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 Bassett
4.98 out of 5 average rating, 280 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.

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 Hursley
4.98 out of 5 average rating, 620 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.

Superhost
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, 218 reviews

Superyacht on 5* 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 charming wooden annexe is nestled within a lush green garden, surrounded by manicured bushes. The building features a light-colored door and window shutters, adding to the rustic aesthetic. A small patio area with seating is visible, inviting outdoor relaxation.
Bungalow in Hampshire
4.94 out of 5 average rating, 127 reviews

The Annexe - Unique and Tranquil Getaway.

Take it easy at this unique and tranquil getaway, complete with its own private tennis court, should you wish to use it. In addition there is also a very large garden area to the front of the Annexe for you to enjoy. A private secure gated entrance with plenty of parking space is also provided. Two electric remote control Vellux windows complete with blinds also provide plenty of fresh air and light into your new home. A private patio area with seating and gas BBQ is also provided. Enjoy !!

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 Chilworth
4.96 out of 5 average rating, 399 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
A comfortable living area features a gray sofa adorned with cushions, complemented by a wooden dining table surrounded by four chairs. Floral curtains frame the bright windows, allowing natural light to illuminate the space, which includes a decorative fireplace along one wall.
Home in Eastleigh
4.99 out of 5 average rating, 208 reviews

Homely and Comfortable in a quiet location

A pretty, well-equipped and homely two bedroom terraced property situated in a quiet and lovely area of Chandler's Ford. Marwell Zoo, the New Forest, Paulton's Park/Peppa Pig World, Beaulieu, Isle of Wight ferry links and south coast beaches are a short drive away with excellent motorway and rail links. Ideal for contractor/business stays as well as families, couples and friends. Walk to the local shops and take a stroll to the beautiful Hiltingbury Lakes and local nature reserve.

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 Hursley
4.99 out of 5 average rating, 375 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 exterior of a modern bungalow is shown, featuring a well-maintained front garden with various shrubs and flowers. A pathway leads to the front entrance, flanked by neatly trimmed hedges. The roof is covered with brown tiles, and clouds drift across a blue sky.
Bungalow in Romsey
4.96 out of 5 average rating, 253 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, 167 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.
Apartment in Bassett
4.88 out of 5 average rating, 338 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.

Top Guest favourite
The Watch House is viewed from a garden path lined with blooming flowers, leading down to the beach. The white exterior of the cottage is highlighted against a clear blue sky, while the tide is low, revealing a sandy shore.
Home in Lepe
4.98 out of 5 average rating, 114 reviews

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Top 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, 888 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.

Popular amenities for Chilworth holiday rentals

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