
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.

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
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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.
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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.
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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.
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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.
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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.
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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.
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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
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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.
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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!
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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.
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Delightful 1 bedroom lodge in Chilworth
Enjoy the lovely setting of this romantic spot in nature. You won’t want to leave this charming, one-of-a-kind place. Our place with large room,double size bed,walk in shower. Outside there is a decking area with table,chairs and place for barbecue. All towels and bedding provided. University campus just 7 minutes by the bus and bus stop next to the house,airport 12 minutes by car,Poultons Park 15 min by car, city centre 15 min
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Popular amenities for Chilworth holiday rentals
Other great holiday rentals in Chilworth

Iconic Beach Front Stay | The Watch House, Lepe
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The Glade at Ladyhill Vineyard near Winchester
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Summer Riverside Escape Near Winchester
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The Acorn
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Elegant & Spacious 5 Bedroom 4.5 Bathroom House
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Spacious family home with garden
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Welcome to The Light House a tranquil city retreat
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Artist studio with outdoor bath and field views
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Destinations to explore
- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Longleat Safari Park
- South Downs National Park
- Thorpe Park Resort
- Stonehenge
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Boscombe Beach
- Bracklesham Bay
- Mudeford Quay
- Highclere Castle
- Goodwood Racecourse
- Durdle Door Holiday Park
- Winchester Cathedral
- Ascot Racecourse
- The Tank Museum
- Bournemouth International Centre
- Kimmeridge Bay
- Bath Abbey
- Hoburne Naish Holiday Park





