Vacation rentals in Hailsham

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Top-rated vacation rentals in Hailsham

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Guest favorite
A light bedroom features a king-sized metal bed with soft linens and a blue throw. Large windows offer views of greenery, while light-colored walls and wooden flooring create a serene atmosphere. A small dresser and a decorative chair complete the inviting space.
Guest suite in East Sussex
4.93 out of 5 average rating, 368 reviews

The Annex, Berwick, East Sussex

Light and spacious self-contained Annex, separate from the main house with it's own private entrance. Being within two miles of the South Downs National Park and an Area of Outstanding Natural Beauty, we are surrounded by idyllic countryside, lovely villages and pubs, and only 6 miles from the sea. The Space: Our Annex is comprised of a spacious double bedroom, with king-sized bed and luxurious bedding, a large lounge, a shower room, and a kitchenette, equipped with fridge/freezer, microwave, toaster, tea & coffee making facilities, washing machine and dryer. Breakfast included. We have two friendly dogs, who have access to our garden and house, but not The Annex. Guest Access: Private entrance. Disabled accessible throughout, including shower. Ample parking. Access to the back garden and patio on request, due to our two friendly dogs. Interaction with Guests: We are a friendly couple, who love to make our visitors welcome, and will also respect your privacy, as you prefer. The Neighbourhood: We are in a rural village, with a small railway station, two pubs, a Post Office and garage. Perfect for walking, cycling and exploring the many local sights, Berwick village train station is only two minutes walk away, with easy access to Brighton, Eastbourne and Lewes. Ample on-site parking means you can leave your car in our drive whilst you explore by foot, bicycle, or train. Local sites include the historic village of Alfriston; Beachy Head, the Cuckmere Valley and the Seven Sisters; Charleston Farmhouse; Firle Place; and Glyndebourne, to name just a few!

Guest favorite
A rustic hut is set on elevated wooden stilts, featuring a front porch with double doors. The structure is surrounded by a well-kept lawn. A fire pit with a grill is positioned in the foreground. Nearby planters add a touch of greenery to the scene.
Shepherd’s hut in Lower Dicker
4.94 out of 5 average rating, 111 reviews

Secluded Shepherds hut in country location

Relax in the beautiful Sussex countryside. The hut has a hot water shower 2 sinks and a loo and a double bed. Inside the hut you have speakers to listen to your favourite tunes or relax with a book, a game of cards, Jenga or scrabble. Wake up and have a cup of tea or coffee with a view of either the fields or sheep that may be in the vicinity. Bring wellies as the fields are still wet. If you like dogs then mine will most likely come and visit (extremely friendly) No cooking facilities

Top guest favorite
The oak-framed cottage is set against a clear blue sky, showcasing solar panels on the sloped roof. A spacious lawn surrounds the building, and wooden patio furniture is visible on the sunlit terrace, inviting outdoor relaxation.
Home in Heathfield
4.9 out of 5 average rating, 367 reviews

Jacks Cottage -

A beautiful oak framed building with great views of the south downs. Accommodation comprising of a comfortable lounge with TV and wifi and log burner. The kitchen is well equipped with a dishwasher, oven and microwave. One double bedroom downstairs with en suite shower room. Upstairs there is a mezzanine with two single beds and a sitting area above the lounge area with a bathroom with free standing bath. The outside space is a south facing patio with table and chairs and a BBQ is available.

Guest favorite
A modern black lodge features a pitched roof with large glass doors leading to a deck. Surrounding the lodge, vibrant yellow flowers are scattered across the grassy area, complementing the natural landscape.
Tiny home in Hellingly
4.89 out of 5 average rating, 208 reviews

Tiny home with stunning views on 150 acres

Enjoy the lovely setting of this romantic spot in nature. Situated in a private corner of Wellshurst Golf club, enjoy the tranquil setting and cosy up in this brand new lodge. With everything you could need for a short stay and plenty of beautiful walks nearby, dogs are welcome and enjoying some golf is optional at our beautiful 18 hole course and driving range. Soak in the free standing tub whilst admiring the views, or relax on the deck and watch the sunset. 2 minute woodland walk to access.

Top guest favorite
Guesthouse in East Hoathly
4.94 out of 5 average rating, 166 reviews

‘The Water Snug’ Beautiful Floating Cabin

Romantic lake cabin for two, floating on our peaceful one-acre lake in ancient woodland. Relax by the cosy log burner, cook in the fully fitted kitchen, and wake to magical lake views from the bedroom. In spring, enjoy the woodland with bluebells and delicate flowers; summer brings long golden evenings over the lake, and autumn paints the trees in rich, vibrant colours. Step outside to gentle ripples, watch wildlife, or visit East Hoathly village with its café, shop, and pub just minutes away.

Guest favorite
The off-grid cabin is set within an open meadow, surrounded by trees and open fields. The structure features large windows, allowing ample natural light inside. Outdoor seating is present, creating an inviting space for relaxation in nature.
Tiny home in Whitesmith
4.94 out of 5 average rating, 102 reviews

Romantic Off-Grid Tiny Home Ft Beachy Head Hike

Escape the noise. Reconnect with nature. Our cosy off-grid cabin, Hwin, is set in an open meadow with sweeping countryside views and zero light pollution (perect for stargazing!) Fully off-grid, but with all the comforts: hot shower, king-size bed, full kitchen, and a wood-burning stove. - Panoramic views from bed - Dog-friendly with outdoor space to roam - 1km walk to the Six Bells pub (proper pub) - 3km from Gun Tap Room & Brewery - 30 mins to the Beachy Head to Seven Sisters coastal hike

Guest favorite
Barn in Hellingly
4.92 out of 5 average rating, 201 reviews

The Barn, Hot tub, projector, Fire Pit, Pizza oven

Our Grade ll Barn is in a quiet countryside spot within driving distance of Eastbourne, Tunbridge Wells, Brighton and Hastings. This unique place has a style all of its own. A spacious home for a romantic getaway or a weekend adventure exploring the local beaches, walks & golf clubs The Barn is equipped with a hot tub, outdoor cinema screen, Ooni pizza oven, firepit/BBQ. We have a driveway which has space for two cars directly outside. *Please note our place is NOT suitable for children.

Top guest favorite
The exterior of the converted barn features a sloped roof with rustic shingles and wooden siding. A gravel driveway leads to the entrance, flanked by planters. Large windows offer views into the open interior, while trees provide a natural backdrop.
Barn in East Sussex
4.97 out of 5 average rating, 274 reviews

The Cart Lodge a cosy rural hideaway

Situated in a secluded part of our 16th century farm, this detached, south facing cart barn has been converted to a very high standard. In an ideal location overlooking a large duck pond and with distant views to the South Downs. It is a great base for walking the Wealdway or cycling the Cuckoo Trail. Places to explore include Lewes and Eastbourne, 9 miles. Glyndebourne 6 miles. An excellent pub and restaurant is within a ten minute walk along country footpaths. The village shop 2 miles.

Guest favorite
Home in Upper Dicker
4.86 out of 5 average rating, 112 reviews

Starnash Farmhouse Accommodation

Starnash is a cosy farmhouse on 3 acres of land; the east side is self-contained for 8 guests. A shepherd’s hut in the garden can be hired separately (when available) for 2 more people, so we can accommodate up to 10 guests in total. If you’re looking to get away and be just off the beaten track then Starnash is the place for you. Here you are surrounded by nature & birdsong and within a few miles of beaches, woodland walks, the South Downs AONB, quirky villages and vibrant towns.

Top guest favorite
The exterior of the eco-friendly cottage is framed by an array of flowering plants and gravel pathways. Natural wood cladding complements the blue sky. Outdoor seating includes a dining table and chairs, inviting relaxation in the spacious garden area.
Cottage in Brightling
5 out of 5 average rating, 165 reviews

The Long Stable: Rural haven, spacious, fast Wifi

Stylishly fitted and eco-friendly, our detached, self-contained cottage is in a very rural location. There are no other holiday cottages on the farm. Situated in the High Weald Area of Outstanding Natural Beauty, on a sheep farm of 23 acres (which you are free to roam), this is a real get-away-from-it-all location. One of the most peaceful and relaxing places you will ever stay. With underfloor heating and a wood-burning stove you will be cosy whatever the weather.

Guest favorite
Place to stay in Herstmonceux
4.97 out of 5 average rating, 234 reviews

Cosy ÖÖD House on a magical swimming lake.

Come and stay in this truly tranquil setting, sleep in the super stylish, mirrored glass ÖÖD House, located next to a stunning wild swimming lake. Plunge into the crystal-clear water and then warm up in the divine wood fired hot tub or relax on the private jetty. Use of beautiful Finnish made sauna, with it's glass windows the overlook the lake. Stroll through the surrounding ancient woodland, lakes and vineyard. Meet the adorable alpacas, sheep and Po the pony.

Top guest favorite
A charming thatched cottage is surrounded by meticulously maintained gardens featuring geometric hedges and a stone pathway. Lush greenery and trees frame the scene, while a tranquil pond reflects the clear sky above.
Cottage in Rotherfield
4.98 out of 5 average rating, 350 reviews

The Granary, Organic Vineyard stay with Pool.

Coes Farm offers 50 acres of absolute tranquillity in amongst nature, with a bit of luxury thrown in too! We have formal gardens and ornamental ponds, a large lake, plenty of woodland, open fields, an indoor saltwater swimming pool with hot tub, a tennis court and a games room which is resident in our Micro-Winery! We planted our 5 acre vineyard in Spring 2021 and extended the existing Orchard with cider varieties in 2023.

Popular amenities for Hailsham vacation rentals

When is the best time to visit Hailsham?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Hailsham?

    Hailsham has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cottage rentals in Hailsham?

    Experience the best of Hailsham with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Hailsham?

    Four-legged friends are welcome in Hailsham. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Hailsham?

    Yes! Work meets play with ease at over 10 vacation rentals in Hailsham featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Hailsham bungalow rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 bungalow rentals with pools in Hailsham, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Hailsham?

    Make yourself at home in Hailsham by choosing from our most frequently booked neighborhoods. We have over 750 vacation rentals in Hailsham, and over 130 vacation rentals in Magham Down.

  • Do house rentals in Hailsham have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Hailsham. Enjoy a tailored experience with all the comforts you desire.

  • Do bungalow rentals in Hailsham have wifi?

    Absolutely! We offer over 10 bungalow rentals with wifi in Hailsham. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hailsham have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Hailsham. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Hailsham?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Hailsham

  • Total vacation rentals

    Explore 50 vacation rentals in Hailsham

  • Nightly prices starting at

    Hailsham vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,800 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Hailsham vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hailsham rentals

  • 4.8 Average rating

    Hailsham stays are highly rated by guests—averaging 4.8 out of 5!

  1. Airbnb
  2. United Kingdom
  3. England
  4. East Sussex
  5. Hailsham