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Apartment vacation rentals in Winchester

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Top-rated apartment rentals in Winchester

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Top guest favorite

The exterior of a thatched cottage is shown, characterized by its traditional roof and whitewashed walls. Lush greenery surrounds the entrance, featuring flower beds and trees. A gravel driveway leads up to the cottage, complementing the tranquil ambiance of its rural setting.

Apartment in Stockbridge

4.89 out of 5 average rating, 155 reviews

Little Trout, Nether Wallop: an oasis of calm

Little Trout is the annex to a 17th century thatched cottage. A one-bedroom flat with fully equipped kitchen, large shower and comfortable sitting room, it is perfect for a trip to West Hampshire and the Test Valley. You will find an oasis of calm in a busy world where you can relax in comfort after an active day visiting the many sites of historic interest or admiring our beautiful local scenery. Almost all our guests have told us that the bed is the most comfortable they have ever slept in!

Top guest favorite

Two lounge chairs sit on a wooden deck overlooking the tranquil sea, with sandy beach visible in the distance. The ocean reflects a clear blue sky, while plants along the railing add a touch of greenery to the serene coastal setting.

Apartment in Isle of Wight

5 out of 5 average rating, 146 reviews

The Ocean Suite, Ventnor Beach (6ft superking bed)

The ultimate in beachfront living, a perfect romantic escape and popular with many repeat guests. A cedar cabin with panoramic sea views over Ventnor beach, winner of 22/23 LUXLife Magazine Awards, Best Luxury Coastal Retreat, South England. 52 sq metres and open plan, with bi-fold windows/doors creating a beautiful space of just you and the ocean. With 2 private balconies, 1 south facing for sunbathing, the other perfect for an alfresco breakfast in the morning sun. No pets but baby welcome!

A cozy living area features a light grey sofa positioned to face a television displaying Netflix. A modern wood-burning stove adds warmth to the space, while a door with multiple glass panels leads outside. Light hardwood flooring completes the inviting atmosphere.

Apartment in Medstead

4.9 out of 5 average rating, 120 reviews

The Annexe @ Mandalay Lodge

Kick back and relax in this calm, stylish space. Nestled in the heart of the Hampshire Downs, The Annexe at Mandalay Lodge is the perfect place to unwind. Set next to the main house, the Annexe provides a quiet, tranquil space with a cozy double bed, open plan kitchenette a bathroom with shower & outdoor hot water shower. Stunning views over the countryside from your balcony provides a perfect backdrop for your relaxing stay. There is a Sauna on site bookable for an extra fee, just request.

The exterior of the apartment features a modern wooden structure with large glass windows, offering a view of the semi-rural surroundings. A set of steps leads to the entrance, and a well-maintained lawn is visible in the foreground with trees lining the background.

Apartment in Winchester

4.91 out of 5 average rating, 356 reviews

Copper Beech, a secluded two bed apartment

Copper Beech is spacious & modern apartment in a semi-rural location close to Winchester. This apartment has two large king size bedrooms; both with ensuite bathrooms, large lounge/dining area and a well equipped kitchen. One of the bedrooms can sleep up to 4 guests with a daybed (with two full single size beds) plus kingsize bed. Parking is available for two standard-sized vehicles - one blocking in the other. There is a trampoline in a large shared garden for children to play on.

Top guest favorite

A covered entryway features a white door framed by wooden beams. A planter with a small green shrub is positioned beside the entrance. Beyond, a gravel path leads to a secluded seating area with a decorative white bench, surrounded by lush foliage.

Apartment in Compton

4.98 out of 5 average rating, 277 reviews

The Annexe at Longacre, near Winchester

The Annexe is a bright and airy self contained house separate from our home. The accomodation is over two floors with wonderful views out to the Hampshire countryside. We are on a quiet private country road 2 miles from the vibrant city of Winchester, 6 miles from Southampton Airport and 3 miles from IBM Hursley. Excellent transport links to London (1 hour from Shawford Station) and to Southampton. We live in the main house. Follow us on Instagram @longacreannexe

A light-filled living area is showcased, featuring a comfortable gray sofa and a dining table with wooden chairs. A kitchenette is positioned in the background, equipped with modern appliances. Floral curtains frame the windows, and a vase of red flowers adds a touch of color to the neutral decor.

Apartment in Hampshire England

4.89 out of 5 average rating, 119 reviews

Self-catering Annexe in Nether Wallop

Our dog-friendly annexe has an ensuite bedroom, with a second ensuite bedroom available on request, and living-room with well appointed kitchenette in a self-contained, ground-floor wing of charming house in a large peaceful garden in Nether Wallop, a pretty village within easy reach of Stockbridge, Porton Down, Andover, Romsey, Stonehenge and the Cathedral cities of Salisbury and Winchester. Guests have an independent front door/key and free parking in the drive.

Top guest favorite

The lounge area features a comfortable sofa adorned with colorful cushions and a light rug underfoot. A small armchair adds seating options, while natural light filters through the large windows, illuminating the room. A round coffee table rests in the center, enhancing the cozy atmosphere.

Apartment in Winchester

4.95 out of 5 average rating, 328 reviews

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.

A window with multiple panes frames a serene view of the sea, revealing shades of blue and distant sailboats. A basket of fresh fruit sits on a windowsill, while a potted plant adds a touch of greenery to the interior.

Apartment in Isle of Wight

4.96 out of 5 average rating, 234 reviews

Seascape - a Luxurious Coastal Escape

**Wightlink Ferry Discount Available Upon Booking** Nestled in a peaceful beachside setting, yet just moments from the Portsmouth-Ryde ferry links and a direct route to London, Seascape offers the ultimate island retreat. Boasting stunning sea views, private beach access via a secluded gate, and a south-facing sun terrace, this luxuriously furnished apartment is perfect for couples or young families seeking relaxation and adventure by the coast.

The living room features a light and airy design, showcasing a two-seater sofa and a separate sofa bed. A dining table for four is centered in the space, complemented by a fireplace and a wall-mounted TV. Decorative plants enhance the welcoming atmosphere.

Apartment in Hampshire

4.92 out of 5 average rating, 150 reviews

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.

A bright bedroom features a spacious bed adorned with soft pillows and a cozy throw. Nightstands with lamps sit on either side, providing warm lighting. Three art pieces grace the wall above the bed, and a potted plant adds a touch of greenery to the inviting space.

Apartment in Shirley

4.83 out of 5 average rating, 143 reviews

Beautiful studio, near hospital & centre

A newly renovated apartment in an old Victorian property. You have self check-in and out for privacy and flexibility. The space includes double bedroom with a new king-size bed and mattress & views into garden, private fully-equipped kitchen and bathroom with a shower unit. There is a garden which you are very welcome to use, sun permitting! Please not the garden space is shared.

The spacious living area is furnished with two comfortable, dark grey sofas, one of which is a pull-out sofa bed. A soft gray rug covers the carpeted floor, complementing the neutral walls. Natural light filters in from a nearby window, and a fireplace adds warmth to the space.

Apartment in Hampshire

4.87 out of 5 average rating, 304 reviews

** Stylish, clean and modern apartment **

Clean, wonderfully modern and ideally located en-suite maisonette within close proximity to the following: * Peppa Pig World / Paultons Park (15 minute drive) * Marwell Zoo (20 mins) * Southampton Airport (5 mins) * Winchester (15 mins) * Southampton Cruise Terminal (20 mins) * The New Forest (20 mins) A great and comfortable apartment with all you need for a relaxing stay.

A dining table is set for four on a spacious balcony, framed by a view of the river. Two black chairs surround the table, while greenery is visible in the foreground. The tranquil water reflects the sky, enhancing the outdoor dining experience.

Apartment in Portswood

4.85 out of 5 average rating, 144 reviews

Riverside Retreat - Free Parking

Take it easy at this unique and tranquil getaway overlooking the river. Being a stone throw from Southampton central, it’s close enough to be in town within a 5-10 minute car journey but far enough away to slow down. The property offers a large wraparound balcony from master bedroom to lounge diner. Making it a wonderful spot for indoor outdoor living.

Vacation rentals for every style

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Cottages

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A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Winchester apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

A large window features multiple panes, providing a view of the lush greenery outside. The soft fabric valance frames the window, while light colors of the bed linens in the foreground complement the serene setting beyond.

Apartment in Winchester

4.89 out of 5 average rating, 19 reviews

Beautiful & Spacious Retreat in Winchester

The sitting area features a leather sofa with colorful cushions, a wooden coffee table, and a small dining table with four chairs. Light enters through a window with shutters, illuminating the neutral decor. A kitchen area with wooden cabinets is visible in the background.

Apartment in Hampshire

4.75 out of 5 average rating, 80 reviews

Central winchester apartment with parking

A cozy living area features a large window with views of Windsor Castle and the bustling street below. Elegant curtains frame the window, while a textured wall covering adds character. A wooden coffee table and a green sofa invite relaxation, complemented by decorative accents.

Apartment in Berkshire

4.91 out of 5 average rating, 35 reviews

Castle View: Lux Apartment, Spa!Walk to River/Pubs

A welcoming living area features a large wooden dining table adorned with a bowl of fruit. Comfortable black sofas provide seating, while a modern TV is mounted on the wall. A decorative fireplace and artwork add character to the space.

Apartment in Hampshire

4.67 out of 5 average rating, 18 reviews

Historic Winchester Apartment

Top guest favorite

A wooden terrace is shown, featuring a potted olive tree beside a railing. Lush greenery and well-maintained hedges are visible in the background, with a sunny sky enhancing the serene outdoor setting.

Apartment in Sparsholt

5 out of 5 average rating, 21 reviews

Walled garden flat by vineyard

Top guest favorite

A charming brick cottage is surrounded by lush greenery and flowering plants. Two flower boxes adorn the front windows. A small table and chairs are positioned near the entrance, providing an inviting outdoor space. A gravel path leads to the cottage entrance.

Apartment in Hythe

4.96 out of 5 average rating, 80 reviews

Coachmans Cottage

A paved patio area is featured outside the entrance, furnished with a circular table and four black chairs. Colorful potted flowers add a touch of greenery, while a small stone feature is visible in the background next to the wall. The adjacent building's brick exterior provides contrast.

Apartment in Hampshire

4.88 out of 5 average rating, 17 reviews

Self Catering Ground Floor Flat

A master bedroom is furnished with a four-poster king-size bed, adorned with gray and white bedding. Two decorative pillows add a subtle touch. Natural light fills the room through a window, which is framed by light gray curtains.

Apartment in Winchester

4.93 out of 5 average rating, 15 reviews

No 2 The Old School House, Winchester with parking

Private apartment rentals

A bright living area features large floor-to-ceiling windows that offer city views. A light-colored sofa adorned with a red decorative pillow is positioned beside a modern side table. Natural light fills the space, creating an airy atmosphere.

Apartment in Ocean Village

4.88 out of 5 average rating, 8 reviews

Sophisticated Flat-Ocean Village

Top guest favorite

The exterior of a wooden-clad first floor annex is visible, surrounded by greenery and trees. A steel staircase leads to the entrance, while a fenced area shows chickens roaming freely in a natural setting under a serene blue sky dotted with clouds.

Apartment in Portchester

4.91 out of 5 average rating, 235 reviews

Ellerslie Lodge Annexe private, cosy. Free parking

Top guest favorite

The exterior of a detached two-story annex featuring grey siding and a large gravel parking area. Solar panels are installed on the roof. Two garage doors are visible, and the main entrance is flanked by two windows, providing natural light to the space.

Apartment in Woolton Hill

5 out of 5 average rating, 35 reviews

Self contained en suite room (1 of 2)

An expansive green lawn is dotted with flowering trees, creating an inviting outdoor space. Various trees offer shade, while distant rolling hills can be seen in the background under a clear sky. The area appears well-maintained, providing a serene atmosphere.

Apartment in Hampshire

4.93 out of 5 average rating, 14 reviews

The Acorn Hideaway

Top guest favorite

A serene beach view is captured, featuring calm blue waters and sailboats in the distance. The sandy shore is lined with visitors enjoying the sun, while striking cliffs are visible across the bay. Decorative lights enhance the scene, complementing the coastal atmosphere.

Apartment in Dorset

4.96 out of 5 average rating, 303 reviews

Stylish flat by the beach with stunning sea views.

A spacious living room features a green sofa complemented by a black armchair, set atop a light-colored rug. A round dining table is surrounded by upholstered chairs. Artwork decorates the walls, while curtains frame a glass door leading to a balcony.

Apartment in The Polygon

4.96 out of 5 average rating, 135 reviews

A gorgeous spacious 2 bedroom apartment in centre

A panoramic view of Mudeford Harbour is framed by large glass doors. The serene water sparkles under the sunlight, with a spacious balcony visible, featuring comfortable seating and a potted plant. The tranquil landscape extends into the distance.

Apartment in Sandford

4.94 out of 5 average rating, 52 reviews

The View - No Booking Fees

Top guest favorite

The kitchen features modern cabinetry in black, complemented by white countertops. A dining table with seating for four is positioned near large bifold doors, providing access to a private terrace. Natural light illuminates the space, showcasing a well-organized kitchen area with essential appliances.

Apartment in Chawton

4.99 out of 5 average rating, 79 reviews

Ivy Annexe

Apartment rentals with a hot tub

A contemporary Jacuzzi bath is surrounded by a striking black and white checkered tile design. Ambient blue lighting enhances the space, creating a soothing atmosphere. The bath features jets and a sleek, modern faucet, adding to its luxurious appeal.

Apartment in Westbourne

4.73 out of 5 average rating, 11 reviews

The Chess Suite * Jacuzzi Bath

A hot tub is situated in a serene outdoor setting, offering panoramic views of the ocean. The water is clear, reflecting the bright blue sky. Surrounding the tub, a wooden fence provides a sense of privacy while enhancing the natural landscape.

Apartment in Isle of Wight

4.56 out of 5 average rating, 9 reviews

Ocean View Terrace Solar Powered

Top guest favorite

A modern three-story building is set against a clear blue sky, showcasing a sloped roof and balcony spaces. Fresh green landscaping borders the property, contributing to a clean and inviting appearance. The nearby road is lined with additional multi-story buildings and a pedestrian walkway.

Apartment in East Southbourne

4.99 out of 5 average rating, 154 reviews

Seaside Escape-Garden, Hot Tub, Sleeps 8 in Style

A spacious outdoor hot tub filled with clear water is positioned on a wooden deck. The tub is framed by a clean, white wall and features a retractable cover. Natural light brightens the area, enhancing the inviting atmosphere.

Apartment in Canford Cliffs

4.91 out of 5 average rating, 32 reviews

Seahaven in Sandbanks with Private Hottub

A charming exterior view of a two-story house is presented, featuring a sloped roof and large windows. A wooden gate provides access to a courtyard area, equipped with outdoor seating and a shaded umbrella. Lush greenery surrounds the property, enhancing its peaceful setting.

Apartment in Godshill

4.96 out of 5 average rating, 26 reviews

New Forest Hideaway

Top guest favorite

A hot tub is filled with bubbling water, surrounded by lush greenery. Two glasses of champagne and a bottle are placed on the edge, enhancing the inviting ambiance of the private outdoor space.

Apartment in Shanklin

4.96 out of 5 average rating, 148 reviews

Little Gem in Old Village - Up to 25% off ferry!

The spacious lounge features a white leather sofa adorned with decorative pillows, complemented by a pair of dark tables. Natural light bathes the room through large windows, and an elegant chandelier hangs from the ceiling. A modern fireplace and stylish mirror enhance the sophisticated decor.

Apartment in East Southbourne

4.87 out of 5 average rating, 38 reviews

Luxury Apartment Near Beach & Trendy Restaurants

A gated entrance is presented with brick pillars and a wooden gate. Flanking the entrance are potted flowers, adding color to the landscaped greenery. The driveway is paved and leads toward a residential building partially visible in the background, surrounded by well-maintained hedges.

Apartment in Littleton Panell

4.9 out of 5 average rating, 50 reviews

Summerhayes Holiday Apartment: Hot Tub, Sauna &Gym

Quick stats about apartment rentals in Winchester

Total rentals
70 properties
Nightly prices starting at
R534 ZAR before taxes and fees
Total number of reviews
4.7K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore