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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Top guest favourite
A cozy double room is presented with an angled ceiling and large window, allowing natural light to fill the space. Soft bedding adorns the spacious bed, complemented by bedside lamps. A wooden wardrobe stands nearby, enhancing the room's warm charm.
Guest suite in Bassett
4.9 out of 5 average rating, 391 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 Hursley
4.98 out of 5 average rating, 619 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 cozy bedroom features a gray headboard with two twin beds, adorned with decorative pillows depicting trees. Fresh towels are neatly arranged at the foot of the beds. Natural light enters through a skylight, illuminating the soft green walls, while a hallway leads to the lounge area.
Guest suite in Eastleigh
4.89 out of 5 average rating, 559 reviews

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.

Top guest favourite
A polished silver bowl filled with ice displays several bottles of champagne. Fresh lilies and elegant candelabras are positioned nearby, adding a touch of sophistication to the setting. The arrangement creates a celebratory atmosphere.
Flat in Winchester
5 out of 5 average rating, 101 reviews

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.

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, 398 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 charming brick and flint building is surrounded by neatly trimmed bushes and a well-maintained garden. Two wooden chairs and a small table are set outside, inviting guests to enjoy the tranquil rural setting under clear skies.
Guest house in Sparsholt
4.97 out of 5 average rating, 558 reviews

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!

Top guest favourite
A spacious bedroom features a comfortable kingsize bed adorned with decorative pillows. On each side of the bed, bedside lamps provide soft illumination. Framed artwork is displayed on the wall above, while a vintage mirror enhances the light and openness of the space.
Guest house in Exton
4.98 out of 5 average rating, 113 reviews

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.

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.
Flat 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.

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, 112 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.

Guest favourite
A living area features a light wood dining table surrounded by white chairs. A comfortable sofa is positioned beside large glass doors, offering views of an enclosed garden. Natural light fills the space, complemented by soft greenery and a modern lamp.
Bungalow in Bitterne Park
4.89 out of 5 average rating, 140 reviews

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.

Top guest favourite
The Cottage features a charming exterior with a textured roof and a modern patio area. Surrounded by greenery, a spacious seating arrangement is set on a stone surface, offering a tranquil spot for relaxation. Nearby structures exhibit a contemporary architectural style.
Cottage in Winchester
4.98 out of 5 average rating, 189 reviews

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

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