Holiday houses in Portswood

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Top-rated holiday rentals in Portswood

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Guest favourite
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 The Polygon
4.89 out of 5 average rating, 111 reviews

The Gem - central character flat with parking

Enjoy a stylish, home-away-from-home experience in our spacious central flat, housed in a charming 1930s Herbert Collins building. Fully equipped so all your needs are met. It features sophisticated yet playful decor, a private balcony, on-site parking, communal garden, fast WiFi and TV (Netflix, Paramount+) Within the vibrant city centre, walking distance cafe's & restaurants Perfect for couples, the flat comfortably accommodates 2+1 adults, and families with two children are also welcome

Superhost
A well-lit bedroom features a cozy double bed with neutral bedding. Two windows allow natural light to brighten the space. A small table and chairs are arranged beside a decorative plant. Minimalist wall art complements the warm wooden flooring.
Condo in City Centre
4.78 out of 5 average rating, 220 reviews

Stylish flat on High Street close to ship terminal

Welcome in our stylish and newly renovated apartment in the heart of Southampton. Just a minute's walk from West Quay. The apartment features kitchen and bathroom, as well as a cozy double bed. Despite its central location, the apartment is quiet, allowing you to relax and unwind after a day of exploring the city. Whether you're in town for business or leisure, our apartment is the perfect base for your stay in Southampton. Just a kind reminder: Our property does not have air conditioning.

Top Guest favourite
The Pigsty features a unique domed structure with a blend of dark and natural wood accents. A small outdoor seating area with a round table and two chairs is positioned at the entrance, surrounded by lush greenery and potted plants.
Hut in Winchester
4.98 out of 5 average rating, 626 reviews

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

Guest favourite
The motor yacht is docked at the marina, showcasing its sleek white exterior against a bright blue sky. A group of four people is situated on the bow, enjoying the sun and the scenic views of the surrounding cityscape.
Boat in Ocean Village
4.93 out of 5 average rating, 221 reviews

Superyacht on 5* Town Quay Marina, Southampton

FULLY HEATED FOR WINTER! A wonderful opportunity to stay onboard a beautiful spacious motor yacht moored on the prestigious Town Quay marina, Southampton. Ideal for couples, families or friends looking for an exciting or romantic getaway. Up to 7 guests. 3 bedrooms with 3 bathrooms. Bespoke packages also available including champagne reception, birthdays/decorations, secure cruise parking/transfers etc. Please enquire for details. Our base price is based upon 2 guests, extra guests are £25pp

Top Guest favourite
A spacious lounge area is featured, with large windows allowing ample natural light. The room includes a comfortable sofa and armchairs, complemented by a decorative coffee table on a patterned rug. Side tables with lamps enhance the inviting atmosphere, while light wooden flooring contributes to the overall decor.
Home in City Centre
4.98 out of 5 average rating, 107 reviews

The Blue house on the wall

A stunning holiday house, perched atop the historic city walls, offers an unparalleled blend of modern luxury and unbeatable convenience. As you step inside, the breathtaking view unfolds before you—overlooking the bustling Westquay Shopping Center, the lively dining district, and the inviting promenade. This is not just accommodation; it's an invitation to immerse yourself in the pulsating heart of the city. Ideal for Southampton boat show and other exciting events held in the city.

Top Guest favourite
A lounge area features a large corner sofa in soft gray with a pink cushion, providing a cozy seating option. A wooden mirror and a small television are positioned over a simple fireplace. A potted plant and children's toys are visible, enhancing the space's functionality.
Guesthouse in Bitterne Park
4.95 out of 5 average rating, 234 reviews

Cosy annexe by Riverside Park

* Self-contained annexe - own entrance & parking for one car. * Close to Motorway, City Centre and Cruise Port (10 mins drive), Universities, St. Mary's stadium, Ageas Bowl, Southampton Airport and Peppa Pig World (20 mins drive). * Bus stop and train station is a few minutes walk away. * Bitterne Triangle (3 mins walk) has a bakery, coffee roasters, takeaways, cafes, a micropub, a Spar, Tesco Express and laundrette. * Riverside park offers a lovely walk along the river 🌳🦆

Top Guest favourite
A mature garden area is visible, featuring a combination of flat grass and colorful flower borders. The garden is complemented by a large shrub and the annexe is seen with a wooden door, reflecting a natural, serene environment.
Apartment in Bassett
4.89 out of 5 average rating, 341 reviews

Luxury Garden annexe in a great location

A self-contained annexe recently refurbished with separate entrance situated in a mature garden located beside the busy A33 road into Southampton with secure gated parking for one car. The annexe consists of a 3.4 X 4.0m living room/kitchen with a 2.8 X 3.2m rear bedroom with ensuite bathroom. It is well located for the airport and railway station, with bus stops to the city centre or Winchester on the road just outside. An electric charging point is available.

Guest favourite
An A-frame structure is framed by trees and surrounded by blooming bluebells. Light filters through the open front, illuminating the interior where a seating area is presented. The natural setting offers a serene escape, with vibrant flowers in the foreground enhancing the tranquil scene.
Hut in Ovington
4.97 out of 5 average rating, 156 reviews

The Glade at Ladyhill Vineyard near Winchester

Nestled on the edge of an ancient wood in South Downs National Park and with fantastic views over Ladyhill Vineyard and the Hampshire countryside The Glade has a cosy A-Frame to grab a good night sleep, a separate shower room with flushable loo to keep you fresh and a kitchen equip-for-easy glamping. Relax and admire the views, BBQ on the fire pit, spot deer and hare or stroll down the river Itchen to The Bush gastro pub. You’ll return home totally refreshed!

Guest favourite
The exterior of the cabin is painted in soft green tones, featuring large double doors with decorative lace curtains. Flowering plants are positioned beside the entrance, while a lattice screen adds privacy. A small seating area with a glass table is visible in front.
Guesthouse in Southampton
4.96 out of 5 average rating, 897 reviews

Cosy cabin with hot tub in peaceful location

Private and quaint location in Bitterne Village, which has a good selection of pubs and restaurants within walking distance or a short taxi ride. 5 min walk to local shops and supermarket. 5 min drive to the M27 motorway with onward access to the M3. 10 min drive to Southampton city centre, and the sea front/Ocean Village Marina. 5 min drive to the beautiful Hamble (River) with a great selection of pubs and restaurants along the river.

Guest favourite
Apartment in The Polygon
4.8 out of 5 average rating, 676 reviews

Modern Central Apartment with Free Parking

This is a very bright and stylish apartment. Large dual aspect living area, with solid oak furniture and a relaxing, comfortable feel. Modern kitchen and shower room, dining table and seating. Perfect for city visits, either business or pleasure. 🎭 Walking distance to all city attractions. Great for shopping, entertainment (theatre within 3 min walk) and cruise base. 🛳 Cruise parking available (message us for details).

Superhost
Home in Bevois Valley
4.88 out of 5 average rating, 139 reviews

3BR Luxury Chic Spacious House w/Parking -Sleeps 7

Enjoy a comfortable and relaxing stay at Mordaunt Road, a clean, bright, and family-friendly home ideally located within walking distance of Southampton Common and the city centre. Perfect for families, professionals, or longer stays, this spacious house offers off-street parking, a private outdoor space, and a light-filled conservatory — giving you plenty of room to unwind after a day of exploring or working in the city.

Guest favourite
A living area is depicted with a comfortable sofa, a coffee table, and a television displaying a streaming service. Natural light floods in through multiple glass doors leading to a balcony. A desk is positioned nearby, accompanied by a chair and plants adding to the ambiance.
Condo in Southampton
4.9 out of 5 average rating, 104 reviews

Top-floor retreat with views & free parking

Step into a stylish top-floor flat with stunning skyline views, private balcony and secure parking. Just 10–15 mins to the city centre, 15–20 mins to the cruise terminal and 1.6 miles from Southampton airport with fast M27/M3 access. Nearby buses and e-bikes make exploring easy. Bright, modern and peaceful, it’s the perfect base - whether you’re here for Southampton, a cruise, or adventures across Hampshire.

Popular amenities for Portswood holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Southampton
  5. Portswood