
Holiday rentals in Chilworth
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Top-rated holiday rentals in Chilworth
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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.

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.

The Sky Penthouse, City Centre Luxury
Positioned right in the heart of charming historic Winchester The Sky Penthouse offers luxury modern comfortable 5 star accommodation . Private parking for one car . Positioned an easy level 300 meter walk from the main High Street within the City Centre , 400 meters from Winchester Cathedral and 500 meters from Winchester train station. Great location with a garden. Guests can choose the bed configuration of both the double bedrooms, either 6ft wide super king luxury beds or single beds.

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.

Idyllic Hideaway Ham Green Cottage near Winchester
The Orchard Studio at Ham Green Cottage is a pretty brick and flint building tucked away in a corner of our truly English country garden. You are completely private. We are family-friendly and you can expect a comfortable stay and warm welcome. We are in a village close to the historic city of Winchester, however our setting is completely rural and quiet. We have a fantastic village pub or there are lots of places to chose from in Winchester itself - the best of both worlds!

The Woodshed
The Woodshed is right in the heart of the South Downs National Park, between the villages of Warnford and Exton, a secluded and peaceful space surrounded by a working farm. The Woodshed has a view of Old Winchester Hill that is magic. Activities in the area include biking, hiking, and angling, and three of the best pubs in Hampshire are within a 5 mile radius. As we are a little distance from the main track, I am happy to come and collect guests from Exton if walking.

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.

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.

Cedar Manor Farm Mews Eco Bungalow
Eco friendly property, ideal location for Central Southampton (2-3 miles) Winchester and Eastleigh. Easy access to Hamble and beautiful countryside, New Forest and Peppa Pig World. Tea/coffee making facilities supplied. Suit up to 4 guests (similar property available next door) see listing. Close to Southampton airport, Cruise ships, train station, public transport. Riverside walks. Parking for one car. Suitable for business and pleasure trips.

The Cottage in Compton
Come and enjoy a stay in The Cottage, located in the grounds of our 17th Century converted Barn. Enjoy a unique location on the edge of Winchester with direct access to the countryside. The Cottage has been recently extended and refurbished with everything you will need to make your stay enjoyable. A perfect place for a break to explore all the wonderful things that Winchester has to offer!
Popular amenities for Chilworth holiday rentals
Other great holiday rentals in Chilworth

Cottage on the Hill - Edge of The New Forest

Lovely period cottage in historic Titchfield

Newly renovated completely self contained annex.

Luxe countryside retreat - Little Patch

Little Lansker : Country two-bed annexe

4 Bedroom House near hospital and motorway

The Annex Wild Wood

Beachside chalet at Gurnard Bay near Cowes
Destinations to explore
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Stonehenge
- Bracklesham Bay
- Highclere Castle
- Boscombe Beach
- Bournemouth Beach
- Thorpe Park Resort
- Winchester Cathedral
- Bournemouth International Centre
- Goodwood Racecourse
- Kimmeridge Bay
- The Tank Museum
- Highcliffe Beach
- Worthing Pier
- West Wittering Beach
- Southbourne Beach
- Wentworth Golf Club
- RHS Garden Wisley
- Bath Abbey
- Marwell Zoo
- Mudeford Quay
- Mudeford Sandbank




