Vacation rentals in Hassocks

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Top-rated vacation rentals in Hassocks

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Guest favourite

Guesthouse in West Sussex

4.91 out of 5 average rating, 215 reviews

Oak-beamed Sussex barn, self-contained & private

An oak-beamed Sussex barn, converted into a beautifully warm, bright and clean guest house. Set in the Sussex countryside, far away from any traffic in a small rural enclave in the South Downs National Park, close to the village of Henfield. Only 8 miles from Brighton. Separate entrance and parking from main house. Kingsize bed, sofa, large desk and chair, farmhouse kitchen table, fridge, kettle, toaster, microwave with grill. Bathroom with shower. Underfloor heating. Super fast Wifi. Smart TV.

Apr. 20 – 27

$171 CAD per night

Guest favourite

Guest suite in Hurstpierpoint

4.94 out of 5 average rating, 238 reviews

Wee Wych, Hurstpierpoint-1 bedroom private annexe

Located up the private drive of Halton Shaws is the former Coach House, Wych House. Built in 1897 to house the horses of Halton Lodge this impressive dwelling enjoys a quiet spot close to the center of the bustling village of Hurstpierpoint. In 2019 the Nelson family moved in and set about renovating this beautiful Victorian property. Separate from the main house and accessed through the double garage doors is Wee Wych. This immaculately finished annexe is a 1 bedroom, 1 bathroom guest suite.

Jun. 18 – 25

$144 CAD per night

Guest favourite

Condo in Haywards Heath

4.88 out of 5 average rating, 498 reviews

Fab Studio flat -kitchen/ensuite - amazing views

Independent bedroom/flat, own en-suite and galley kitchen, (allowing self-catering), in fabulous country house. Sit on the terrace and enjoy amazing views across open countryside to the South Downs. Own car is recommended, by car 25 minutes from Gatwick , 30 to Brighton, 10 mins to Haywards Heath and Burgess Hill. 5 mins to Princess Royal Hospital/Hospice. Country walks to local pubs. No children or babies please. Morrisons 5 minutes walk away has everything you need + ‘Cook’ frozen meals.

Mar. 28 – Apr. 4

$107 CAD per night

Guest favourite

Tiny homes in West Sussex

4.92 out of 5 average rating, 374 reviews

Ecopod plus day summerhouse and street parking

Our unique Ecopod was handcrafted in Wales, it is beautifully insulated with sheep wool and has a lovely smell of wood. The large double glazing doors allow you to make the most of sunlight, you are in the sunniest spot of the garden! The village has everything you need, four independent coffee shops, one bakery and two supermarkets. Further down you have the beautiful Hurstpierpoint, Ditchiling and Lewes, if you fancy more action, Brighton is 10 minutes away. FULLY HEATED for colder days.

Mar. 22 – 29

$116 CAD per night

Guest favourite

Guesthouse in Ditchling

4.85 out of 5 average rating, 359 reviews

Self-contained, pretty annexe in Ditchling

Self-contained with its own entrance and parking bay, this is perfect for a country getaway. The village, at the foot of the South Downs, is ideal for walking and cycling and has an award-winning pub and lovely cafés. For more excitement, Brighton. Lewes and Glyndebourne are all around 20 minutes away and London less than an hour. Hassocks has direct trains to the capital and Brighton, and is a five-minute taxi ride. We have wi-fi and if you need stronger connection, can add the booster.

Sep. 16 – 23

$133 CAD per night

Guest favourite

Shipping container in East Chiltington

4.98 out of 5 average rating, 200 reviews

Modern 1 bed, converted shipping container.

Enjoy a stay in the heart of the South Downs surrounded by nature. Whether you want a break away from the rush of everyday life, or a peaceful place to work from. Our cosy container is a beautiful sun trap, attached to our family racing yard. You’re in the perfect location for business or pleasure. footpaths a short walk away. The bottom of the downs a five minute drive and a handful of pubs all within a 5mile radius. Plumpton station a 2 minute drive you can be in London within the hour.

Jan. 31 – Feb. 7

$131 CAD per night

Guest favourite

Guesthouse in Bolney

4.98 out of 5 average rating, 172 reviews

Countryside setting within a convenient location.

Set in lovely countryside, the Stables Flat is a private one bedroom apartment decorated in a modern style. It is part of a stable yard that is no longer in use. Guests and their dogs are welcome to enjoy the paddocks and small patch of woodland that form part of the property. There are lots of circular country walks including dog friendly pubs and the Bolney wine estate and cafe. Being close to the A23 and A272, gives easy access to Brighton, Hickstead, Gatwick and Nymans gardens.

Mar. 7 – 14

$162 CAD per night

Guest favourite

Cottage in Hurstpierpoint

4.96 out of 5 average rating, 277 reviews

Beautiful barn in the hills and woods nr Brighton

Idyllically situated down a quiet, magical lane, our oak-framed barn is surrounded by hills and woodland, with stunning views on all sides. There is instant access to beautiful countryside footpaths and bridleways. We are walking distance from a pub with a garden and good home-cooked food. Just an hour from London by train and 10 minutes drive from buzzy, cosmopolitan Brighton, we're also close to lots of pretty villages, lovely beaches, beautiful historic houses and gardens.

Feb. 7 – 14

$332 CAD per night

Guest favourite

Apartment in Cuckfield

4.96 out of 5 average rating, 243 reviews

Fabulous Studio ~ Stylish with a hint of Vintage

Bright, Uber fresh Studio Annex in the boutique and picturesque village of Cuckfield. The location provides a perfect base to enjoy the local area plus easy access to NT Nymans and Sheffield park, Haywards Heath, Burgess Hill ,Brighton, LGW & London, as well as access to Ardingly ,Hickstead, & Borde Hill,. We are about a 15 drive from American Express , CAE & Quadrant Systems. A hop skip and a jump to award-winning restaurants Rose & Crown and Ockenden Manor Hotel & Spa.

Sep. 17 – 24

$178 CAD per night

Guest favourite

Apartment in West Sussex

4.95 out of 5 average rating, 106 reviews

Spacious Boutique Style Annexe

This newly renovated stylish Annexe is attached to our home in the hamlet of Ansty, a stones throw to the picturesque village of Cuckfield with its four pubs, independent boutiques and award winning Ockenden Manor and Spa. The location provides a perfect base to enjoy the many NT properties such as Nymans and Sheffield Park as well as Wakehurst Place and the Prairie Gardens. There are also many vineyards in the surrounding area particulary Ridgeview and Bolney Estate.

Oct. 11 – 18

$200 CAD per night

Guest favourite

Tiny homes in Hurstpierpoint

4.97 out of 5 average rating, 283 reviews

Foxhole Escape - The Stable

***Please note this accommodation does not have a hot tub*** Recently renovated stable to accommodate two guest looking for a quiet space over looking a beautiful shared garden and views of the South Downs. Consisting of a cosy dining area and wet room to the ground floor and a double bed and storage on the mezzanine floor. Internet enabled tv and WiFi is available if you need to keep in touch or take in the varied woodland walks that surround if not!

Jun. 23 – 30

$104 CAD per night

Guest favourite

Chalet in East Sussex

4.93 out of 5 average rating, 122 reviews

The perfect rural village escape in Sussex

Welcome to The Greenhouse – the perfect rural village escape in Sussex. Based in Plumpton Green; close to the historic town of Lewes, the bright lights of Brighton & just minutes away from the glorious South Downs. Perfect for Plumpton Races, Glyndebourne (10 miles) & the Brighton Festival. Pubs aplenty, all offering fantastic food. Mainline station with direct access from Gatwick and London.

Sep. 29 – Oct. 6

$151 CAD per night