Family-friendly holiday rentals in Hailsham

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Top-rated family-friendly 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
4.94 out of 5 average rating, 357 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.
Condo in East Sussex
4.93 out of 5 average rating, 228 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, 100 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

Guest favourite
Barn in Hellingly
4.92 out of 5 average rating, 149 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.

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, 256 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, 380 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
A charming lodge is shown nestled within a vibrant garden. The exterior features yellow paneling and a brown roof, with large windows offering natural light. Surrounding greenery includes trees and blooming shrubs. A stone patio provides outdoor space, while a separate garden shed is visible nearby.
Home in Hampden Park
4.94 out of 5 average rating, 379 reviews

Self-Contained Garden Lodge

This wonderful lodge is located in the 'Sunshine Coast' of East Sussex. The property is bright, clean and spacious and located at the back of the owner's large garden. It has its own pathway along the side of the owner's house, and is completely self contained and private. However, hosts are nearby at the top of the garden if needed. Beautiful views of the South Downs are visible from The Lodge. It's the perfect place from which to explore Eastbourne and the surrounding area.

Top Guest favourite
A compact studio space is featured, with a small double bed dressed in a striped yellow and grey duvet. Natural light enters through a large window, and storage options are displayed in nearby cabinetry. A wicker chair rests at a table positioned in the room.
Tiny home in East Sussex
4.96 out of 5 average rating, 115 reviews

Bijoux Studio close to Eastbourne Hospital

This is a bijoux annexe complete with small double bed, kitchenette & separate bathroom. Easy access is via a side gate and key code access. There is parking on the driveway at the front of the property. The annexe is located a short walk from Eastbourne District General Hospital. The main town and seafront are just over one mile. Walking distance to nearby bakery, supermarket, fast food outlets, post office and a florist make this flat the perfect place for a short stay.

Superhost
The rustic cabin is surrounded by lush greenery, featuring a spacious outdoor patio area with comfortable seating and an umbrella for shade. Bifold doors provide access to the interior space, seamlessly connecting the outside with the open-plan living area. Towering trees offer a serene backdrop.
Guesthouse in East Hoathly
4.88 out of 5 average rating, 177 reviews

The Dragons Nest

Take it easy and get back to nature at this unique and tranquil getaway in a beautifully crafted, rustic cabin nestled in ancient woodland among the stunning countryside of East Sussex. A minutes drive from the timeless village of East Hoathly. The Dragons Nest and relaxing garden patio area is screened off with living forest walls so you can relax and enjoy your privacy. The main house is situated nearby (the side/back of the house is roughly 8 meters away

Top Guest favourite
The exterior of a charming barn-style lodge is surrounded by lush greenery and blooming shrubs. Large glass doors reflect natural light, while the well-maintained garden features various plants. A flag stands proudly in front of the lodge, set against a clear blue sky.
Tiny home in Alfriston
4.99 out of 5 average rating, 150 reviews

Garden Lodge, surrounded by garden and countryside

Garden Lodge is situated just off the South Downs Way on the edge of Alfriston village. Sited in the back garden of the main house there is access to a private patio area and to the garden. There is farm land bordering the property with views to the Downs. Numerous pubs, hotels and shops are just five minutes walk away in the village centre. It is very dark here at night so if you are not accustomed to it, think about bringing a torch.

Guest favourite
The living room presents a cozy seating area with a large sofa and two armchairs positioned around a textured area rug. A smart TV is mounted on the wall beside a decorative fireplace. Natural light fills the space through large windows, complemented by soft furnishings.
Home in Sovereign Harbour
4.95 out of 5 average rating, 196 reviews

Cosy 2 bed maisonette with parking by the coast

A cosy and stylish maisonette with one allocated parking space at the front of the property. Visitor parking available opposite the property making this ideal for guests who need their own vehicle to explore beyond Eastbourne. The area is quiet and residential and house is set behind the road giving a bit more privacy for the small garden which is to the front of the property. Please note, there is no back garden.

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.
Guesthouse in Herstmonceux
4.98 out of 5 average rating, 353 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).

Popular amenities for Hailsham family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Hailsham

  • Total holiday rentals

    Explore 30 holiday rentals in Hailsham

  • Nightly prices starting at

    Hailsham holiday rentals start at $76 AUD per night before taxes and fees

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  • Pet-friendly accommodation

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  • Holiday rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    30 of Hailsham holiday rentals include Wi-Fi access

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    Guests love Kitchen, Wi-Fi and Pool across Hailsham rentals

  • 4.7 Average rating

    Hailsham stays receive an average rating of 4.7 out of 5 from guests