
Vacation rentals in Chilworth
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Top-rated vacation rentals in Chilworth
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

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.

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

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.

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.

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.

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.

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

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.

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!

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!

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 vacation rentals
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- South Downs National Park
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Stonehenge
- Bracklesham Bay
- Thorpe Park Resort
- Bournemouth Beach
- Highclere Castle
- Boscombe Beach
- Winchester Cathedral
- Bournemouth International Centre
- Goodwood Racecourse
- Southbourne Beach
- The Tank Museum
- West Wittering Beach
- Bath Abbey
- Kimmeridge Bay
- Worthing Pier
- Highcliffe Beach
- RHS Garden Wisley
- Marwell Zoo
- Mudeford Quay
- Mudeford Sandbank





