modern white furniture with natural texture accents and vibrant green foliage that bring a touch of nature indoors. Sink into the large and extremely comfortable corner sofa, perfect for lounging and enjoying the wall-mounted 55" Smart TV. You are welcome to use the WiFi to sign in to your favourite streaming platforms. The dining area within the lounge is a perfect spot for enjoying a meal with family or friends, featuring a six-seater wooden dining table and chairs beneath an impressive skylight that creates a dramatic ambiance within the space. Master bedroom The exquisite Master Bedroom at Belmont Retreat is located on the peaceful first floor of this luxurious property. As you step onto the soft carpeting that continues the neutral tones of the room, you will notice a large freestanding mirror that reflects the natural light streaming through the window overlooking the front of the property, creating a bright and airy atmosphere. The room has a king size bed with two stylish bedside tables and lamps. Beside the bed is a built in cupboard, an original feature that has been kept during recent renovations. For entertainment, a wall-mounted 42" Smart TV is conveniently positioned for your viewing pleasure. A large walk-in wardrobe with automatic lighting provides ample space to store and display your wardrobe essentials. The master bedroom has an en-suite featuring gleaming white fixtures that exude elegance and sophistication. The walk-in shower, WC and basin are not only pristine but the en-suite is also equipped with modern amenities such as an anti-fog illuminated mirror and heated towel rail for a dash of luxury. HIGHLIGHTS Stunning garden and lounge with views across Southampton Recently refurbished to excellent standard Two large bedrooms with ensuites Driveway with space to park 2 cars Great location close to city centre - close to the Southampton Guildhall and Mayflower Theatre Short drive to the New Forest National Park and the South Coast Guest access Parking Driveway with space for two cars. Public Transport A variety of buses are available from St Denys Road (0.1 miles). The closest train station is St Denys, just 7 mins walk away (0.3 miles). The closest major train station is Southampton Central (2.4 miles). Southampton Airport is approximately 10 minutes’ drive from this property. Grandeur Property Management Limited is a service provider that manages this property on behalf of the owner. Should you have any queries, we are open 7 days a week. Should you require the team’s assistance during your stay, we would be delighted to assist. Please call one of our friendly team members. After confirming your booking, you’ll receive access to our exclusive guest portal. Should you need any further information beforehand, please don’t hesitate to reach out. We’re here to assist you! Public Transport A variety of buses are available from St Denys Road (0.1 miles). The closest train station is St Denys, just 7 mins walk away (0.3 miles). The closest major train station is Southampton Central (2.4 miles). Southampton Airport is approximately 10 minutes’ drive from this property. OTHER DETAILS TO NOTE Sleeping arrangements 1 x king size bed 2 x double bed Hosted by Grandeur Property Management this is one of a series of superior properties the team has available for short to long term let in the Dorset/Hampshire area of southern England. You will have exclusive use of the property for the duration of your stay. The quality of every guest’s experience is vital to the team, which is why they will ensure the home is presented to the very highest standard for your arrival. You can also expect an attentive and responsive service during your stay, so should you encounter any problems or need advice or assistance, the team will be on-hand to help. Contact details will be shared with you when you confirm your stay. The minimum age required for the lead guest is 18. Please note that if you are below the age minimum your booking will be cancelled. Please note that upon confirming your booking, we kindly request all guests to complete a pre-check-in form.

Leaside House

Southampton, England, GB
3 Bedrooms 6 Guests
Aug 23 - 25
$218 night

Leaside house is a three bedroom house in North Southampton, close to the local Swaythling Train Station, and 1.6 miles from Southampton Airport Parkway Station and Southampton Airport. With three varying bedrooms, the property sleeps a maximum of five guests, has private outdoor space and parking for one car. The Space: The ground floor of the property comprises of a fully equipped, open plan kitchen/dining area with a freestanding fridge, microwave, washing machine, oven, hob, extractor hood and dishwasher. Floor to ceiling windows behind the dining table make the most of natural light from the private garden, which can be accessed through the door in the hallway. The sitting room on the opposing side of the property has a three piece matching seating set, made up of a three seater reclining sofa, arm chair and footrest. There is also a further dining table for four people, which could also be used as a workspace. Stairs to the first floor lead to the three bedrooms, WC (toilet) and bathroom (bath with overhead electric shower, sink, towel rail). The master and second bedrooms each have super-king beds, which can be split into two singles, creating x2 twin rooms. Bedroom three has a set of single bunk beds, optimising the space available. Parking – Off road space for one car Services – Duvets and linens provided (beach towels not included). Technology – Free WiFi available Kitchen – Dishwasher, oven, hob, fridge/freezer, microwave and washing machine. Public Transport A variety of University buses are available from the surrounding roads. The closest train station is Swaythling (0.8 miles). The closest major train station is Southampton Central (4.2 miles). Southampton Airport is approximately 10 minutes’ drive from this property. Grandeur Property Management Limited is a service provider that manages this property on behalf of the owner. Should you have any queries, we are open 7 days a week. Should you require the team’s assistance during your stay, we would be delighted to assist. Please call one of our friendly team members. After confirming your booking, you’ll receive access to our exclusive guest portal. Should you need any further information beforehand, please don’t hesitate to reach out. We’re here to assist you! A variety of University buses are available from the surrounding roads. The closest train station is Swaythling (0.8 miles). The closest major train station is Southampton Central (4.2 miles). Southampton Airport is approximately 10 minutes’ drive from this property. OTHER DETAILS TO NOTE Sleeping arrangements 2 x king size bed (can be split into 2x singles on request) 1 x single bunk beds The minimum age required for the lead guest is 18. Please note that if you are below the age minimum your booking will be cancelled. Please note that upon confirming your booking, we kindly request all guests to complete a pre-check-in form as part of our security process. This helps ensure a safe and smooth experience for everyone during your stay.

Dans House

Totton, England, GB
3 Bedrooms 5 Guests
Sep 2 - 4
$205 night

A welcoming 3-bedroom home in Totton, this stylish and dog-friendly property is perfect for small families, couples, or business travellers. With a private hot tub, enclosed garden, and great location between Southampton and the New Forest, it’s an ideal base for your next getaway. At a Glance: - Sleeps: 5 guests in 3 bedrooms - Location: Central Totton, near New Forest and Southampton - Outdoor space: Private garden with hot tub and patio - Highlights: Fully equipped kitchen, smart TV, free parking - Linen and towels provided - Full refund if cancelled 30+ days before arrival. A Home to Relax and Unwind: Set across a single level, the home offers space to relax, work, or unwind. Whether you’re soaking in the hot tub or enjoying dinner in the bright living area, everything has been set up with comfort in mind. The Layout The house includes: - A comfortable lounge with sofa, TV, and dining table - A modern kitchen with oven, hob, fridge-freezer, and dishwasher - A private garden with hot tub and patio furniture Bedrooms: - Bedroom One: King-size bed and desk - Bedroom Two: Queen-size bed - Bedroom Three: Single bed with dressing table Location: The property is set in Totton, just a short drive from the New Forest and Southampton city centre. With parks, cafés, shops, and family activities close by, the location is ideal for a variety of travellers. Parking is easy, and public transport is nearby. House Rules: - No smoking or parties - Dogs allowed but not on furniture - Respectful noise levels after 10pm Booking Policy - Full payment is due 30 days before arrival and will be automatically charged to the card on file. - If payment fails, it must be completed within 24 hours or the booking will be cancelled. - Early payment is allowed (card fees up to 3% are non-refundable if cancelled). Cancellation Policy - Full refund if cancelled 30+ days before arrival. - 50% refund if cancelled 14–30 days before arrival. - No refund if cancelled within 14 days of arrival. We look forward to welcoming you. Feel free to message with any questions.

Historic English Home in a 4,000 acre country estate

Basingstoke, Hampshire, GB
11 Bedrooms 21 Guests
Aug 23 - 26
$18,583 night

PRICE Starting from GBP £13,083 per night for a minimum of three (3) nights in staffed accommodation, including breakfast, teas & coffees and all soft drinks. The property is only let on a fully exclusive basis as a whole. HISTORY The original house came into the hands of the current owner’s forebears in 1450. Since then, the original house until it was burnt down in 1661, followed by the current house which was rebuilt in 1731, have seen a fascinating history interwoven with Parliament and Royalty. The 20th century saw huge improvements to the house and it underwent a comprehensive refurbishment and it now offers luxurious and comfortable accommodation. DESCRIPTION The house is a clever mix of old world charm with lovely family portraits & paintings combined with modern day luxury. This is a very comfortable home but despite its size, it remains cosy and welcoming. The grounds are beautifully kept and it has all the facilities that you would expect from a grand home surrounded by a large estate. Fantastically located for London, Heathrow and the south West of England, this is a great base from which to explore this pretty part of the country. Despite being close to a large town, the estate is very private and you feel nicely cocooned once you have entered the front gates! It borders some lovely rolling countryside with pretty villages, excellent pubs and lots of hearty walks. There are extensive private gardens including a 3 acre walled garden, rose garden and glass houses. A tennis court, heated outdoor swimming pool, croquet lawn, cricket pitch with pavilion and lake. A wine cellar, cinema and billiards room are in the house. One hours drive from London Heathrow airport. STAFF & CATERING (NO SELF-CATERING) The house is fully staffed and guests will be looked after with the true warmth of good traditional English hospitality. With breakfast included in the price, additional catering will be organised for guests to suit their requirements from good country house food to gourmet, Michelin Star cuisine. Fine wines and other specialist liqueurs can be arranged for special dinners or parties as well as other wines and spirits. ACTIVITIES There is a wide range of activities that can be arranged for guests including horse riding, foraging, fly fishing on the River Test, yoga and cookery lessons. There is go karting and ice skating nearby as well as a host of local attractions.

Vacation Rentals in Winchester by Amenities & Features

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Vacation Rentals Near Winchester

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