Holiday rentals in Hailsham

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Top-rated holiday rentals in Hailsham

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Guest favourite
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, 361 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 favourite
A modern bedroom features a spacious bed with crisp white linens and a gray throw blanket. Nightstands with soft lamps flank the bed, providing gentle illumination. A simple chair and desk are visible, with a door leading to the hallway in the background.
Apartment in East Sussex
4.93 out of 5 average rating, 233 reviews

Entire spacious 2 bed flat Willingdon.king&double

Our modern beautifully presented clean flat is in the heart of Willingdon Village 10 minutes north of Eastbourne. The Village has 2 pubs that serve great food ,Thai restaurant, local post office & is within 15 min walking distance of M&S convenience store located in a BP garage. The flat is approximately 12 min drive from Eastbourne town & seafront. Our flat is within walking distance of the South Downs National Park & Butts Brow. Great for walking.Comfortable Clean & disinfected.King & double

Guest favourite
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, 104 reviews

Luxurious Shepherds hut

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 favourite
The exterior of a charming house is displayed, featuring a tiled roof and multiple large windows. A small porch area is visible, adorned with steps leading to the entrance. A classic car is parked nearby on a gravel driveway surrounded by greenery.
Guest suite in East Sussex
4.95 out of 5 average rating, 144 reviews

Cosy converted Artist's Studio (self-contained)

A cosy artist's studio on the edge of the Old Town area of Eastbourne below the South Downs, 2 miles from the sea. The studio has its own entrance, ensuite bathroom (shower and toilet) There is a kitchenette with microwave, fridge, kettle opening on to a tiny patio. It’s a 20 min walk to beautiful medieval pubs, church and restaurants of Old Town and a 10 min drive to the seafront (or 40 min walk), shops and town centre. 10 min in the other direction takes you to the South Downs National Park.

Top guest favourite
A bright bedroom and living area features a spacious bed adorned with soft linens. Wide glass doors open to a private outdoor seating area, overlooking well-maintained grass. A circular dining table is positioned nearby, with two chairs complementing the cozy interior.
Tiny home in Vines Cross
4.95 out of 5 average rating, 691 reviews

Countryside location with hot tub and sauna

We are offering our pool house which consists of sauna, hot tub, kitchen, double shower room, bedroom/living room with separate wc. Beautiful countryside views. This building is located in our garden which is an acre in total. From the garden you have the added bonus of seeing Llamas and wild deer in the adjoining field. We are situated close to the cuckoo line and there are beautiful walks nearby. We do allow dogs but we do ask that they are added to your reservation as we make a charge.

Top guest favourite
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, 267 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.

Top guest favourite
A private entrance to the Annex is framed by two potted greenery, enhancing the inviting pathway. The door, crafted from wood, is highlighted by natural light filtering through surrounding foliage, illuminating the gravel path and textured wall.
Guest suite in East Sussex
4.96 out of 5 average rating, 384 reviews

Cosy Woodland Annex

Adjoining historic Heathfield Park, surrounded by woodland & wildlife. This detached, self-contained Annex in the grounds of our home. The space has been transformed into a cosy woodland retreat flooded with natural light. It has a secure private entrance & ample off-street parking. The lounge has a wood burning stove stocked with logs from our garden. The accommodation is ideal for a family of 4 or 2 couples, the bedroom has a kingsize bed and there's a kingsize sofa bed in the lounge.

Top guest favourite
The exterior of a detached flint barn is showcased, featuring a warm grey-toned stone facade and a charming red tiled roof. A wooden deck with outdoor seating is visible in front, along with a landscaped area displaying shrubs and flowers. Two windows allow natural light into the space.
Cottage in Wilmington
4.97 out of 5 average rating, 100 reviews

Flint barn with log burner & fully enclosed garden

A lovely detached one bedroom Sussex flint barn close to South Downs National Park and the Long Man, ideal for Glyndebourne (18 mins). We are in a quiet no through lane within 20 minutes walking distance of 3 pubs & 2 tearooms. Sleeps 2 adults and up to 3 children (sofa bed in living room and single pull out in bedroom). Good dogs are welcome (£30 supplement) and can use the fully enclosed garden and sunny front deck.If you want to leave the dog/s on their own, please check with us!

Top guest favourite
The open-plan living area features a comfortable king-size bed, a television, and a sofa. A rocking chair and a small wooden table are positioned beside large glass doors that provide views of the garden. A patterned rug adds warmth to the space.
Guest house in Herstmonceux
4.98 out of 5 average rating, 355 reviews

Spacious self-contained annex in rural setting

Located in a glorious, peaceful rural setting in an Area of Outstanding Natural Beauty in the High Weald of East Sussex, our annex offers the perfect get-away for a relaxing, peaceful stay in beautiful countryside. Although situated in the depths of the countryside, we are only a 10 minute drive from the market town of Hailsham which has a good selection of shops and supermarkets (Waitrose, Tesco, Asda).

Top guest favourite
Guest house in East Hoathly
4.94 out of 5 average rating, 144 reviews

‘The Water Snug’ Beautiful Floating Cabin

Welcome to our beautiful houseboat, a romantic retreat for two floating on our peaceful one-acre lake in East Hoathly. Relax by the cosy log burner, cook in the fully fitted kitchen, and wake in a lake-view bedroom where nature’s magic surrounds you. Step outside to gentle ripples and wildlife, or visit East Hoathly with its village pub, café, and shop just minutes away when you can pull yourselves away.

Guest favourite
The exterior of the cottage showcases charming brickwork and a vibrant green door, surrounded by manicured greenery. Paved pathways lead to the entrance, with a small barrel and decorative plants adding to the inviting atmosphere.
Cottage in Boreham Street
4.98 out of 5 average rating, 121 reviews

The Stables at Boreham House

The Stables is a converted self-catering cottage in what was the original stables and coach house of Boreham House bed and breakfast and is ideal for couples or families. Inside the cottage the accommodation has been renovated to a very high standard while retaining much of the original character. The cottage is set in beautiful East Sussex countryside within an Area of Outstanding Natural Beauty.

Guest favourite
A charming studio cottage is showcased, featuring a sloped roof and a combination of dark siding and brick foundation. Bright orange flowers are planted in raised garden beds, while a small pathway leads to the entrance. Lush greenery surrounds the property.
Guest suite in Downash
4.79 out of 5 average rating, 349 reviews

Self Contained double\twin en-suite accommodation

Studio, two single beds that are joined to make a king size. Breakfast area with fridge, kettle toaster and small microwave, TV and WiFi, small enclosed garden area. Overnight accommodation ideal for visiting family and friends, work or to explore the local area Twin beds are available for stays of 3 nights or longer. Please let me know at time of booking if you would like twin beds

Popular amenities for Hailsham holiday rentals

When is the best time to visit Hailsham?

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Frequently Asked Questions

  • 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.

  • Do house rentals in Hailsham have wifi?

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

  • Where should I stay in Hailsham?

    Make yourself at home in Hailsham by choosing from our most frequently booked neighborhoods. We have over 740 vacation rentals in Hailsham, and over 140 vacation rentals in Magham Down.

  • Are there family-friendly bungalow rentals in Hailsham?

    Hailsham has more than 10 family-friendly bungalow rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 wifi, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • 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!

  • 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.

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

    Experience the best of Hailsham with our cottage rentals, starting at about $130 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • Do bungalow rentals in Hailsham have a kitchen?

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

Quick stats about holiday rentals in Hailsham

  • Total holiday rentals

    Explore 50 holiday rentals in Hailsham

  • Nightly prices starting at

    Hailsham holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Hailsham holiday rentals include wifi 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