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Holiday houses in Chilworth

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Top-rated holiday rentals in Chilworth

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A detached bungalow features a brick facade with large windows allowing natural light. Off-road parking is available on a well-maintained driveway. The surrounding area includes well-kept grass and shrubs, creating a peaceful setting within a quiet residential street.
Bungalow in Southampton
4.98 out of 5 average rating, 294 reviews

Entire 3 bed bungalow close to General Hospital

A 3 bed bungalow with off road parking on a quiet residential street 5 minute walk from General Hospital and 10 minute drive to the University. Easy access M3 and M271 with routes to The New Forest, Romsey, Salisbury and Winchester. Local bus routes to the City Centre including West Quay Shopping Mall and Ocean Terminal. Tesco local within walking distance and larger supermarkets a short drive away. The high standard of decor and facilities will ensure you have a pleasant and comfortable stay.

Guest favourite
The exterior of the floating accommodation is illuminated at dusk, highlighting the modern design and large windows. A wooden walkway leads to the entrance, with outdoor seating visible on the private deck. Surrounding buildings can be faintly seen in the background.
Houseboat in Southampton
4.99 out of 5 average rating, 106 reviews

Rivers stays with hot tub

Our unique river stay offers a one-of-a-kind experience, combining modern comfort & nature. This charming space features panoramic windows that invite the soothing sounds of the flowing water and stunning views of the surroundings right into your living area. Enjoy your morning on the private deck while watching the sunrise, or unwind in the evening with a glass of wine as you listen to the gentle rustle of leaves. Perfect for couples, solo adventurers, or anyone looking to reconnect with nature

Superhost
Condo in Southampton
4.86 out of 5 average rating, 152 reviews

Urban Escape: Modern Retreat Near Uni & Hospital

Relax in this modern 2-bedroom apartment, perfect for business trips, university visits, or city breaks. Enjoy two comfortable double bedrooms, a stylish new bathroom, a fully equipped kitchen, and 55” TVs for unwinding after a busy day. Outside, you’ll find an open dining area with comfortable seating and sofas, creating the perfect space to relax. Permit parking is included, and Southampton University is just a 2-minute drive away, with shops, supermarkets, and transport links all nearby.

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, 637 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.

Top Guest favourite
Guesthouse in North Boarhunt
4.99 out of 5 average rating, 104 reviews

One bedroom cottage escape

Relax and make yourself at home in our charming 1-bedroom bungalow — the perfect retreat for a restful getaway. Featuring a super king-size bed with White Company bedding, a well-equipped kitchen and a bright and comfortable living room with stunning views of the garden. The modern restroom includes a walk-in shower and Rituals toiletries for a luxury experience. Enjoy your morning coffee on the patio or take advantage of the hammocks on the pond both with views of the surrounding garden.

Guest favourite
A well-arranged living space features a spacious bed with a floral-patterned blanket and a blue sofa adorned with decorative cushions. A compact table is positioned beside a potted plant. A wardrobe and TV occupy one wall, while a door leads to the private entrance.
Condo in Chandler's Ford
4.86 out of 5 average rating, 86 reviews

Brand New Private Annex Guest Suite

Fresh 1 Bed guest suite, annex on ground floor in this peaceful green cul-de-sac. Underfloor heating, living space double bed and sofa, separate kitchen, shower room & compact basin . Private guest access, free one car park space on driveway. Ideal for professionals or study, BandQ Headquarters Eastleigh and ASDA superstore (6min walk) Super for venturing into Southampton ~5miles, Winchester ~ 7miles, Romsey ~6miles and New Forest Motorway M27 and M3 as well as the A34 are close at hand.

Top Guest favourite
A cozy bedroom features a gray headboard with two twin beds, adorned with decorative pillows depicting trees. Fresh towels are neatly arranged at the foot of the beds. Natural light enters through a skylight, illuminating the soft green walls, while a hallway leads to the lounge area.
Guest suite in Chandler's Ford
4.89 out of 5 average rating, 587 reviews

Self Contained Apartment in Chandler’s Ford

This light and airy open plan, ground floor apartment is a newly converted, completely self-contained extension of our home and therefore provides accommodation with no household mixing. Ideal in these strange COVID times. It has a kitchen/diner lounge area, a shower room, bedroom and parking, ideally suited for a very comfortable stay where you can cater all meals for yourself. It is conveniently located mid way between Winchester and Southampton, just a few minutes from the M3/M27.

Top Guest favourite
A log cabin is set amidst lush greenery, featuring a spacious wooden deck that wraps around its exterior. The structure boasts a sloped roof and large front windows, inviting natural light. A wood-fired hot tub is positioned nearby on the deck.
Cabin in Hampshire
4.97 out of 5 average rating, 408 reviews

Oak Lodge with wood-fired hot tub, perfect for 2!

Set in beautiful surroundings, Oak Lodge is a mini log cabin built for 2! Step straight off the decking into your hot tub, enjoy the natural surroundings, visit one of the many local attractions or cosy-up by the fire! Oak Lodge comes complete with bedding, towels, fully-equipped kitchen, log burner, tv and its own wood-fired hot tub! Check-in days are Fridays and Mondays, minimum 3-night stay (please note, this may change over the Christmas period). This is an adult-only, pet-free site.

Top Guest favourite
The curved structure of The Farley Hangar is set amidst open fields, flanked by a solitary tree providing shade. A clear blue sky enhances the sense of tranquility, while the landscape offers a peaceful rural atmosphere.
Hut in Braishfield
4.99 out of 5 average rating, 389 reviews

The Hangar - countryside views, seclusion & peace.

The Farley Hangar is a peaceful space with far reaching views of Hampshire's woodlands and the Isle of Wight. Located on our family farm and private airstrip in the Test Valley. Winchester, Romsey and Stockbridge are just 20 mins away. On the doorstep of numerous cycle routes and footpaths including the Claredon Way (Sals-Win). King size bed & full-size bath with rain shower. From your private deck with log burner you will see various wildlife species and watch the stars at night.

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 Southampton
4.89 out of 5 average rating, 345 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, 166 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!

Top Guest favourite
A modern studio layout is displayed, featuring a kitchenette with a microwave, oven, and fridge. Bright yellow accents enhance the design. A small dining area with two barstools is positioned near a flat-screen TV. Natural light fills the space through a window with a light-filtering blind.
Guest suite in Hampshire
4.97 out of 5 average rating, 207 reviews

Pretty self contained annexe

Pretty, self contained annexe with its own entrance, located between the historic city of Winchester & Southampton and on the doorstep of the New Forest National Park. Great travel links - M3/M27, Southampton Airport & Southampton Parkway station. Studio comprises double bed, kitchen with oven, hob, fridge & microwave. Breakfast bar, which doubles as a workspace, shower room and shared use of patio and garden. We also have a young, bouncy dog!

Popular amenities for Chilworth holiday rentals

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Chilworth