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Family-friendly holiday rentals in Hailsham

Find and book unique family-friendly homes on Airbnb

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 $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 790 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Wi-Fi availability

    30 of Hailsham holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hailsham rentals

  • 4.7 Average rating

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

Top-rated family-friendly rentals in Hailsham

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top 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, 385 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 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, 128 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 favourite
The lounge area features a spacious bed adorned with neatly arranged towels. A smart TV is positioned on a low cabinet across the room, accompanied by a black armchair. A dining table for two and a decorative mannequin enhance the inviting interior design.
Apartment in East Sussex
4.98 out of 5 average rating, 156 reviews

Annexe with own entrance

A delightful self contained annexe with own entrance nestling at the foot of the South Downs, a stroll away from the Old Town of Eastbourne with its array of pubs/eating places. The main town of Eastbourne is a 20 minute walk away and for the energetic you can be on the Downs in matter of moments. Fully refurbished for 2024. The annexe offers a double bed, lounge area with smart TV. Dining table for 2 which doubles as a work space with USB charging points. Fully fitted kitchen and shower room.

Superhost
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
4.88 out of 5 average rating, 241 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.

Superhost
Barn in Hellingly
4.92 out of 5 average rating, 241 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 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, 288 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 favourite
A spacious barn-style home is showcased against a clear sky, featuring a stone façade and large windows. A grassy lawn extends in front, with shadows cast by trees. Outdoor seating is positioned on a patio area, and a swing set is visible in the background.
Barn in Milton Street
4.94 out of 5 average rating, 213 reviews

Beautiful barn on the South Downs Way

Beautiful barn, perfect for walkers, also great as a comfortable and spacious base for exploring the local countryside. Local cultural attractions include Glyndebourne, Drusilla's Park, South Downs Way. This spacious artist's home is located right on the South Downs Way, and it is only about an hour and a half walk to the coast at Exceat. There is a tree house for kids, a couple of swing seats for chilling out on, and the Cuckmere runs through the bottom of the garden.

Top Guest favourite
Cottage in Willingdon, Eastbourne,
4.95 out of 5 average rating, 150 reviews

Cozy Flint Cottage

Beautifully presented and welcoming cosy flint cottage within walking distance of The South Downs National Park. Our cottage is located in a peaceful and friendly village with two great pubs, fabulous Thai restaurant, post office and local Marks and Spencer BP convenience store, all only a short stroll away. You can enjoy a walking, cycling or a relaxing holiday. The cottage is located only a 10 minute drive into Eastbourne Town Centre and Seafront.

Guest favourite
The exterior of a charming blue hut is framed by lush greenery under a clear sky. A small patio area features two comfortable chairs and a fire pit table, providing a relaxing space to enjoy the scenic views of the adjoining fields.
Shepherd’s hut in Chiddingly
4.85 out of 5 average rating, 127 reviews

Quirky Shepherd's Hut Off-grid

Our new, beautifully crafted hut / tiny home has lovely views over the adjoining fields with stunning walks on the doorstep. A short walk across fields to the famous Six Bells pub with excellent beer, food and music and a short drive to Glyndebourne Fully equipped with shower, loo and cooking facilities. Garden furniture, BBQ and fire pit and private parking provided. Please note you are not in your own field but the location is private.

Top 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, 247 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, 374 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).

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 Hailsham
4.8 out of 5 average rating, 368 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 family-friendly rentals

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