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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, 159 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!

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, 155 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!

Top guest favorite

A cozy lounge area features a brown sofa adorned with plaid cushions, complemented by a wooden dining table set for meals. Natural light enters through a large window with a view of greenery, enhancing the peaceful atmosphere.

Apartment in Hampshire

4.98 out of 5 average rating, 184 reviews

Bursledon Peewit Hill, Home from Home

Modern, fully equipped one bedroom annexe with bathroom,kitchen and lounge area. TV in the bedroom and lounge. Use of garden space weather permitting. Close to the M27 and Bursledon train station is 5 minutes drive away. Approx 5 miles from Southampton City centre and about 10 minutes from Hamble. Motorway access to South coast cities such as Bournemouth, Portsmouth and shopping in West Quay Southampton ,Gunwharf Quays in Portsmouth. Also 20 mins away from Southampton docks for cruise ships

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

4.91 out of 5 average rating, 130 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.

Top guest favorite

An open-plan living space features a modern kitchen with dark cabinetry and stainless steel appliances. A spacious lounge area contains a comfortable black sofa, while a dining table with several chairs is positioned nearby. Abundant natural light streams in through large windows, illuminating the wood-look flooring.

Apartment in Highclere

5 out of 5 average rating, 131 reviews

Newly Refurbished Spacious Flat : Highclere

A newly refurbished flat on the edge of the Highclere castle estate. We are in the middle of the village of Highclere on a country lane with many beautiful walks on the doorstep. The accommodation is within walking distance of our local pub 'The Red House' which serves delicious food and takeaway pizzas. A 10 minute drive from Newbury and all its amenities. As well as Highclere Castle, we are ideally located for Newbury Races, Hungerford, Bombay Sapphire Gin Distillery and Watership Down.

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, 364 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.

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, 286 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

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, 345 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, 245 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, 169 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.

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

4.86 out of 5 average rating, 318 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, 169 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.

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Quaint homes, peaceful surroundings

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A space thats all yours, with room for everyone

Popular amenities for Winchester apartment rentals

Free parking on premises

Air conditioning

Weekly apartment rentals

A cozy sitting area is highlighted by a soft gray sofa adorned with patterned cushions. A glass coffee table complements the space, reflecting light. Nearby, a sleek floor lamp illuminates the area, while a window provides a view of potted orchids on the sill.

Apartment in Winchester

4.93 out of 5 average rating, 87 reviews

Gorgeous apartment in heart of Winchester, parking

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

4.91 out of 5 average rating, 22 reviews

Beautiful & Spacious Retreat in Winchester

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

4.98 out of 5 average rating, 51 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

4.79 out of 5 average rating, 19 reviews

The Acorn Hideaway

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

4.94 out of 5 average rating, 90 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

4.85 out of 5 average rating, 20 reviews

Self Catering Ground Floor Flat

Top guest favorite

The glass living room features large windows that invite natural light and offer expansive views of the surrounding fields. A comfy sofa is centered on a patterned rug, accompanied by a small coffee table and a desk positioned nearby. The warm wood beams add a rustic touch.

Apartment in Little London

5 out of 5 average rating, 31 reviews

Fabulous Rural Retreat

Apartment in Hampshire

4.86 out of 5 average rating, 7 reviews

Contemporary 1 bed flat

Private apartment rentals

A patio area features two wicker chairs with soft white cushions positioned beside a low coffee table. The wall is adorned with a mirror and flowering plants, enhancing the serene outdoor setting. Natural light softly illuminates the space.

Apartment in Chandler's Ford

4.95 out of 5 average rating, 21 reviews

The chalet

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

4.93 out of 5 average rating, 40 reviews

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

A double bedroom is presented with a light green quilted blanket draped over the spacious bed, accented by decorative pillows. A large window allows natural light to fill the room, while framed artwork is displayed on the wall. A plush carpet complements the serene setting.

Apartment in Shirley

4.84 out of 5 average rating, 25 reviews

Cosy Flat | Near City Center, Hosp. & Uni

Top guest favorite

An open living space showcases a cozy seating area with a brown sofa adorned with patterned cushions. A wooden dining table with two chairs is visible, along with a kitchen area featuring a wooden countertop and a stove. Natural light floods through a large window adorned with white blinds.

Apartment in Griggs Green

5 out of 5 average rating, 40 reviews

Apartment on private estate

A modern kitchen area is highlighted by a breakfast bar with three metal stools. Pendant lights provide warm illumination over the bar, while blue backsplash tiles complement the white cabinetry. The kitchen is equipped with an oven, and other essential appliances are neatly arranged.

Apartment in Southampton

4.95 out of 5 average rating, 382 reviews

Old town/central Apartment Southampton

The exterior of a charming two-story building is adorned with greenery, featuring brick and flint walls. A well-maintained stone pathway leads to the entrance, which is framed by lush plants. Bright sunlight illuminates the scene under a clear blue sky.

Apartment in Hampshire

4.85 out of 5 average rating, 75 reviews

Apartment, Whitchurch,Hants, inc E.V charging

A spacious bedroom features a large double bed adorned with crisp white linens and decorative pillows. A sleek wardrobe with mirrored doors reflects light, while large windows provide ample natural light. The room is complemented by soft blue accent walls and a plush bench at the foot of the bed.

Apartment in Southampton

4.9 out of 5 average rating, 92 reviews

The Gem - central character flat with parking

A modern living area is highlighted by a grey sofa adorned with decorative pillows, set on a circular patterned rug. A small round table sits nearby, while a full-length mirror and a plant enhance the space. A colorful wall art adds character to the bright room.

Apartment in Hampshire

4.83 out of 5 average rating, 29 reviews

Convenient quiet flat w/ parking

Apartment rentals with a hot tub

Top guest favorite

A luxurious Jacuzzi bath is prominently featured, filled with bubbles and glimmering water. Soft blue lighting accentuates the space, creating a calming ambiance. Bottles of bath products and wine are arranged on a shelf nearby, adding to the inviting atmosphere.

Apartment in Westbourne

5 out of 5 average rating, 11 reviews

Battleship Suite - Jacuzzi Bath

A serene view features the ocean seen through a large, open window. A vase in a vibrant blue sits on the windowsill, framing the view of the coastline. The scene invites natural light to fill the space, emphasizing the airy atmosphere.

Apartment in Isle of Wight

4.69 out of 5 average rating, 13 reviews

Ocean View Terrace Solar Powered

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 Bournemouth

4.98 out of 5 average rating, 165 reviews

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

A modern living area features a curved, light-toned sofa adorned with dark throw pillows. A round dining table with plush chairs sits beside it, complemented by a decorative vase. Natural light enters through the window, illuminating the neutral walls and wooden flooring.

Apartment in Canford Cliffs

4.92 out of 5 average rating, 38 reviews

Seahaven in Sandbanks with Private Hottub

Top guest favorite

Lush tropical plants fill the foreground, showcasing their vibrant green leaves. A colorful flowering shrub is visible in the background, adding contrast to the greenery. The serene garden setting captures a sense of tranquility, with a paved area partially seen at the base.

Apartment in Shanklin

4.96 out of 5 average rating, 148 reviews

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

A large EarthSpa Hot-Tub is shown, filled with bubbling water and a yellow rubber duck, surrounded by a lush garden. Greenery and colorful plants provide a soothing backdrop, while a glimpse of a seating area and pathways is visible in the distance under a clear blue sky.

Apartment in West Parley

4.94 out of 5 average rating, 241 reviews

Cosy Hot Tub Haven - Studio

A cozy family room features a blue accent wall, with a unique reading nook fitted with cushions. A dining table for four sits next to a wall-mounted television, and soft lighting complements the space. Comfortable seating is arranged on a light-colored sofa.

Apartment in Portsmouth

4.85 out of 5 average rating, 94 reviews

Albany Garden Apartment

A modern bathroom is depicted, featuring a stylish sink on a wooden vanity. Shelves hold various toiletries and plants. Soft towels hang beside the sink, while a welcoming sign is displayed on the wall, promoting a friendly atmosphere.

Apartment in Berkshire

4.73 out of 5 average rating, 11 reviews

Entire castle -10 mins reading station town centre

Quick stats about apartment rentals in Winchester

Total rentals
70 properties
Nightly prices starting at
G$6,276 GYD before taxes and fees
Total number of reviews
4.9K 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