Holiday rentals 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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Superhost
A rustic cabin with a dark metal roof and timber exterior is surrounded by trees. Smoke gently rises from a chimney. The front porch, featuring large glass doors, leads to a welcoming seating area. A pathway of stepping stones guides the way through the lawn.
Farm stay in Headbourne Worthy
4.96 out of 5 average rating, 363 reviews

A Unique Farm Retreat

There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.

Top guest favourite
Guest suite in Bassett
4.91 out of 5 average rating, 401 reviews

Glorious private annexe, peaceful AND convenient

Complete annexe to yourself - beautiful light & cosy double room with private entrance & en-suite shower. Stunning views over surrounding woods & Golf Course. Close to City Centre, airport, cruise terminals & Unis. Easy access to Paultons Park & New Forest. Lovely secluded garden decking area for sitting, eating & drinking outside (weather permitting). Tea & Coffee, Toaster, Microwave, TV & DVD Player, Fridge, Breakfast selection (cereals, bread, jam) provided. Parking & wifi also included.

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, 632 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
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, 402 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, 382 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
The kitchen features light-colored cabinetry with modern Bosch appliances, including a double oven and dishwasher. A breakfast bar with three stools provides casual seating, while a window with patterned valance allows natural light to brighten the space.
Bungalow in Hampshire
4.95 out of 5 average rating, 261 reviews

Bijou sanctuary in quaint market town.

Modern bungalow in a quiet area of Romsey, level walk to town and rail station. Travel links to Southampton, Winchester and Salisbury, close to the New Forest. On street parking available. Kitchen featuring Bosch utilities including washing machine and dishwasher, double oven. Microwave available. Breakfast bar. Bathroom has bath with overhead shower. One double bed and open plan sitting room/ conservatory including dining area. Patio doors to decking and private back garden.

Top guest favourite
A separate sleeping area features sloping ceilings and a compact double bed dressed in a floral patterned duvet. Soft lighting illuminates the space, complemented by a window with a blackout blind. A bedside table and a small lamp enhance the functionality of the room.
Loft in Bassett
4.98 out of 5 average rating, 173 reviews

Unique Private Loft Apartment - Southampton.

Private 1st floor self contained apartment, out of the city centre, close to the Muni Golf Course. Off road parking on a private lane with excellent links for M3 & M27, buses, airport, rail close by, and the Uni, Hospitals & Business Parks, New Forest, Winchester & surrounding area. 1.8 miles to local Co-op 1.2 miles to Sainsbury’s Local We do provide a breakfast starter pack. I only use AirBnb & have a great relationship them & our guests, as the ratings confirm

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.
Flat in Bassett
4.89 out of 5 average rating, 342 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, 159 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, 201 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!

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.
Apartment in Southampton
4.91 out of 5 average rating, 107 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.

Top guest favourite
A bright studio space features light wooden flooring and calming blue accents. A king-size bed with a geometric patterned blanket is complemented by a turquoise sofa bed. Large glass doors open to the outdoor space, framed by floor-length curtains that enhance natural light.
Loft in Chandler's Ford
4.94 out of 5 average rating, 803 reviews

Stylish Studio Annexe in Chandlers Ford Location

Welcome to my bright and inviting studio annexe, perfectly positioned for both business and leisure stays in Hampshire. Featuring a romantic Juliet balcony that bathes the space in warm afternoon sun, this self-contained retreat offers modern comfort with convenient access to the region's most popular destinations. The private entrance and dedicated parking ensure a seamless stay from arrival to departure.

Popular amenities for Chilworth holiday rentals

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